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FR2229401A1 - Optical resolution of rotoxamine - using dextro-maleic acid and direct pptn. of the laevo-rotoxamine-dextro-maleate salt useful as an antihistamine - Google Patents

Optical resolution of rotoxamine - using dextro-maleic acid and direct pptn. of the laevo-rotoxamine-dextro-maleate salt useful as an antihistamine

Info

Publication number
FR2229401A1
FR2229401A1 FR7317965A FR7317965A FR2229401A1 FR 2229401 A1 FR2229401 A1 FR 2229401A1 FR 7317965 A FR7317965 A FR 7317965A FR 7317965 A FR7317965 A FR 7317965A FR 2229401 A1 FR2229401 A1 FR 2229401A1
Authority
FR
France
Prior art keywords
rotoxamine
dextro
pptn
laevo
antihistamine
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.)
Granted
Application number
FR7317965A
Other languages
French (fr)
Other versions
FR2229401B1 (en
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.)
MEDIMAC SA
Original Assignee
MEDIMAC SA
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 MEDIMAC SA filed Critical MEDIMAC SA
Priority to FR7317965A priority Critical patent/FR2229401A1/en
Priority to BE141103A priority patent/BE811247A/en
Priority to CH494874A priority patent/CH583197A5/xx
Publication of FR2229401A1 publication Critical patent/FR2229401A1/en
Application granted granted Critical
Publication of FR2229401B1 publication Critical patent/FR2229401B1/fr
Granted legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D213/28—Radicals substituted by singly-bound oxygen or sulphur atoms
    • C07D213/30—Oxygen atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

The process is effected in an alcohol esp. iso-PrOH. and the pptn. is carried out by cooling. 1-Rotoxamine d-maleate is obtd. in better yields than by isolation using tartaric acid.
FR7317965A 1973-05-17 1973-05-17 Optical resolution of rotoxamine - using dextro-maleic acid and direct pptn. of the laevo-rotoxamine-dextro-maleate salt useful as an antihistamine Granted FR2229401A1 (en)

Priority Applications (3)

Application Number Priority Date Filing Date Title
FR7317965A FR2229401A1 (en) 1973-05-17 1973-05-17 Optical resolution of rotoxamine - using dextro-maleic acid and direct pptn. of the laevo-rotoxamine-dextro-maleate salt useful as an antihistamine
BE141103A BE811247A (en) 1973-05-17 1974-02-19 PROCESS FOR THE PREPARATION OF A ROTOXAMINE D-MALEATE AND THE MEDICINAL PRODUCT OBTAINED
CH494874A CH583197A5 (en) 1973-05-17 1974-04-09

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR7317965A FR2229401A1 (en) 1973-05-17 1973-05-17 Optical resolution of rotoxamine - using dextro-maleic acid and direct pptn. of the laevo-rotoxamine-dextro-maleate salt useful as an antihistamine

Publications (2)

Publication Number Publication Date
FR2229401A1 true FR2229401A1 (en) 1974-12-13
FR2229401B1 FR2229401B1 (en) 1976-07-02

Family

ID=9119502

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7317965A Granted FR2229401A1 (en) 1973-05-17 1973-05-17 Optical resolution of rotoxamine - using dextro-maleic acid and direct pptn. of the laevo-rotoxamine-dextro-maleate salt useful as an antihistamine

Country Status (3)

Country Link
BE (1) BE811247A (en)
CH (1) CH583197A5 (en)
FR (1) FR2229401A1 (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0365212A2 (en) * 1988-10-17 1990-04-25 Eli Lilly And Company Method of resolving cis 3-amino-4-[2-(2-furyl)eth-1-YL]-1-methoxycarbonylmethyl-azetidin-2-one and malic acid salts thereof

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN105218434A (en) * 2015-10-29 2016-01-06 河南中帅医药科技股份有限公司 Carbinoxamine maleate crystal formation and preparation method thereof

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2768207A (en) * 1951-02-05 1956-10-23 Bristol Lab Inc Unitary process for the production of 2-benzylphenyl beta-dimethylaminoethyl ether dihydrogen citrate
GB905993A (en) * 1959-07-23 1962-09-19 Mcneilab Inc Benzyl pyridine derivatives and methods of making same

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2768207A (en) * 1951-02-05 1956-10-23 Bristol Lab Inc Unitary process for the production of 2-benzylphenyl beta-dimethylaminoethyl ether dihydrogen citrate
GB905993A (en) * 1959-07-23 1962-09-19 Mcneilab Inc Benzyl pyridine derivatives and methods of making same

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0365212A2 (en) * 1988-10-17 1990-04-25 Eli Lilly And Company Method of resolving cis 3-amino-4-[2-(2-furyl)eth-1-YL]-1-methoxycarbonylmethyl-azetidin-2-one and malic acid salts thereof
EP0365212A3 (en) * 1988-10-17 1991-11-06 Eli Lilly And Company Method of resolving cis 3-amino-4-[2-(2-furyl)eth-1-YL]-1-methoxycarbonylmethyl-azetidin-2-one and malic acid salts thereof

Also Published As

Publication number Publication date
FR2229401B1 (en) 1976-07-02
BE811247A (en) 1974-06-17
CH583197A5 (en) 1976-12-31

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Legal Events

Date Code Title Description
ST Notification of lapse