US4894366A
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Tricyclo compounds, a process for their production and a pharmaceutical composition containing the same
Assignee: Astellas Pharma Inc
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Filing: 1985-11-20
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Granted: 1990-01-16
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Expires: 2005-11-20
Abstract
Abstract This invention relates to tricyclo compounds useful for treatment and prevention of resistance by transplantation, graft-versus-host diseases by medulla ossium transplantation, autoimmune diseases, infectious diseases, and the like, which can be represented by the following formula: <IMAGE> (I) to a process for their production, to a pharmaceutical composition containing the same and to a use thereof.
Inventors
- 👤 Masakuni Okuhara
- 👤 Hirokazu Tanaka
- 👤 Toshio Goto
- 👤 Tohru Kino
- 👤 Hiroshi Hatanaka
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-28 00:40
CPC Classifications
C; C07; C07H; C07H17/00; C07D; C07D498/00; C07D498/12; C07D498/18; A; A61; A61P; A61P31/00; A61P31/04; A61P37/00; A61P37/02; A61P37/06; C07H19/00; C07H19/01; C12; C12N; C12N1/00; C12N1/20; C12N1/205; C12P; C12P17/00; C12P17/18; C12P17/188; C12P19/00; C12P19/44; C12R; C12R2001/00; C12R2001/01; C12R2001/465; C12R2001/55; Y; Y02; Y02P; Y02P20/00; Y02P20/50; Y02P20/55; Y10; Y10S; Y10S435/00; Y10S435/8215; Y10S435/822; Y10S435/886; Y10S435/898
Claims Analysis
Total Claims: 19
Claim 1
Independent Claim
120 words
A compound of the formula: ##STR10## wherein R 1 is hydroxy or pharmaceutically acceptable protected hydroxy selected from 1-(lower alkylthio)(lower)alkyloxy, tri(lower)alkylsilyloxy, lower alkyl-diphenylsilyloxy, pharmaceutically acceptable organic carboxylic acyloxy and pharmaceutically acceptable organic sulfonic acyloxy, R 2 is hydrogen, hydroxy or lower alkanoyloxy, R 3 is methyl, ethyl, propyl or allyl, n is an integer of 1 or 2, and the symbol of a line and dotted line is a single bond or a double bond, provided that when R 1 and R 2 are each hydroxy, n is an integer of 2 and the symbol of a line and dotted line is a single bond, then R 3 is methyl, propyl or allyl, and a pharmaceutically acceptable basic salt thereof.
Claim 2
Dependent Claim
120 words
A compound of the formula: ##STR10## wherein R 1 is hydroxy or pharmaceutically acceptable protected hydroxy selected from 1-(lower alkylthio)(lower)alkyloxy, tri(lower)alkylsilyloxy, lower alkyl-diphenylsilyloxy, pharmaceutically acceptable organic carboxylic acyloxy and pharmaceutically acceptable organic sulfonic acyloxy, R 2 is hydrogen, hydroxy or lower alkanoyloxy, R 3 is methyl, ethyl, propyl or allyl, n is an integer of 1 or 2, and the symbol of a line and dotted line is a single bond or a double bond, provided that when R 1 and R 2 are each hydroxy, n is an integer of 2 and the symbol of a line and dotted line is a single bond, then R 3 is methyl, propyl or allyl, and a pharmaceutically acceptable basic salt thereof.
Claim 3
Dependent Claim
180 words
A compound of the formula: ##STR11## wherein R 1 is hydroxy; lower alkylthioalkoxy; tri(lower)alkylsilyloxy; lower alkyldiphenylsilyloxy; lower alkanoyloxy optionally substituted with carboxy; lower cycloalkoxy(lower)alkanoyloxy optionally substituted with two lower alkyl groups on the lower cycloalkyl moiety; camphorsulfonyloxy; aroyloxy optionally substituted with one or more nitro groups, in which the aroyl moiety is selected from the group consisting of benzoyl, toluoyl, xyloyl and naphthoyl; arenesulfonyloxy optionally substituted with halogen, in which the arene moiety is selected from the group consisting of benzene, toluene, xylene and naphthalene; or phenyl(lower)alkanoyloxy optionally substituted with lower alkoxy and trihalo(lower)alkyl; R 2 is hydrogen, hydroxy or lower alkanoyloxy, R 3 is methyl, ethyl, propyl or allyl, n is an integer of 1 or 2, and the symbol of a line and dotted line is a single bond or a double bond, provided that when R 1 and R 2 are each hydroxy, n is an integer of 2 and the symbol of a line and dotted line is a single bond, then R 3 is methyl, propyl or allyl, and a pharmaceutically acceptable basic salt thereof.
Claim 4
Dependent Claim
180 words
A compound of the formula: ##STR11## wherein R 1 is hydroxy; lower alkylthioalkoxy; tri(lower)alkylsilyloxy; lower alkyldiphenylsilyloxy; lower alkanoyloxy optionally substituted with carboxy; lower cycloalkoxy(lower)alkanoyloxy optionally substituted with two lower alkyl groups on the lower cycloalkyl moiety; camphorsulfonyloxy; aroyloxy optionally substituted with one or more nitro groups, in which the aroyl moiety is selected from the group consisting of benzoyl, toluoyl, xyloyl and naphthoyl; arenesulfonyloxy optionally substituted with halogen, in which the arene moiety is selected from the group consisting of benzene, toluene, xylene and naphthalene; or phenyl(lower)alkanoyloxy optionally substituted with lower alkoxy and trihalo(lower)alkyl; R 2 is hydrogen, hydroxy or lower alkanoyloxy, R 3 is methyl, ethyl, propyl or allyl, n is an integer of 1 or 2, and the symbol of a line and dotted line is a single bond or a double bond, provided that when R 1 and R 2 are each hydroxy, n is an integer of 2 and the symbol of a line and dotted line is a single bond, then R 3 is methyl, propyl or allyl, and a pharmaceutically acceptable basic salt thereof.
