GB1411129A - Morphine and codeine derivatives suitable as nacotic antagonists - Google Patents

Morphine and codeine derivatives suitable as nacotic antagonists

Info

Publication number
GB1411129A
GB1411129A GB5421372A GB5421372A GB1411129A GB 1411129 A GB1411129 A GB 1411129A GB 5421372 A GB5421372 A GB 5421372A GB 5421372 A GB5421372 A GB 5421372A GB 1411129 A GB1411129 A GB 1411129A
Authority
GB
United Kingdom
Prior art keywords
allyl
cyclopropylmethyl
morphine
compounds
nov
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB5421372A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
LEWENSTEIN E
Original Assignee
LEWENSTEIN E
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by LEWENSTEIN E filed Critical LEWENSTEIN E
Publication of GB1411129A publication Critical patent/GB1411129A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D489/00—Heterocyclic compounds containing 4aH-8, 9 c- Iminoethano-phenanthro [4, 5-b, c, d] furan ring systems, e.g. derivatives of [4, 5-epoxy]-morphinan of the formula:
    • C07D489/06—Heterocyclic compounds containing 4aH-8, 9 c- Iminoethano-phenanthro [4, 5-b, c, d] furan ring systems, e.g. derivatives of [4, 5-epoxy]-morphinan of the formula: with a hetero atom directly attached in position 14
    • C07D489/08—Oxygen atom
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/30—Drugs for disorders of the nervous system for treating abuse or dependence
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D489/00—Heterocyclic compounds containing 4aH-8, 9 c- Iminoethano-phenanthro [4, 5-b, c, d] furan ring systems, e.g. derivatives of [4, 5-epoxy]-morphinan of the formula:

Abstract

1411129 Morphine and codeine derivatives E LEWENSTEIN 23 Nov 1972 [26 Nov 1971] 54213/72 Heading C2C Novel compounds of the Formula (I) where R 1 is hydrogen, allyl or cyclopropylmethyl, R 2 is hydrogen or hydroxy, and R 3 is hydroxy or methoxy, and pharmaceutically acceptable salts thereof, may be obtained by refluxing the dihydronormorphinone derivative having the same R 1 and R 2 substituents, preferably in the form of its 3-methoxy-methyl ether, with a phosphomethylene ylid, in solution in an organic, preferably volatile, solvent. When the ether is used it is reacted successively with a dilute acid and a dilute hydroxide to form the 6-methylene-6-desoxy dihydronormorphine derivative. The codeine derivatives may be obtained by reacting compounds wherein R 3 is OH with diazomethane. Compounds in which R 1 is allyl or cyclopropylmethyl can also be obtained by first preparing the appropriate compound in which R 1 is H and then N-allylating or N-cyclopropylmethylating it, e.g. by reaction with an allyl or cyclopropylmethyl halide. Pharmaceutical compositions having narcotic antagonist properties comprise a compound of Formula I above and a pharmaceutically acceptable inert carrier, preferably in forms suitable for oral, parenteral or rectal administration.
GB5421372A 1971-11-26 1972-11-23 Morphine and codeine derivatives suitable as nacotic antagonists Expired GB1411129A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US00202575A US3814768A (en) 1971-11-26 1971-11-26 6-methylene-6-desoxy dihydro morphine and codeine derivatives and pharmaceutically acceptable salts

Publications (1)

Publication Number Publication Date
GB1411129A true GB1411129A (en) 1975-10-22

Family

ID=22750450

Family Applications (1)

Application Number Title Priority Date Filing Date
GB5421372A Expired GB1411129A (en) 1971-11-26 1972-11-23 Morphine and codeine derivatives suitable as nacotic antagonists

Country Status (7)

Country Link
US (1) US3814768A (en)
JP (1) JPS5653556B2 (en)
CA (1) CA974235A (en)
CH (1) CH578568A5 (en)
DE (1) DE2257715C2 (en)
FR (1) FR2160957B1 (en)
GB (1) GB1411129A (en)

