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filingDate 1969-08-14-04:00^^<http://www.w3.org/2001/XMLSchema#date>
inventor http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_444833211d544c623a6d1a83c02ac2f3
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publicationDate 1972-03-22-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber GB-1267433-A
titleOfInvention Novel imidazoline derivatives, the preparation thereof, and compositions containing the same
abstract 1,267,433. 2 - Amino - 2 - imidazolines. BEECHAM GROUP Ltd. 13 Aug., 1970 [14 Aug., 1969; 14 Nov., 1969], Nos. 40666/69 and 55804/69. Heading C2C. Novel 2-amino-2-imidazolines of the general formula wherein X is a 2-pyridyl group optionally substituted by one or two halogen atoms and/or C 1-4 alkyl groups, a 2-benzothiazolyl group optionally substituted by a halogen atom or a 3-pyridyl, 2-pyrimidyl, 2-pyrazinyl or 3,5-di- (C 1-4 alkyl)-4-isoxazolyl group, and acid addition salts thereof, are prepared (a) by reaction of an amine of the general formula XNH 2 with an acid addition salt of 2-methylthio-2-imidazoline or (b) by reaction of an isothiourea of the general formula XNH(C=NH)S-Alkyl (in the form of a thiouronium salt) or a thiourea of the general formula XNHCSNH 2 , with ethylenediamine; followed optionally by interconversion of resulting free bases and acid addition salts thereof. Isothioureas of the third general formula above are prepared by alkylation of a thiourea of the fourth general formula above, which is prepared by reaction of an amine of the second general formula above with benzoyl isothiocyanate and hydrolysis of the resulting benzoylthiourea of the general formula with an aqueous alkali metal hydroxide. 1,2 - Bis - (N - X - N<SP>1</SP> - guanidino) - ethane acid addition salts are obtained as by-products in process (b) above. Chlorinated 2-amino-picolines are prepared by treatment of 2-amino-picolines with concentrated hydrochloric acid and 15% hydrogen peroxide. Pharmaceutical compositions having antihypertensive activity comprise, as active ingredient, a 2-amino-2-imidazoline of the first general formula above, together with a pharmaceutically acceptable carrier.
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priorityDate 1969-08-14-04:00^^<http://www.w3.org/2001/XMLSchema#date>
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