AU2008282903B2 - Modulators of CCR9 receptor and methods of use thereof - Google Patents

Modulators of CCR9 receptor and methods of use thereof Download PDF

Info

Publication number: AU2008282903B2
Authority: AU; Australia
Prior art keywords: mmol; compound; alkyl; tert; butyl
Prior art date: 2007-07-30
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Ceased

Application number

AU2008282903A

Other languages

English (en)

Other versions

AU2008282903A1 (en

Inventor

Eric C. Anderson

Ronald J. Biediger

Jie Chen

Brian Dupre

Pedro Lory

Robert V. Market

Keith A. Monk

Michael M. Savage

Reginald Tennyson

Brandon M. Young

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Encysive Pharmaceuticals Inc

Original Assignee

Encysive Pharmaceuticals Inc

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

2007-07-30

Filing date

2008-07-28

Publication date

2011-06-30

2008-07-28 Application filed by Encysive Pharmaceuticals Inc filed Critical Encysive Pharmaceuticals Inc

2009-02-05 Publication of AU2008282903A1 publication Critical patent/AU2008282903A1/en

2011-06-30 Application granted granted Critical

2011-06-30 Publication of AU2008282903B2 publication Critical patent/AU2008282903B2/en

Status Ceased legal-status Critical Current

2028-07-28 Anticipated expiration legal-status Critical

Links

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XXQWWYARPFMPMI-UHFFFAOYSA-N methyl 3-[(4-tert-butyl-2-cyanophenyl)sulfonylamino]thiophene-2-carboxylate Chemical compound S1C=CC(NS(=O)(=O)C=2C(=CC(=CC=2)C(C)(C)C)C#N)=C1C(=O)OC XXQWWYARPFMPMI-UHFFFAOYSA-N 0.000 description 2
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ISXSCDLOGDJUNJ-UHFFFAOYSA-N tert-butyl prop-2-enoate Chemical compound CC(C)(C)OC(=O)C=C ISXSCDLOGDJUNJ-UHFFFAOYSA-N 0.000 description 1
ZUHZGEOKBKGPSW-UHFFFAOYSA-N tetraglyme Chemical compound COCCOCCOCCOCCOC ZUHZGEOKBKGPSW-UHFFFAOYSA-N 0.000 description 1
CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 description 1
125000003831 tetrazolyl group Chemical group 0.000 description 1
RTKIYNMVFMVABJ-UHFFFAOYSA-L thimerosal Chemical compound [Na+].CC[Hg]SC1=CC=CC=C1C([O-])=O RTKIYNMVFMVABJ-UHFFFAOYSA-L 0.000 description 1
229940033663 thimerosal Drugs 0.000 description 1
235000019303 thiodipropionic acid Nutrition 0.000 description 1
QERYCTSHXKAMIS-UHFFFAOYSA-N thiophene-2-carboxylic acid Chemical compound OC(=O)C1=CC=CS1 QERYCTSHXKAMIS-UHFFFAOYSA-N 0.000 description 1
230000009974 thixotropic effect Effects 0.000 description 1
JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
231100000331 toxic Toxicity 0.000 description 1
230000002588 toxic effect Effects 0.000 description 1
229910052723 transition metal Inorganic materials 0.000 description 1
ODLHGICHYURWBS-LKONHMLTSA-N trappsol cyclo Chemical compound CC(O)COC[C@H]([C@H]([C@@H]([C@H]1O)O)O[C@H]2O[C@@H]([C@@H](O[C@H]3O[C@H](COCC(C)O)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](COCC(C)O)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](COCC(C)O)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](COCC(C)O)[C@H]([C@@H]([C@H]3O)O)O3)[C@H](O)[C@H]2O)COCC(O)C)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H]3O[C@@H]1COCC(C)O ODLHGICHYURWBS-LKONHMLTSA-N 0.000 description 1
YFNKIDBQEZZDLK-UHFFFAOYSA-N triglyme Chemical compound COCCOCCOCCOC YFNKIDBQEZZDLK-UHFFFAOYSA-N 0.000 description 1
125000005591 trimellitate group Chemical group 0.000 description 1
LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 1
231100000397 ulcer Toxicity 0.000 description 1
229920011532 unplasticized polyvinyl chloride Polymers 0.000 description 1
230000003827 upregulation Effects 0.000 description 1
239000006217 urethral suppository Substances 0.000 description 1
238000001291 vacuum drying Methods 0.000 description 1
229940120293 vaginal suppository Drugs 0.000 description 1
NQPDZGIKBAWPEJ-UHFFFAOYSA-M valerate Chemical class CCCCC([O-])=O NQPDZGIKBAWPEJ-UHFFFAOYSA-M 0.000 description 1
235000015112 vegetable and seed oil Nutrition 0.000 description 1
239000008158 vegetable oil Substances 0.000 description 1
235000013311 vegetables Nutrition 0.000 description 1
235000019165 vitamin E Nutrition 0.000 description 1
239000011709 vitamin E Substances 0.000 description 1
229940046009 vitamin E Drugs 0.000 description 1
235000012431 wafers Nutrition 0.000 description 1
238000010792 warming Methods 0.000 description 1
229920003169 water-soluble polymer Polymers 0.000 description 1
239000003871 white petrolatum Substances 0.000 description 1
239000002023 wood Substances 0.000 description 1
229910052725 zinc Inorganic materials 0.000 description 1
GTLDTDOJJJZVBW-UHFFFAOYSA-N zinc cyanide Chemical compound [Zn+2].N#[C-].N#[C-] GTLDTDOJJJZVBW-UHFFFAOYSA-N 0.000 description 1
XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 description 1
UHVMMEOXYDMDKI-JKYCWFKZSA-L zinc;1-(5-cyanopyridin-2-yl)-3-[(1s,2s)-2-(6-fluoro-2-hydroxy-3-propanoylphenyl)cyclopropyl]urea;diacetate Chemical compound [Zn+2].CC([O-])=O.CC([O-])=O.CCC(=O)C1=CC=C(F)C([C@H]2[C@H](C2)NC(=O)NC=2N=CC(=CC=2)C#N)=C1O UHVMMEOXYDMDKI-JKYCWFKZSA-L 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/26—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D333/38—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D333/40—Thiophene-2-carboxylic acid
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/50—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
- C07D333/52—Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes
- C07D333/62—Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to carbon atoms of the hetero ring
- C07D333/68—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
- C07D333/70—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 2
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
- C07D495/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D495/04—Ortho-condensed systems

