US5342947A
Expired / Lapsed
US
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Preparation of water soluble camptothecin derivatives
Assignee: GlaxoSmithKline LLC
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Filing: 1992-10-09
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Granted: 1994-08-30
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Expires: 2012-10-09
Abstract
Abstract The present invention relates to the synthesis of water soluble, camptothecin derivatives of formula (I), ##STR1## wherein: n represents the integer 1 or 2; R 1 represents independently, hydrogen, lower alkyl, (C 3-7 )cycloalkyl, (C 3-7 )cycloalkyl lower alkyl, lower alkenyl, hydroxy lower alkyl, lower alkoxy lower alkyl; and R 2 represents hydrogen and the pharmaceutically acceptable salts thereof.
Inventors
- 👤 Karen Lackey
- 👤 Daniel D. Sternbach
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-03 21:08
CPC Classifications
C; C07; C07D; C07D491/00; C07D491/22
Claims Analysis
Total Claims: 6
Claim 1
Independent Claim
111 words
A method of preparing a compound of formula (I), ##STR9## wherein: n represents the integer 1 or 2; R 1 represents independently, hydrogen, lower alkyl, (C 3-7 )cycloalkyl, (C 3-7 )cycloalkyl lower alkyl, lower alkenyl, hydroxy lower alkyl or lower alkoxy lower alkyl; and R 2 represents hydrogen, comprising: a) treating a compound of formula (IVb), ##STR10## wherein Hal represents fluoro, chloro, bromo or iodo, with hydrochloric or sulfuric acid to yield a compound of formula (1b); ##STR11## wherein B- is a hydrochloride or sulfuric acid anion; b) treatment of a compound formula (1b), with or without isolation, with about one equivalent of an alkali metal hydroxide or alkali metal carbonate.
Claim 2
Independent Claim
111 words
A method of preparing a compound of formula (I), ##STR9## wherein: n represents the integer 1 or 2; R 1 represents independently, hydrogen, lower alkyl, (C 3-7 )cycloalkyl, (C 3-7 )cycloalkyl lower alkyl, lower alkenyl, hydroxy lower alkyl or lower alkoxy lower alkyl; and R 2 represents hydrogen, comprising: a) treating a compound of formula (IVb), ##STR10## wherein Hal represents fluoro, chloro, bromo or iodo, with hydrochloric or sulfuric acid to yield a compound of formula (1b); ##STR11## wherein B- is a hydrochloride or sulfuric acid anion; b) treatment of a compound formula (1b), with or without isolation, with about one equivalent of an alkali metal hydroxide or alkali metal carbonate.
Claim 3
Dependent Claim
14 words
The method of claim 1 wherein n is 1 and R 1 is hydrogen.
Claim 4
Dependent Claim
14 words
The method of claim 1 wherein n is 2 and R 1 is hydrogen.
Claim 5
Dependent Claim
13 words
The method of claim 1 wherein said alkali metal hydroxide is sodium hydroxide.
Claim 6
Dependent Claim
13 words
The method of claim 1 wherein said alkali metal carbonate is potassium carbonate.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
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| 3.5 Years (Year 4) | 1997-08-29 | 1998-02-28 | 1998-08-30 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2001-08-29 | 2002-02-28 | 2002-08-30 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2005-08-29 | 2006-02-28 | 2006-08-30 | $7700.00 | Window Closed / Lapsed |