# US 7,612,211 B2 · Benzimidazole TRPV1 inhibitors

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- Number: US 7,612,211 B2
- Document ID: US7612211B2
- Status: Granted
- Kind: B2
- Application number: 11/954,647
- Filed: 2007-12-12
- Published: 2008-06-19
- Granted: 2009-11-03
- Earliest claimed: 2006-12-15
- Assignees: Janssen Pharmaceutica NV
- Inventors: Wing S. Cheung; Daniel J. Parks; William H. Parsons; Sharmila Patel; Mark R. Player
- Web page: https://patentgrep.com/patent/US7612211B2

## CPC

- C07D 235/12: Radicals substituted by oxygen atoms
- A61P 17/02: for treating wounds, ulcers, burns, scars, keloids, or the like
- A61P 25/04: Centrally acting analgesics, e.g. opioids
- A61P 29/00: Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
- A61P 43/00: Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
- C07D 235/06: with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 2
- C07D 235/14: Radicals substituted by nitrogen atoms (by nitro radicals C07D235/10)
- C07D 235/26: Oxygen atoms
- C07D 235/30: Nitrogen atoms not forming part of a nitro radical
- C07D 401/12: linked by a chain containing hetero atoms as chain links
- C07D 405/12: linked by a chain containing hetero atoms as chain links
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)
- A61P: SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS

## Abstract

The invention is directed to compounds of Formula (I): to pharmaceutical compositions containing such compounds and to methods of treatment using them.

## Claims

### Claim 1

A compound of Formula (I):
or a stereoisomeric, tautomeric or salt form thereof, wherein:
the dashed lines between positions 1, 2 and 3 in Formula (I) indicate the positions of a tautomeric double bond,
wherein when a double bond is formed between positions 1 and 2, then R3b is present, and
wherein, when a double bond is formed between positions 2 and 3, then R3a is present;
p is 0, 1 or 2;
q is 0, 1 or 2;
r is 0, 1, 2 or 3;
L is —X—C1-3alkyl- or —C1-3alkyl-Y—, wherein each instance of alkyl is optionally perfluorinated;
X and Y are each O, S, SO, SO2 or NR6;
A1 is selected from the group consisting of indanyl, 1,2,3,4-tetrahydro-naphthalenyl, phenyl, naphthyl, benzo[1,3]dioxolyl, pyridinyl and quinolinyl;
R1 is C1-6alkylsulfonyl, C1-6alkylsulfonylamino, aminosulfonyl or (C1-4alkyl)1-2aminosulfonyl,
wherein each instance of alkyl is optionally substituted with one, two or three substituents independently selected from the group consisting of C1-8alkoxy, amino, (C1-4alkyl)1-2amino, C1-6alkylcarbonylamino, C1-6alkoxycarbonylamino, aminocarbonylamino, (C1-6alkyl)1-2aminocarbonylamino, C1-6alkylsulfonylamino, halogen, oxo and hydroxy, and
wherein, each instance of alkyl and alkoxy is optionally perfluorinated;
R2 is each selected from the group consisting of halogen, C1-4alkyl, C1-4alkoxy, C1-4alkylsulfonyl, nitro, (C1-4alkyl)1-2amino and cyano, wherein each instance of alkyl and alkoxy is optionally perfluorinated;
R3a and R3b are each selected from the group consisting of hydrogen and C1-4alkyl;
R4 is each halogen, nitro, cyano, C1-6alkyl, C1-6alkoxy, haloC1-6alkyl, haloC1-6alkoxy, C1-6alkoxy-C1-6alkyl, C1-6alkylthio, haloC1-6alkylthio, C1-6alkylsulfonyl, haloC1-6alkylsulfonyl, C3-8cycloalkyl, C3-8cycloalkyl-C1-4alkyl, C3-8cycloalkyl-C1-4alkoxy, C3-8cycloalkyl-oxy, amino, (C1-6alkyl)1-2amino, (C3-8cycloalkyl)1-2amino, (C3-8cycloalkyl-C1-4alkyl)1-2amino, cyano, C1-6alkylcarbonyl, C1-6alkoxy-carbonyl, C1-6alkoxy-carbonyl-C1-6alkyl, aminocarbonyl, (C1-6alkyl)1-2aminocarbonyl, C1-6alkylcarbonylamino, C1-6alkoxycarbonylamino, aminocarbonylamino, (C1-6alkyl)1-2aminocarbonylamino, C1-6alkylsulfonylamino, aminosulfonyl or (C1-4alkyl)1-2aminosulfonyl, wherein each instance of alkyl and alkoxy is optionally perfluorinated;
R5 is selected from the group consisting of halogen, hydroxy, C1-4alkyl, haloC1-4alkyl, hydroxyC1-4alkyl, C1-4alkoxy, C1-4alkylsulfonyl, nitro, C1-6alkylcarbonyl, C1-6alkoxycarbonyl, amino, (C1-4alkyl)1-2amino, C1-6alkylcarbonylamino, C1-6alkylsulfonylamino, aminosulfonyl, (C1-6alkyl)1-2aminosulfonyl, and cyano, wherein each instance of alkyl and alkoxy is optionally perfluorinated; and
R6 is one substituent selected from the group consisting of hydrogen and optionally perfluorinated C1-4alkyl.

