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5847142 |
Preparation of narcotic analgesics
A novel process for preparing narcotic analgesics such as hydrocodone and hydromorphone using catalytic amounts of homogeneous organometallic complexes is disclosed.
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5783583 |
17-(cyclopropylmethyl)-4,5alpha-epoxy-6-methylenemorphinan-3,14-diol, hydrochloride salt for the purpose of rapid narcotic detoxification
Methods whereby the narcotic antagonist 17-(cyclopropylmethyl)-4,5alpha-6-methylenemorphinan-3,14-di
ol,hydrochlori de salt and other narcotic antagonists are used for chemically precipitating a...
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5736573 |
Lipid and water soluble derivatives of drugs
Amine compound derivatives enhancing the transdermal delivery (skin penetration) of pharmacologically active substances (drugs). In order to pass through the skin more effectively, the present...
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5648359 |
Tumor necrosis factor production inhibitors
There is provided a composition for inhibiting the production or secretion of tumor necrosis factor effective for the treatment of cachexia, septic shock, multiple organ failure, rheumatoid...
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5607940 |
Morphine formulations for use by electromotive administration
A morphine formulation for use by electromotive administration comprising morphine citrate salts of the formula: M np Ct (3-n)p (C 6 H 5 O 7 ) p wherein M is protonated morphine, Ct is a...
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5525727 |
Brain-specific drug delivery
The subject compounds, which are adapted for the site-specific/sustained delivery of centrally acting drug species to the brain, are: (a) compounds of the formula [D-DHC] ...
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5387264 |
Method for dyeing or coloring organic macromolecular substance by using coumarin compound or coloring material
The invention discloses a method for dyeing a hydrophobic fiber, in particular, a polyester fiber in an extremely brilliant yellow or orange with fluorescence, a method for coloring, for example, a...
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5366979 |
Orally active nonaddicting analgesics
Analgesic compositions containing stereoisomerically pure normorphine and norcodeine derivatives or pharmaceutically acceptable acid addition salts thereof are described. Methods of administering...
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5352680 |
Delta opioid receptor antagonists to block opioid agonist tolerance and dependence
A motion provided to alleviate the tolerance to, or dependence on, an opiate analgesic, by the administration of an effective amount of a selective delta opioid receptor antagonist to a human...
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5232926 |
Morphinane-skeletoned hydrazone derivatives
The present invention relates to novel morphinane-skeletoned compounds of the formula (I) ##STR1## wherein Y in-NH phenyl or --NH dintro phenyl, Z is --CH 2 -- CH 2 , R 2 is hydroxyl and R 3 is...
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5112975 |
Preparation of noroxymorphone from morphine
3,17-(diethoxycarbonyl)normorphine, which may be prepared by reaction of morphine with ethyl chloroformate, is converted to 3,17-(diethoxycarbonyl)normorphinone, a novel compound, by oxidation. The...
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5071985 |
Process for the preparation of morphinane derivatives
The invention relates to a process for the preparation of morphinane derivatives of general formula: ##STR1## by demethylation of 3-methoxylated compound with a sulfonic acid selected from...
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4939264 |
Immunoassay for opiate alkaloids and their metabolites; tracers, immunogens and antibodies
The present invention is directed to a fluorescence polarization assay for opiate alkaloids and their metabolites, to the various components needed for preparing and carrying out such an assay and...
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4925848 |
Derivative of codeine useful as an agonist and process for the preparation of it
A compound of the formula: ##STR1## A process for its preparation and pharmaceutical compositions comprising the compound or a pharmaceutically acceptable salt thereof with a pharmaceutically...
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4912114 |
Morphinan derivatives
Compounds of formula I ##STR1## wherein X and Y each denotes hydrogen or together denote -0-, R 1 denotes allyl optionally substituted by 1 to 3 alkyl groups, the substituent or substituents...
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4889860 |
Oximes of oxymorphone, naltrexone and naloxone as potent, selective opioid receptor agonists and antagonists
A potent, selective opioid receptor agonist or antagonist exhibiting properties useful for a longacting analgesic or opiate abuse treatment agent or appetite suppressant having the general formula:...
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4806556 |
Gut-selective opiates
Gut-selective agonist or antagonist opiates of the formula: ##STR1## wherein R is (C 1 -C 5 ) alkyl, C 3 -C 6 (cycloalkyl)alkyl, aryl, aralkyl or trans-(C 2 -C 5 )alkenyl; Z is H or OH, R' is...
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4803208 |
Opiate agonists and antagonists
Dihydromorphinone compound of the general formula HDMN--R wherein ##STR1## where * indicates binding carbon R1 is an optionally substituted alkyl, alkylene, cycloalkyl, or cycloalkylene R2...
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4795813 |
Synthesis of derivatives of codeine and other 3-O-alkylmorphines
A 14-hydroxy group is introduced into a morphinan structure by singlet oxygen reaction with a novel dienol ester of an N-substituted-3-O-alkylnormorphinone. The resultant...
