HUT73790A - Carbazole derivatives, pharmaceutical compositions containing them and process for proucing them - Google Patents
Carbazole derivatives, pharmaceutical compositions containing them and process for proucing them Download PDFInfo
- Publication number
- HUT73790A HUT73790A HU9503321A HU9503321A HUT73790A HU T73790 A HUT73790 A HU T73790A HU 9503321 A HU9503321 A HU 9503321A HU 9503321 A HU9503321 A HU 9503321A HU T73790 A HUT73790 A HU T73790A
- Authority
- HU
- Hungary
- Prior art keywords
- fluoro
- compound
- carbazole
- formula
- ylmethyl
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 20
- 239000008194 pharmaceutical composition Substances 0.000 title claims description 12
- 230000008569 process Effects 0.000 title description 11
- 125000000609 carbazolyl group Chemical class C1(=CC=CC=2C3=CC=CC=C3NC12)* 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims description 174
- 150000003839 salts Chemical class 0.000 claims description 30
- 239000001257 hydrogen Substances 0.000 claims description 25
- 229910052739 hydrogen Inorganic materials 0.000 claims description 25
- 238000006243 chemical reaction Methods 0.000 claims description 23
- 238000002360 preparation method Methods 0.000 claims description 19
- 239000012453 solvate Substances 0.000 claims description 19
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 17
- 239000004480 active ingredient Substances 0.000 claims description 17
- -1 4-pyridinyl Chemical group 0.000 claims description 13
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 13
- 239000003098 androgen Substances 0.000 claims description 11
- 229940011871 estrogen Drugs 0.000 claims description 11
- 239000000262 estrogen Substances 0.000 claims description 11
- 125000001153 fluoro group Chemical group F* 0.000 claims description 11
- 239000003814 drug Substances 0.000 claims description 10
- 125000006575 electron-withdrawing group Chemical group 0.000 claims description 7
- 229910052731 fluorine Inorganic materials 0.000 claims description 7
- 229940124597 therapeutic agent Drugs 0.000 claims description 7
- LFCQNAOJQWIHSR-UHFFFAOYSA-N 2-fluoro-7-(pyridin-3-ylmethyl)-9h-carbazole Chemical compound C=1C(F)=CC=C(C2=CC=3)C=1NC2=CC=3CC1=CC=CN=C1 LFCQNAOJQWIHSR-UHFFFAOYSA-N 0.000 claims description 6
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 6
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 5
- 239000002552 dosage form Substances 0.000 claims description 5
- 239000011737 fluorine Substances 0.000 claims description 5
- 229910052736 halogen Inorganic materials 0.000 claims description 5
- 150000002367 halogens Chemical class 0.000 claims description 5
- CDFBRMQNNCVRSY-UHFFFAOYSA-N 2-fluoro-7-(1,2,4-triazol-1-ylmethyl)-9h-carbazole Chemical compound C=1C(F)=CC=C(C2=CC=3)C=1NC2=CC=3CN1C=NC=N1 CDFBRMQNNCVRSY-UHFFFAOYSA-N 0.000 claims description 4
- CJKAHOZICMOBTA-UHFFFAOYSA-N 2-fluoro-7-(pyridin-4-ylmethyl)-9h-carbazole Chemical compound C=1C(F)=CC=C(C2=CC=3)C=1NC2=CC=3CC1=CC=NC=C1 CJKAHOZICMOBTA-UHFFFAOYSA-N 0.000 claims description 4