### Claim 2 (depends on 1)

The compound of claim 1, wherein
a double bond is formed between positions 1 and 2 and R3b is present;
p is 0, 1 or 2;
q is 0;
r is 0, 1, 2 or 3;
L is —X—C1-3alkyl- or —C1-3alkyl-Y—, wherein each instance of alkyl is optionally perfluorinated;
X and Y are each O, S, SO2 or NR6;
A1 is selected from the group consisting of indanyl, 1,2,3,4-tetrahydro-naphthalenyl, phenyl, naphthyl, benzo[1,3]dioxolyl, pyridinyl and quinolinyl;
R1 is C1-6alkylsulfonyl, amino, C1-6alkylsulfonylamino, aminosulfonyl or (C1-4alkyl)1-2aminosulfonyl,
wherein each instance of alkyl is optionally substituted with one, two or three substituents independently selected from the group consisting of halogen and hydroxy;
R3b is selected from the group consisting of hydrogen and C1-4alkyl;
R4 is each halogen, C1-6alkyl, C1-6alkoxy, haloC1-6alkyl, haloC1-6alkoxy, haloC1-6alkylthio, C1-6alkylsulfonyl, haloC1-6alkylsulfonyl, C3-8cycloalkyl, cyano, C1-6alkylcarbonyl, C1-6alkoxy-carbonyl-C1-6alkyl and C1-6alkylcarbonylamino;
R5 is selected from the group consisting of halogen, hydroxy, C1-4alkyl, haloC1-4alkyl, hydroxyC1-4alkyl, C1-4alkylsulfonyl, C1-6alkoxycarbonyl, amino, C1-6alkylcarbonylamino, C1-6alkylsulfonylamino, aminosulfonyl and (C1-6alkyl)1-2aminosulfonyl; and
R6 is one substituent selected from the group consisting of hydrogen and C1-4alkyl.

### Claim 3 (depends on 1)

The compound of claim 1, wherein
a double bond is formed between positions 1 and 2 and R3b is present;
p is 0, 1 or 2;
q is 0;
r is 0, 1, 2 or 3;
L is —X—C1-3alkyl- or —C1-3alkyl-Y—, wherein each instance of alkyl is optionally perfluorinated;
X and Y are each O, S or NH;
A1 is selected from the group consisting of indanyl, 1,2,3,4-tetrahydro-naphthalenyl, phenyl, naphthyl, benzo[1,3]dioxolyl and quinolinyl;
R1 is C1-6alkyl, C1-6alkylsulfonyl, C1-6alkylsulfonylamino, aminosulfonyl or (C1-4alkyl)1-2aminosulfonyl,
wherein each instance of alkyl is optionally substituted with one, two or three substituents independently selected from the group consisting of halogen and hydroxy;
R3b is selected from the group consisting of hydrogen and C1-4alkyl;
R4 is each halogen, C1-6alkyl, C1-6alkoxy, haloC1-6alkyl, haloC1-6alkoxy, haloC1-6alkylthio, C1-6alkylsulfonyl, haloC1-6alkylsulfonyl, C3-8cycloalkyl, cyano or C1-6alkylcarbonyl; and
R5 is selected from the group consisting of halogen and haloC1-4alkyl.

### Claim 4 (depends on 1)

The compound of claim 1, wherein
a double bond is formed between positions 1 and 2 and R3b is present;
p is 0, 1 or 2;
q is 0;
r is 1 or 2;
L is —X—C1-3alkyl- or —C1-3alkyl-Y—, wherein each instance of alkyl is optionally perfluorinated;
X and Y are each O or S;
A1 is selected from the group consisting of indanyl, 1,2,3,4-tetrahydro-naphthalenyl, phenyl and naphthyl;
R1 is C1-6alkylsulfonyl, C1-6alkylsulfonylamino, aminosulfonyl or (C1-4alkyl)1-2aminosulfonyl,
wherein each instance of alkyl is optionally substituted with one hydroxy substituent;
R3b is selected from the group consisting of hydrogen and C1-4alkyl;
R4 is each halogen, C1-6alkyl, C1-6alkoxy, haloC1-6alkyl, haloC1-6alkoxy, haloC1-6alkylthio, C1-6alkylsulfonyl, haloC1-6alkylsulfonyl, C3-8cycloalkyl or C1-6alkylcarbonyl; and
R5 is halogen.

### Claim 5 (depends on 1)

The compound of claim 1, wherein
a double bond is formed between positions 1 and 2 and R3b is present;
p is 0;
q is 0;
r is 1;
L is —X—C1-3alkyl- or —C1-3alkyl-Y—;
X and Y are each O or S;
A1 is phenyl;
R1 is C1-6alkylsulfonyl, C1-6alkylsulfonylamino, aminosulfonyl or (C1-4alkyl)1-2aminosulfonyl,
wherein each instance of alkyl is optionally substituted with one hydroxy substituent;
R3b is selected from the group consisting of hydrogen and C1-4alkyl;
R4 is halogen, C1-6alkyl, haloC1-6alkyl, haloC1-6alkoxy, haloC1-6alkylthio, C1-6alkylsulfonyl, haloC1-6alkylsulfonyl or C3-8cycloalkyl.

### Claim 6 (depends on 1)

The compound of claim 1, wherein R4 is cyclopropyl.

### Claim 7 (depends on 1)

The compound of claim 1, wherein
a double bond is formed between positions 1 and 2 and R3b is present;
p is 0;
q is 0;
r is 1;
L is —C1-3alkyl-O—;
A1 is phenyl;
R1 is C1-6alkylsulfonyl, C1-6alkylsulfonylamino, aminosulfonyl or C1-4alkylaminosulfonyl,
wherein each instance of alkyl is optionally substituted with one hydroxy substituent;
R3b is hydrogen; and
R4 is haloC1-6alkyl, haloC1-6alkoxy or haloC1-6alkylsulfonyl.

### Claim 8 (depends on 1)

The compound of claim 1, wherein
a double bond is formed between positions 1 and 2 and R3b is present;
p is 0;
q is 0;
r is 1;
L is —CH2—O—;
A1 is phenyl;
R1 is methylsulfonyl, methylsulfonylamino, aminosulfonyl or methylaminosulfonyl,
wherein isopropyl is optionally substituted with one hydroxy substituent;
R3b is hydrogen; and
R4 is trifluoromethyl, trifluoromethoxy or trifluoromethylsulfonyl.

