331941-32-3

Basic information

• Product Name: Cyclopropanecarboxamide, 2-phenyl-, (1R,2S)- (9CI)
• Synonyms: Cyclopropanecarboxamide, 2-phenyl-, (1R,2S)- (9CI)
• CAS NO: 331941-32-3
• Molecular Formula: C10H11NO
• Molecular Weight: 161.20044
• Product Categories: AMIDE
• Mol File: 331941-32-3.mol
• Article Data: 15

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Cyclopropanecarboxamide, 2-phenyl-, (1R,2S)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclopropanecarboxamide, 2-phenyl-, (1R,2S)- (9CI)(331941-32-3)
• EPA Substance Registry System: Cyclopropanecarboxamide, 2-phenyl-, (1R,2S)- (9CI)(331941-32-3)

Safety Data

• Hazardous Substances Data: 331941-32-3(Hazardous Substances Data)

Upstream product

• 5685-38-1 2-phenyl-cyclopropanecarboxylic acid 
• 621-79-4 cinnamamide 
• 1774-47-6 trimethylsulfoxonium iodide 
• 939-90-2 trans-2-phenylcyclopropane-1-carboxylic acid 
• 939-87-7 (1SR,2SR)-2-phenylcyclopropanecarbonyl chloride 
• 939-89-9 (1S*,2R*)-2-phenylcyclopropane-1-carboxylic acid 
• 3471-10-1 (1R,2R)-trans-2-phenyl-1-cyclopropanecarboxylic acid 
• 1156540-73-6 (1R,2R)-2,5-dioxopyrrolidin-1-yl 2-phenylcyclopropanecarboxylate 
• 37107-48-5 (1R,2R)-trans-2-phenylcyclopropane-1-carboxyl chloride 

Downstream Products

• 1199-98-0 4-phenylbutyramide 
• 1821-12-1 4-Phenylbutyric acid 
• 3360-41-6 4-phenyl-butan-1-ol 
• 2046-17-5 methyl 3-(benzyl)propanoate 
• 847644-86-4 ((1SR,2RS)-tert-butyl-2-phenylcyclopropyl)carbamate 

Relevant articles and documents

Rational design of cannabinoid type-1 receptor allosteric modulators: Org27569 and PSNCBAM-1 hybrids

Allosteric modulation offers an alternate approach to target the cannabinoid type-1 receptor (CB1) for therapeutic benefits. Examination of the two widely studied prototypic CB1 negative allosteric modulators (NAMs) Org27569 and PSNCBAM-1 revealed structural resemblance and similar structure–activity relationships (SARs). In silico docking and dynamics simulation studies using the crystal structure of CB1 co-bound with CP55,940 and Org27569 suggested that Org27569 and PSNCBAM-1 occupied the same binding pocket and several common interactions were present in both series with the CB1 receptor. A new scaffold was therefore designed by merging the key structural features from the two series and the hybrids retained these binding features in the in silico docking studies. In addition, one such hybrid displayed similar functions to Org27569 in dynamic simulations by preserving a key R2143.50-D3386.30 salt bridge and maintaining an antagonist-like Helix3-Helix6 interhelical distance. Based on these results, a series of hybrids were synthesized and assessed in calcium mobilization, [35S]GTPγS binding and cAMP assays. Several compounds displayed comparable potencies to Org27569 and PSNCBAM-1 in these assays. This work offers new insight of the SAR requirement at the allosteric site of the CB1 receptor and provides a new scaffold that can be optimized for the development of future CB1 allosteric modulators.

Tranylcypromine-Based LSD1 Inhibitors: Structure-Activity Relationships, Antiproliferative Effects in Leukemia, and Gene Target Modulation

Abstract: LSD1 is a lysine demethylase highly involved in initiation and development of cancer. To design highly effective covalent inhibitors, a strategy is to fill its large catalytic cleft by designing tranylcypromine (TCP) analogs decorated with long,

ASYMMETRIC CYCLOPROPANATION WITH SUCCINIMIDYL DIAZOACETATE

Cobalt(ll) complexes of the D2-symmetric chiral porphyrins are effective catalysts for asymmetric cyclopropanation reactions with succinimidyl diazoacetate. The Co-catalyzed reaction is suitable for various olefins, providing the corresponding cyclopropane succinimidyl esters in high yields and excellent diastereo- and enantio-selectivity. The resulting enantioenriched cyclopropane succinimidyl esters can serve as convenient synthons for the general synthesis of optically active cyclopropyl carboxamides through mild reactions with a wide range of amine derivatives, including unprotected peptides and amino sugars