AU2008251324B2 - ((Phenyl)imidazolyl)methylheteroaryl compounds - Google Patents
((Phenyl)imidazolyl)methylheteroaryl compounds Download PDFInfo
- Publication number
- AU2008251324B2 AU2008251324B2 AU2008251324A AU2008251324A AU2008251324B2 AU 2008251324 B2 AU2008251324 B2 AU 2008251324B2 AU 2008251324 A AU2008251324 A AU 2008251324A AU 2008251324 A AU2008251324 A AU 2008251324A AU 2008251324 B2 AU2008251324 B2 AU 2008251324B2
- Authority
- AU
- Australia
- Prior art keywords
- compound
- pain
- imidazol
- methyl
- alkyl
- Prior art date
- 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
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- 150000001875 compounds Chemical class 0.000 title claims abstract description 58
- -1 (Phenyl)imidazolyl Chemical group 0.000 title description 17
- 239000000203 mixture Substances 0.000 claims abstract description 31
- 239000003814 drug Substances 0.000 claims abstract description 9
- 238000000034 method Methods 0.000 claims description 46
- 208000002193 Pain Diseases 0.000 claims description 35
- 125000001424 substituent group Chemical group 0.000 claims description 32
- 229910052739 hydrogen Inorganic materials 0.000 claims description 28
- 125000000217 alkyl group Chemical group 0.000 claims description 15
- 125000004432 carbon atom Chemical group C* 0.000 claims description 9
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 8
- 229910052757 nitrogen Inorganic materials 0.000 claims description 7
- 125000004076 pyridyl group Chemical group 0.000 claims description 7
- 125000001544 thienyl group Chemical group 0.000 claims description 7
- 241000124008 Mammalia Species 0.000 claims description 6
- 125000002541 furyl group Chemical group 0.000 claims description 5
- 125000002252 acyl group Chemical group 0.000 claims description 4
- 125000004202 aminomethyl group Chemical group [H]N([H])C([H])([H])* 0.000 claims description 4
- 125000002883 imidazolyl group Chemical group 0.000 claims description 4
- 125000002971 oxazolyl group Chemical group 0.000 claims description 4
- 125000003226 pyrazolyl group Chemical group 0.000 claims description 4
- 125000000714 pyrimidinyl group Chemical group 0.000 claims description 4
- 125000000719 pyrrolidinyl group Chemical group 0.000 claims description 4
- 125000000168 pyrrolyl group Chemical group 0.000 claims description 4
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- 238000002560 therapeutic procedure Methods 0.000 abstract 1
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- HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical compound C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-N 0.000 description 3
- UZCGUUOLWCFXCR-UHFFFAOYSA-N 2-[(3-chloro-2-fluorophenyl)-(1h-imidazol-5-yl)methyl]pyridine Chemical compound FC1=C(Cl)C=CC=C1C(C=1N=CC=CC=1)C1=CN=CN1 UZCGUUOLWCFXCR-UHFFFAOYSA-N 0.000 description 3
- XYLJNLCSTIOKRM-UHFFFAOYSA-N Alphagan Chemical compound C1=CC2=NC=CN=C2C(Br)=C1NC1=NCCN1 XYLJNLCSTIOKRM-UHFFFAOYSA-N 0.000 description 3
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- XQZLZTQXBTVYKW-UHFFFAOYSA-N (3-chloro-2-fluorophenyl)-(3-tritylimidazol-4-yl)methanone Chemical compound FC1=C(Cl)C=CC=C1C(=O)C1=CN=CN1C(C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 XQZLZTQXBTVYKW-UHFFFAOYSA-N 0.000 description 2
- IKFWAKMIELEQOQ-UHFFFAOYSA-N (3-chloro-2-fluorophenyl)-pyridin-2-yl-(3-tritylimidazol-4-yl)methanol Chemical compound C=1C=CC=NC=1C(C=1C(=C(Cl)C=CC=1)F)(O)C1=CN=CN1C(C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 IKFWAKMIELEQOQ-UHFFFAOYSA-N 0.000 description 2
- DXJZJYPLPZEYBH-UHFFFAOYSA-N 4-iodo-1-tritylimidazole Chemical compound C1=NC(I)=CN1C(C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 DXJZJYPLPZEYBH-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
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- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
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- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 2
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- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 2
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Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/4164—1,3-Diazoles
- A61K31/4178—1,3-Diazoles not condensed 1,3-diazoles and containing further heterocyclic rings, e.g. pilocarpine, nitrofurantoin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P23/00—Anaesthetics
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/04—Centrally acting analgesics, e.g. opioids
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- 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
- C07D409/06—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 carbon chain containing only aliphatic carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
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- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Neurology (AREA)
- Biomedical Technology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Neurosurgery (AREA)
- Engineering & Computer Science (AREA)
- Pain & Pain Management (AREA)
- Rheumatology (AREA)
