EA199600007A2 - Новые трициклические производные, способ их получения, способы получения оптически активных или рацемических колхицина и тиоколхицина, их аналогов или производных с использованием трициклических соединений и промежуточные продукты синтеза - Google Patents
Новые трициклические производные, способ их получения, способы получения оптически активных или рацемических колхицина и тиоколхицина, их аналогов или производных с использованием трициклических соединений и промежуточные продукты синтезаInfo
- Publication number
- EA199600007A2 EA199600007A2 EA199600007A EA199600007A EA199600007A2 EA 199600007 A2 EA199600007 A2 EA 199600007A2 EA 199600007 A EA199600007 A EA 199600007A EA 199600007 A EA199600007 A EA 199600007A EA 199600007 A2 EA199600007 A2 EA 199600007A2
- Authority
- EA
- Eurasian Patent Office
- Prior art keywords
- derivatives
- preparation
- thiocolchicine
- analogues
- optically active
- Prior art date
Links
- IAKHMKGGTNLKSZ-INIZCTEOSA-N (S)-colchicine Chemical compound C1([C@@H](NC(C)=O)CC2)=CC(=O)C(OC)=CC=C1C1=C2C=C(OC)C(OC)=C1OC IAKHMKGGTNLKSZ-INIZCTEOSA-N 0.000 title abstract 6
- 229960001338 colchicine Drugs 0.000 title abstract 3
- CMEGANPVAXDBPL-INIZCTEOSA-N n-[(7s)-1,2,3-trimethoxy-10-methylsulfanyl-9-oxo-6,7-dihydro-5h-benzo[a]heptalen-7-yl]acetamide Chemical compound C1([C@@H](NC(C)=O)CC2)=CC(=O)C(SC)=CC=C1C1=C2C=C(OC)C(OC)=C1OC CMEGANPVAXDBPL-INIZCTEOSA-N 0.000 title abstract 3
- 239000000543 intermediate Substances 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 5
- 229910052739 hydrogen Inorganic materials 0.000 abstract 5
- 239000001257 hydrogen Substances 0.000 abstract 5
- 125000006239 protecting group Chemical group 0.000 abstract 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 150000002431 hydrogen Chemical class 0.000 abstract 2
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 238000006467 substitution reaction Methods 0.000 abstract 1
- 238000003786 synthesis reaction Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/527—Unsaturated compounds containing keto groups bound to rings other than six-membered aromatic rings
- C07C49/543—Unsaturated compounds containing keto groups bound to rings other than six-membered aromatic rings to a six-membered ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/44—Iso-indoles; Hydrogenated iso-indoles
- C07D209/48—Iso-indoles; Hydrogenated iso-indoles with oxygen atoms in positions 1 and 3, e.g. phthalimide
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
- C07C309/63—Esters of sulfonic acids
- C07C309/72—Esters of sulfonic acids having sulfur atoms of esterified sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
- C07C309/73—Esters of sulfonic acids having sulfur atoms of esterified sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton to carbon atoms of non-condensed six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/56—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/63—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by introduction of halogen; by substitution of halogen atoms by other halogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
- C07C49/703—Unsaturated compounds containing a keto groups being part of a ring containing hydroxy groups
- C07C49/747—Unsaturated compounds containing a keto groups being part of a ring containing hydroxy groups containing six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
- C07C49/753—Unsaturated compounds containing a keto groups being part of a ring containing ether groups, groups, groups, or groups
- C07C49/755—Unsaturated compounds containing a keto groups being part of a ring containing ether groups, groups, groups, or groups a keto group being part of a condensed ring system with two or three rings, at least one ring being a six-membered aromatic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2603/00—Systems containing at least three condensed rings