Families Citing this family (20)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4322426A (en) * 1980-04-28 1982-03-30 E. I. Du Pont De Nemours And Company 17-Substituted-6-desoxy-7,8-dihydro-6α-methylnoroxymorphone narcotic antagonists
JPS5855258A (en) * 1981-09-30 1983-04-01 Ricoh Co Ltd Heat transfer type color printer
JPS5889377A (en) * 1981-11-20 1983-05-27 Canon Inc Dot printer
US4477457A (en) * 1982-10-28 1984-10-16 E. I. Du Pont De Nemours And Company Method for inducing anorexia using nalmetrene
US4478840A (en) * 1983-10-11 1984-10-23 E. I. Du Pont De Nemours And Company Appetite suppressing compositions and methods
US4535157A (en) * 1983-11-01 1985-08-13 Key Pharmaceuticals, Inc. Process for making 6-desoxy-6-methylenenaloxone and 6-desoxy-6-methylenenaltrexone
US4639455A (en) * 1984-10-02 1987-01-27 Key Pharmaceuticals, Inc. Means of aiding in the prevention of sudden infant death syndrome
US4751307A (en) * 1985-01-17 1988-06-14 Mallinckrodt, Inc. Wittig-reaction processes
JPS63500799A (en) * 1985-09-06 1988-03-24 ベーカー・カミンス・ファーマシューティカルス・インコーポレーテッド Methods and compositions for obtaining long-lasting opioid antagonism
US5028612A (en) * 1990-03-22 1991-07-02 Hillel Glover Method for treating emotional numbness
ES2665999T3 (en) * 2002-05-31 2018-04-30 Titan Pharmaceuticals, Inc. Implantable polymeric device for sustained release of buprenorphine
CN102772357B (en) 2003-03-31 2014-12-31 泰坦医药品公司 Implantable polymeric device for sustained release of dopamine agonist
EP1904843A2 (en) * 2005-07-08 2008-04-02 Braincells, Inc. Methods for identifying agents and conditions that modulate neurogenesis
CN103012416B (en) * 2011-09-28 2015-07-01 辽宁海思科制药有限公司 Method for preparing high-purity nalmefene hydrochloride
TWI560170B (en) * 2011-12-06 2016-12-01 Lundbeck & Co As H Process for recovery of nalmefene hydrochloride
CN102584840A (en) * 2011-12-28 2012-07-18 南京优科生物医药有限公司 Method for preparing nalmefene compound
US20140005216A1 (en) 2012-06-27 2014-01-02 H. Lundbeck A/S Nalmefene for reduction of alcohol consumption in specific target populations
HU231191B1 (en) 2013-04-15 2021-08-30 Szegedi Tudományegyetem Isotope containing morphine molecules
CN103204859B (en) * 2013-04-25 2015-12-02 四川海思科制药有限公司 A kind of Nalmefene hydrochloride compound and preparation method thereof
SG11201608766TA (en) 2014-04-22 2016-11-29 Otsuka Pharma Co Ltd Combination of brexpiprazole and nalmefene and use thereof for treating substance-related disorders

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3162639A (en) * 1964-12-22 G-desoxy-ix-hydroxy-dihydromorphine

Also Published As

Publication number Publication date
JPS5653556B2 (en) 1981-12-19
FR2160957B1 (en) 1975-11-28
DE2257715C2 (en) 1985-06-05
CH578568A5 (en) 1976-08-13
US3814768A (en) 1974-06-04
JPS4858000A (en) 1973-08-14
CA974235A (en) 1975-09-09
DE2257715A1 (en) 1973-05-30
FR2160957A1 (en) 1973-07-06

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Legal Events

Date Code Title Description
PS Patent sealed [section 19, patents act 1949]
732 Registration of transactions, instruments or events in the register (sect. 32/1977)
732 Registration of transactions, instruments or events in the register (sect. 32/1977)
PE20 Patent expired after termination of 20 years