# US 7,745,472 B2 · Compound

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- Number: US 7,745,472 B2
- Document ID: US7745472B2
- Status: Granted
- Kind: B2
- Application number: 12/056,920
- Filed: 2008-03-27
- Published: 2009-04-30
- Granted: 2010-06-29
- Earliest claimed: 2001-11-21
- Assignees: Sterix Limited
- Inventors: Barry Victor Lloyd Potter; Lok Wai Lawrence Woo; Atul Purohit; Michael John Reed; Oliver Brook Sutcliffe; Christian Bubert
- Web page: https://patentgrep.com/patent/US7745472B2

## CPC

- C07D 249/08: 1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
- A61P 35/00: Antineoplastic agents
- A61P 43/00: Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
- C07D 231/12: with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
- C07D 233/56: with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
- C07D 413/12: linked by a chain containing hetero atoms as chain links
- C07D 417/12: 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

There is provided a compound of Formula I wherein each T is independently selected from H, hydrocarbyl, —F—R, and a bond with one of D, E, P or Q, or together with one of P and Q forms a ring; Z is a suitable atom the valency of which is m; D, E and F are each independently of each other an optional linker group, wherein when Z is nitrogen E is other than CH2 and C═O; P, Q and R are independently of each other a ring system; and at least Q comprises a sulphamate group.

## Claims

### Claim 1

A method of treatment for use in the therapy of breast cancer, prostate cancer, ovarian cancer or endometrial cancer comprising administration of a pharmaceutical composition comprising a compound of Formula IIId
wherein
i)
E is an optional linker group;
R is a 5-, 6- or 7-membered carbocyclic ring;
P is an optionally substituted 5- or 6-membered heterocyclic ring containing 1 to 3 hetero atoms selected from the group consisting of N, O and S;
Q is a polycyclic ring system:
at least Q comprises a sulphamate group; and
at least one of P, Q and R is optionally substituted by one or more halo atoms or
ii)
E is an optional linker group;
R is a 5-, 6- or 7-membered carbocyclic
P is an optionally substituted 5- or 6-membered heterocyclic ring containing 1 to 3 hetero atoms selected from the group consisting of N, O and S;
Q is a 5-, 6- or 7-membered ring:
at least Q comprises a sulphamate group; and
at least one of P, Q and R is substituted by one or more halo atoms.

### Claim 2 (depends on 1)

A method according to claim 1 wherein:
E is an optional linker group;
R is a 5-, 6- or 7-membered carbocyclic ring;
P is 4H-1,2,4-triazole;
Q is a polycyclic ring system:
at least Q comprises a sulphamate group.

### Claim 3 (depends on 1)

A method according to claim 1 wherein P is 4H-1,2,4-triazole and Q and R are independently selected from or comprise carbocyclic ring systems selected from the group consisting of aryl groups, cycloalkyl groups, substituted and unsubstituted aromatic rings, and substituted and unsubstituted benzyl rings.

### Claim 4 (depends on 1)

A method according to claim 1 wherein P is an imidazole, tetrazole or pyrazole.

### Claim 5 (depends on 1)

A method according to claim 1 wherein P is an optionally substituted 5- or 6- membered heterocyclic ring containing 1 to 3 hetero atoms selected from the group consisting of N, O and S; Q is a 5-, 6- or 7-membered carbocyclic ring;
and at least one of P, Q and R is substituted by one or more halo atoms.

### Claim 6 (depends on 1)

A method according to claim 1 wherein E is other than CH2 and C═O.

### Claim 7 (depends on 1)

A method according to claim 1 wherein Q is substituted by a halogen.

### Claim 8 (depends on 1)

A method according to claim 1 wherein the optional linker group is present.

### Claim 9 (depends on 1)

A method according to claim 1, wherein the optional linker group is independently selected from C═O and hydrocarbyl groups.

### Claim 10 (depends on 1)

A method according to claim 1, wherein the optional linker group is independently selected from C═O and straight or branched hydrocarbon groups containing at least one hetero atom in the group.

### Claim 11 (depends on 1)

A method according to claim 1, wherein the optional linker group is selected from C═O and hydrocarbon groups and a group of the formula
wherein n is 1 to 6 and Y═Oxygen, Sulphur or CH2.

### Claim 12 (depends on 1)

A method according to claim 1, wherein the optional linker group is independently selected from C═O and linear or branched hydrocarbon groups having a carbon chain of from 1 to 6 carbon atoms and a group of the formula
wherein n is 1 to 6 and Y═Oxygen, Sulphur or CH2.

### Claim 13 (depends on 1)

A method according to claim 1, wherein E is selected from straight or branched hydrocarbon groups containing at least one hetero atom in the group.

### Claim 14 (depends on 1)

A method according to claim 1, wherein E is selected from hydrocarbon groups comprising at least 2 carbons and a group of the formula
wherein n is 1 to 6 and Y═Oxygen, Sulphur or CH2.

### Claim 15 (depends on 1)

A method according to claim 1, wherein E is selected from linear or branched hydrocarbon groups having a carbon chain of from 2 to 6 carbon atoms and a group of the formula
wherein n is 1 to 6 and Y═Oxygen, Sulphur or CH2.

### Claim 16 (depends on 1)

A method according to claim 1, wherein Q and R are independently selected from or comprise an aromatic ring.

### Claim 17 (depends on 1)

A method according to claim 1, wherein Q and R are independently selected from substituted and unsubstituted aromatic rings.

### Claim 18 (depends on 1)

A method according to claim 1 wherein P is 4H-1,2,4-triazole and Q and R are independently selected from substituted or unsubstituted 6-membered carbocyclic aromatic rings.

### Claim 19 (depends on 1)

A method according to claim 1 wherein E is a straight chain or branched hydrocarbon group, and P is an imidazole, tetrazole, pyrazole or triazole.

### Claim 20 (depends on 19)

A method according to claim 19 wherein E is a C1-C10 hydrocarbon group containing at least two carbons or at least one hetero atom in the group.

### Claim 21 (depends on 1)

A method according to claim 1 wherein the compound is selected from compounds of the formulae

### Claim 22 (depends on 19)

A method according to claim 19 wherein P is 1H-1,2,3- triazole, 1H-1,2,4-triazole or 4H-1,2,4-triazole.

### Claim 23 (depends on 19)

A method according to claim 19 wherein the halo atom is bromine.

### Claim 24 (depends on 19)

A method according to claim 19 wherein R is a substituted 6-membered carbocyclic aromatic ring.

### Claim 25 (depends on 19)

A method according to claim 19 wherein R is

### Claim 26 (depends on 19)

A method according to claim 19 wherein the sulphamate group is H2NO2SO—.

### Claim 27 (depends on 19)

A method according to claim 19 wherein Q is an unsubstituted or substituted 6-membered carbocyclic aromaticbenzyl ring and the halo atom is ortho to the sulphamate group.
