ES352896A1 - 1-(thiazolyl-5-alkyl)-4-(pyridyl-2)-piperazines - Google Patents

1-(thiazolyl-5-alkyl)-4-(pyridyl-2)-piperazines

Info

Publication number
ES352896A1
ES352896A1 ES352896A ES352896A ES352896A1 ES 352896 A1 ES352896 A1 ES 352896A1 ES 352896 A ES352896 A ES 352896A ES 352896 A ES352896 A ES 352896A ES 352896 A1 ES352896 A1 ES 352896A1
Authority
ES
Spain
Prior art keywords
general formula
compound
reacted
prepared
reaction
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
ES352896A
Other languages
Spanish (es)
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.)
Merck KGaA
Original Assignee
E Merck AG
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 E Merck AG filed Critical E Merck AG
Publication of ES352896A1 publication Critical patent/ES352896A1/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/22—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/22—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C07D277/28—Radicals substituted by nitrogen atoms

Abstract

Novel compounds of the general formula wherein R1, R2 and R3, which may be the same or different, are hydrogen atoms or alkyl radicals containing up to 4 carbon atoms and A is a straight or branched chain alkylene radical containing 2-6 carbon atoms, and the acid addition salts thereof, are prepared by numerous methods, examples of which are as follows: (a) a compound of the general Formula II wherein X is chlorine, bromine or iodine, is reacted with a compound of the general Formula (b) a compound of the general Formula IV is reacted with a pyridyl derivative of the general formula (c) a compound of the general Formula VI is reacted with a compound of the general formula wherein X1 is a halogen atom or wherein the two substitutents X1 together represent an oxygen or sulphur atom (d) a compound of the general Formula X is reacted with a dihalo ethane of the formula X-CH 2 -CH 2 -X (f) a compound with unsaturation in the chain A is hydrogenated to give the corresponding compound wherein A is a saturated chain or (g) a compound of the general formula wherein B and D represent sulphur or oxygen atoms is reacted with an agent generating sulphur and an agent which strips off the elements of hydrogen sulphide, for example, phosphorus pentasulphide. Halides of the Formula II above are prepared by halogenation of the corresponding omegahydroxy compounds. Intermediates of general Formula IV above are prepared by reaction of the intermediate halides above with a piperazine. Amines of general Formula VI above are prepared by amination of the halides mentioned above. Diamines of general Formula X above are prepared by reaction of an amine mentioned above and ethylene imine followed by reaction with a 2-bromopyridine. Pharmaceutical compositions in conventional forms for oral, parenteral or topical application and having blood pressure lowering, narcosisprolonging, narcosis-potentiating, tranquillizing and/or neuroleptic activities comprise an above novel compound and a suitable medicinal carrier therefor.
ES352896A 1967-04-20 1968-04-19 1-(thiazolyl-5-alkyl)-4-(pyridyl-2)-piperazines Expired ES352896A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEM0073664 1967-04-20

Publications (1)

Publication Number Publication Date
ES352896A1 true ES352896A1 (en) 1969-08-01

Family

ID=7315173

Family Applications (1)

Application Number Title Priority Date Filing Date
ES352896A Expired ES352896A1 (en) 1967-04-20 1968-04-19 1-(thiazolyl-5-alkyl)-4-(pyridyl-2)-piperazines

Country Status (5)

Country Link
DE (1) DE1695410A1 (en)
ES (1) ES352896A1 (en)
FR (1) FR7405M (en)
GB (1) GB1149110A (en)
NL (1) NL6804594A (en)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4456756A (en) * 1981-08-03 1984-06-26 Mead Johnson & Company Spirothiazolidinyl piperazine derivatives
US4367335A (en) * 1981-08-03 1983-01-04 Mead Johnson & Company Thiazolidinylalkylene piperazine derivatives
US4411901A (en) * 1981-12-23 1983-10-25 Mead Johnson & Company Benzisothiazole and benzisoxazole piperazine derivatives
MX174210B (en) * 1987-02-17 1994-04-28 Pfizer PROCEDURE FOR THE PREPARATION OF ARILPIPERAZINYL-ALKYLENPHENYL-P-HETEROCICLICOS COMPOUNDS
US4935424A (en) * 1988-05-27 1990-06-19 Warner-Lambert Company 4 or 5-(substituted piperazinylalkyl)-2-aminothiazoles as antipsychotic agents
DE3902316A1 (en) * 1989-01-26 1990-08-02 Lentia Gmbh Novel piperazinylalkyl-3(2H)-pyridazinones, process for their preparation and their use as hypotensive agents
DE4425145A1 (en) * 1994-07-15 1996-01-18 Basf Ag Use of thiazole and thiadiazole compounds

Also Published As

Publication number Publication date
GB1149110A (en) 1969-04-16
NL6804594A (en) 1968-10-21
DE1695410A1 (en) 1971-04-08
FR7405M (en) 1969-11-03

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