Claim 5
Dependent Claim
10 words
A compound of claim 2, wherein R 3 is allyl.
Claim 6
Dependent Claim
13 words
A compound of claim 3, wherein R 2 is hydroxy or lower alkanoyloxy.
Claim 7
Dependent Claim
6 words
The compound 17-allyl-1,14-dihydroxy-12-[2-(4-hydroxy-3-methoxycyclohexyl)-I-methylvinyl]-23,25-dimethoxyI-3,19,21,27-tetramethyl-11,28-dioxa-4-azatricyclo[22.3.1.0 4 ,9 ]octacos-18-ene-2,3,10,16-tetraone.
Claim 8
Dependent Claim
6 words
The compound 17-allyl-1,14-dihydroxy-12-[2-(4-hydroxy-3-methoxycyclohexyl)-I-methylvinyl]-23,25-dimethoxyI-3,19,21,27-tetramethyl-11,28-dioxa-4-azatricyclo[22.3.1.0 4 ,9 ]octacos-18-ene-2,3,10,16-tetraone.
Claim 9
Dependent Claim
11 words
A compound of claim 5, wherein R 1 is lower alkanoyloxy.
Claim 10
Dependent Claim
4 words
The compound 12-[2-(4-acetoxy-3-methoxycyclohexyl)-1-methylvinyl]-17-allyl-1,14-dihydroxy-23,25-dimethoxy-13,191,21,27-tetramethyl-11,28-dioxa-4-azatricyclo[22.3.1.0 4,9]-octacos-18-ene-2,3,10,16-tetraone.
Claim 11
Dependent Claim
4 words
The compound 12-[2-(4-acetoxy-3-methoxycyclohexyl)-1-methylvinyl]-17-allyl-1,14-dihydroxy-23,25-dimethoxy-13,191,21,27-tetramethyl-11,28-dioxa-4-azatricyclo[22.3.1.0 4,9]-octacos-18-ene-2,3,10,16-tetraone.
Claim 12
Dependent Claim
4 words
The compound 14-acetoxy-12-[2-(4-acetoxy-3-methoxycyclohexyl)-1-methylvinyl]-17-allyl-1-hydroxy-23,25-dimethoxy-13,19,21,27-tetramethyl-11,28-dioxa-4-azatricyclo[22.3.1.0 4,9]octacos-18-ene-2,3,10,16-tetraone.
Claim 13
Dependent Claim
4 words
The compound 14-acetoxy-12-[2-(4-acetoxy-3-methoxycyclohexyl)-1-methylvinyl]-17-allyl-1-hydroxy-23,25-dimethoxy-13,19,21,27-tetramethyl-11,28-dioxa-4-azatricyclo[22.3.1.0 4,9]octacos-18-ene-2,3,10,16-tetraone.
Claim 14
Dependent Claim
4 words
The compound 1,14-dihydroxy-12-[2-(4-hydroxy-3-methoxycyclohexyl)-1-methylvinyl]-23,25-dimethoxy-13,19,17,21,27-pentamethyl-11,28-dioxa-4-azatricyclo[22.3.1.0 4,9]-octacos-18-ene-2,3,10,16-tetraone.
Claim 15
Dependent Claim
4 words
The compound 1,14-dihydroxy-12-[2-(4-hydroxy-3-methoxycyclohexyl)-1-methylvinyl]-23,25-dimethoxy-13,19,17,21,27-pentamethyl-11,28-dioxa-4-azatricyclo[22.3.1.0 4,9]-octacos-18-ene-2,3,10,16-tetraone.
Claim 16
Dependent Claim
62 words
A compound of claim 1, wherein R 1 is hydroxy, lower alkylthiomethoxy, lower alkanoyloxy or arenesulfonyloxy optionally substituted with halogen, in which the arene moiety is selected from the group consisting of benzene, toluene, xylene and naphthalene, R 2 is hydrogen or hydroxy, n is an integer of 2 and the symbol of the line and dotted line is a double bond.
Claim 17
Dependent Claim
6 words
The compound 16-allyl-1,13-dihydroxy-11-[2-(4-hydroxy-3-methoxycyclohexyl)-1-methylvinyl]-22,24-dimethoxy-12,18,20,26-tetramethyl-10,27-dioxa-4-azatricyclo[21.3.1.0 4 ,8 ]heptacos-17-ene-2,3,9,15-tetraone.
Claim 18
Dependent Claim
6 words
The compound 16-allyl-1,13-dihydroxy-11-[2-(4-hydroxy-3-methoxycyclohexyl)-1-methylvinyl]-22,24-dimethoxy-12,18,20,26-tetramethyl-10,27-dioxa-4-azatricyclo[21.3.1.0 4 ,8 ]heptacos-17-ene-2,3,9,15-tetraone.
Claim 19
Dependent Claim
31 words
An immunosuppressive or antimicrobial pharmaceutical composition containing an effective amount of a compound of claim 1, as an active ingredient, in association with a pharmaceutically acceptable, substantially non-toxic carrier or excipient.
References Cited (Backward Citations)
US3244592A
Cited
US4212881A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1993-01-15 | 1993-07-17 | 1994-01-16 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1997-01-15 | 1997-07-17 | 1998-01-16 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2001-01-15 | 2001-07-17 | 2002-01-16 | $7700.00 | Window Closed / Lapsed |