# US 9,751,850 B2 · TRPA1 antagonists

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- Number: US 9,751,850 B2
- Document ID: US9751850B2
- Status: Granted
- Kind: B2
- Application number: 14/532,573
- Filed: 2014-11-04
- Published: 2015-03-05
- Granted: 2017-09-05
- Earliest claimed: 2008-01-04
- Assignees: AbbVie Inc.
- Applicants: AbbVie Inc.
- Inventors: Richard J. Perner; Michael E. Kort; Stanley DiDomenico; Jun Chen; Anil Vasudevan
- Web page: https://patentgrep.com/patent/US9751850B2

## CPC

- C07D 333/22: Radicals substituted by doubly bound hetero atoms, or by two hetero atoms other than halogen singly bound to the same carbon atom
- A61K 31/381: having five-membered rings
- A61K 31/44: Non condensed pyridines; Hydrogenated derivatives thereof
- A61K 31/47: Quinolines; Isoquinolines
- A61K 31/472: Non-condensed isoquinolines, e.g. papaverine
- A61K 45/06: Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
- A61P 1/00: Drugs for disorders of the alimentary tract or the digestive system
- A61P 1/08: for nausea, cinetosis or vertigo; Antiemetics
- A61P 3/04: Anorexiants; Antiobesity agents
- A61P 3/10: for hyperglycaemia, e.g. antidiabetics
- A61P 9/00: Drugs for disorders of the cardiovascular system
- A61P 13/00: Drugs for disorders of the urinary system
- A61P 13/10: of the bladder
- A61P 13/12: of the kidneys
- A61P 19/00: Drugs for skeletal disorders
- A61P 19/02: for joint disorders, e.g. arthritis, arthrosis
- A61P 25/00: Drugs for disorders of the nervous system
- A61P 25/02: for peripheral neuropathies
- A61P 25/04: Centrally acting analgesics, e.g. opioids
- A61P 25/06: Antimigraine agents
- 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 213/53: Nitrogen atoms
- C07D 213/61: Halogen atoms or nitro radicals
- C07D 213/64: attached in position 2 or 6
- C07D 215/12: with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D 217/14: other than aralkyl radicals
- C07D 333/20: by nitrogen atoms (nitro, nitroso radicals C07D333/12)
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)
- A61K: PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES (devices or methods specially adapted for bringing pharmaceutical products into particular physical or administering forms A61J3/00; chemical aspects of, or use of materials for deodorisation of air, for disinfection or sterilisation, or for bandages, dressings, absorbent pads or surgical articles A61L; soap compositions C11D)
- A61P: SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS

## Abstract

Compounds of formula (I) wherein R1, R2, R3, and Y are defined in the description are TRPA1 antagonists. Compositions comprising such compounds and methods for treating conditions and disorders using such compounds and compositions are also disclosed.

## Claims

### Claim 1

A method for treating pain in a subject in need of such treatment, comprising administering therapeutically effective amount of one or more compounds selected from the group consisting of (1E,3E)-1-(6-fluoropyridin-3-yl)-2-methylpent-1-en-3-one Oxime, (1E,3E)-2-methyl-1-thien-2-ylpent-1-en-3-one Oxime, (1E,3E)-1-(6-methoxypyridin-3-yl)-2-methylpent-1-en-3-one Oxime, (1E,3E)-2-methyl-1-thien-3-ylpent-1-en-3-one Oxime, (1E,3E)-2-methyl-1-pyridin-3-ylpent-1-en-3-one Oxime, (1E,3E)-2-methyl-1-pyridin-4-ylpent-1-en-3-one Oxime, (1E,3E)-2-methyl-1-(6-methylpyridin-3-yl)pent-1-en-3-one Oxime, (1E,3E)-2-methyl-1-quinolin-3-ylpent-1-en-3-one Oxime, (1E,3E)-2-methyl-1-(4-methylpyridin-3-yl)pent-1-en-3-one Oxime, (1E,3E)-2-methyl-1-[6-(trifluoromethyl)pyridine-3-yl]pent-1-en-3-one Oxime, (1E,3E)-1-(isoquinolin-4-yl)-2-methylpent-1-en-3-one Oxime and mixtures thereof.

### Claim 2 (depends on 1)

The method of claim 1 further comprising the step of co-administering with one or more second pain reducing agent.

### Claim 3 (depends on 2)

The method of claim 2 wherein the second pain reducing agent is acetaminophen or a nonsteroidal anti-inflammatory drug, or combination thereof.

### Claim 4 (depends on 3)

The method of claim 3 wherein the nonsteroidal anti-inflammatory drug is ibuprofen.