NZ510071A - Aryl alkanol and heteroaryl alkanol derivatives, pharmaceuticals thereof, and their use in the modulation of inflammatory and allergic conditions - Google Patents

Aryl alkanol and heteroaryl alkanol derivatives, pharmaceuticals thereof, and their use in the modulation of inflammatory and allergic conditions

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Publication number
NZ510071A
NZ510071A NZ510071A NZ51007199A NZ510071A NZ 510071 A NZ510071 A NZ 510071A NZ 510071 A NZ510071 A NZ 510071A NZ 51007199 A NZ51007199 A NZ 51007199A NZ 510071 A NZ510071 A NZ 510071A
Authority
NZ
New Zealand
Prior art keywords
alkanol
inflammatory
formula
pharmaceuticals
heteroaryl
Prior art date
Application number
NZ510071A
Inventor
David Cheshire
David Cladingboel
Michael Stocks
Simon Hirst
Original Assignee
Astrazeneca Ab
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.)
Filing date
Publication date
Application filed by Astrazeneca Ab filed Critical Astrazeneca Ab
Publication of NZ510071A publication Critical patent/NZ510071A/en

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    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/18—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
    • C07D207/22—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member 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
    • C07D207/24—Oxygen or sulfur atoms
    • C07D207/26—2-Pyrrolidones
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    • A61P7/02—Antithrombotic agents; Anticoagulants; Platelet aggregation inhibitors
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    • A61P9/14—Vasoprotectives; Antihaemorrhoidals; Drugs for varicose therapy; Capillary stabilisers
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
    • C07C217/54—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
    • C07C217/74—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with rings other than six-membered aromatic rings being part of the carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C235/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms
    • C07C235/42—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings and singly-bound oxygen atoms bound to the same carbon skeleton
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    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
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    • C07C323/10—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and singly-bound oxygen atoms bound to the same carbon skeleton
    • C07C323/18—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and singly-bound oxygen atoms bound to the same carbon skeleton having the sulfur atom of at least one of the thio groups bound to a carbon atom of a six-membered aromatic ring of the carbon skeleton
    • C07C323/21—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and singly-bound oxygen atoms bound to the same carbon skeleton having the sulfur atom of at least one of the thio groups bound to a carbon atom of a six-membered aromatic ring of the carbon skeleton with the sulfur atom of the thio group bound to a carbon atom of a six-membered aromatic ring being part of a condensed ring system
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    • C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
    • C07C323/23—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton
    • C07C323/39—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton at least one of the nitrogen atoms being part of any of the groups, X being a hetero atom, Y being any atom
    • C07C323/40—Y being a hydrogen or a carbon atom
    • C07C323/42—Y being a carbon atom of a six-membered aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C43/00—Ethers; Compounds having groups, groups or groups
    • C07C43/02—Ethers
    • C07C43/20—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring
    • C07C43/23—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring containing hydroxy or O-metal groups
    • C—CHEMISTRY; METALLURGY
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    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen 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
    • C07D213/61—Halogen atoms or nitro radicals
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    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen 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
    • C07D213/62—Oxygen or sulfur atoms
    • C07D213/63—One oxygen atom
    • C07D213/64—One oxygen atom attached in position 2 or 6
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D237/00—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings
    • C07D237/02—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings
    • C07D237/06—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
    • C07D237/08—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
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    • C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/26—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
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    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/22—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C07D277/24—Radicals substituted by oxygen atoms

Abstract

A compound of formula I, where: A is phenyl, pyridine, pyrimidine, thiazole, pyrrolidone, pyridazine or pyridone; R is halogen, nitro, alkyl, alkoxy, (CH2)pR3, NR4R5 or CONR4R5; n is 0, 1, 2 or 3; X is O, S or CH2; R1 and R2 are independently H, alkyl or cycloalkyl or R1 and R2 together with the carbon atom to which they are attached for a cycloalkyl group; Ar1 is optionally substituted biphenyl, naphthyl or tetrahydronaphthyl; Excluded are compounds where n is 0 and A is either pyridyl or pyrimidyl. Also described is a pharmaceutical composition comprising a compound of formula I in association with a pharmaceutically acceptable adjuvant, diluent or carrier. The compounds of formula I are useful for the treatment of allergic, inflammatory, auto-immune, proliferative or hyper-proliferative diseases.
NZ510071A 1998-09-14 1999-09-13 Aryl alkanol and heteroaryl alkanol derivatives, pharmaceuticals thereof, and their use in the modulation of inflammatory and allergic conditions NZ510071A (en)

