NZ274749A - Tricyclic carbamate derivatives useful for inhibition of g-protein function and for treating proliferative diseases, medicaments - Google Patents
Tricyclic carbamate derivatives useful for inhibition of g-protein function and for treating proliferative diseases, medicamentsInfo
- Publication number
- NZ274749A NZ274749A NZ274749A NZ27474994A NZ274749A NZ 274749 A NZ274749 A NZ 274749A NZ 274749 A NZ274749 A NZ 274749A NZ 27474994 A NZ27474994 A NZ 27474994A NZ 274749 A NZ274749 A NZ 274749A
- Authority
- NZ
- New Zealand
- Prior art keywords
- compound
- pyridyl
- alkyl
- substituted
- piperidyl
- Prior art date
Links
- 239000003814 drug Substances 0.000 title claims description 6
- 230000005764 inhibitory process Effects 0.000 title description 21
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 title description 7
- 230000002062 proliferating effect Effects 0.000 title description 7
- 150000004657 carbamic acid derivatives Chemical class 0.000 title description 6
- 201000010099 disease Diseases 0.000 title description 6
- 150000001875 compounds Chemical class 0.000 claims abstract description 381
- 238000000034 method Methods 0.000 claims abstract description 68
- 230000008569 process Effects 0.000 claims abstract description 21
- 230000002401 inhibitory effect Effects 0.000 claims abstract description 13
- -1 dihalo Chemical group 0.000 claims description 176
- 125000000217 alkyl group Chemical group 0.000 claims description 134
- 125000001424 substituent group Chemical group 0.000 claims description 74
- 125000003118 aryl group Chemical group 0.000 claims description 63
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 63
- 239000000203 mixture Substances 0.000 claims description 62
- 125000004432 carbon atom Chemical group C* 0.000 claims description 44
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 36
- 229910052739 hydrogen Inorganic materials 0.000 claims description 30
- 125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 claims description 28
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 28
- 125000000339 4-pyridyl group Chemical group N1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 claims description 25
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims description 25
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 24
- 150000003839 salts Chemical class 0.000 claims description 24
- 125000001072 heteroaryl group Chemical group 0.000 claims description 23
- 229910052799 carbon Inorganic materials 0.000 claims description 22
- 239000001257 hydrogen Substances 0.000 claims description 20
- 125000005936 piperidyl group Chemical group 0.000 claims description 20
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- 125000003710 aryl alkyl group Chemical group 0.000 claims description 16
- 125000001475 halogen functional group Chemical group 0.000 claims description 15
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- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 14
- 125000003545 alkoxy group Chemical group 0.000 claims description 11
- 125000004076 pyridyl group Chemical group 0.000 claims description 11
- 230000002159 abnormal effect Effects 0.000 claims description 9
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 9
- 229910052794 bromium Inorganic materials 0.000 claims description 8
- 239000012453 solvate Substances 0.000 claims description 8
- 125000003342 alkenyl group Chemical group 0.000 claims description 7
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- 238000004519 manufacturing process Methods 0.000 claims description 6
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 6
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 5
- 239000008194 pharmaceutical composition Substances 0.000 claims description 5
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical group C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 4
- 125000000304 alkynyl group Chemical group 0.000 claims description 4
- 239000003937 drug carrier Substances 0.000 claims description 4
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 4
