95656-83-0

Usage

Type of compound

Chemical compound

Structure

Contains a benzene ring with two carbonitrile groups (CN) at positions 1 and 3, an amino group (NH2) at position 2, and a hydroxyethyl group attached to a cyclopentylamino group at position 5

Derivative of

Benzenedicarbonitrile

Functional groups

Amino group, hydroxyethyl group, and cyclopentylamino group

Applications

Used as a building block in the synthesis of other compounds and as an intermediate in the production of pharmaceuticals

Potential uses

Being studied for its potential biological activity and use in medicine

Chemical and pharmaceutical relevance

Important in the development of new drugs and materials due to its unique structure and functional groups

Upstream product

• 97760-80-0 4'-amino-3',5'-dicyano-acetophenone 
• 22589-50-0 4-amino-3,5-dibromo-acetophenone 
• 56340-93-3 4'-amino-2-cyclopentylamino-3',5'-dicyano-acetophenone 

Relevant academic research and scientific papers

Synthesis of further amino-halogen-substituted phenyl-aminoethanols

Starting from clenbuterol as a lead structure, new 4-amino-phenyl-aminoethanol analogues have been synthesized by different approaches. In these compounds one or both of the chlorine atoms of clenbuterol are replaced by other residues. This has led to compounds with high intrinsic β2-mimetic and/or β1-blocking activities. 1-(4-Amino-3-chloro-5-trifluoromethyl-phenyl)-2-tert.-butylamino-ethanol hydrochloride (mabuterol) has been selected for clinical development. A detailed description is also given of the syntheses of new intermediate acetophenone derivatives as well as of the resolution of mabuterol into its enantiomers.

BRONCHOSPASMOLYTIC 1-(P-AMINO-PHENYL)-2-AMINO-ETHANOLS-(1) AND SALTS

Racemic and optically active compounds of the formula wherein R1 is hydrogen, fluorine, chlorine, bromine, iodine or cyano, R2 is fluorine, trifluoromethyl, nitro or cyano, and R3 is alkyl of 3 to 5 carbon atoms, hydroxy(alkyl of 3 to 5 carbon atoms), cycloalkyl of 3 to 5 carbon atoms, 1-(3,4-methylenedioxy-phenyl)-2-propyl or 1-(p-hydroxy-phenyl)-2-propyl, and non-toxic, pharmacologically acceptable acid addition salts thereof; the compounds as well as their salts are useful as analgesics, uterospasmolytics, bronchospasmolytics and antispastics for the skeletal musculature, and especially as beta 2-receptor mimetics and beta 1-receptor blockers