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US5026713A
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1,3-dideoxy-3-fluoronojirimycin which inhibits glycosidase activity
Assignee: Monsanto Co
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Filing: 1989-08-29
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Granted: 1991-06-25
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Expires: 2009-08-29
Abstract
Abstract Novel compounds represented by the formula: <IMAGE> wherein R represents hydrogen, optionally substituted alkyl radicals having from 1 to about 10 carbon atoms, optionally substituted alkenyl radicals having from 1 to about 10 carbon atoms, optionally substituted aryl, alkaryl and aralkyl radicals having from about 6 to about 16 carbon atoms and optionally substituted acyl and acyloxy radicals having from about 1 to about 10 carbon atoms, manifest glycosidase inhibition activity.
Inventors
- 👤 Daniel P. Getman
- 👤 Gary A. DeCrescenzo
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-06 13:54
CPC Classifications
C; C07; C07D; C07D491/00; C07D491/02; C07D491/04; C07D211/00; C07D211/04; C07D211/06; C07D211/36; C07D211/40; C07D211/42; C07D211/44; C07D211/46; C07D491/12; C07D491/14; C07F; C07F7/00; C07F7/22; C07F7/2224
Claims Analysis
Total Claims: 32
Claim 1
Independent Claim
89 words
Compound represented by the formula: ##STR24## wherein R represents hydrogen, alkyl radicals having from 1 to about 10 carbon atoms, alkenyl radicals having from 2 to about 10 carbon atoms, aryl, alkaryl and aralkyl radicals having from about 6 to about 16 carbon atoms and radicals represented by the formula: ##STR25## wherein R' represents alkyl radicals, having from about 1 to about 10 carbon atoms, and aryl, aralkyl and alkaryl radicals having from about 6 to about 26 carbon atoms, A represents oxygen, and n is 0 or 1.
Claim 2
Dependent Claim
89 words
Compound represented by the formula: ##STR24## wherein R represents hydrogen, alkyl radicals having from 1 to about 10 carbon atoms, alkenyl radicals having from 2 to about 10 carbon atoms, aryl, alkaryl and aralkyl radicals having from about 6 to about 16 carbon atoms and radicals represented by the formula: ##STR25## wherein R' represents alkyl radicals, having from about 1 to about 10 carbon atoms, and aryl, aralkyl and alkaryl radicals having from about 6 to about 26 carbon atoms, A represents oxygen, and n is 0 or 1.
Claim 3
Dependent Claim
8 words
Compound of claim 1 wherein R represents hydrogen.
Claim 4
Dependent Claim
18 words
Compound of claim 1 wherein R represents an alkyl radical having from 1 to about 10 carbon atoms.
Claim 5
Dependent Claim
18 words
Compound of claim 1 wherein R represents an alkyl radical having from 1 to about 6 carbon atoms.
Claim 6
Dependent Claim
14 words
Compound of claim 1 wherein R represents an alkyl radical having 4 carbon atoms.
Claim 7
Dependent Claim
8 words
Compound of claim 1 wherein R is n-butyl.
Claim 8
Dependent Claim
1 words
N-butyl-1,3-dideoxy-3-fluoronojirimycin.
Claim 9
Dependent Claim
1 words
N-butyl-1,3-dideoxy-3-fluoronojirimycin.
Claim 10
Dependent Claim
1 words
1,3-dideoxy-3-fluoronojirimycin.
Claim 11
Dependent Claim
1 words
1,3-dideoxy-3-fluoronojirimycin.
Claim 12
Dependent Claim
18 words
Composition for inhibiting glycosidase activity comprising a compound of claim 1 and a pharmaceutically acceptable diluent and/or carrier.
Claim 13
Dependent Claim
110 words
Compound represented by the formula: ##STR26## wherein R represents hydrogen, alkyl radicals having from 1 to about 10 carbon atoms, alkenyl radicals having from 2 to about 10 carbon atoms, aryl, aralkyl and alkaryl radials having from about 6 to about 16 carbon atoms and radicals represented by the formula: ##STR27## wherein R' represents alkyl radicals, having from 1 to about 10 carbon atoms, and aryl, aralkyl and alkaryl radicals having from about 6 to about 26 carbon atoms, A represents oxygen, and n is 0 or 1; and R 8 and R 9 independently represent hydrogen, alkyl radicals having from 1 to about 10 carbon atoms and aryl radicals.
