33720-71-7

Basic information

• Product Name: Benzonitrile, 5-acetyl-2-amino- (9CI)
• Synonyms: 4-aMino-3-cyanoacetophenone;5-Acetyl-anthranilonitrile;Acetyl-2-aMinobenzonitrile;2-Amino-5-acetylbenzonitrile;Benzonitrile, 5-acetyl-2-amino- (9CI);Benzonitrile,5-acetyl-2-amino-;5-Acetyl-2-aMinobenzonitrile
• CAS NO: 33720-71-7
• Molecular Formula: C₉H₈N₂O
• Molecular Weight: 160.17262
• Product Categories: Aromatics;Intermediates & Fine Chemicals;Pharmaceuticals;ACETYLGROUP;Amines
• Mol File: 33720-71-7.mol

Chemical Properties

• Melting Point: 159-161°C
• Boiling Point: 375℃
• Flash Point: 180℃
• Appearance: Yellow Solid
• Density: 1.20
• Storage Temp.: Refrigerator
• Solubility: Chloroform (Slightly), Methanol (Slightly, Heated)
• PKA: -0.62±0.10(Predicted)
• CAS DataBase Reference: Benzonitrile, 5-acetyl-2-amino- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Benzonitrile, 5-acetyl-2-amino- (9CI)(33720-71-7)
• EPA Substance Registry System: Benzonitrile, 5-acetyl-2-amino- (9CI)(33720-71-7)

Safety Data

• Hazardous Substances Data: 33720-71-7(Hazardous Substances Data)

Usage

Chemical Properties

Yellow Solid

Uses

Cimaterol intermediate.

Upstream product

• 56759-32-1 1-(4-amino-3-bromophenyl)-ethanone 
• 99-92-3 p-aminobenzophenone 
• 557-21-1 dicyanozinc 
• 97776-06-2 4-acetyl-2-iodoaniline 
• 544-92-3 copper(I) cyanide 

Downstream Products

• 1246819-04-4 D₉-cimbuterol 
• 56340-69-3 2-Amino-5-[2-(2-benzo[1,3]dioxol-5-yl-1-methyl-ethylamino)-acetyl]-3-chloro-benzonitrile 
• 88167-51-5 2-amino-5-(2-bromoacetyl)-3-chlorobenzonitrile 
• 56340-51-3 1-(4'-amino-3'-bromo-5'-cyanophenyl)-2-cyclopentylamino-ethanol 
• 95656-79-4 1-(4'-Amino-3'-chloro-5'-cyano-phenyl)-2-cyclopentylamino-ethanol 
• 56340-49-9 1-(4'-amino-3'-bromo-5'-cyano-phenyl)-2-cyclobutylamino-ethanol 
• 97760-67-3 1-(4-amino-3-bromo-5-cyano-phenyl)-2-cyclopropylamino-ethanol 
• 97760-64-0 2-Amino-3-chloro-5-[1-hydroxy-2-(2-hydroxy-1,1-dimethyl-ethylamino)-ethyl]-benzonitrile 
• 95656-74-9 1-(4'-Amino-3'-chloro-5'-cyano-phenyl)-2-propylamino-ethanol 
• 95656-76-1 1-(4'-Amino-3'-chloro-5'-cyano-phenyl)-2-sec.butylamino-ethanol 
• 56340-53-5 1-(4'-amino-3'-bromo-5'-cyano-phenyl)-2-tert-pentylamino-ethanol 
• 95656-78-3 1-(4'-Amino-3'-chloro-5'-cyano-phenyl)-2-tert-pentylamino-ethanol 
• 54239-38-2 1-(4'-Amino-3'-bromo-5'-cyano-phenyl)-2-isopropylamino-ethanol 
• 54239-40-6 1-(4'-amino-3'-bromo-5'-cyano-phenyl)-2-tert-butylamino-ethanol 

Relevant articles and documents

Efficient synthesis of D6-clenproperol and D6-cimaterol using deuterium isopropylamine as labelled precursor

This report presents an efficient synthesis of D6-clenproperol and D6-cimaterol with 99.5% and 99.7% isotopic abundance in acceptable yields and excellent chemical purities with deuterium isopropylamine as labelled precursor. Their structures and the isotope-abundance were confirmed by proton nuclear magnetic resonance and liquid chromatography–mass spectrometry.

Phenylethanolamine β receptor agonist synthetic method

The invention discloses a phenylethanolamine β receptor agonist synthetic method, comprises the following steps: S1: the 4 - amino acetophenone dissolved in an organic solvent, with the electrophilic reagent occurs on the benzene ring substituted halogenated reaction, generating [...] intermediate; [...] intermediates in organic solvent or in water, under the catalysis of the metal catalyst with the cyanide reagent undergo nucleophilic substitution reaction, generating phenyl ketone intermediate; S2: phenyl ketone intermediates in organic solvent, with the copper bromide generating carbonyl α bromo reaction to produce α - bromoacetophenone intermediates; S3: α - bromoacetophenone intermediates in organic solvent with tert-butyl amine or isopropylamine reaction intermediates acetophenone amines; S4: acetophenone amine intermediates in organic solvent, with the reduction hydrogenation reagent react to generate the phenylethanolamine β receptor agonists; synthetic method of this invention a simple and highly efficient and cheap and easy to obtain, atom utilization is high, the synthetic product chemical purity is greater than 99%, to meet the detection requirements of the food safety.

Synthesis of stable isotope labeled D9-Mabuterol, D9-Bambuterol, and D9-Cimbuterol

Three stable and simple synthetic routes of labeled D9-Mabuterol, D9-Bambuterol, and D9-Cimbuterol were described with 98.5%, 99.7%, and 98.4% isotopic abundance and good purity. These structures and isotope-abundance were confirmed according to 1H NMR and liquid chromatography-tandem mass spectrometry.

NOVEL PHENYLETHANOLAMINE COMPOUNDS HAVING BETA2-ACCEPTOR EXCITATORY FUNCTION AND THEIR PREPARATION METHOD

The invention provides compounds of formula ( I ) and pharmaceutically acceptable salts thereof, wherein R1 is H, chlorine, or bromine; R2 is electron attractive groups selected from the group consisting of CF3, CN, fluori

An improved procedure for aromatic cyanation

An effective method for conversion of aryl bromides to aryl cyanides is described. The procedure involves treatment of the aryl halide with zinc cyanide in the presence of a catalytic amount of palladium (0).

Process for the preparation of 3-cyano-4-aminoacetophenones

A new process is disclosed for preparing 3-cyano-4-aminoacetophenone which, starting from 3-cyano-4-acetamidoacetophenone, enables this compound to be produced on an industrial scale in high yields. 3-Cyano-4-aminoacetophenone is an intermediate product for the preparation of 2-amino-5-[1-hydroxy-2-(alkyl- or dialkyl-amino)ethyl]benzonitriles which show β2 -mimetic activities and may be used as feed additives.

Repartitioning Agents: 5--anthranilonitrile and Related Phenethanolamines; Agents for Promoting Growth, Increasing Muscle Accretion and Reducing Fat Deposition in Meat-producing Animals

A series of phenethanolamines related to clenbuterol was prepared and examined in mice for growth-promoting and fat-reducing activities.Several analogs were equipotent to clenbuterol.In chickens, 5-anthranilonitrile appeared to be more potent than clenbuterol with recpect to "repartitioning" activity, that is, the ability to redirect food energy from fat formation to muscle accretion.Based on this potency and low residue levels in edible tissues, this compound is in advanced stages of evaluation for commercial use in meat animals.

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.