### Claim 9

A compound of Formula (Ia):
or a stereoisomeric, tautomeric or salt form thereof, wherein:
p is 0, 1 or 2;
r is 0, 1, 2 or 3;
L is —X—C1-3alkyl- or —C1-3alkyl-Y—, wherein each instance of alkyl is optionally perfluorinated;
X and Y are each O, S, SO, SO2 or NR6;
A1 is selected from the group consisting of indanyl, 1,2,3,4-tetrahydro-naphthalenyl, phenyl, naphthyl, benzo[1,3]dioxolyl, pyridinyl and quinolinyl;
R1 is C1-6alkylsulfonyl, C1-6alkylsulfonylamino, aminosulfonyl or (C1-4alkyl)1-2aminosulfonyl,
wherein each instance of alkyl is optionally substituted with one, two or three substituents independently selected from the group consisting of C1-8alkoxy, amino, (C1-4alkyl)1-2amino, C1-6alkylcarbonylamino, C1-6alkoxycarbonylamino, aminocarbonylamino, (C1-6alkyl)1-2aminocarbonylamino, C1-6alkylsulfonylamino, halogen, oxo and hydroxy;
R3b is selected from the group consisting of hydrogen and C1-4alkyl;
R4 is each halogen, nitro, cyano, C1-6alkyl, C1-6alkoxy, haloC1-6alkyl, haloC1-6alkoxy, C1-6alkoxy-C1-6alkyl, C1-6alkylthio, haloC1-6alkylthio, C1-6alkylsulfonyl, haloC1-6alkylsulfonyl, C3-8cycloalkyl, C3-8cycloalkyl-C1-4alkyl, C3-8cycloalkyl-C1-4alkoxy, C3-8cycloalkyl-oxy, amino, (C1-6alkyl)1-2amino, (C3-8cycloalkyl)1-2amino, (C3-8cycloalkyl-C1-4alkyl)1-2amino, cyano, C1-6alkylcarbonyl, C1-6alkoxy-carbonyl, C1-6alkoxy-carbonyl-C1-6alkyl, aminocarbonyl, (C1-6alkyl)1-2aminocarbonyl, C1-6alkylcarbonylamino, C1-6alkoxycarbonylamino, aminocarbonylamino, (C1-6alkyl)1-2aminocarbonylamino, C1-6alkylsulfonylamino, aminosulfonyl or (C1-4alkyl)1-2aminosulfonyl;
R5 is selected from the group consisting of halogen, hydroxy, C1-4alkyl, haloC1-4alkyl, hydroxyC1-4alkyl, C1-4alkoxy, C1-4alkylsulfonyl, nitro, C1-6alkylcarbonyl, C1-6alkoxycarbonyl, amino, (C1-4alkyl)1-2amino, C1-6alkylcarbonylamino, C1-6alkylsulfonylamino, aminosulfonyl, (C1-6alkyl)1-2aminosulfonyl and cyano; and
R6 is one substituent selected from the group consisting of hydrogen and C1-4alkyl.

### Claim 10 (depends on 9)

The compound of claim 9, wherein
p is 0, 1 or 2;
r is 0, 1, 2 or 3;
L is —X—C1-3alkyl- or —C1-3alkyl-Y—, wherein each instance of alkyl is optionally perfluorinated;
X and Y are each O, S, SO2 or NR6;
A1 is selected from the group consisting of indanyl, 1,2,3,4-tetrahydro-naphthalenyl, phenyl, naphthyl, benzo[1,3]dioxolyl, pyridinyl and quinolinyl;
R1 is C1-6alkylsulfonyl, C1-6alkylsulfonylamino, aminosulfonyl or (C1-4alkyl)1-2aminosulfonyl,
wherein each instance of alkyl is optionally substituted with one, two or three substituents independently selected from the group consisting of halogen and hydroxy;
R3b is selected from the group consisting of hydrogen and C1-4alkyl;
R4 is each halogen, C1-6alkyl, C1-6alkoxy, haloC1-6alkyl, haloC1-6alkoxy, haloC1-6alkylthio, C1-6alkylsulfonyl, haloC1-6alkylsulfonyl, C3-8cycloalkyl, cyano, C1-6alkylcarbonyl, C1-6alkoxy-carbonyl-C1-6alkyl and C1-6alkylcarbonylamino;
R5 is selected from the group consisting of halogen, hydroxy, C1-4alkyl, haloC1-4alkyl, hydroxyC1-4alkyl, C1-4alkylsulfonyl, C1-6alkoxycarbonyl, amino, C1-6alkylcarbonylamino, C1-6alkylsulfonylamino, aminosulfonyl and (C1-6alkyl)1-2aminosulfonyl; and
R6 is one substituent selected from the group consisting of hydrogen and C1-4alkyl.

### Claim 11 (depends on 9)

The compound of claim 9, wherein
p is 0, 1 or 2;
r is 0, 1, 2 or 3;
L is —X—C1-3alkyl- or —C1-3alkyl-Y—, wherein each instance of alkyl is optionally perfluorinated;
X and Y are each O, S or NH;
A1 is selected from the group consisting of indanyl, 1,2,3,4-tetrahydro-naphthalenyl, phenyl, naphthyl, benzo[1,3]dioxolyl and quinolinyl;
R1 is C1-6alkylsulfonyl, C1-6alkylsulfonylamino, aminosulfonyl or (C1-4alkyl)1-2aminosulfonyl,
wherein each instance of alkyl is optionally substituted with one, two or three substituents independently selected from the group consisting of halogen and hydroxy;
R3b is selected from the group consisting of hydrogen and C1-4alkyl;
R4 is each halogen, C1-6alkyl, C1-6alkoxy, haloC1-6alkyl, haloC1-6alkoxy, haloC1-6alkylthio, C1-6alkylsulfonyl, haloC1-6alkylsulfonyl, C3-8cycloalkyl, cyano or C1-6alkylcarbonyl; and
R5 is selected from the group consisting of halogen and haloC1-4alkyl.

### Claim 12 (depends on 9)

The compound of claim 9, wherein
p is 0, 1 or 2;
r is 1 or 2;
L is —X—C1-3alkyl- or —C1-3alkyl-Y—, wherein each instance of alkyl is optionally perfluorinated;
X and Y are each O or S;
A1 is selected from the group consisting of indanyl, 1,2,3,4-tetrahydro-naphthalenyl, phenyl and naphthyl;
R1 is C1-6alkylsulfonyl, C1-6alkylsulfonylamino, aminosulfonyl or (C1-4alkyl)1-2aminosulfonyl,
wherein each instance of alkyl is optionally substituted with one hydroxy substituent;
R3b is selected from the group consisting of hydrogen and C1-4alkyl;
R4 is each halogen, C1-6alkyl, C1-6alkoxy, haloC1-6alkyl, haloC1-6alkoxy, haloC1-6alkylthio, C1-6alkylsulfonyl, haloC1-6alkylsulfonyl, C3-8cycloalkyl or C1-6alkylcarbonyl; and
R5 is halogen.