Claim 14
Dependent Claim
110 words
Compound represented by the formula: ##STR26## wherein R represents hydrogen, alkyl radicals having from 1 to about 10 carbon atoms, alkenyl radicals having from 2 to about 10 carbon atoms, aryl, aralkyl and alkaryl radials having from about 6 to about 16 carbon atoms and radicals represented by the formula: ##STR27## wherein R' represents alkyl radicals, having from 1 to about 10 carbon atoms, and aryl, aralkyl and alkaryl radicals having from about 6 to about 26 carbon atoms, A represents oxygen, and n is 0 or 1; and R 8 and R 9 independently represent hydrogen, alkyl radicals having from 1 to about 10 carbon atoms and aryl radicals.
Claim 15
Dependent Claim
8 words
Compound of claim 10 wherein R represents hydrogen.
Claim 16
Dependent Claim
18 words
Compound of claim 10 wherein R represents an alkyl radical having from 1 to about 10 carbon atoms.
Claim 17
Dependent Claim
18 words
Compound of claim 10 wherein R represents an alkyl radical having from 1 to about 6 carbon atoms.
Claim 18
Dependent Claim
14 words
Compound of claim 10 wherein R represents an alkyl radical having 4 carbon atoms.
Claim 19
Dependent Claim
8 words
Compound of claim 10 wherein R is n-butyl.
Claim 20
Dependent Claim
10 words
Compound of claim 10 wherein R represents a carbobenzoxy radical.
Claim 21
Dependent Claim
10 words
Compound of claim 10 wherein R represents a butyryl radical.
Claim 22
Dependent Claim
18 words
Composition for inhibiting glycosidase activity comprising a compound of claim 10 and a pharmaceutically acceptable diluent and/or carrier.
Claim 23
Dependent Claim
145 words
Compound represented by the formula: ##STR28## wherein R represents hydrogen, alkyl radicals having from 1 to about 10 carbon atoms, alkenyl radicals having from 2 to about 10 carbon atoms, aryl, aralkyl and alkaryl radials having from about 6 to about 16 carbon atoms and radicals represented by the formula: ##STR29## wherein R' represents alkyl radicals, having from 1 to about 10 carbon atoms, and aryl, aralkyl and alkaryl radicals having from about 6 to about 26 carbon atoms, A represents oxygen, and n is 0 or 1; R 3 represents benzyl and allyl ethers, and acyl esters represented by the formula ##STR30## wherein R 10 represents alkyl radicals having from 1 to about 10 carbon atoms and aryl, aralkyl and alkaryl radicals; and R 8 and R 9 independently represent hydrogen, alkyl radicals having from 1 to about 10 carbon atoms and aryl radicals.
Claim 24
Dependent Claim
145 words
Compound represented by the formula: ##STR28## wherein R represents hydrogen, alkyl radicals having from 1 to about 10 carbon atoms, alkenyl radicals having from 2 to about 10 carbon atoms, aryl, aralkyl and alkaryl radials having from about 6 to about 16 carbon atoms and radicals represented by the formula: ##STR29## wherein R' represents alkyl radicals, having from 1 to about 10 carbon atoms, and aryl, aralkyl and alkaryl radicals having from about 6 to about 26 carbon atoms, A represents oxygen, and n is 0 or 1; R 3 represents benzyl and allyl ethers, and acyl esters represented by the formula ##STR30## wherein R 10 represents alkyl radicals having from 1 to about 10 carbon atoms and aryl, aralkyl and alkaryl radicals; and R 8 and R 9 independently represent hydrogen, alkyl radicals having from 1 to about 10 carbon atoms and aryl radicals.
Claim 25
Dependent Claim
8 words
Compound of claim 19 wherein R represents hydrogen.
Claim 26
Dependent Claim
18 words
Compound of claim 19 wherein R represents an alkyl radical having from 1 to about 10 carbon atoms.
Claim 27
Dependent Claim
18 words
Compound of claim 19 wherein R represents an alkyl radical having from 1 to about 6 carbon atoms.
Claim 28
Dependent Claim
14 words
Compound of claim 19 wherein R represents an alkyl radical having 4 carbon atoms.
Claim 29
Dependent Claim
8 words
Compound of claim 19 wherein R is n-butyl.
Claim 30
Dependent Claim
10 words
Compound of claim 19 wherein R represents a carbobenzoxy radical.
Claim 31
Dependent Claim
10 words
Compound of claim 19 wherein R represents a butyryl radical.
Claim 32
Dependent Claim
18 words
Composition for inhibiting glycosidase activity comprising a compound of claim 19 and a pharmaceutically acceptable diluent and/or carrier.
References Cited (Backward Citations)
US4348402A
Cited
DE3620645A1
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1994-06-24 | 1994-12-24 | 1995-06-25 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1998-06-24 | 1998-12-24 | 1999-06-25 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2002-06-24 | 2002-12-24 | 2003-06-25 | $7700.00 | Window Closed / Lapsed |