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
General Chemical & Material Sciences (AREA)
Medicinal Chemistry (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Chemical Kinetics & Catalysis (AREA)
Pharmacology & Pharmacy (AREA)
Life Sciences & Earth Sciences (AREA)
Animal Behavior & Ethology (AREA)
General Health & Medical Sciences (AREA)
Public Health (AREA)
Veterinary Medicine (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

AU2008282903A 2007-07-30 2008-07-28 Modulators of CCR9 receptor and methods of use thereof Ceased AU2008282903B2 (en)

Applications Claiming Priority (3)

Application Number	Priority Date	Filing Date	Title
US96264007P	2007-07-30	2007-07-30
US60/962,640		2007-07-30
PCT/US2008/009142 WO2009017719A2 (fr)	2007-07-30	2008-07-28	Modulateurs du récepteur ccr9 et leurs procédés d'utilisation

Publications (2)

Publication Number	Publication Date
AU2008282903A1 AU2008282903A1 (en)	2009-02-05
AU2008282903B2 true AU2008282903B2 (en)	2011-06-30

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Application Number	Title	Priority Date	Filing Date
AU2008282903A Ceased AU2008282903B2 (en)	2007-07-30	2008-07-28	Modulators of CCR9 receptor and methods of use thereof

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EP (1)	EP2220065A2 (fr)
KR (1)	KR20100033418A (fr)
AU (1)	AU2008282903B2 (fr)
CA (1)	CA2692013C (fr)
MX (1)	MX2010001187A (fr)
SG (1)	SG183667A1 (fr)
WO (1)	WO2009017719A2 (fr)

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PE20120008A1 (es)	2009-01-12	2012-01-24	Icagen Inc	Derivados de fenoxi bencenosulfonamida
JP2013525368A (ja) *	2010-04-23	2013-06-20	キネタ・インコーポレイテツド	抗ウイルス性化合物
JP5872552B2 (ja)	2010-07-09	2016-03-01	ファイザー・リミテッドＰｆｉｚｅｒＬｉｍｉｔｅｄ	化学化合物
MX339201B (es) *	2010-10-12	2016-05-13	Zafgen Inc	Compuestos de sulfonamida y métodos para elaborarlos y usarlos.
TW201512171A (zh)	2013-04-19	2015-04-01	Pfizer Ltd	化學化合物
JP7847152B2 (ja) *	2021-10-28	2026-04-16	四国化成工業株式会社	チオフェン化合物、その合成方法および該チオフェン化合物を含有する組成物

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JP2001002687A (ja) *	1999-06-18	2001-01-09	Otsuka Pharmaceut Factory Inc	ホスホン酸ジエステル誘導体

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JP2001503037A (ja) *	1996-10-16	2001-03-06	アメリカン・サイアナミド・カンパニー	マトリクス金属プロテナイーゼおよびｔａｃｅに対する阻害薬としてのオルト―スルホンアミドヘテロアリールヒドロキサム酸の製造および使用
US7319111B2 (en) *	2003-02-20	2008-01-15	Encysive Pharmaceuticals, Inc.	Phenylenediamine Urotensin-II receptor antagonists and CCR-9 antagonists

2008
- 2008-07-28 CA CA2692013A patent/CA2692013C/fr not_active Expired - Fee Related
- 2008-07-28 AU AU2008282903A patent/AU2008282903B2/en not_active Ceased
- 2008-07-28 MX MX2010001187A patent/MX2010001187A/es not_active Application Discontinuation
- 2008-07-28 KR KR1020107001995A patent/KR20100033418A/ko not_active Ceased
- 2008-07-28 EP EP08794832A patent/EP2220065A2/fr not_active Withdrawn
- 2008-07-28 SG SG2012056255A patent/SG183667A1/en unknown
- 2008-07-28 WO PCT/US2008/009142 patent/WO2009017719A2/fr not_active Ceased

Patent Citations (1)

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Publication number	Priority date	Publication date	Assignee	Title
JP2001002687A (ja) *	1999-06-18	2001-01-09	Otsuka Pharmaceut Factory Inc	ホスホン酸ジエステル誘導体

Also Published As

Publication number	Publication date
WO2009017719A3 (fr)	2009-04-23
MX2010001187A (es)	2010-03-04
SG183667A1 (en)	2012-09-27
CA2692013A1 (fr)	2009-02-05
AU2008282903A1 (en)	2009-02-05
KR20100033418A (ko)	2010-03-29
CA2692013C (fr)	2012-08-28
WO2009017719A2 (fr)	2009-02-05
WO2009017719A8 (fr)	2010-02-11
EP2220065A2 (fr)	2010-08-25

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Date	Code	Title	Description
2011-10-27	FGA	Letters patent sealed or granted (standard patent)
2014-02-20	MK14	Patent ceased section 143(a) (annual fees not paid) or expired

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