### Claim 13 (depends on 9)

The compound of claim 9, wherein
p is 0;
r is 1;
L is —X—C1-3alkyl- or —C1-3alkyl-Y—;
X and Y are each O or S;
A1 is phenyl;
R1 is C1-6alkylsulfonyl, C1-6alkylsulfonylamino, aminosulfonyl or (C1-4alkyl)1-2aminosulfonyl,
wherein each instance of alkyl is optionally substituted with one hydroxy substituent;
R3b is selected from the group consisting of hydrogen and C1-4alkyl; and
R4 is halogen, C1-6alkyl, haloC1-6alkyl, haloC1-6alkoxy, haloC1-6alkylthio, C1-6alkylsulfonyl, haloC1-6alkylsulfonyl or C3-8cycloalkyl.

### Claim 14 (depends on 9)

The compound of claim 9, wherein R4 is cyclopropyl.

### Claim 15 (depends on 9)

The compound of claim 9, wherein
p is 0;
r is 1;
L is —C1-3alkyl-O—;
A1 is phenyl;
R1 is C1-6alkylsulfonyl, C1-6alkylsulfonylamino, aminosulfonyl or C1-4alkylaminosulfonyl,
wherein each instance of alkyl is optionally substituted with one hydroxy substituent;
R3b is hydrogen; and
R4 is haloC1-6alkyl, haloC1-6alkoxy or haloC1-6alkylsulfonyl.

### Claim 16 (depends on 9)

The compound of claim 9, wherein
p is 0;
r is 1;
L is —CH2—O—;
A1 is phenyl;
R1 is methylsulfonyl, methylsulfonylamino, aminosulfonyl or methylaminosulfonyl,
wherein isopropyl is optionally substituted with one hydroxy substituent;
R3b is hydrogen; and
R4 is trifluoromethyl, trifluoromethoxy or trifluoromethylsulfonyl.

