US4760069A
Expired / Lapsed
US
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Oximes of oxymorphone, naltrexone and naloxone as potent, selective opioid receptor agonists and antagonists
Assignee: Nova Pharmaceutical Corp
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Filing: 1985-09-23
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Granted: 1988-07-26
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Expires: 2005-09-23
Abstract
Abstract A potent, selective opioid receptor agonist or antagonist exhibiting properties useful for a long-acting analgesic or opiate abuse treatment agent or appetite suppressant having the general formula: ##STR1## wherein R is methyl, cyclopropylmethyl or allyl, and R 1 is an unsubstituted or substituted aryl, aralkyl, heteroaryl, heteroaralkyl or a cycloalkyl group with or without a heteroatom like S,O,N; and the pharmaceutically acceptable salts thereof.
Inventors
- 👤 Waclaw J. Rzeszotarski
- 👤 Babu J. Mavunkel
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-06 14:51
CPC Classifications
C; C07; C07D; C07D489/00; C07D489/06; C07D489/08
Claims Analysis
Total Claims: 25
Claim 1
Independent Claim
35 words
A potent, selective opioid receptor agonist or antagonist compound of the formula: ##STR3## wherein R is methyl, allyl or cyclopropylmethyl and R 1 is 4-benzimidazolyl, 5-benzimidazolyl, benzyl or phenyl and the pharmaceutically acceptable salts thereof.
Claim 2
Dependent Claim
35 words
A potent, selective opioid receptor agonist or antagonist compound of the formula: ##STR3## wherein R is methyl, allyl or cyclopropylmethyl and R 1 is 4-benzimidazolyl, 5-benzimidazolyl, benzyl or phenyl and the pharmaceutically acceptable salts thereof.
Claim 3
Dependent Claim
24 words
The potent, selective opioid receptor antagonist of claim 1 wherein R is allyl or cyclopropylmethyl and R 1 is 4-benzimidazolyl, 5-benzimidazolyl, benzyl or phenyl.
Claim 4
Dependent Claim
9 words
The compound according to claim 1 that is 6-Benzyloximino-17-methyl-4,5α-epoxy-3,14-dihydroxymorphinan.
Claim 5
Dependent Claim
9 words
The compound according to claim 1 that is 6-Phenyloximino-17-methyl-4,5α-epoxy-3,14-dihydroxymorphinan.
Claim 6
Dependent Claim
9 words
The compound according to claim 1 that is 6-Benzyloximino-17-allyl-4,5α-epoxy-3,14-dihydroxymorphinan.
Claim 7
Dependent Claim
9 words
The compound according to claim 1 that is 6-Phenyloximino-17-allyl-4,5α-epoxy-3,14-dihydroxymorphinan.
Claim 8
Dependent Claim
9 words
The compound according to claim 1 that is 6-Benzyloximino-17-cyclopropylmethyl-4,5α-epoxy-3,14-dihydroxymorphinan.
Claim 9
Dependent Claim
9 words
The compound according to claim 1 that is 6-Phenyloximino-17-cyclopropylmethyl-4,5α-epoxy-3,14-dihydroxymorphinan.
Claim 10
Dependent Claim
32 words
A pharmaceutical composition for relieving pain which comprises a pain relieving effective amount of one or more compounds of claim 1 wherein R is methyl with a pharmaceutically acceptable carrier and/or diluent.
Claim 11
Dependent Claim
33 words
A process of relieving pain in an animal in need thereof which comprises administering said compound of claim 9 parenterally, nasally, orally, rectally or a combination thereof to said animal in need thereof.
Claim 12
Dependent Claim
36 words
A pharmaceutical composition for treating opiate drug abuse which comprises administering an effective amount of one or more compounds of claim 1 wherein R is allyl or a cyclopropylmethyl with a pharmaceutically acceptable carrier and/or diluent.
Claim 13
Dependent Claim
40 words
A process for treating opiate drug abuse in an animal in need thereon which comprises administering said compound of claim 2 said composition of claim 11 parenterally, orally, nasally, rectally or a combination thereof to said animal in need thereof.
Claim 14
Dependent Claim
33 words
A pharmaceutical composition for suppressing appetite which comprises administering an effective amount of one or more compounds of claim 1 wherein R is allyl or cyclopropylmethyl with a pharmaceutically acceptable carrier and/or diluent.
