AU2370801A - Non peptide tachykinin receptor antagonists - Google Patents
Non peptide tachykinin receptor antagonists Download PDFInfo
- Publication number
- AU2370801A AU2370801A AU23708/01A AU2370801A AU2370801A AU 2370801 A AU2370801 A AU 2370801A AU 23708/01 A AU23708/01 A AU 23708/01A AU 2370801 A AU2370801 A AU 2370801A AU 2370801 A AU2370801 A AU 2370801A
- Authority
- AU
- Australia
- Prior art keywords
- phenyl
- ylmethyl
- indol
- alkyl
- benzofuran
- 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.)
- Abandoned
Links
- 239000002462 tachykinin receptor antagonist Substances 0.000 title description 6
- 108090000765 processed proteins & peptides Proteins 0.000 title description 3
- 150000001875 compounds Chemical class 0.000 claims description 89
- -1 CF 3 Inorganic materials 0.000 claims description 60
- 125000000217 alkyl group Chemical group 0.000 claims description 58
- 238000000034 method Methods 0.000 claims description 40
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 34
- 238000002360 preparation method Methods 0.000 claims description 27
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 21
- 229910052739 hydrogen Inorganic materials 0.000 claims description 21
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 21
- 229910052757 nitrogen Inorganic materials 0.000 claims description 20
- 125000003545 alkoxy group Chemical group 0.000 claims description 19
- 229910052736 halogen Inorganic materials 0.000 claims description 19
- 150000002367 halogens Chemical class 0.000 claims description 19
- 230000008569 process Effects 0.000 claims description 19
- 125000002541 furyl group Chemical group 0.000 claims description 18
- 125000001544 thienyl group Chemical group 0.000 claims description 18
- 125000003785 benzimidazolyl group Chemical group N1=C(NC2=C1C=CC=C2)* 0.000 claims description 17
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 17
- 208000035475 disorder Diseases 0.000 claims description 17
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- 230000036506 anxiety Effects 0.000 claims description 16
- 230000002981 neuropathic effect Effects 0.000 claims description 16
- 125000004076 pyridyl group Chemical group 0.000 claims description 16
- 150000003839 salts Chemical class 0.000 claims description 16
- 208000026935 allergic disease Diseases 0.000 claims description 15
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims description 14
- 125000001041 indolyl group Chemical group 0.000 claims description 14
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- 125000004432 carbon atom Chemical group C* 0.000 claims description 11
- YNESATAKKCNGOF-UHFFFAOYSA-N lithium bis(trimethylsilyl)amide Chemical compound [Li+].C[Si](C)(C)[N-][Si](C)(C)C YNESATAKKCNGOF-UHFFFAOYSA-N 0.000 claims description 11
- 208000006545 Chronic Obstructive Pulmonary Disease Diseases 0.000 claims description 10
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- 239000001257 hydrogen Substances 0.000 claims description 9
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 9
- 125000001624 naphthyl group Chemical group 0.000 claims description 9
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- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 claims description 8
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- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 7
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims description 7
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- 125000004196 benzothienyl group Chemical group S1C(=CC2=C1C=CC=C2)* 0.000 claims description 6
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- IUBQJLUDMLPAGT-UHFFFAOYSA-N potassium bis(trimethylsilyl)amide Chemical compound C[Si](C)(C)N([K])[Si](C)(C)C IUBQJLUDMLPAGT-UHFFFAOYSA-N 0.000 claims description 6
- 125000005493 quinolyl group Chemical group 0.000 claims description 6
- QABYBLFTBSCYHR-UHFFFAOYSA-N 1-(benzotriazol-1-yl)-n,n-dimethylmethanamine Chemical compound C1=CC=C2N(CN(C)C)N=NC2=C1 QABYBLFTBSCYHR-UHFFFAOYSA-N 0.000 claims description 5
- VNUIZIRGAROHHL-UHFFFAOYSA-N 2-(1-benzofuran-2-ylmethylcarbamoylamino)-2-(1h-indol-3-ylmethyl)-3-methoxy-n-(1-phenylethyl)propanamide Chemical compound C=1NC2=CC=CC=C2C=1CC(COC)(NC(=O)NCC=1OC2=CC=CC=C2C=1)C(=O)NC(C)C1=CC=CC=C1 VNUIZIRGAROHHL-UHFFFAOYSA-N 0.000 claims description 5