### Claim 17

A compound selected from the group consisting of:
2-[2-(4-trifluoromethyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(4-trifluoromethanesulfonyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(2-fluoro-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(3-fluoro-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(4-fluoro-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(3-chloro-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(4-chloro-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(4-bromo-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(2,4-difluoro-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(3,4-difluoro-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(3-chloro-4-fluoro-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(4-fluoro-3-trifluoromethyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(3-trifluoromethyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(2,3,4-trifluoro-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(3-trifluoromethoxy-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(4-trifluoromethoxy-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
N-methyl-2-[2-(4-trifluoromethyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(4-chloro-phenoxymethyl)-1H-benzoimidazol-5-yl]-N-methyl-benzenesulfonamide,
2-[2-(4-methanesulfonyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-N-methyl-benzenesulfonamide,
N-methyl-2-[2-(4-trifluoromethanesulfonyl-phenoxymethyl)-1H-benzoimidazol-5 yl]-benzenesulfonamide,
2-(2-phenoxymethyl-1H-benzoimidazol-5-yl)-benzenesulfonamide,
2-(2-p-tolyloxymethyl-1H-benzoimidazol-5-yl)-benzenesulfonamide,
2-[2-(4-isopropyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(3,4-dichloro-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(4-chloro-3-trifluoromethyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(3,5-bis-trifluoromethyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(4-tert-butyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(4-ethoxy-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(4-trifluoromethylsulfanyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(4-acetyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(naphthalen-2-yloxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(quinolin-6-yloxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(pyridin-4-yloxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(5-trifluoromethyl-pyridin-2-yloxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[1-methyl-2-(4-trifluoromethyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(4-trifluoromethyl-phenylsulfanylmethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(4-chloro-phenylsulfanylmethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(4-trifluoromethoxy-phenylsulfanylmethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(4-trifluoromethyl-benzenesulfonylmethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(4-chloro-benzenesulfonylmethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(4-trifluoromethoxy-benzenesulfonylmethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-{2-[(4-trifluoromethyl-phenylamino)-methyl]-1H-benzoimidazol-5-yl}-benzenesulfonamide,
2-{2-[(4-trifluoromethoxy-phenylamino)-methyl]-1H-benzoimidazol-5-yl}-benzenesulfonamide,
2-[2-(4-isopropyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-N-methyl-benzenesulfonamide,
N-methyl-2-[2-(3-trifluoromethyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
5-(2-methanesulfonyl-phenyl)-2-phenoxymethyl-1H-benzoimidazole,
2-(2-fluoro-phenoxymethyl)-5-(2-methanesulfonyl-phenyl)-1H-benzoimidazole,
2-(3-fluoro-phenoxymethyl)-5-(2-methanesulfonyl-phenyl)-1H-benzoimidazole,
2-(4-fluoro-phenoxymethyl)-5-(2-methanesulfonyl-phenyl)-1H-benzoimidazole,
2-(2-chloro-phenoxymethyl)-5-(2-methanesulfonyl-phenyl)-1H-benzoimidazole,
2-(3-chloro-phenoxymethyl)-5-(2-methanesulfonyl-phenyl)-1H-benzoimidazole,
2-(4-chloro-phenoxymethyl)-5-(2-methanesulfonyl-phenyl)-1H-benzoimidazole,
2-(3-bromo-phenoxymethyl)-5-(2-methanesulfonyl-phenyl)-1H-benzoimidazole,
2-(4-bromo-phenoxymethyl)-5-(2-methanesulfonyl-phenyl)-1H-benzoimidazole,
2-(2,4-difluoro-phenoxymethyl)-5-(2-methanesulfonyl-phenyl)-1H-benzoimidazole,
2-(3,4-difluoro-phenoxymethyl)-5-(2-methanesulfonyl-phenyl)-1H-benzoimidazole,
2-(2,4-dichloro-phenoxymethyl)-5-(2-methanesulfonyl-phenyl)-1H-benzoimidazole,
2-(3,4-dichloro-phenoxymethyl)-5-(2-methanesulfonyl-phenyl)-1H-benzoimidazole,
2-(4-chloro-2-fluoro-phenoxymethyl)-5-(2-methanesulfonyl-phenyl)-1H-benzoimidazole,
2-(3-chloro-4-fluoro-phenoxymethyl)-5-(2-methanesulfonyl-phenyl)-1H-benzoimidazole,
5-(2-methanesulfonyl-phenyl)-2-(3,4,5-trifluoro-phenoxymethyl)-1H-benzoimidazole,
5-(2-methanesulfonyl-phenyl)-2-(2,4,5-trifluoro-phenoxymethyl)-1H-benzoimidazole,
5-(2-methanesulfonyl-phenyl)-2-(2,3,4-trifluoro-phenoxymethyl)-1H-benzoimidazole,
2-(2-fluoro-3-trifluoromethyl-phenoxymethyl)-5-(2-methanesulfonyl-phenyl)-1H-benzoimidazole,
2-(4-fluoro-3-trifluoromethyl-phenoxymethyl)-5-(2-methanesulfonyl-phenyl)-1H-benzoimidazole,
2-(3,5-bis-trifluoromethyl-phenoxymethyl)-5-(2-methanesulfonyl-phenyl)-1H-benzoimidazole,
5-(2-methanesulfonyl-phenyl)-2-(2-trifluoromethyl-phenoxymethyl)-1H-benzoimidazole,
5-(2-methanesulfonyl-phenyl)-2-(3-trifluoromethyl-phenoxymethyl)-1H-benzoimidazole,
5-(2-methanesulfonyl-phenyl)-2-p-tolyloxymethyl-1H-benzoimidazole,
2-(4-isopropyl-phenoxymethyl)-5-(2-methanesulfonyl-phenyl)-1H-benzoimidazole,
2-(4-tert-butyl-phenoxymethyl)-5-(2-methanesulfonyl-phenyl)-1H-benzoimidazole,
1-{4-[5-(2-methanesulfonyl-phenyl)-1H-benzoimidazol-2-ylmethoxy]-phenyl}-ethanone,
5-(2-methanesulfonyl-phenyl)-2-(naphthalen-2-yloxymethyl)-1H-benzoimidazole,
2-(4-ethoxy-phenoxymethyl)-5-(2-methanesulfonyl-phenyl)-1H-benzoimidazole,
5-(2-methanesulfonyl-phenyl)-2-(4-trifluoromethanesulfide-phenoxymethyl)-1H-benzoimidazole,
4-[5-(2-methanesulfonyl-phenyl)-1H-benzoimidazol-2-ylmethoxy]-benzonitrile,
5-(2-methanesulfonyl-phenyl)-2-(4-trifluoromethoxy-phenoxymethyl)-1H-benzoimidazole,
2-(4-methanesulfonyl-phenoxymethyl)-5-(2-methanesulfonyl-phenyl)-1H-benzoimidazole,
5-(2-methanesulfonyl-phenyl)-2-(4-trifluoromethanesulfonyl-phenoxymethyl)-1H-benzoimidazole,
5-(2-methanesulfonyl-phenyl)-2-(5,6,7,8-tetrahydro-naphthalen-2-yloxymethyl)-1H-benzoimidazole,
3-{4-[5-(2-methanesulfonyl-phenyl)-1H-benzoimidazol-2-ylmethoxy]-phenyl}-propionic acid methyl ester,
2-(2,4-dimethyl-phenoxymethyl)-5-(2-methanesulfonyl-phenyl)-1H-benzoimidazole,
2-(3,5-dimethyl-phenoxymethyl)-5-(2-methanesulfonyl-phenyl)-1H-benzoimidazole,
2-(indan-5-yloxymethyl)-5-(2-methanesulfonyl-phenyl)-1H-benzoimidazole,
2-(benzo[1,3]dioxol-5-yloxymethyl)-5-(2-methanesulfonyl-phenyl)-1H-benzoimidazole,
2-(3,5-dichloro-phenoxymethyl)-5-(2-methanesulfonyl-phenyl)-1H-benzoimidazole,
N-{3-[5-(2-methanesulfonyl-phenyl)-1H-benzoimidazol-2-ylmethoxy]-phenyl}-acetamide,
N-{4-[5-(2-methanesulfonyl-phenyl)-1H-benzoimidazol-2-ylmethoxy]-phenyl}-acetamide,
5-(2-methanesulfonyl-phenyl)-2-(4-methoxy-phenoxymethyl)-1H-benzoimidazole,
5-(2-methanesulfonyl-phenyl)-2-(3-methoxy-phenoxymethyl)-1H-benzoimidazole,
5-(2-methanesulfonyl-phenyl)-2-(4-trifluoromethyl-phenoxymethyl)-1H-benzoimidazole,
5-(3-methanesulfonyl-phenyl)-2-(4-trifluoromethyl-phenoxymethyl)-1H-benzoimidazole,
5-(4-methanesulfonyl-phenyl)-2-(4-trifluoromethyl-phenoxymethyl)-1H-benzoimidazole,
N-{2-[2-(4-trifluoromethyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-phenyl}-methanesulfonamide,
N-{3-[2-(4-trifluoromethyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-phenyl}-methanesulfonamide,
N-{4-[2-(4-trifluoromethyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-phenyl}-methanesulfonamide,
3-[2-(4-trifluoromethyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
4-[2-(4-trifluoromethyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
N,N-dimethyl-2-[2-(4-trifluoromethyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
N-methyl-4-[2-(4-trifluoromethyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
N,N-dimethyl-3-[2-(4-trifluoromethyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide
N,N-dimethyl-4-[2-(4-trifluoromethyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide
4-trifluoromethyl-2-[2-(4-trifluoromethyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
5-trifluoromethyl-2-[2-(4-trifluoromethyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
4-fluoro-2-[2-(4-trifluoromethyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2,4-difluoro-6-[2-(4-trifluoromethyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(4-trifluoromethyl-benzylamino)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-{2-[methyl-(4-trifluoromethyl-benzyl)-amino]-1H-benzoimidazol-5-yl}-benzenesulfonamide,
2-[2-(4-trifluoromethyl-benzyloxy)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-{2-[difluoro-(4-trifluoromethyl-phenoxy)-methyl]-1H-benzoimidazol-5-yl}-benzenesulfonamide,
2-{2-[difluoro-(4-trifluoromethyl-phenoxy)-methyl]-1H-benzoimidazol-5-yl}-N-methyl-benzenesulfonamide,
2-{2-[difluoro-(4-trifluoromethyl-phenoxy)-methyl]-1H-benzoimidazol-5-yl}-N,N-dimethyl-benzenesulfonamide,
2-{2-[2-(4-trifluoromethyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonyl}-ethanol,
2-{2-[1-(4-trifluoromethyl-phenoxy)-ethyl]-1H-benzoimidazol-5-yl}-benzenesulfonamide,
2-{2-[1-(4-trifluoromethyl-phenoxy)-propyl]-1H-benzoimidazol-5-yl}-benzenesulfonamide,
5-(2-trifluoromethanesulfonyl-phenyl)-2-(4-trifluoromethyl-phenoxymethyl)-H-benzoimidazole,
2-methyl-1-{2-[2-(4-trifluoromethyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonyl}-propan-2-ol,
1-{2-[2-(4-trifluoromethyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonyl}-propan-2-ol,
2-{2-[2-(4-trifluoromethanesulfonyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonyl}-ethanol,
2-{2-[2-(4-methanesulfonyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonyl}-ethanol,
2-[2-(4-cyclopropyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(4-cyclopropyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-N-methyl-benzenesulfonamide,
2-[2-(4-cyclopropyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-N,N-dimethyl-benzenesulfonamide,
2-(4-cyclopropyl-phenoxymethyl)-5-(2-methanesulfonyl-phenyl)-1H-benzoimidazole, and
N-{2-[2-(4-cyclopropyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-phenyl}-methanesulfonamide.