- BEEQFMQHLNPVKA-UHFFFAOYSA-N 2-fluoro-7-[(3-methoxypyridin-4-yl)methyl]-9h-carbazole Chemical compound COC1=CN=CC=C1CC1=CC=C2C3=CC=C(F)C=C3NC2=C1 BEEQFMQHLNPVKA-UHFFFAOYSA-N 0.000 claims description 4
- LXCHEUMJSPFNAY-UHFFFAOYSA-N 2-fluoro-7-[(3-methylpyridin-4-yl)methyl]-9h-carbazole Chemical compound CC1=CN=CC=C1CC1=CC=C2C3=CC=C(F)C=C3NC2=C1 LXCHEUMJSPFNAY-UHFFFAOYSA-N 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 4
- 150000002825 nitriles Chemical class 0.000 claims description 4
- UUNNIGZLLLUITE-UHFFFAOYSA-N 2,4-difluoro-7-(1,2,4-triazol-1-ylmethyl)-9h-carbazole Chemical compound C=1C(F)=CC(F)=C(C2=CC=3)C=1NC2=CC=3CN1C=NC=N1 UUNNIGZLLLUITE-UHFFFAOYSA-N 0.000 claims description 3
- AXUGYCMGYYRNSE-UHFFFAOYSA-N 2-fluoro-7-[(3-fluoropyridin-4-yl)methyl]-9h-carbazole Chemical compound C=1C(F)=CC=C(C2=CC=3)C=1NC2=CC=3CC1=CC=NC=C1F AXUGYCMGYYRNSE-UHFFFAOYSA-N 0.000 claims description 3
- 241000124008 Mammalia Species 0.000 claims description 3
- 125000003545 alkoxy group Chemical group 0.000 claims description 3
- 238000011200 topical administration Methods 0.000 claims description 3
- 229930194542 Keto Natural products 0.000 claims description 2
- 150000001299 aldehydes Chemical class 0.000 claims description 2
- 239000000969 carrier Substances 0.000 claims description 2
- 125000000468 ketone group Chemical group 0.000 claims description 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 2
- 239000000546 pharmaceutical excipient Substances 0.000 claims description 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 2
- 150000001733 carboxylic acid esters Chemical class 0.000 claims 2
- SSPREYNSXYGGTR-UHFFFAOYSA-N 1,4,7-trifluoro-2-(1,2,4-triazol-1-ylmethyl)-9h-carbazole Chemical compound C=1C(F)=CC=C(C2=C(F)C=3)C=1NC2=C(F)C=3CN1C=NC=N1 SSPREYNSXYGGTR-UHFFFAOYSA-N 0.000 claims 1
- GJYDAAIUCZMZGI-UHFFFAOYSA-N 1,7-difluoro-2-(1,2,4-triazol-1-ylmethyl)-9h-carbazole Chemical compound C=1C(F)=CC=C(C2=CC=3)C=1NC2=C(F)C=3CN1C=NC=N1 GJYDAAIUCZMZGI-UHFFFAOYSA-N 0.000 claims 1
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- JOIWBKKEHBOENG-UHFFFAOYSA-N tert-butyl carbazole-9-carboxylate Chemical compound C1=CC=C2N(C(=O)OC(C)(C)C)C3=CC=CC=C3C2=C1 JOIWBKKEHBOENG-UHFFFAOYSA-N 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
-
- 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
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Indole Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB939310635A GB9310635D0 (en) | 1993-05-21 | 1993-05-21 | Chemical compounds |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| HU9503321D0 HU9503321D0 (en) | 1996-01-29 |
| HUT73790A true HUT73790A (en) | 1996-09-30 |
Family
ID=10736007
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| HU9503321A HUT73790A (en) | 1993-05-21 | 1994-05-19 | Carbazole derivatives, pharmaceutical compositions containing them and process for proucing them |
Country Status (19)
| Country | Link |
|---|---|
| EP (1) | EP0699196A1 (enExample) |
| JP (1) | JPH08510455A (enExample) |
| CN (1) | CN1126473A (enExample) |
| AU (1) | AU6928794A (enExample) |