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- QLNJFJADRCOGBJ-UHFFFAOYSA-N propionamide Chemical compound CCC(N)=O QLNJFJADRCOGBJ-UHFFFAOYSA-N 0.000 claims description 5
- WSZFQYQLPMOBHO-UHFFFAOYSA-N 2-(1-benzofuran-2-ylmethylamino)-2-[(dimethylamino)methyl]-3-(1h-indol-3-yl)-n-(1-phenylethyl)propanamide Chemical compound C=1NC2=CC=CC=C2C=1CC(CN(C)C)(NCC=1OC2=CC=CC=C2C=1)C(=O)NC(C)C1=CC=CC=C1 WSZFQYQLPMOBHO-UHFFFAOYSA-N 0.000 claims description 4
- 206010009900 Colitis ulcerative Diseases 0.000 claims description 4
- QIVBCDIJIAJPQS-VIFPVBQESA-N L-tryptophane Chemical compound C1=CC=C2C(C[C@H](N)C(O)=O)=CNC2=C1 QIVBCDIJIAJPQS-VIFPVBQESA-N 0.000 claims description 4
- 201000006704 Ulcerative Colitis Diseases 0.000 claims description 4
- 229910052799 carbon Inorganic materials 0.000 claims description 4
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 4
- 238000003384 imaging method Methods 0.000 claims description 4
- 238000001727 in vivo Methods 0.000 claims description 4
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 claims description 4
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- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 4
- 125000001424 substituent group Chemical group 0.000 claims description 4
- RQEUFEKYXDPUSK-ZETCQYMHSA-N (1S)-1-phenylethanamine Chemical compound C[C@H](N)C1=CC=CC=C1 RQEUFEKYXDPUSK-ZETCQYMHSA-N 0.000 claims description 3
- FTNJQNQLEGKTGD-UHFFFAOYSA-N 1,3-benzodioxole Chemical group C1=CC=C2OCOC2=C1 FTNJQNQLEGKTGD-UHFFFAOYSA-N 0.000 claims description 3
- 230000003042 antagnostic effect Effects 0.000 claims description 3
- 125000004541 benzoxazolyl group Chemical group O1C(=NC2=C1C=CC=C2)* 0.000 claims description 3
- 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 claims description 3
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims description 3
- 125000002883 imidazolyl group Chemical group 0.000 claims description 3
- 125000005956 isoquinolyl group Chemical group 0.000 claims description 3
- 125000003226 pyrazolyl group Chemical group 0.000 claims description 3
- UKYTZQPDSUAZSQ-IFUPQEAVSA-N (2s)-2-(1-benzofuran-2-ylmethylamino)-2-[(dimethylamino)methyl]-3-(1h-indol-3-yl)propanoic acid;dihydrochloride Chemical compound Cl.Cl.C1=CC=C2OC(CN[C@@](CC=3C4=CC=CC=C4NC=3)(CN(C)C)C(O)=O)=CC2=C1 UKYTZQPDSUAZSQ-IFUPQEAVSA-N 0.000 claims description 2
- 125000004938 5-pyridyl group Chemical group N1=CC=CC(=C1)* 0.000 claims description 2
- QWPVLMCETGYBKC-UHFFFAOYSA-N n-(1-phenylethyl)propanamide Chemical compound CCC(=O)NC(C)C1=CC=CC=C1 QWPVLMCETGYBKC-UHFFFAOYSA-N 0.000 claims description 2
- 125000004343 1-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])(*)C([H])([H])[H] 0.000 claims 1
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Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
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- 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
- A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
- A61K31/403—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil condensed with carbocyclic rings, e.g. carbazole
- A61K31/404—Indoles, e.g. pindolol
- A61K31/405—Indole-alkanecarboxylic acids; Derivatives thereof, e.g. tryptophan, indomethacin
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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- A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
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- A61P1/08—Drugs for disorders of the alimentary tract or the digestive system for nausea, cinetosis or vertigo; Antiemetics
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- A—HUMAN NECESSITIES
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- A61P11/00—Drugs for disorders of the respiratory system
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- A61P11/02—Nasal agents, e.g. decongestants
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- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/04—Drugs for disorders of the respiratory system for throat disorders
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- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Neurosurgery (AREA)
- Neurology (AREA)
- Biomedical Technology (AREA)
- Pulmonology (AREA)
- Otolaryngology (AREA)
- Pain & Pain Management (AREA)
- Dermatology (AREA)
- Hospice & Palliative Care (AREA)