### Claim 18 (depends on 17)

The compound of claim 17, selected from the group consisting of
2-[2-(4-trifluoromethyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(4-trifluoromethanesulfonyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(3-fluoro-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(4-fluoro-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(3-chloro-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(4-chloro-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(4-bromo-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(2,4-difluoro-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(3,4-difluoro-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(3-chloro-4-fluoro-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(4-fluoro-3-trifluoromethyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(3-trifluoromethyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(2,3,4-trifluoro-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(3-trifluoromethoxy-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(4-trifluoromethoxy-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
N-methyl-2-[2-(4-trifluoromethyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(4-chloro-phenoxymethyl)-1H-benzoimidazol-5-yl]-N-methyl-benzenesulfonamide,
2-[2-(4-methanesulfonyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-N-methyl-benzenesulfonamide,
N-methyl-2-[2-(4-trifluoromethanesulfonyl-phenoxymethyl)-1H-benzoimidazol-5 yl]-benzenesulfonamide,
2-(2-phenoxymethyl-1H-benzoimidazol-5-yl)-benzenesulfonamide,
2-(2-p-tolyloxymethyl-1H-benzoimidazol-5-yl)-benzenesulfonamide,
2-[2-(4-isopropyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(3,4-dichloro-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(4-chloro-3-trifluoromethyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(3,5-bis-trifluoromethyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(4-tert-butyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(4-ethoxy-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(4-trifluoromethylsulfanyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(4-acetyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(naphthalen-2-yloxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(quinolin-6-yloxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[1-methyl-2-(4-trifluoromethyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(4-trifluoromethyl-phenylsulfanylmethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(4-chloro-phenylsulfanylmethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(4-trifluoromethoxy-phenylsulfanylmethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(4-isopropyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-N-methyl-benzenesulfonamide,
N-methyl-2-[2-(3-trifluoromethyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-(4-chloro-phenoxymethyl)-5-(2-methanesulfonyl-phenyl)-1H-benzoimidazole,
2-(4-bromo-phenoxymethyl)-5-(2-methanesulfonyl-phenyl)-1H-benzoimidazole,
2-(2,4-dichloro-phenoxymethyl)-5-(2-methanesulfonyl-phenyl)-1H-benzoimidazole,
2-(3,4-dichloro-phenoxymethyl)-5-(2-methanesulfonyl-phenyl)-1H-benzoimidazole,
2-(4-chloro-2-fluoro-phenoxymethyl)-5-(2-methanesulfonyl-phenyl)-1H-benzoimidazole,
2-(3-chloro-4-fluoro-phenoxymethyl)-5-(2-methanesulfonyl-phenyl)-1H-benzoimidazole,
5-(2-methanesulfonyl-phenyl)-2-(3,4,5-trifluoro-phenoxymethyl)-1H-benzoimidazole,
2-(4-fluoro-3-trifluoromethyl-phenoxymethyl)-5-(2-methanesulfonyl-phenyl)-1H-benzoimidazole,
5-(2-methanesulfonyl-phenyl)-2-(2-trifluoromethyl-phenoxymethyl)-1H-benzoimidazole,
5-(2-methanesulfonyl-phenyl)-2-(3-trifluoromethyl-phenoxymethyl)-1H-benzoimidazole,
5-(2-methanesulfonyl-phenyl)-2-p-tolyloxymethyl-1H-benzoimidazole,
2-(4-isopropyl-phenoxymethyl)-5-(2-methanesulfonyl-phenyl)-1H-benzoimidazole,
2-(4-tert-butyl-phenoxymethyl)-5-(2-methanesulfonyl-phenyl)-1H-benzoimidazole,
2-(4-ethoxy-phenoxymethyl)-5-(2-methanesulfonyl-phenyl)-1H-benzoimidazole,
5-(2-methanesulfonyl-phenyl)-2-(4-trifluoromethanesulfide-phenoxymethyl)-1H-benzoimidazole,
4-[5-(2-methanesulfonyl-phenyl)-1H-benzoimidazol-2-ylmethoxy]-benzonitrile,
5-(2-methanesulfonyl-phenyl)-2-(4-trifluoromethoxy-phenoxymethyl)-1H-benzoimidazole,
5-(2-methanesulfonyl-phenyl)-2-(4-trifluoromethanesulfonyl-phenoxymethyl)-1H-benzoimidazole,
5-(2-methanesulfonyl-phenyl)-2-(5,6,7,8-tetrahydro-naphthalen-2-yloxymethyl)-1H-benzoimidazole,
2-(2,4-dimethyl-phenoxymethyl)-5-(2-methanesulfonyl-phenyl)-1H-benzoimidazole,
2-(indan-5-yloxymethyl)-5-(2-methanesulfonyl-phenyl)-1H-benzoimidazole,
2-(benzo[1,3]dioxol-5-yloxymethyl)-5-(2-methanesulfonyl-phenyl)-1H-benzoimidazole,
5-(2-methanesulfonyl-phenyl)-2-(4-trifluoromethyl-phenoxymethyl)-1H-benzoimidazole,
N-{2-[2-(4-trifluoromethyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-phenyl}-methanesulfonamide,
N,N-dimethyl-2-[2-(4-trifluoromethyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
4-trifluoromethyl-2-[2-(4-trifluoromethyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
5-trifluoromethyl-2-[2-(4-trifluoromethyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
4-fluoro-2-[2-(4-trifluoromethyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2,4-difluoro-6-[2-(4-trifluoromethyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(4-trifluoromethyl-benzylamino)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-{2-[difluoro-(4-trifluoromethyl-phenoxy)-methyl]-1H-benzoimidazol-5-yl}-benzenesulfonamide,
2-{2-[difluoro-(4-trifluoromethyl-phenoxy)-methyl]-1H-benzoimidazol-5-yl}-N-methyl-benzenesulfonamide,
2-{2-[difluoro-(4-trifluoromethyl-phenoxy)-methyl]-1H-benzoimidazol-5-yl}-N,N-dimethyl-benzenesulfonamide,
2-{2-[2-(4-trifluoromethyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonyl}-ethanol,
2-{2-[1-(4-trifluoromethyl-phenoxy)-ethyl]-1H-benzoimidazol-5-yl}-benzenesulfonamide,
2-methyl-1-{2-[2-(4-trifluoromethyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonyl}-propan-2-ol,
1-{2-[2-(4-trifluoromethyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonyl}-propan-2-ol,
2-{2-[2-(4-trifluoromethanesulfonyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonyl}-ethanol,
2-[2-(4-cyclopropyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(4-cyclopropyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-N-methyl-benzenesulfonamide,
2-[2-(4-cyclopropyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-N,N-dimethyl-benzenesulfonamide,
2-(4-cyclopropyl-phenoxymethyl)-5-(2-methanesulfonyl-phenyl)-1H-benzoimidazole, and
N-{2-[2-(4-cyclopropyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-phenyl}-methanesulfonamide.