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4767718 |
Fluorescent opioid reagents and methods of use thereof in the detection of opioid receptors
Fluorescent reagents useful as opioid receptor probes. Opioids labeled at the 3 position with fluorescers are useful in various in vivo and in vitro methods for the detection and quantification of...
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4727146 |
Synthesis of chiral 1-benzyl-1,2,3,4-tetra-hydroisoquinolines by asymmetric reduction
In a short total synthesis of morphinan compounds, derivatives of 1-benzyl-1,2,3,4-tetrahydroisoquinoline are produced. Certain of these compounds, although highly aromatic and functionalized, can...
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4673679 |
Use of prodrugs of 3-hydroxymorphinans to prevent bitter taste upon buccal, nasal or sublingual administration
Aliphatic, aromatic, carbonate, carbamate, or sulfonate ester prodrugs of 3-hydroxymorphinans lack the bitter taste of the parent compounds and provide enhanced bioavailability of...
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4668685 |
Substituted benzoate ester prodrug derivatives of 3-hydroxymorphinans, which are analgesics or narcotic antagonists
Substituted benzoate ester prodrug derivatives of 3-hydroxymorphinans are useful as analgesics or narcotic antagonists and provide enhanced bioavailability of 3-hydroxymorphinans from orally...
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4667037 |
Dealkylation of opioid ethers
An improved process for the dealkylation of alkyl aryl ethers to aryl phenols is provided. In this process, an alkyl aryl ether, such as a methyl ether of an opioid, is contacted with an aqueous...
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4639520 |
Preparation of 14-hydroxy-N-ethoxy-carbonyl-norcodeinone
N-ethoxycarbonyl-14-hydroxynorcodeinone is prepared by contacting N-ethoxycarbonyl-norcodeinone enol acetate with an aromatic or aliphatic mono-basic or poly-basic peroxy-acid under reaction...
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4613668 |
Short total synthesis or morphinan compounds which uses cyclization of a cycloalkylcarbonyl compound selected from cyclopropylcarbonyl and cyclobutylcarbonyl
There is disclosed herewith a method of producing morphinan compounds by total synthesis which incorporates utilization of N-cycloalkylcarbonyl compounds, which show certain advantages over the...
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4521601 |
Practical total synthesis unnatural enantiomers of opium-derived morphinans
This invention relates to compounds which may be described as the unnatural enantiomers of morphine agonists and antagonists, which are useful as antitussives. The synthesis utilized is capable of...
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4477456 |
Octahydro-4A,7-ethano- and -etheno-benzofuro[3,2-e]isoquinoline derivatives having analgesic, narcotic antagonist and anorexigenic properties
Novel bridged benzofuroisoquinoline compounds having analgesic, narcotic antagonist and anorexigenic properties.
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4473573 |
N-(2-methoxyethyl)-noroxymorphone and pharmaceutical compositions for relieving pain containing same
The invention relates to N-(2-methoxyethyl)-noroxymorphone and pharmacologically acceptable acid addition salts thereof. These compounds are analgesically effective and can be used for controlling...
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4472253 |
Process for the preparation of an N-substituted 3-O-alkyl-14-hydroxynormorphinone derivative
A 14-hydroxy group is introduced into a morphinan structure by singlet oxygen reaction with a novel dienol ester of an N-substituted-3-O-alkylnormorphinone. To carry out the singlet oxygen...
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4464378 |
Method of administering narcotic antagonists and analgesics and novel dosage forms containing same
The invention provides a novel method of administering narcotic antagonists, narcotic analgesics and related compounds, and novel dosage forms containing those compounds which are adapted for nasal...
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4451470 |
Analgesic, antagonist, and/or anorectic 14-fluoromorphinans
14-Fluoromorphinans such as 17-cyclopropylmethyl-4,5-epoxy-14-fluoro-3-hydroxymorphinan-
6-one are useful as analgesics, narcotic antagonists, and/or anorexigenic agents.
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4440931 |
7β-Arylalkyl-3-methoxy or 3-hydroxy-4,5α-epoxy-6β-hydroxy-7α-hydroxymethyl-17-met hyl or 17-cycloalkylmethylmorphinans
Disclosed are 7β-alkyl or arylalkyl-3-methoxy or hydroxy-4,5α-epoxy-6β-hydroxy-7α-hydroxymethyl-17-methyl or cycloalkylmethylmorphinans of the formula: ##STR1## In the above formula, R is H or...
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4440932 |
7β-Arylalkyl-7α-methyl-6-oxo or 6α-hydroxy-3-methoxy or 3-hydroxy-4,5α-epoxy-17-methyl or 17-cycloalkyl-methylmorphinans
Disclosed are 7β-arylalkyl-7α-methyl-6-oxo or 6α-hydroxy-3-methoxy or 3-hydroxy-4,5α-epoxy-17-methyl or 17-cycloalkylmethyl-morphinans of the formula: ##STR1## wherein R is H or methyl, X is...