Applications Claiming Priority (2)

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SE9803107A SE9803107D0 (en) 1998-09-14 1998-09-14 Novel Compunds
PCT/SE1999/001600 WO2000015614A1 (en) 1998-09-14 1999-09-13 Novel compounds

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NZ510071A true NZ510071A (en) 2003-06-30

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NZ510071A NZ510071A (en) 1998-09-14 1999-09-13 Aryl alkanol and heteroaryl alkanol derivatives, pharmaceuticals thereof, and their use in the modulation of inflammatory and allergic conditions

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EP (1) EP1114029A1 (en)
JP (1) JP2002524553A (en)
CN (1) CN1318054A (en)
AU (1) AU6236799A (en)
BR (1) BR9913601A (en)
CA (1) CA2341440A1 (en)
HK (1) HK1040994A1 (en)
IL (1) IL141504A0 (en)
NO (1) NO20011262L (en)
NZ (1) NZ510071A (en)
SE (1) SE9803107D0 (en)
WO (1) WO2000015614A1 (en)
ZA (1) ZA200101759B (en)

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6376524B1 (en) 2000-06-21 2002-04-23 Sunesis Pharmaceuticals, Inc. Triphenyl compounds as interleukin-4 antagonists
CN105085347B (en) * 2015-08-14 2016-09-14 天津小新医药科技有限公司 MENTHOL class P2Y12 receptor antagonist of one class nitrile group-containing and application thereof
CN105152996B (en) * 2015-08-14 2017-04-12 天津小新医药科技有限公司 L-menthol type P2Y12 receptor antagonists and application thereof
CN105111118B (en) * 2015-08-14 2017-04-12 天津小新医药科技有限公司 L-menthol P2Y12 receptor antagonists, preparation method thereof and use thereof
CN105111119B (en) * 2015-08-14 2017-04-12 天津小新医药科技有限公司 Halogenobenzene L-menthol P2Y12 receptor antagonists and application thereof

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4379167A (en) * 1974-10-25 1983-04-05 A. H. Robins Company, Inc. 1-Aryloxy-4-amino-2-butanols and the pharmaceutical use thereof
US4609735A (en) * 1974-10-25 1986-09-02 A. H. Robins Company, Inc. Certain aryloxy-4-chloro-2-butanol intermediates
DE2507425A1 (en) * 1975-02-21 1976-09-02 Hoechst Ag ANALOGS OF PROSTANIC ACIDS AND THE PROCESS FOR THEIR PRODUCTION
JPS5931510B2 (en) * 1979-09-03 1984-08-02 東レ株式会社 5,6,7-trinor-4,8-inter-m-phenylene PGI↓2 derivative
WO1989012048A1 (en) * 1988-06-01 1989-12-14 Yoshitomi Pharmaceutical Industries, Ltd. Cis-2,6-diazabicyclo[3.3.0]octane derivatives and their medicinal use
AU711772B2 (en) * 1995-12-06 1999-10-21 Astra Pharmaceuticals Limited Compounds

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SE9803107D0 (en) 1998-09-14
AU6236799A (en) 2000-04-03
ZA200101759B (en) 2002-06-03
BR9913601A (en) 2001-05-22
WO2000015614A1 (en) 2000-03-23
JP2002524553A (en) 2002-08-06
CA2341440A1 (en) 2000-03-23
HK1040994A1 (en) 2002-06-28
NO20011262D0 (en) 2001-03-13
NO20011262L (en) 2001-05-14
CN1318054A (en) 2001-10-17
IL141504A0 (en) 2002-03-10
EP1114029A1 (en) 2001-07-11

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