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- 229910052720 vanadium Inorganic materials 0.000 claims description 4
- 230000004048 modification Effects 0.000 claims description 3
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- 125000006283 4-chlorobenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1Cl)C([H])([H])* 0.000 claims description 2
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- 239000000543 intermediate Substances 0.000 abstract description 9
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 134
- 238000006243 chemical reaction Methods 0.000 description 85
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- 239000000047 product Substances 0.000 description 41
- 125000005843 halogen group Chemical group 0.000 description 39
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 36
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- 210000004027 cell Anatomy 0.000 description 33
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- 108090000992 Transferases Proteins 0.000 description 31
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- 238000003556 assay Methods 0.000 description 11
- 125000002686 geranylgeranyl group Chemical group [H]C([*])([H])/C([H])=C(C([H])([H])[H])/C([H])([H])C([H])([H])/C([H])=C(C([H])([H])[H])/C([H])([H])C([H])([H])/C([H])=C(C([H])([H])[H])/C([H])([H])C([H])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H] 0.000 description 11
- 230000000802 nitrating effect Effects 0.000 description 11
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Classifications
-
- 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
- C07D401/04—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 directly linked by a ring-member-to-ring-member bond
-
- 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
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/445—Non condensed piperidines, e.g. piperocaine
- A61K31/4523—Non condensed piperidines, e.g. piperocaine containing further heterocyclic ring systems
- A61K31/4545—Non condensed piperidines, e.g. piperocaine containing further heterocyclic ring systems containing a six-membered ring with nitrogen as a ring hetero atom, e.g. pipamperone, anabasine
-
- 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
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/496—Non-condensed piperazines containing further heterocyclic rings, e.g. rifampin, thiothixene or sparfloxacin
-
- 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
- C07D221/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00
- C07D221/02—Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00 condensed with carbocyclic rings or ring systems
- C07D221/04—Ortho- or peri-condensed ring systems
- C07D221/06—Ring systems of three rings
- C07D221/16—Ring systems of three rings containing carbocyclic rings other than six-membered
-
- 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
- C07D401/12—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 chain containing hetero atoms as chain links
-
- 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
- C07D401/14—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 three or more hetero rings
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
- Y02A50/00—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
- Y02A50/30—Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change
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- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Epidemiology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Plural Heterocyclic Compounds (AREA)
- Other In-Based Heterocyclic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US13743593A | 1993-10-15 | 1993-10-15 | |
| PCT/US1994/011391 WO1995010515A1 (en) | 1993-10-15 | 1994-10-12 | Tricyclic carbamate compounds useful for inhibition of g-protein function and for treatment of proliferative diseases |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NZ274749A true NZ274749A (en) | 1998-05-27 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NZ274749A NZ274749A (en) | 1993-10-15 | 1994-10-12 | Tricyclic carbamate derivatives useful for inhibition of g-protein function and for treating proliferative diseases, medicaments |