| BG (1) | BG100154A (enExample) |
| CA (1) | CA2162921A1 (enExample) |
| CZ (1) | CZ305195A3 (enExample) |
| FI (1) | FI955587A7 (enExample) |
| GB (1) | GB9310635D0 (enExample) |
| HU (1) | HUT73790A (enExample) |
| IL (1) | IL109703A0 (enExample) |
| NO (1) | NO954681L (enExample) |
| OA (1) | OA10195A (enExample) |
| PE (1) | PE31195A1 (enExample) |
| PL (1) | PL311702A1 (enExample) |
| SK (1) | SK142495A3 (enExample) |
| TW (1) | TW279866B (enExample) |
| WO (1) | WO1994027989A1 (enExample) |
| ZA (1) | ZA943494B (enExample) |
Families Citing this family (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0721943A4 (en) * | 1993-09-30 | 1996-09-04 | Yamanouchi Pharma Co Ltd | AZOL DERIVATIVES AND PHARMACEUTICAL PREPARATIONS |
| WO1996014090A1 (en) * | 1994-11-07 | 1996-05-17 | Janssen Pharmaceutica N.V. | Compositions comprising carbazoles and cyclodextrins |
| NZ302392A (en) * | 1995-03-01 | 1998-08-26 | Yamanouchi Pharma Co Ltd | Tricyclic substituted imidazole derivatives and medicaments thereof |
| CN1251577A (zh) * | 1997-02-21 | 2000-04-26 | 武田药品工业株式会社 | 稠环化合物及其生产和应用 |
| CA2429133C (en) | 2000-11-17 | 2009-08-18 | Takeda Chemical Industries, Ltd. | Novel imidazole derivatives, production method thereof and use thereof |
| DE60144246D1 (de) | 2000-11-20 | 2011-04-28 | Takeda Pharmaceutical | Imidazolderivate, verfahren zu deren herstellung und deren verwendung |
| WO2002046186A1 (en) | 2000-12-08 | 2002-06-13 | Takeda Chemical Industries, Ltd. | Substituted thiazole derivatives bearing 3-pyridyl groups, process for preparing the same and use thereof |
| AU2006262283B2 (en) * | 2005-06-24 | 2011-10-13 | Eli Lilly And Company | Tetrahydrocarbazole derivatives useful as androgen receptor modulators (SARM) |
| GB0525323D0 (en) | 2005-12-13 | 2006-01-18 | Sterix Ltd | Compound |
| US8093279B2 (en) | 2005-12-13 | 2012-01-10 | Gillian Reed, legal representative | Compound |
| CN100586932C (zh) * | 2007-01-26 | 2010-02-03 | 中国医学科学院医药生物技术研究所 | 抗肿瘤化合物及其制备方法 |
| PE20121048A1 (es) | 2009-06-26 | 2012-08-25 | Novartis Ag | Derivados de imidazolidin-2-ona 1,3-disustituida como inhibidores de cyp17 |
| JP5964756B2 (ja) * | 2010-02-04 | 2016-08-03 | ラジウス ヘルス，インコーポレイテッド | 選択的アンドロゲン受容体モジュレーター |
| PL2568806T3 (pl) | 2010-05-12 | 2017-03-31 | Radius Health, Inc. | Schematy lecznicze |
| KR101594660B1 (ko) | 2010-08-04 | 2016-02-16 | 펠피큐어 파마슈티걸즈 아이엔씨 | 전립선 암종의 치료를 위한 병용 요법 |
| EP2627648A1 (en) | 2010-09-16 | 2013-08-21 | Novartis AG | 17aHYDROXYLASE/C17,20-LYASE INHIBITORS |
| AU2011312490B2 (en) | 2010-09-28 | 2015-06-25 | Radius Pharmaceuticals, Inc. | Selective androgen receptor modulators |
| MX359399B (es) | 2011-04-28 | 2018-09-27 | Novartis Ag | Inhibidores de 17alfa-hidroxilasa/c17-20-liasa. |
| US9492460B2 (en) * | 2013-02-27 | 2016-11-15 | Bristol-Myers Squibb Company | Carbazole compounds useful as bromodomain inhibitors |
| AU2014241816B9 (en) | 2013-03-14 | 2019-02-14 | Pellficure Pharmaceuticals Inc. | Novel therapy for prostate carcinoma |
| US9421264B2 (en) | 2014-03-28 | 2016-08-23 | Duke University | Method of treating cancer using selective estrogen receptor modulators |
