US5344926A
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US
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Process for producing staurosporine derivatives
Assignee: KYOWO HAKKO KOGYO Co Ltd
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Filing: 1993-06-22
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Granted: 1994-09-06
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Expires: 2013-06-22
Abstract
Abstract Disclosed is a process for producing a staurosporine derivative represented by Formula (I): Q is defined as in specification: ##STR1## The staurosporine derivative (I-1) possesses selective protein kinase C-inhibitory and cell growth-inhibiting activities, and platelet-increasing activity.
Inventors
- 👤 Chikara Murakata
- 👤 Toshimitsu Takiguchi
- 👤 Shigeo Katsumata
- 👤 Akira Mihara
- 👤 Keiichi Takahashi
- 👤 Hiromitsu Saito
- 👤 Shiro Akinaga
- 👤 Masami Okabe
- 👤 Yutaka Saito
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 11:20
CPC Classifications
C; C07; C07D; C07D498/00; C07D498/22; C07H; C07H19/00; C07H19/02; C07H19/04; C07H9/00; C07H9/06
Claims Analysis
Total Claims: 6
Claim 1
Independent Claim
234 words
A process for producing a staurosporine derivative represented by Formula (I): ##STR27## wherein: Q represents hydrogen or --X--(CH 2 ) m --Y--(CH 2 ) n --Z wherein: X represents a single bond or --CO-- Y represents a single bond or --CH(OH)-- Z represents hydroxy, O C O N R 1 R 2 , in which each of R 1 and R 2 independently represents hydrogen or lower alkyl, or R 1 and R 2 , combined together with the nitrogen atom adjacent thereto, form a heterocyclic group selected from the group consisting of pyrrolidinyl, imidazolidinyl, pyrazolidinyl, piperidino, morpholino, piperazinyl, N-methylpiperizinyl, indolinyl and isoindolinyl, carboxyl, N R 3 and R 4 , in which each of R 3 and R 4 independently represents hydrogen or lower alkyl, or R 3 and R 4 , combined together with the nitrogen atom adjacent thereto, form a heterocyclic group selected from the group consisting of pyrrolidinyl, imidazolidinyl, pyrazolidinyl, piperidino, morpholino, piperazinyl, N-methylpiperizinyl, indolinyl and isoindolinyl, or, aryl which is optionally substituted with 1 to 3 substituents independently selected from the group consisting of lower alkyl, lower alkoxy, amino, halogen and nitro, each of m and n independently represents an integer from 0 to 6, or a pharmaceutically acceptable salt thereof, which comprises oxidizing a compound represented by the formula (II) ##STR28## wherein Q has the same meaning as previously defined, with dimethylsulfoxide (DMSO) and an aqueous alkaline solution.
Claim 2
Dependent Claim
234 words
A process for producing a staurosporine derivative represented by Formula (I): ##STR27## wherein: Q represents hydrogen or --X--(CH 2 ) m --Y--(CH 2 ) n --Z wherein: X represents a single bond or --CO-- Y represents a single bond or --CH(OH)-- Z represents hydroxy, O C O N R 1 R 2 , in which each of R 1 and R 2 independently represents hydrogen or lower alkyl, or R 1 and R 2 , combined together with the nitrogen atom adjacent thereto, form a heterocyclic group selected from the group consisting of pyrrolidinyl, imidazolidinyl, pyrazolidinyl, piperidino, morpholino, piperazinyl, N-methylpiperizinyl, indolinyl and isoindolinyl, carboxyl, N R 3 and R 4 , in which each of R 3 and R 4 independently represents hydrogen or lower alkyl, or R 3 and R 4 , combined together with the nitrogen atom adjacent thereto, form a heterocyclic group selected from the group consisting of pyrrolidinyl, imidazolidinyl, pyrazolidinyl, piperidino, morpholino, piperazinyl, N-methylpiperizinyl, indolinyl and isoindolinyl, or, aryl which is optionally substituted with 1 to 3 substituents independently selected from the group consisting of lower alkyl, lower alkoxy, amino, halogen and nitro, each of m and n independently represents an integer from 0 to 6, or a pharmaceutically acceptable salt thereof, which comprises oxidizing a compound represented by the formula (II) ##STR28## wherein Q has the same meaning as previously defined, with dimethylsulfoxide (DMSO) and an aqueous alkaline solution.
Claim 3
Dependent Claim
188 words
A staurosporine derivative represented by Formula (I-1): ##STR29## wherein: X represents a single bond or --CO-- Y represents a single bond or --CH(OH)-- Z represents hydroxy, O C O N R 1 R 2 , in which each of R 1 and R 2 independently represents hydrogen or lower alkyl, or R 1 and R 2 , combined together with the nitrogen atom adjacent thereto, form a heterocyclic group selected from the group consisting of pyrrolidinyl, imidazolidinyl, pyrazolidinyl, piperidino, morpholino, piperazinyl, N-methylpiperizinyl, indolinyl and isoindolinyl, carboxyl, N R 3 and R 4 , in which each of R 3 and R 4 independently represents hydrogen or lower alkyl, or R 3 and R 4 , combined together with the nitrogen atom adjacent thereto, form a heterocyclic group selected from the group consisting of pyrrolidinyl, imidazolidinyl, pyrazolidinyl, piperidino, morpholino, piperazinyl, N-methylpiperizinyl, indolinyl and isoindolinyl, or, aryl which is optionally substituted with 1 to 3 substituents independently selected from the group consisting of lower alkyl, lower alkoxy, amino, halogen and nitro, each of m and n independently represents an integer from 0 to 6, or a pharmaceutically acceptable salt thereof.
Claim 4
Dependent Claim
188 words
A staurosporine derivative represented by Formula (I-1): ##STR29## wherein: X represents a single bond or --CO-- Y represents a single bond or --CH(OH)-- Z represents hydroxy, O C O N R 1 R 2 , in which each of R 1 and R 2 independently represents hydrogen or lower alkyl, or R 1 and R 2 , combined together with the nitrogen atom adjacent thereto, form a heterocyclic group selected from the group consisting of pyrrolidinyl, imidazolidinyl, pyrazolidinyl, piperidino, morpholino, piperazinyl, N-methylpiperizinyl, indolinyl and isoindolinyl, carboxyl, N R 3 and R 4 , in which each of R 3 and R 4 independently represents hydrogen or lower alkyl, or R 3 and R 4 , combined together with the nitrogen atom adjacent thereto, form a heterocyclic group selected from the group consisting of pyrrolidinyl, imidazolidinyl, pyrazolidinyl, piperidino, morpholino, piperazinyl, N-methylpiperizinyl, indolinyl and isoindolinyl, or, aryl which is optionally substituted with 1 to 3 substituents independently selected from the group consisting of lower alkyl, lower alkoxy, amino, halogen and nitro, each of m and n independently represents an integer from 0 to 6, or a pharmaceutically acceptable salt thereof.
Claim 5
Dependent Claim
40 words
The staurosporine derivative according to claim 2, wherein both X and Y are a single bond, Z is hydroxy, and one of m and n is 0 and the other is 2, or both of m and n is one.
Claim 6
Dependent Claim
25 words
A pharmaceutical composition comprising, as an active ingredient, an effective amount of the staurosporine derivative as defined in claim 2, and a pharmaceutically acceptable carrier.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1997-09-05 | 1998-03-07 | 1998-09-06 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2001-09-05 | 2002-03-07 | 2002-09-06 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2005-09-05 | 2006-03-07 | 2006-09-06 | $7700.00 | Window Closed / Lapsed |