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4390699 |
6-Keto-morphinans belonging to the 14-hydroxy-series
6-Keto-hydroxymorphinans having at the 4 position a substituent which is R 1 =H, O lower alkyl, or O lower acyl, and N may be substituted by R 2 , which for agonist properties may be lower alkyl,...
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4388463 |
6-Keto-morphinan analgesics
This patent application describes the preparation and properties of novel and highly potent morphinan analgesics. The compounds include narcotic agnoists as well as narcotic antagonists and are...
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4368326 |
Short total synthesis of dihydrothebainone, dihydrocodeinone, and nordihydroccodeinone
A method of producing morphinan compounds which incorporates double advantages over the prior art, such as the utilization of β,γ-unsaturated ketones in place of the α,β-unsaturated ketones...
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4347361 |
4,5α-Epoxy-3-hydroxy or methoxy-7-(1-hydroxy-alkyl or 1-oxoalkyl)morphinan-6-one compounds
Disclosed are 4,5α-epoxy-3-hydroxy or methoxy-7-(1-hydroxyalkyl or 1-oxoalkyl)morphinan-6-one compounds characterized by the structural formulae: ##STR1## In the foregoing formulae R is methyl,...
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4294834 |
Azocine analgesics and method for their preparation
Novel azocine derivatives and a method for their preparation are disclosed. The compounds display analgesic effects in mammals.
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4277604 |
Facile synthesis of codeine precursors from thebaine
Thebaine is converted to a mixture of codeinone and neopinone in aqueous formic acid solution containing as catalyst a mercuric salt. Thebaine is converted to a neopinone ketal by irradiation in an...
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4275205 |
7,7-Ditosyloxymethyl-4,5α-epoxy-morphinan-6-ols
Disclosed are 7,7-dimethyl-4,5α-epoxy-morphinan-6-one compounds characterized by the formula: ##STR1## wherein R is H or CH 3 , R 1 is H, CH 3 or CH 2 CH 3 and R 2 is cyclopropylmethyl or...
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4272541 |
7,8 and 7-8 Substituted 4,5α-epoxymorphinan-6-one compounds, and methods of treating pain and drug dependence with them
Disclosed are 7,8 and 7-8 substituted 4,5α-epoxymorphinan-6-one compounds characterized by the structural formula: ##STR1## In the foregoing formula R 1 may be H or methyl, R 2 is...
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4242514 |
Method for the introduction of a methyl group into the 7 position of the morphinan nucleus
Disclosed is a novel method for the introduction of a 7-methyl group into the morphinan nucleus to thereby provide precursors for the preparation of therapeutically useful 7-methyl-4,5α-epoxy...
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4241067 |
14-Amino derivatives of morphine, methods of making them and analgesic compositions containing them
Novel derivatives of morphine having the general formula: ##STR1## wherein R 2 , R 3 , R 4 , R 5 and R 6 are certain specified values, and their pharmaceutically acceptable salts. The compounds...
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4241065 |
Fluoro analogs of hydrocodone and oxycodone useful as analgesics, narcotic antagonists or both
6-Fluoro analogs of hydrocodone and oxycodone are analgesics and/or narcotic antagonists. Exemplary are 17-cyclopropylmethyl-4,5-epoxy-6,6-difluoro-3-methoxymorphin
an and...
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4239890 |
Octahydro-3,5-etheno- and 3,5-ethanobenzo[g]quinolines
1-R 1 -2-Q-4aα-R 3 -5α-R 4 -1,2,3,4,4a,5,10,10a-Octahydro-3,5-etheno- (and 3,5-ethano) benzo[g]quinolines, useful as analgesic agents, prepared by heating, with formic acid in an organic...
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4232028 |
17-Cyclobutylmethyl-4,5α-e poxy-3-hydroxy-14-methoxy-8α-methylmorphinan-6-one, and method of treating pain with it
Disclosed is 17-cyclobutylmethyl-4,5α-epoxy-3-hydroxy-14-methoxy-8α-met
hylm orphinan-6-one characterized by the formula: ##STR1## This compound is useful as a mixed analgesic/narcotic antagonist.
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4176186 |
Quaternary derivatives of noroxymorphone which relieve intestinal immobility
Compounds of the formula ##STR1## wherein R is allyl or a related radical such as chloroallyl, cyclopropyl-methyl or propargyl, and X is the anion of an acid, especially a chloride, bromide,...
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4161597 |
N-alkyl-14-hydroxymorphinans and derivatives
There is provided a novel and high yield procedure for transforming acid salts of 14-alkanoyloxymorphinans and derivatives thereof into the corresponding N-alkyl-14-hydroxymorphinans wherein the...
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4141897 |
N-dealkylation of N-alkyl-14-hydroxymorphinans and derivatives thereof
There is provided a novel, high yield, method of dealkylating N-alkylated 14-hydroxymorphinans and derivatives thereof including, inter alia, oxymorphone and oycodone. There are thus provided,...
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