Country Status (18)
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| JP (1) | JP2875393B2 (enExample) |
| AT (1) | ATE210652T1 (enExample) |
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| DE (1) | DE69429438T2 (enExample) |
| DK (1) | DK0723538T3 (enExample) |
| ES (1) | ES2164716T3 (enExample) |
| HU (1) | HUT76066A (enExample) |
| IL (1) | IL111258A0 (enExample) |
| MA (1) | MA23353A1 (enExample) |
| NZ (1) | NZ274749A (enExample) |
| PT (1) | PT723538E (enExample) |
| SG (1) | SG48750A1 (enExample) |
| TN (1) | TNSN94104A1 (enExample) |
| TW (1) | TW308594B (enExample) |
| WO (1) | WO1995010515A1 (enExample) |
| ZA (1) | ZA947970B (enExample) |
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| US11981701B2 (en) | 2018-08-07 | 2024-05-14 | Merck Sharp & Dohme Llc | PRMT5 inhibitors |
| EP3902542A4 (en) | 2018-12-28 | 2022-09-07 | Dana-Farber Cancer Institute, Inc. | Inhibitors of cyclin-dependent kinase 7 and uses thereof |
| WO2021126729A1 (en) | 2019-12-17 | 2021-06-24 | Merck Sharp & Dohme Corp. | Prmt5 inhibitors |
| WO2024180169A1 (en) | 2023-03-02 | 2024-09-06 | Carcimun Biotech Gmbh | Means and methods for diagnosing cancer and/or an acute inflammatory disease |
| CN116496259B (zh) * | 2023-04-24 | 2025-08-29 | 黑龙江珍宝岛药业股份有限公司 | 一种富马酸卢帕他定的制备方法 |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4282233B1 (en) * | 1980-06-19 | 2000-09-05 | Schering Corp | Antihistaminic 11-(4-piperidylidene)-5h-benzoÄ5,6Ü-cyclohepta-Ä1,2Ü-pyridines |
| US4826853A (en) * | 1986-10-31 | 1989-05-02 | Schering Corporation | 6,11-Dihydro-11-(N-substituted-4-piperidylidene)-5H-benzo(5,6)cyclohepta(1,2-B)pyridines and compositions and methods of use |
| US4863931A (en) * | 1988-09-15 | 1989-09-05 | Schering Corporation | Antihistaminic fluoro substituted benzocycloheptapyridines |
| ATE139447T1 (de) * | 1990-12-18 | 1996-07-15 | Wellcome Found | Mittel zur verstaerkung der wirkung von antitumoralen mittel und zur widerstandsbekaempfung von vielfachdrogen |
-
1994
- 1994-10-12 AU AU79309/94A patent/AU699043B2/en not_active Ceased
- 1994-10-12 PT PT94930074T patent/PT723538E/pt unknown
- 1994-10-12 WO PCT/US1994/011391 patent/WO1995010515A1/en not_active Ceased
- 1994-10-12 DE DE69429438T patent/DE69429438T2/de not_active Expired - Fee Related
- 1994-10-12 HU HU9600963A patent/HUT76066A/hu not_active Application Discontinuation
- 1994-10-12 AT AT94930074T patent/ATE210652T1/de not_active IP Right Cessation
- 1994-10-12 DK DK94930074T patent/DK0723538T3/da active
- 1994-10-12 IL IL11125894A patent/IL111258A0/xx unknown
- 1994-10-12 SG SG1996001210A patent/SG48750A1/en unknown
- 1994-10-12 CA CA002174105A patent/CA2174105C/en not_active Expired - Fee Related
- 1994-10-12 JP JP7511923A patent/JP2875393B2/ja not_active Expired - Fee Related
- 1994-10-12 EP EP94930074A patent/EP0723538B1/en not_active Expired - Lifetime
- 1994-10-12 TW TW083109427A patent/TW308594B/zh active
- 1994-10-12 ZA ZA947970A patent/ZA947970B/xx unknown
- 1994-10-12 ES ES94930074T patent/ES2164716T3/es not_active Expired - Lifetime
- 1994-10-12 NZ NZ274749A patent/NZ274749A/en unknown
- 1994-10-14 MA MA23675A patent/MA23353A1/fr unknown
- 1994-10-14 TN TNTNSN94104A patent/TNSN94104A1/fr unknown
Also Published As
| Publication number | Publication date |
|---|---|
| AU699043B2 (en) | 1998-11-19 |
| JPH08510759A (ja) | 1996-11-12 |
| CA2174105C (en) | 2002-02-12 |
| HUT76066A (en) | 1997-06-30 |
| EP0723538A1 (en) | 1996-07-31 |
| PT723538E (pt) | 2002-05-31 |
| SG48750A1 (en) | 1998-05-18 |
| CA2174105A1 (en) | 1995-04-20 |
| MA23353A1 (fr) | 1995-07-01 |
| TNSN94104A1 (fr) | 1995-09-21 |
| JP2875393B2 (ja) | 1999-03-31 |
| TW308594B (enExample) | 1997-06-21 |
| DE69429438T2 (de) | 2002-08-08 |
| AU7930994A (en) | 1995-05-04 |
| EP0723538B1 (en) | 2001-12-12 |
| ES2164716T3 (es) | 2002-03-01 |
| WO1995010515A1 (en) | 1995-04-20 |
| IL111258A0 (en) | 1994-12-29 |
| ZA947970B (en) | 1996-07-12 |
| DK0723538T3 (da) | 2002-03-18 |
| DE69429438D1 (de) | 2002-01-24 |
| HU9600963D0 (en) | 1996-06-28 |
| ATE210652T1 (de) | 2001-12-15 |
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