- Rheumatology (AREA)
- Immunology (AREA)
- Psychiatry (AREA)
- Orthopedic Medicine & Surgery (AREA)
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- Cardiology (AREA)
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- Hematology (AREA)
- Vascular Medicine (AREA)
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- Physical Education & Sports Medicine (AREA)
- Urology & Nephrology (AREA)
- Child & Adolescent Psychology (AREA)
- Endocrinology (AREA)
- Reproductive Health (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US17154099P | 1999-12-22 | 1999-12-22 | |
| US60171540 | 1999-12-22 | ||
| EP00103665A EP1127875A1 (fr) | 2000-02-22 | 2000-02-22 | Procédé de préparation de l'ester méthylique de l'alpha-diméthylaminométhyl-tryptophane |
| EP00103665 | 2000-02-22 | ||
| PCT/EP2000/013349 WO2001046176A2 (fr) | 1999-12-22 | 2000-12-21 | Antagonistes de recepteur de tachykinine non peptidique |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AU2370801A true AU2370801A (en) | 2001-07-03 |
Family
ID=26070578
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU23708/01A Abandoned AU2370801A (en) | 1999-12-22 | 2000-12-21 | Non peptide tachykinin receptor antagonists |
Country Status (18)
| Country | Link |
|---|---|
| EP (1) | EP1244653A1 (fr) |
| JP (1) | JP2003518111A (fr) |
| KR (1) | KR20020062364A (fr) |
| CN (1) | CN1413206A (fr) |
| AP (1) | AP2002002556A0 (fr) |
| AU (1) | AU2370801A (fr) |
| BG (1) | BG106804A (fr) |
| BR (1) | BR0016626A (fr) |
| CA (1) | CA2399584A1 (fr) |
| IL (1) | IL150203A0 (fr) |
| IS (1) | IS6395A (fr) |
| MA (1) | MA26854A1 (fr) |
| MX (1) | MXPA02006282A (fr) |
| NO (1) | NO20022942L (fr) |
| OA (1) | OA12129A (fr) |
| PL (1) | PL357650A1 (fr) |
| SK (1) | SK8862002A3 (fr) |
| WO (1) | WO2001046176A2 (fr) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2117538A1 (fr) | 2007-01-24 | 2009-11-18 | Glaxo Group Limited | Compositions pharmaceutiques contenant du 2-méthoxy-5- (5-trifluorométhyl-tétrazol-i-yl-benzyl) - (2s-phényl-pipéridin-3s-yl-) |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU687754B2 (en) * | 1990-08-31 | 1998-03-05 | Warner-Lambert Company | Tachykinin antagonists |
| CA2355137A1 (fr) * | 1998-12-18 | 2000-06-29 | Martyn Clive Pritchard | Antagonistes des recepteurs nk1 non peptidiques |
-
2000
- 2000-12-21 CN CN00817549A patent/CN1413206A/zh active Pending
- 2000-12-21 PL PL00357650A patent/PL357650A1/xx not_active Application Discontinuation
- 2000-12-21 EP EP00987477A patent/EP1244653A1/fr not_active Withdrawn
- 2000-12-21 MX MXPA02006282A patent/MXPA02006282A/es unknown
- 2000-12-21 WO PCT/EP2000/013349 patent/WO2001046176A2/fr not_active Ceased
- 2000-12-21 KR KR1020027008007A patent/KR20020062364A/ko not_active Withdrawn
- 2000-12-21 BR BR0016626-0A patent/BR0016626A/pt not_active Application Discontinuation
- 2000-12-21 OA OA1200200196A patent/OA12129A/en unknown
- 2000-12-21 CA CA002399584A patent/CA2399584A1/fr not_active Abandoned
- 2000-12-21 AU AU23708/01A patent/AU2370801A/en not_active Abandoned
- 2000-12-21 AP APAP/P/2002/002556A patent/AP2002002556A0/en unknown
- 2000-12-21 IL IL15020300A patent/IL150203A0/xx unknown
- 2000-12-21 JP JP2001547086A patent/JP2003518111A/ja active Pending
- 2000-12-21 SK SK886-2002A patent/SK8862002A3/sk unknown
-
2002
- 2002-05-24 IS IS6395A patent/IS6395A/is unknown
- 2002-06-10 BG BG106804A patent/BG106804A/xx unknown
- 2002-06-14 MA MA26689A patent/MA26854A1/fr unknown
- 2002-06-19 NO NO20022942A patent/NO20022942L/no not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| NO20022942D0 (no) | 2002-06-19 |
| BR0016626A (pt) | 2002-11-05 |
| IL150203A0 (en) | 2002-12-01 |
| CA2399584A1 (fr) | 2001-06-28 |
| KR20020062364A (ko) | 2002-07-25 |
| MA26854A1 (fr) | 2004-12-20 |
| PL357650A1 (en) | 2004-07-26 |
| OA12129A (en) | 2006-05-05 |
| MXPA02006282A (es) | 2004-09-06 |
| CN1413206A (zh) | 2003-04-23 |
| JP2003518111A (ja) | 2003-06-03 |
| BG106804A (en) | 2003-03-31 |
| IS6395A (is) | 2002-05-24 |
| EP1244653A1 (fr) | 2002-10-02 |
| SK8862002A3 (en) | 2002-11-06 |
| WO2001046176A3 (fr) | 2002-07-04 |
| AP2002002556A0 (en) | 2002-06-30 |
| NO20022942L (no) | 2002-06-19 |
| WO2001046176A2 (fr) | 2001-06-28 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MK1 | Application lapsed section 142(2)(a) - no request for examination in relevant period |