627531-48-0

Basic information

• Product Name: Acetamide, N-(3-chloro-4-cyano-2-methylphenyl)-
• CAS NO: 627531-48-0
• Molecular Formula: C10H9ClN2O
• Molecular Weight: 208.647
• Mol File: 627531-48-0.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: Acetamide, N-(3-chloro-4-cyano-2-methylphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Acetamide, N-(3-chloro-4-cyano-2-methylphenyl)-(627531-48-0)
• EPA Substance Registry System: Acetamide, N-(3-chloro-4-cyano-2-methylphenyl)-(627531-48-0)

Safety Data

• Hazardous Substances Data: 627531-48-0(Hazardous Substances Data)

Upstream product

• 125328-80-5 N-(4-bromo-3-chloro-2-methylphenyl)acetamide 
• 544-92-3 copper(I) cyanide 
• 87-60-5 3-chloro-2-methylbenzenamine 
• 7463-35-6 N-(3-chloro-2-methylphenyl)acetamide 

Downstream Products

• 1421375-45-2 2-chloro-4-((3S,3aS,4S)-3,4-dimethoxy-3a,4,5,6-tetrahydro-3H-pyrrolo[1,2-b]pyrazol-2-yl)-3-methylbenzonitrile 
• 1421375-42-9 2-chloro-4-((3S,3aS,4S)-3-(cyclopropylmethoxy)-4-hydroxy-3a,4,5,6-tetrahydro-3H-pyrrolo[1,2-b]pyrazol-2-yl)-3-methylbenzonitrile 
• 1421376-02-4 4-((3S,3aR,4S)-4-((tert-butyldimethylsilyl)oxy)-3-(cyclopropylmethoxy)-3a,4,5,6-tetrahydro-3H-pyrrolo[1,2-b]pyrazol-2-yl)-2-chloro-3-methylbenzonitrile 
• 1421375-41-8 2-chloro-4-((3S,3aS,4S)-3-(2-fluoroethoxy)-4-hydroxy-3a,4,5,6-tetrahydro-3H-pyrrolo[1,2-b]pyrazol-2-yl)-2-chloro-3-methylbenzonitrile 
• 1421376-01-3 4-((3S,3aR,4S)-4-((tert-butyldimethylsilyl)oxy)-3-(2-fluoroethoxy)-3a,4,5,6-tetrahydro-3H-pyrrolo[1,2-b]pyrazol-2-yl)-2-chloro-3-methylbenzonitrile 
• 1421376-00-2 4-((3S,3aR,4S)-4-((tert-butyldimethylsilyl)oxy)-3-(2-hydroxyethoxy)-3a,4,5,6-tetrahydro-3H-pyrrolo[1,2-b]pyrazol-2-yl)-2-chloro-3-methylbenzonitrile 
• 1421375-99-6 4-((3S,3aR,4S)-4-((tert-butyldimethylsilyl)oxy)-3-(2-((tetrahydro-2H-pyran-2-yl)oxy)ethoxy)-3a,4,5,6-tetrahydro-3H-pyrrolo[1,2-b]pyrazol-2-yl)-2-chloro-3-methylbenzonitrile 
• 1421375-37-2 2-chloro-4-((3S,3aR,4R)-4-fluoro-3-methoxy-3a,4,5,6-tetrahydro-3H-pyrrolo[1,2-b]pyrazol-2-yl)-3-methylbenzonitrile 
• 1421375-94-1 2-chloro-4-((3S,3aS,4R)-4-hydroxy-3-(tetrahydro-2H-pyran-2-yloxy)-3a,4,5,6-tetrahydro-3H-pyrrolo[1,2-b]pyrazol-2-yl)-3-methylbenzonitrile 
• 1421375-29-2 2-chloro-4-((3S,3aS,4R)-3,4-dihydroxy-3a,4,5,6-tetrahydro-3H-pyrrolo[1,2-b]pyrazol-2-yl)-3-methylbenzonitrile 
• 1421375-93-0 (3S,3aS,4R)-2-(3-chloro-4-cyano-2-methylphenyl)-3-(tetrahydro-2H-pyran-2-yloxy)-3a,4,5,6-tetrahydro-3H-pyrrolo[1,2-b]pyrazol-4-yl benzoate 
• 1421375-92-9 2-chloro-4-((3S,3aS,4S)-4-hydroxy-3-(tetrahydro-2H-pyran-2-yloxy)-3a,4,5,6-tetrahydro-3H-pyrrolo[1,2-b]pyrazol-2-yl)-3-methylbenzonitrile 
• 1421375-91-8 4-((3S,3aR,4S)-4-(tert-butyldimethylsilyloxy)-3-(tetrahydro-2H-pyran-2-yloxy)-3a,4,5,6-tetrahydro-3H-pyrrolo[1,2-b]pyrazol-2-yl)-2-chloro-3-methylbenzonitrile 
• 1421375-28-1 2-chloro-4-((3S,3aS,4S)-3,4-dihydroxy-3a,4,5,6-tetrahydro-3H-pyrrolo[1,2-b]pyrazol-2-yl)-3-methylbenzonitrile 

Relevant articles and documents

PYRAZOLINE DERIVATIVES AND THEIR USE AS SELECTIVE ANDROGEN RECEPTOR MODULATORS

The invention relates to a compound of formula (I) in free form or in pharmaceutically acceptable salt form (I), in which the substituents are as defined in the specification; to compounds of formula (I) for use as androgen receptor modulators. The present invention further provides a combination of pharmacologically active agents and a pharmaceutical composition.

Discovery of potent and muscle selective androgen receptor modulators through scaffold modifications

A novel series of imidazolin-2-ones were designed and synthesized as highly potent, orally active and muscle selective androgen receptor modulators (SARMs), with most of the compounds exhibiting low nM in vitro potency in androgen receptor (AR) binding and functional assays. Once daily oral treatment with the lead compound 11a (AR Ki = 0.9 nM, EC50 = 1.8 nM) for 14 days induced muscle growth with an ED50 of 0.09 mg/kg, providing approximately 50-fold selectivity over prostate growth in an orchidectomized rat model. Pharmacokinetic studies in rats demonstrated that the lead compound 11a had oral bioavailability of 65% and a plasma half-life of 5.5 h. On the basis of their preclinical profiles, the SARMs in this series are expected to provide beneficial anabolic effects on muscle with minimal androgenic effects on prostate tissue.

Tandem optimization of target activity and elimination of mutagenic potential in a potent series of N-aryl bicyclic hydantoin-based selective androgen receptor modulators

Pharmacokinetic studies in cynomolgus monkeys with a novel prototype selective androgen receptor modulator revealed trace amounts of an aniline fragment released through hydrolytic metabolism. This aniline fragment was determined to be mutagenic in an Ames assay. Subsequent concurrent optimization for target activity and avoidance of mutagenicity led to the identification of a pharmacologically superior clinical candidate without mutagenic potential.