- Anesthesiology (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US91783307P | 2007-05-14 | 2007-05-14 | |
| US60/917,833 | 2007-05-14 | ||
| PCT/US2008/063489 WO2008141312A1 (en) | 2007-05-14 | 2008-05-13 | ((phenyl)imidazolyl)methylheteroaryl compounds |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| AU2008251324A1 AU2008251324A1 (en) | 2008-11-20 |
| AU2008251324B2 true AU2008251324B2 (en) | 2014-05-01 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU2008251324A Ceased AU2008251324B2 (en) | 2007-05-14 | 2008-05-13 | ((Phenyl)imidazolyl)methylheteroaryl compounds |
Country Status (16)
| Country | Link |
|---|---|
| US (1) | US20100273814A1 (enExample) |
| EP (1) | EP2155715B1 (enExample) |
| JP (1) | JP5323059B2 (enExample) |
| KR (1) | KR20100031502A (enExample) |
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Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2009091735A1 (en) * | 2008-01-18 | 2009-07-23 | Allergan.Inc | Substitued-aryl-(imidazole)-methyl)-phenyl compounds as subtype selective modulators of alpha 2b and/or alpha 2c adrenergic receptors |
| JP2019517524A (ja) * | 2016-06-02 | 2019-06-24 | パーデュー ファーマ エルピー | 疼痛治療のための微量アミン関連受容体１アゴニスト及び部分アゴニスト |
| WO2024220941A1 (en) * | 2023-04-21 | 2024-10-24 | Alceptor Therapeutics, Inc. | Triaryl agonists of alpha-2 adrenergic receptors |
| WO2024226608A2 (en) * | 2023-04-25 | 2024-10-31 | Aglaeapharma Inc. | Imidazole containing compounds, derivatives therefore, and uses thereof |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5098811A (en) * | 1988-09-22 | 1992-03-24 | Minolta Camera Kabushiki Kaisha | Ioner for developing electrostatic latent image comprising specified imidazoles |
| WO1997035858A1 (en) * | 1996-03-28 | 1997-10-02 | Ortho Pharmaceutical Corporation | 4-[(THIEN-3-YL)METHYL] IMIDAZOLE DERIVATIVES HAVING α2-ADRENOCEPTOR AGONISTIC ACTIVITY |
| WO2001000586A1 (en) * | 1999-06-10 | 2001-01-04 | Allergan Sales, Inc. | Compounds as selective agonists at alpha 2b or 2b/2c adrenergic receptors |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6841684B2 (en) * | 1997-12-04 | 2005-01-11 | Allergan, Inc. | Imidiazoles having reduced side effects |
| BRPI0516025A (pt) * | 2004-09-24 | 2008-08-19 | Allergan Sales Inc | 4-(heteroaril-metil e heteroaril-metil substituìda)-imidazol-2-tionas que atuam como agonistas alfa2 adrenérgicos |
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2008
- 2008-05-13 DK DK08769462.6T patent/DK2155715T3/da active
- 2008-05-13 JP JP2010508528A patent/JP5323059B2/ja not_active Expired - Fee Related
- 2008-05-13 CN CN2008800220502A patent/CN101743240B/zh not_active Expired - Fee Related
- 2008-05-13 ES ES08769462T patent/ES2402746T3/es active Active
- 2008-05-13 MX MX2009012349A patent/MX2009012349A/es active IP Right Grant
- 2008-05-13 RU RU2009145817/04A patent/RU2478631C2/ru not_active IP Right Cessation
- 2008-05-13 WO PCT/US2008/063489 patent/WO2008141312A1/en not_active Ceased
- 2008-05-13 CA CA2687303A patent/CA2687303C/en not_active Expired - Fee Related
- 2008-05-13 EP EP08769462A patent/EP2155715B1/en not_active Not-in-force
- 2008-05-13 US US12/600,191 patent/US20100273814A1/en not_active Abandoned
- 2008-05-13 KR KR1020097025950A patent/KR20100031502A/ko not_active Ceased
- 2008-05-13 BR BRPI0811860-4A2A patent/BRPI0811860A2/pt not_active IP Right Cessation
- 2008-05-13 AU AU2008251324A patent/AU2008251324B2/en not_active Ceased
- 2008-05-13 NZ NZ599554A patent/NZ599554A/en not_active IP Right Cessation
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2009
- 2009-11-15 IL IL202137A patent/IL202137A0/en unknown
- 2009-11-17 ZA ZA2009/08088A patent/ZA200908088B/en unknown
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5098811A (en) * | 1988-09-22 | 1992-03-24 | Minolta Camera Kabushiki Kaisha | Ioner for developing electrostatic latent image comprising specified imidazoles |
| WO1997035858A1 (en) * | 1996-03-28 | 1997-10-02 | Ortho Pharmaceutical Corporation | 4-[(THIEN-3-YL)METHYL] IMIDAZOLE DERIVATIVES HAVING α2-ADRENOCEPTOR AGONISTIC ACTIVITY |
| WO2001000586A1 (en) * | 1999-06-10 | 2001-01-04 | Allergan Sales, Inc. | Compounds as selective agonists at alpha 2b or 2b/2c adrenergic receptors |
Non-Patent Citations (1)
| Title |
|---|
| Boyd, R. E., et al, Journal of Medicinal Chemistry, 1999, vol. 42, pp. 5064-71 * |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2010527369A (ja) | 2010-08-12 |
| CN101743240B (zh) | 2013-07-17 |
| JP5323059B2 (ja) | 2013-10-23 |
| RU2009145817A (ru) | 2011-06-20 |
| WO2008141312A1 (en) | 2008-11-20 |
| AU2008251324A1 (en) | 2008-11-20 |
| CN101743240A (zh) | 2010-06-16 |
| EP2155715A1 (en) | 2010-02-24 |
| DK2155715T3 (da) | 2013-05-13 |
| IL202137A0 (en) | 2010-06-16 |
| BRPI0811860A2 (pt) | 2014-11-18 |
| US20100273814A1 (en) | 2010-10-28 |
| MX2009012349A (es) | 2009-12-01 |
| NZ599554A (en) | 2013-12-20 |
| EP2155715B1 (en) | 2013-03-13 |
| CA2687303A1 (en) | 2008-11-20 |
| KR20100031502A (ko) | 2010-03-22 |
| RU2478631C2 (ru) | 2013-04-10 |
| CA2687303C (en) | 2015-05-05 |
| ES2402746T3 (es) | 2013-05-08 |
| ZA200908088B (en) | 2010-12-29 |
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