| ES2939940T3 (es) | 2014-03-28 | 2023-04-28 | Univ Duke | Tratamiento del cáncer de mama utilizando moduladores selectivos de los receptores de estrógenos |
| WO2016040896A1 (en) | 2014-09-12 | 2016-03-17 | Pellficure Pharmaceuticals, Inc. | Compositions and methods for treatment of prostate carcinoma |
| WO2017223115A1 (en) | 2016-06-22 | 2017-12-28 | Radius Health, Inc. | Ar+ breast cancer treatment methods |
| WO2018080933A1 (en) | 2016-10-24 | 2018-05-03 | Pellficure Pharmaceuticals Inc. | Pharmaceutical compositions of 5-hydroxy-2-methylnaphthalene-1, 4-dione |
| EP3565542B1 (en) | 2017-01-05 | 2024-04-10 | Radius Pharmaceuticals, Inc. | Polymorphic forms of rad1901-2hcl |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CS229934B2 (en) * | 1981-07-07 | 1984-07-16 | Pfizer | Production method subst.indolylacryte acid derivative |
| GB8518743D0 (en) * | 1985-07-24 | 1985-08-29 | Glaxo Group Ltd | Heterocyclic compounds |
-
1993
- 1993-05-21 GB GB939310635A patent/GB9310635D0/en active Pending
-
1994
- 1994-05-02 ZA ZA943494A patent/ZA943494B/xx unknown
- 1994-05-17 TW TW083104441A patent/TW279866B/zh active
- 1994-05-19 CN CN94192683A patent/CN1126473A/zh active Pending
- 1994-05-19 JP JP7500181A patent/JPH08510455A/ja active Pending
- 1994-05-19 HU HU9503321A patent/HUT73790A/hu unknown
- 1994-05-19 PL PL94311702A patent/PL311702A1/xx unknown
- 1994-05-19 SK SK1424-95A patent/SK142495A3/sk unknown
- 1994-05-19 CA CA002162921A patent/CA2162921A1/en not_active Abandoned
- 1994-05-19 CZ CZ953051A patent/CZ305195A3/cs unknown
- 1994-05-19 WO PCT/EP1994/001613 patent/WO1994027989A1/en not_active Ceased
- 1994-05-19 AU AU69287/94A patent/AU6928794A/en not_active Abandoned
- 1994-05-19 EP EP94917647A patent/EP0699196A1/en not_active Withdrawn
- 1994-05-20 IL IL10970394A patent/IL109703A0/xx unknown
- 1994-11-18 PE PE1994255110A patent/PE31195A1/es not_active Application Discontinuation
-
1995
- 1995-11-17 OA OA60742A patent/OA10195A/en unknown
- 1995-11-20 NO NO954681A patent/NO954681L/no unknown
- 1995-11-20 FI FI955587A patent/FI955587A7/fi not_active Application Discontinuation
- 1995-11-21 BG BG100154A patent/BG100154A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| NO954681D0 (no) | 1995-11-20 |
| PE31195A1 (es) | 1995-10-18 |
| FI955587A0 (fi) | 1995-11-20 |
| IL109703A0 (en) | 1994-08-26 |
| WO1994027989A1 (en) | 1994-12-08 |
| NO954681L (no) | 1995-11-20 |
| CZ305195A3 (en) | 1996-06-12 |
| OA10195A (en) | 1996-12-18 |
| AU6928794A (en) | 1994-12-20 |
| PL311702A1 (en) | 1996-03-04 |
| CA2162921A1 (en) | 1994-12-08 |
| JPH08510455A (ja) | 1996-11-05 |
| TW279866B (enExample) | 1996-07-01 |
| ZA943494B (en) | 1995-01-23 |
| FI955587A7 (fi) | 1995-11-20 |
| EP0699196A1 (en) | 1996-03-06 |
| GB9310635D0 (en) | 1993-07-07 |
| BG100154A (en) | 1996-07-31 |
| SK142495A3 (en) | 1996-06-05 |
| CN1126473A (zh) | 1996-07-10 |
| HU9503321D0 (en) | 1996-01-29 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| DFC4 | Cancellation of temporary protection due to refusal |