GB1106609A - New butyne-2 derivatives, their process of preparation and therapeutical compositioncontaining same - Google Patents

New butyne-2 derivatives, their process of preparation and therapeutical compositioncontaining same

Info

Publication number
GB1106609A
GB1106609A GB770567A GB770567A GB1106609A GB 1106609 A GB1106609 A GB 1106609A GB 770567 A GB770567 A GB 770567A GB 770567 A GB770567 A GB 770567A GB 1106609 A GB1106609 A GB 1106609A
Authority
GB
United Kingdom
Prior art keywords
general formula
butyne
derivatives
compound
compositions
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
GB770567A
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.)
DOCTEUR JACQUES AUCLAIR LAB DU
Original Assignee
DOCTEUR JACQUES AUCLAIR LAB DU
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 DOCTEUR JACQUES AUCLAIR LAB DU filed Critical DOCTEUR JACQUES AUCLAIR LAB DU
Publication of GB1106609A publication Critical patent/GB1106609A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D207/00Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/18Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
    • C07D207/22Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D207/24Oxygen or sulfur atoms
    • C07D207/262-Pyrrolidones
    • C07D207/2632-Pyrrolidones with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms
    • C07D207/272-Pyrrolidones with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms with substituted hydrocarbon radicals directly attached to the ring nitrogen atom
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D211/00Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/68Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
    • C07D211/70Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms

Landscapes

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

Abstract

Novel butyne-2 derivatives of the general formula <FORM:1106609/C2/1> wherein n is 3, 4 or 5 and <FORM:1106609/C2/2> is a 5-8 membered saturated heterocycle which may contain oxygen as a second heteroatom and may be substituted with a straight or branched chain alkyl group <FORM:1106609/C2/3> being other than a pyrrolidino group when n is 3 and the acid addition salts thereof are prepared by reacting a N-propargyl lactam of general formula <FORM:1106609/C2/4> with a suitable heterocyclic compound and formaldehyde in the presence of a copper compound as catalyst. The compounds of Formula III in which n is 4 and 5 are prepared by reacting propargyl bromide with the sodio derivative of valerolactam and caprolactam respectively, and converted to their oxalates. Pharmaceutical compositions comprise, as active ingredient, a compound of the first general formula above or a pharmaceutically acceptable acid addition salt thereof and a vehicle or excipient. The compositions may be in the form of tablets, dragees, capsules or drinkable or injectable ampoules and may be administered orally or parenterally. The compositions are stated to have anti-cholinergic activity.
GB770567A 1966-02-23 1967-02-17 New butyne-2 derivatives, their process of preparation and therapeutical compositioncontaining same Expired GB1106609A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR50700A FR1490501A (en) 1966-02-23 1966-02-23 New butyne-2 derivatives and their preparation process
FR59847A FR5674M (en) 1966-02-23 1966-05-02

Publications (1)

Publication Number Publication Date
GB1106609A true GB1106609A (en) 1968-03-20

Family

ID=26168758

Family Applications (1)

Application Number Title Priority Date Filing Date
GB770567A Expired GB1106609A (en) 1966-02-23 1967-02-17 New butyne-2 derivatives, their process of preparation and therapeutical compositioncontaining same

Country Status (2)

Country Link
FR (2) FR1490501A (en)
GB (1) GB1106609A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE102013001790A1 (en) 2012-08-31 2014-03-06 Cambridge Silicon Radio Ltd. CHIRP DATA CHANNEL SYNCHRONIZATION

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1314557A (en) * 1969-12-02 1973-04-26 Astra Laekemedel Ab Oxotremorine antagonists and methods for their preparation
US5273977A (en) * 1990-11-05 1993-12-28 Warner-Lambert Company Substituted tetrahydropyridines and hydroxypiperidines as central nervous system agents

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE102013001790A1 (en) 2012-08-31 2014-03-06 Cambridge Silicon Radio Ltd. CHIRP DATA CHANNEL SYNCHRONIZATION

Also Published As

Publication number Publication date
FR1490501A (en) 1967-08-04
FR5674M (en) 1968-01-02

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