### Claim 19 (depends on 18)

The compound of claim 18, selected from the group consisting of
2-[2-(4-trifluoromethyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(4-trifluoromethanesulfonyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(4-chloro-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(4-bromo-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(3-chloro-4-fluoro-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(4-fluoro-3-trifluoromethyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(3-trifluoromethoxy-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(4-trifluoromethoxy-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
N-methyl-2-[2-(4-trifluoromethyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(4-methanesulfonyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-N-methyl-benzenesulfonamide,
N-methyl-2-[2-(4-trifluoromethanesulfonyl-phenoxymethyl)-1H-benzoimidazol-5 yl]-benzenesulfonamide,
2-(2-p-tolyloxymethyl-1H-benzoimidazol-5-yl)-benzenesulfonamide,
2-[2-(4-isopropyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(3,4-dichloro-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(4-chloro-3-trifluoromethyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(3,5-bis-trifluoromethyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(4-tert-butyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(4-ethoxy-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(4-trifluoromethylsulfanyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(4-acetyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(naphthalen-2-yloxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[1-methyl-2-(4-trifluoromethyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(4-trifluoromethyl-phenylsulfanylmethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(4-isopropyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-N-methyl-benzenesulfonamide,
N-methyl-2-[2-(3-trifluoromethyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-(4-chloro-phenoxymethyl)-5-(2-methanesulfonyl-phenyl)-1H-benzoimidazole,
2-(4-fluoro-3-trifluoromethyl-phenoxymethyl)-5-(2-methanesulfonyl-phenyl)-1H-benzoimidazole,
5-(2-methanesulfonyl-phenyl)-2-p-tolyloxymethyl-1H-benzoimidazole,
2-(4-isopropyl-phenoxymethyl)-5-(2-methanesulfonyl-phenyl)-1H-benzoimidazole,
2-(4-tert-butyl-phenoxymethyl)-5-(2-methanesulfonyl-phenyl)-1H-benzoimidazole,
5-(2-methanesulfonyl-phenyl)-2-(4-trifluoromethanesulfide-phenoxymethyl)-1H-benzoimidazole,
5-(2-methanesulfonyl-phenyl)-2-(4-trifluoromethanesulfonyl-phenoxymethyl)-1H-benzoimidazole,
5-(2-methanesulfonyl-phenyl)-2-(5,6,7,8-tetrahydro-naphthalen-2-yloxymethyl)-1H-benzoimidazole,
2-(indan-5-yloxymethyl)-5-(2-methanesulfonyl-phenyl)-1H-benzoimidazole,
5-(2-methanesulfonyl-phenyl)-2-(4-trifluoromethyl-phenoxymethyl)-1H-benzoimidazole,
N-{2-[2-(4-trifluoromethyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-phenyl}-methanesulfonamide,
N,N-dimethyl-2-[2-(4-trifluoromethyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
4-fluoro-2-[2-(4-trifluoromethyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2,4-difluoro-6-[2-(4-trifluoromethyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-{2-[difluoro-(4-trifluoromethyl-phenoxy)-methyl]-1H-benzoimidazol-5-yl}-benzenesulfonamide,
2-{2-[difluoro-(4-trifluoromethyl-phenoxy)-methyl]-1H-benzoimidazol-5-yl}-N-methyl-benzenesulfonamide,
2-{2-[2-(4-trifluoromethyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonyl}-ethanol,
2-methyl-1-{2-[2-(4-trifluoromethyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonyl}-propan-2-ol,
1-{2-[2-(4-trifluoromethyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonyl}-propan-2-ol,
2-[2-(4-cyclopropyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(4-cyclopropyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-N-methyl-benzenesulfonamide,
2-[2-(4-cyclopropyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-N,N-dimethyl-benzenesulfonamide,
2-(4-cyclopropyl-phenoxymethyl)-5-(2-methanesulfonyl-phenyl)-1H-benzoimidazole, and
N-{2-[2-(4-cyclopropyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-phenyl}-methanesulfonamide.