Claim 15
Dependent Claim
39 words
A process for suppressing appetite in an animal in need thereof which comprises administering said compound of claim 2 or said composition of claim 13 parenterally, orally, nasally, rectally or a combination thereof to said animal in need thereof.
Claim 16
Dependent Claim
52 words
A potent, selective opioid receptor agonist compound of the formula; ##STR4## wherein R is methyl and R 1 is a naphthyl, tetrahydronaphthyl, phenylethyl, 4-benzimidazolyl, 5 benzimidazolyl, ##STR5## wherein R 2 is selected from the group comprising a hydrogen, halogen, hydroxy, nitro, methoxy, methyl, trifluoromethyl or amino and the pharmaceutically acceptable salts thereof.
Claim 17
Dependent Claim
52 words
A potent, selective opioid receptor agonist compound of the formula; ##STR4## wherein R is methyl and R 1 is a naphthyl, tetrahydronaphthyl, phenylethyl, 4-benzimidazolyl, 5 benzimidazolyl, ##STR5## wherein R 2 is selected from the group comprising a hydrogen, halogen, hydroxy, nitro, methoxy, methyl, trifluoromethyl or amino and the pharmaceutically acceptable salts thereof.
Claim 18
Dependent Claim
30 words
The potent, selective opioid receptor agonist of claim 15 for relieving pain wherein said compound is 6-Benzyloximino-7-methyl-4,5α-epoxy-3, 14-dihydroxymorphinan or 6-PHenyloximino-17-methyl-4, 5α-epoxy-3, 14-dihydroxymorphinan and the pharmaceutically acceptable salts or mixtures thereof.
Claim 19
Dependent Claim
33 words
A process for relieving pain in an animal in need thereof which comprises administering said compound of claim 16 parenterally, nasally, orally, rectally or a combination thereof to said animal in need thereof.
Claim 20
Dependent Claim
57 words
The potent, selective opioid receptor agonist or antagonist of the formula: ##STR6## wherein R is methyl, allyl or cyclopropylmethyl and wherein R 1 is a naphthyl, tetrahydronaphthyl, phenylethyl, 4-benzimidazolyl, 5 benzimidazolyl, ##STR7## wherein R 2 is selected from the group comprising a hydrogen, halogen, hydroxy, nitro, methoxy, methyl, trifluoromethyl or amino and the pharmaceutically acceptable salts thereof.
Claim 21
Dependent Claim
57 words
The potent, selective opioid receptor agonist or antagonist of the formula: ##STR6## wherein R is methyl, allyl or cyclopropylmethyl and wherein R 1 is a naphthyl, tetrahydronaphthyl, phenylethyl, 4-benzimidazolyl, 5 benzimidazolyl, ##STR7## wherein R 2 is selected from the group comprising a hydrogen, halogen, hydroxy, nitro, methoxy, methyl, trifluoromethyl or amino and the pharmaceutically acceptable salts thereof.
Claim 22
Dependent Claim
30 words
The potent, selective opioid receptor antagonist of claim 18 for treatment of opiate drug abuse wherein said compound is 6-Benzyloximino-17-cyclopropylmethyl-4,5α-epoxy-3,14-dihydroxymorphinan or 6-Phenyloximino-17-cyclopropylmethyl-4,5α-epoxy-3,14-dihydroxymorphinan and the pharmaceutically acceptable salts or mixtures thereof.
Claim 23
Dependent Claim
35 words
A process for relieving opiate drug abuse in an animal in need thereof which comprises administering said compound of claim 19 parenterally, nasally, orally, rectally or a combination thereof to said animal in need thereof.
Claim 24
Dependent Claim
25 words
The potent, selective opioid receptor antagonist of claim 18 for suppressing appetite wherein said compound is 6-Phenyloximino-17-cyclopropylmethyl-4,5α-epoxy-3,14-dihydroxymorphinan and the pharmaceutically acceptable salts or mixtures thereof.
Claim 25
Dependent Claim
33 words
A process for suppressing appetite in an animal in need thereof which comprises administering said compound of claim 21 parenterally, nasally, orally, rectally or a combination thereof to said animal in need thereof.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1991-07-26 | 1992-01-25 | 1992-07-26 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1995-07-26 | 1996-01-25 | 1996-07-26 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1999-07-26 | 2000-01-25 | 2000-07-26 | $7700.00 | Window Closed / Lapsed |