- C07C2603/02—Ortho- or ortho- and peri-condensed systems
- C07C2603/04—Ortho- or ortho- and peri-condensed systems containing three rings
- C07C2603/30—Ortho- or ortho- and peri-condensed systems containing three rings containing seven-membered 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
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Abstract
Изобретение относится к трициклическим производным общей формулы I где Rи R- алкил, R- водород или A-SO, при этом А - алкил или фенил с возможностью замещения, или Rи R- водород или алкил, a R- A-SO, или R, Rи R- водород или алкил, или R- A-SOили водород, a Rи Rобразуют защитную группу, или R- A-SO, a Rи Rобразуют защитную группу, или R- водород, a Rи R- алкил или образуют защитную группу, которые могут быть использованы для получения рацемических и оптически активных колхицина и тиоколхицина, их аналогов или производных. Изобретение относится также к способам получения трициклических производных формулы I, к способу получения колхицина и тиоколхицина с использованием соединений формулы I и к промежуточным соединениям синтеза.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR9502480A FR2731217B1 (fr) | 1995-03-03 | 1995-03-03 | Nouveaux derives tricycliques, leur preparation, leur application a la preparation de la colchicine et de la thiocolchicine optiquement actives ou racemiques et d'analogues ou derives et intermediaires |
Publications (3)
Publication Number | Publication Date |
---|---|
EA199600007A2 true EA199600007A2 (ru) | 1996-10-01 |
EA199600007A3 EA199600007A3 (ru) | 1996-12-30 |
EA000093B1 EA000093B1 (ru) | 1998-06-25 |
Family
ID=9476700
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EA199600007A EA000093B1 (ru) | 1995-03-03 | 1996-03-01 | Трициклические соединения, способ их получения, способы получения оптически активных или рацемических производных колхицина и тиоколхицина с использованием трициклических соединений и промежуточные продукты синтеза |
Country Status (18)
Country | Link |
---|---|
US (3) | US5705704A (ru) |
EP (1) | EP0729933B1 (ru) |
JP (1) | JP3831445B2 (ru) |
KR (2) | KR100415038B1 (ru) |
CN (2) | CN1067044C (ru) |
AT (1) | ATE189203T1 (ru) |
AU (1) | AU717153B2 (ru) |
CA (1) | CA2170806C (ru) |
DE (1) | DE69606337T2 (ru) |
DK (1) | DK0729933T3 (ru) |
EA (1) | EA000093B1 (ru) |
ES (1) | ES2141445T3 (ru) |
FR (1) | FR2731217B1 (ru) |
GR (1) | GR3033123T3 (ru) |
HU (1) | HUP9600517A3 (ru) |
MX (1) | MX9600816A (ru) |
PT (1) | PT729933E (ru) |
ZA (1) | ZA961694B (ru) |
Families Citing this family (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
AP806A (en) * | 1996-03-20 | 2000-01-28 | Aventis Pharma Sa | Tricyclic compounds having activity specific for integrins, particularly avB3 integrins, method for preparing same, intermediates therefor, use of said compounds as drugs, and pharmaceutical compositions containing same. |
FR2746394B1 (fr) | 1996-03-20 | 1998-05-29 | Roussel Uclaf | Nouveaux composes tricycliques, leur procede de preparation, et les intermediaires de ce procede, leur application a titre de medicaments et les compositions pharmaceutiques les renfermant |
US6459001B1 (en) * | 1997-03-20 | 2002-10-01 | Aventis Pharma S.A. | Tricyclic compounds, their preparation process and the intermediates of this process, their use as medicaments and the pharmaceutical compositions containing them |
FR2768734B1 (fr) * | 1997-09-24 | 2000-01-28 | Roussel Uclaf | Nouveaux composes tricycliques, leur procede de preparation et les intermediaires de ce procede, leur application a titre de medicaments et les compositions pharmaceutiques les renfermant |
FR2768736B1 (fr) | 1997-09-24 | 2000-05-26 | Roussel Uclaf | Nouveaux composes tricycliques, leur procede de preparation et les intermediaires de ce procede, leur application a titre de medicaments et les compositions pharmaceutiques les renfermant |