### Claim 20 (depends on 19)

The compound of claim 19, selected from the group consisting of
2-[2-(4-trifluoromethyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(4-trifluoromethanesulfonyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(4-bromo-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(4-trifluoromethoxy-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
N-methyl-2-[2-(4-trifluoromethyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(4-methanesulfonyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-N-methyl-benzenesulfonamide,
2-[2-(4-isopropyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(4-tert-butyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[1-methyl-2-(4-trifluoromethyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(4-trifluoromethyl-phenylsulfanylmethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(4-isopropyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-N-methyl-benzenesulfonamide,
2-(4-isopropyl-phenoxymethyl)-5-(2-methanesulfonyl-phenyl)-1H-benzoimidazole,
2-(4-tert-butyl-phenoxymethyl)-5-(2-methanesulfonyl-phenyl)-1H-benzoimidazole,
5-(2-methanesulfonyl-phenyl)-2-(4-trifluoromethanesulfide-phenoxymethyl)-1H-benzoimidazole,
5-(2-methanesulfonyl-phenyl)-2-(4-trifluoromethanesulfonyl-phenoxymethyl)-1H-benzoimidazole,
5-(2-methanesulfonyl-phenyl)-2-(4-trifluoromethyl-phenoxymethyl)-1H-benzoimidazole,
N-{2-[2-(4-trifluoromethyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-phenyl}-methanesulfonamide,
N,N-dimethyl-2-[2-(4-trifluoromethyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(4-cyclopropyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-N-methyl-benzenesulfonamide,
2-[2-(4-cyclopropyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-N,N-dimethyl-benzenesulfonamide, and
2-(4-cyclopropyl-phenoxymethyl)-5-(2-methanesulfonyl-phenyl)-1H-benzoimidazole.

### Claim 21 (depends on 20)

The compound of claim 20, selected from the group consisting of
2-[2-(4-trifluoromethyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(4-trifluoromethanesulfonyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
2-[2-(4-trifluoromethoxy-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
N-methyl-2-[2-(4-trifluoromethyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzenesulfonamide,
5-(2-methanesulfonyl-phenyl)-2-(4-trifluoromethanesulfonyl-phenoxymethyl)-1H-benzoimidazole,
5-(2-methanesulfonyl-phenyl)-2-(4-trifluoromethyl-phenoxymethyl)-1H-benzoimidazole, and
N-{2-[2-(4-trifluoromethyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-phenyl}-methanesulfonamide.

### Claim 22 (depends on 1)

A salt of the compound of claim 1 selected from the group consisting of acetate, adipate, benzenesulfonate, benzoate, bicarbonate, bisulfate, bitartrate, borate, bromide, calcium, camsylate, carbonate, chloride, choline, clavulanate, citrate, dihydrochloride, diphosphate, dipotassium, disodium, edetate, fumarate, gluconate, glutamate, hydrabamine, hydrobromine, hydrochloride, iodide, isothionate, lactate, malate, maleate, mandelate, mesylate, nitrate, oleate, pamoate, palmitate, phosphate, potassium, salicylate, sodium, stearate, sulfate, succinate, tartrate, tromethane, tosylate, trichloroacetate and trifluoroacetate.

### Claim 23 (depends on 22)

The salt of claim 22, wherein the salt is selected from the group consisting of disodium, hydrochloride, phosphate, diphosphate and sodium.

### Claim 24 (depends on 1)

A pharmaceutical composition comprising the compound of claim 1 and one or more pharmaceutically acceptable carriers, excipients or diluents.

### Claim 25 (depends on 1)

A method for treating a TRPV1 ion channel mediated disease selected from chronic or acute pain due to a disease that causes inflammatory pain, burning pain or post-operative pain in a subject in need thereof comprising administering to the subject an effective amount of the compound of claim 1.

### Claim 26 (depends on 25)

The method of claim 25, wherein the effective amount of the compound is in a range of from about 0.001 mg/kg/day to about 300 mg/kg/day.

### Claim 27 (depends on 1)

A process for preparing the compound of claim 1 comprising the steps of:
Step A. reacting a Compound III-1 with bromoacetonitrile in a solvent such as DMF with sodium carbonate and an equivalent of sodium iodide to provide a Compound III-2:
Step B. reacting Compound III-2 with 2N HCl and 1.1 equivalents of ethanol to provide a Compound III-3:
Step C. reacting Compound III-3 with a Compound I-1 in ethanol to provide a compound III-4:
Step D. reacting Compound III-4 with a boronic acid or boronate ester Compound I-3 in sodium carbonate and a catalytic amount of a palladium catalyst in a solvent at a temperature of at least about 100° C. to give a Compound III-5:
wherein the palladium catalyst is selected from the group consisting of a dichloro[1,1′-bis(diphenylphosphino)ferrocene]palladium (II) dichloromethane adduct, palladium tetrakistriphenylphosphine and 1,1′-[bis(di-tert-butylphosphino)ferrocene]-palladium dichloride, and
wherein the solvent is a mixture of dioxane or dimethoxyethane and water or ethanol;
Step E. reacting Compound III-5 with R3X to provide a Compound III-6a and Compound III-6b as a tautomeric mixture:
Step F. separating each isomer from the tautomeric mixture to provide a substantially pure Compound III-6a and a substantially pure Compound III-6b.