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
GB25572/55A
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.)
Wyeth Canada Inc
Original Assignee
Ayerst Mckenna and Harrison Inc
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Filing date
Publication date
Application filed by Ayerst Mckenna and Harrison IncfiledCriticalAyerst Mckenna and Harrison Inc
Publication of GB773292ApublicationCriticalpatent/GB773292A/en
Organic Low-Molecular-Weight Compounds And Preparation Thereof
(AREA)
Abstract
The invention comprises compounds of the formula <FORM:0773292/IV(b)/1> and acid addition salts thereof, wherein R is an alkyl group of up to 4 carbon atoms or a benzyl radical, and their preparation by reacting the corresponding o-methoxyphenyl a -aminoethyl ketone with a methyl magnesium halide Grignard reagent and hydrolysing the product with dilute acid. The compounds are used for the treatment of bronchitis, asthma and other pulmonary conditions. In examples: (1) o-methoxy - a - benzylaminopropiophenone is treated with methyl magnesium iodide in ether and the product is hydrolysed to give 3-benzylamino - 2 - (o - methoxyphenyl - butan - 2 - ol and its hydrochloride; and (2) o-methoxy-a -isopropylaminopropiophenone is treated with methyl magnesium iodide and the product is hydrolysed to give 3-isopropylamino-2-(o-methoxyphenyl)-butan-2-o and its hydrochloride. Starting materials. The o-methoxyphenyl-a -aminoethyl ketones used as starting materials such as o-methoxy-a -benzylaminopropiophenone and o - methoxy - a - isopropylaminopropiophenone are made by reacting o-methoxy-a -bromopropiophenone with an alkyl or aralkyl amine.
GB25572/55A1954-10-061955-09-062-aryl-3-amino-butan-2-ols and process for preparing same
ExpiredGB773292A
(en)
Improvements in or relating to novel chemical compounds useful in the synthesis of lysergic acid and its homologues and process for preparing such compounds