GB1234635A - - Google Patents

Info

Publication number
GB1234635A
GB1234635A GB4362768A GB1234635DA GB1234635A GB 1234635 A GB1234635 A GB 1234635A GB 4362768 A GB4362768 A GB 4362768A GB 1234635D A GB1234635D A GB 1234635DA GB 1234635 A GB1234635 A GB 1234635A
Authority
GB
United Kingdom
Prior art keywords
alkyl
compounds
substituted
halophenyl
acyl
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
GB4362768A
Inventor
M Dukes
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.)
Imperial Chemical Industries Ltd
Original Assignee
Imperial Chemical Industries Ltd
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 Imperial Chemical Industries Ltd filed Critical Imperial Chemical Industries Ltd
Publication of GB1234635A publication Critical patent/GB1234635A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D249/00Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
    • C07D249/02Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
    • C07D249/081,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • C07D249/101,2,4-Triazoles; Hydrogenated 1,2,4-triazoles 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
    • C07D249/14Nitrogen atoms

Abstract

1,234,635. Triazolo [1,5-a]pyrimidine derivatives. IMPERIAL CHEMICAL INDUSTRIES Ltd. 11 Aug., 1969 [13 Sept., 1968; 1 May, 1969], Nos. 43627/68 and 22266/69. Heading C2C. [Also in Division A5] The invention comprises compounds of formula wherein R<SP>1</SP> is NH 2 (possibly substituted by 1 or 2 acyl, i.e. R<SP>4</SP>CO or R<SP>4</SP>CS radicals, where R<SP>4</SP> is C 1-6 alkyl or alkoxy, Ph or halophenyl), C 1-10 alkylamino, (up to C 15 ) phenylalkylamino or halophenylalkylamino, acylated derivatives of any of these 3 radicals where "acyl" is defined as above, ureido (optionally substituted by C 1-6 alkyl, Ph or halophenyl), CO 2 H, HOCH 2 , or (optionally C 1-6 alkyl-substituted) CONH 2 or CONHNH 2 ; R<SP>2</SP> is C 1-10 alkyl, C 3-6 cycloalkyl or C 2-4 alkenyl; R<SP>3</SP> is H, halogen or C 1-10 alkyl or hydroxyalkyl; one of X and Y is O= or S=, and the other is H or C 1-4 alkyl, the nucleus containing a double bond in one of the positions indicated by the broken line; and pharmaceutically acceptable base addition salts of such compounds containing an acidic group. These compounds may be prepared by commencing with a 3-R<SP>1</SP>-5-R<SP>2</SP>NH-triazole and forming the pyrimidine ring, by substitution of the corresponding triazolopyrimidines where R<SP>2</SP>=H, or by many other standard reactions described in the Specification. Further exemplified intermediates include substituted 4-isodithiobiurets and 2,4-diisodithiobiurets; and compounds of the above formula where R<SP>1</SP> is NCO, NCS or CO 2 Me, or where R<SP>1</SP> =NH 2 while R<SP>2</SP>=H, R<SP>3</SP>=CO 2 H, X=O and Y=Me.
GB4362768A 1968-09-13 1968-09-13 Expired GB1234635A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB4362768 1968-09-13

Publications (1)

Publication Number Publication Date
GB1234635A true GB1234635A (en) 1971-06-09

Family

ID=10429621

Family Applications (1)

Application Number Title Priority Date Filing Date
GB4362768A Expired GB1234635A (en) 1968-09-13 1968-09-13

Country Status (6)

Country Link
AT (2) AT292697B (en)
BR (1) BR6912007D0 (en)
CS (1) CS163196B2 (en)
GB (1) GB1234635A (en)
PL (2) PL80539B1 (en)
ZA (1) ZA695832B (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2805483A1 (en) * 1977-02-11 1978-08-17 Ici Ltd EMERGING CHEMICAL COMPOSITIONS FOR PROTECTION AGAINST POISONING

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2805483A1 (en) * 1977-02-11 1978-08-17 Ici Ltd EMERGING CHEMICAL COMPOSITIONS FOR PROTECTION AGAINST POISONING
US4269820A (en) 1977-02-11 1981-05-26 Imperial Chemical Industries Limited Safeguarded toxic chemical compositions containing effective emesis-inducing S-triazolo-[1,5-α]pyrimidine derivatives

Also Published As

Publication number Publication date
PL80261B1 (en) 1975-08-30
PL80539B1 (en) 1975-08-30
AT292697B (en) 1971-09-10
BR6912007D0 (en) 1973-04-19
CS163196B2 (en) 1975-08-29
ZA695832B (en) 1971-03-31
AT292000B (en) 1971-08-10

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Legal Events

Date Code Title Description
PS Patent sealed
PE20 Patent expired after termination of 20 years