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US4513138A
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Camptothecin-1-oxide derivatives
Assignee: Yakult Honsha Co Ltd
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Filing: 1982-09-02
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Granted: 1985-04-23
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Expires: 2002-09-02
Abstract
Abstract New 5- and/or 7-substituted camptothecin-1-oxide derivatives possessing anti-tumor activity with slight toxicity, represented by the general formula: ##STR1## wherein R is a hydrogen atom, an alkyl group, a hydroxyl group, an alkoxy group or an acyloxy group and R' is a hydrogen atom, an alkyl group, an aralkyl group, a hydroxymethyl group, an acyloxymethyl group or a carboxymethyl group, with the proviso that both of R and R' should not be hydrogen atoms. These 5- and/or 7-substituted camptothecin-1-oxide derivatives are prepared by treating the corresponding 5- and/or 7-substituted camptothecins with a peroxidant as an N-oxidizing reagent.
Inventors
- 👤 Tadashi Miyasaka
- 👤 Seigo Sawada
- 👤 Kenichiro Nokata
- 👤 Masahiko Mutai
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-27 13:14
CPC Classifications
C; C07; C07D; C07D491/00; C07D491/22; A; A61; A61P; A61P35/00
Claims Analysis
Total Claims: 15
Claim 1
Independent Claim
97 words
A 5- or 7-substituted camptothecin-1-oxide derivative of the formula: ##STR6## wherein R is a hydrogen atom, a straight or branched C 1 -C 30 alkyl group, a C 5 -C 7 cycloalkyl group, a hydroxyl group, a C 1 -C 30 alkoxy group or a C 1 -C 18 acyloxy group and R 1 is a hydrogen atom, a C 1 -C 30 alkyl group, a phenylalkyl group, a naphthylalkyl group, a hydroxymethyl group, a C 1 -C 18 acyloxymethyl group or a carboxymethyl group, with the proviso that both R and R 1 are not hydrogen.
Claim 2
Dependent Claim
97 words
A 5- or 7-substituted camptothecin-1-oxide derivative of the formula: ##STR6## wherein R is a hydrogen atom, a straight or branched C 1 -C 30 alkyl group, a C 5 -C 7 cycloalkyl group, a hydroxyl group, a C 1 -C 30 alkoxy group or a C 1 -C 18 acyloxy group and R 1 is a hydrogen atom, a C 1 -C 30 alkyl group, a phenylalkyl group, a naphthylalkyl group, a hydroxymethyl group, a C 1 -C 18 acyloxymethyl group or a carboxymethyl group, with the proviso that both R and R 1 are not hydrogen.
Claim 3
Dependent Claim
13 words
A 5-alkylcamptothecin-1-oxide having 1 to 18 carbon atoms in the alkyl group thereof.
Claim 4
Dependent Claim
13 words
A 5-alkylcamptothecin-1-oxide having 1 to 18 carbon atoms in the alkyl group thereof.
Claim 5
Dependent Claim
13 words
A 5-alkoxycamptothecin-1-oxide having 1 to 18 carbon atoms in the alkoxy group thereof.
Claim 6
Dependent Claim
13 words
A 5-alkoxycamptothecin-1-oxide having 1 to 18 carbon atoms in the alkoxy group thereof.
Claim 7
Dependent Claim
13 words
A 7-alkylcamptothecin-1-oxide having 1 to 18 carbon atoms in the alkyl group thereof.
Claim 8
Dependent Claim
13 words
A 7-alkylcamptothecin-1-oxide having 1 to 18 carbon atoms in the alkyl group thereof.
Claim 9
Dependent Claim
19 words
A 7-aralkylcamptothecin-1-oxide derivative wherein the aralkyl group is selected from the group consisting of benzyl, phenethyl, phenylpropyl and 1-naphthylmethyl.
Claim 10
Dependent Claim
19 words
A 7-aralkylcamptothecin-1-oxide derivative wherein the aralkyl group is selected from the group consisting of benzyl, phenethyl, phenylpropyl and 1-naphthylmethyl.
Claim 11
Dependent Claim
14 words
A 7-acyloxymethylcamptothecin-1-oxide oxide having 1 to 18 carbon atoms in the alkyl group thereof.
Claim 12
Dependent Claim
14 words
A 7-acyloxymethylcamptothecin-1-oxide oxide having 1 to 18 carbon atoms in the alkyl group thereof.
Claim 13
Dependent Claim
1 words
7-Hydroxymethylcamptothecin-1-oxide.
Claim 14
Dependent Claim
1 words
7-Hydroxymethylcamptothecin-1-oxide.
Claim 15
Dependent Claim
42 words
A 5- or 7-substituted camptothecin-1-oxide derivative as in claim 1, wherein the alkyl group contains from 1 to 18 carbon atoms, the alkoxy group contains from 1 to 8 carbon atoms and the acyl group contains from 1 to 8 carbon atoms.
References Cited (Backward Citations)
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| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
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| 3.5 Years (Year 4) | 1988-04-22 | 1988-10-22 | 1989-04-23 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1992-04-22 | 1992-10-22 | 1993-04-23 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1996-04-22 | 1996-10-22 | 1997-04-23 | $7700.00 | Window Closed / Lapsed |