KR20020052211A (ko) * | 1999-11-18 | 2002-07-02 | 에가시라 구니오 | 고감미도 감미료용 신규 중간체 및 이의 제조방법 |
IT1318436B1 (it) * | 2000-03-31 | 2003-08-25 | Enichem Spa | Ciclopentadieni sostituiti policiclici e metodo per la loropreparazione. |
US7210997B2 (en) * | 2001-09-28 | 2007-05-01 | Igt | Gaming device having a mechanical award indicator |
WO2011022805A1 (en) * | 2009-08-26 | 2011-03-03 | Alberta Health Services | Novel colchicine derivatives, methods and uses thereof |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5426224A (en) * | 1993-03-18 | 1995-06-20 | The University Of North Carolina At Chapel Hill | Mammalian DNA topoisomerase II inhibitor and method |
-
1995
- 1995-03-03 FR FR9502480A patent/FR2731217B1/fr not_active Expired - Fee Related
-
1996
- 1996-02-28 DK DK96400417T patent/DK0729933T3/da active
- 1996-02-28 DE DE69606337T patent/DE69606337T2/de not_active Expired - Lifetime
- 1996-02-28 ES ES96400417T patent/ES2141445T3/es not_active Expired - Lifetime
- 1996-02-28 AT AT96400417T patent/ATE189203T1/de not_active IP Right Cessation
- 1996-02-28 PT PT96400417T patent/PT729933E/pt unknown
- 1996-02-28 EP EP96400417A patent/EP0729933B1/fr not_active Expired - Lifetime
- 1996-03-01 ZA ZA961694A patent/ZA961694B/xx unknown
- 1996-03-01 AU AU45850/96A patent/AU717153B2/en not_active Ceased
- 1996-03-01 US US08/609,679 patent/US5705704A/en not_active Expired - Lifetime
- 1996-03-01 MX MX9600816A patent/MX9600816A/es unknown
- 1996-03-01 JP JP06893096A patent/JP3831445B2/ja not_active Expired - Fee Related
- 1996-03-01 CA CA002170806A patent/CA2170806C/fr not_active Expired - Fee Related
- 1996-03-01 EA EA199600007A patent/EA000093B1/ru not_active IP Right Cessation
- 1996-03-01 HU HU9600517A patent/HUP9600517A3/hu unknown
- 1996-03-02 KR KR1019960005490A patent/KR100415038B1/ko not_active IP Right Cessation
- 1996-03-02 CN CN96107288A patent/CN1067044C/zh not_active Expired - Fee Related
- 1996-12-13 US US08/764,863 patent/US5959146A/en not_active Expired - Lifetime
-
1999
- 1999-04-05 US US09/286,057 patent/US6268520B1/en not_active Expired - Fee Related
-
2000
- 2000-03-31 GR GR20000400814T patent/GR3033123T3/el not_active IP Right Cessation
- 2000-08-22 CN CN00126499A patent/CN1310171A/zh active Pending
-
2003
- 2003-07-25 KR KR1020030051400A patent/KR100414622B1/ko not_active IP Right Cessation
Also Published As
Publication number | Publication date |
---|---|
ES2141445T3 (es) | 2000-03-16 |
FR2731217B1 (fr) | 1997-06-13 |
MX9600816A (es) | 1997-02-28 |
HU9600517D0 (en) | 1996-04-29 |
HUP9600517A3 (en) | 1998-07-28 |
AU4585096A (en) | 1996-09-12 |
ATE189203T1 (de) | 2000-02-15 |
DE69606337T2 (de) | 2000-08-10 |
KR960034153A (ko) | 1996-10-22 |
HUP9600517A2 (en) | 1997-01-28 |
EP0729933B1 (fr) | 2000-01-26 |
CN1310171A (zh) | 2001-08-29 |
DE69606337D1 (de) | 2000-03-02 |
FR2731217A1 (fr) | 1996-09-06 |
CN1067044C (zh) | 2001-06-13 |
US5959146A (en) | 1999-09-28 |
CA2170806A1 (fr) | 1996-09-04 |
GR3033123T3 (en) | 2000-08-31 |
KR100414622B1 (ko) | 2004-01-13 |
DK0729933T3 (da) | 2000-07-17 |
EA199600007A3 (ru) | 1996-12-30 |
EA000093B1 (ru) | 1998-06-25 |
JPH0967326A (ja) | 1997-03-11 |
AU717153B2 (en) | 2000-03-16 |
CN1143622A (zh) | 1997-02-26 |
US5705704A (en) | 1998-01-06 |
JP3831445B2 (ja) | 2006-10-11 |
PT729933E (pt) | 2000-05-31 |
US6268520B1 (en) | 2001-07-31 |
KR100415038B1 (ko) | 2004-04-13 |
ZA961694B (en) | 1997-03-03 |
CA2170806C (fr) | 2009-12-01 |
EP0729933A1 (fr) | 1996-09-04 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PD4A | Registration of transfer of a eurasian patent in accordance with the succession in title | ||
MM4A | Lapse of a eurasian patent due to non-payment of renewal fees within the time limit in the following designated state(s) |
Designated state(s): AM AZ BY KZ KG MD TJ TM RU |