24537-42-6

Basic information

• Product Name: Hydrazinecarboxylic acid, 2-cyclohexyl-, methyl ester
• CAS NO: 24537-42-6
• Molecular Formula: C8H16N2O2
• Molecular Weight: 172.227
• Mol File: 24537-42-6.mol

Chemical Properties

• CAS DataBase Reference: Hydrazinecarboxylic acid, 2-cyclohexyl-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Hydrazinecarboxylic acid, 2-cyclohexyl-, methyl ester(24537-42-6)
• EPA Substance Registry System: Hydrazinecarboxylic acid, 2-cyclohexyl-, methyl ester(24537-42-6)

Safety Data

• Hazardous Substances Data: 24537-42-6(Hazardous Substances Data)

Upstream product

• 14702-42-2 methoxycarbonylhydrazone of cyclohexanone 
• 134920-16-4 N-methoxycarbonyl-3-phenyloxaziridine 
• 108-91-8 cyclohexylamine 
• 108-94-1 cyclohexanone 

Relevant articles and documents

Chiral 1,3,4-oxadiazol-2-ones as highly selective FAAH inhibitors

In the present study, identification of chiral 1,3,4-oxadiazol-2-ones as potent and selective FAAH inhibitors has been described. The separated enantiomers showed clear differences in the potency and selectivity toward both FAAH and MAGL. Additionally, the importance of the chirality on the inhibitory activity and selectivity was proven by the simplification approach by removing a methyl group at the 3-position of the 1,3,4-oxadiazol-2-one ring. The most potent compound of the series, the S-enantiomer of 3-(1-(4-isobutylphenyl)ethyl) -5-methoxy-1,3,4-oxadiazol-2(3H)-one (JZP-327A, 51), inhibited human recombinant FAAH (hrFAAH) in the low nanomolar range (IC50 = 11 nM), whereas its corresponding R-enantiomer 52 showed only moderate inhibition toward hrFAAH (IC50 = 0.24 μM). In contrast to hrFAAH, R-enantiomer 52 was more potent in inhibiting the activity of hrMAGL compared to S-enantiomer 51 (IC 50 = 4.0 μM and 16% inhibition at 10 μM, respectively). The FAAH selectivity of the compound 51 over the supposed main off-targets, MAGL and COX, was found to be >900-fold. In addition, activity-based protein profiling (ABPP) indicated high selectivity over other serine hydrolases. Finally, the selected S-enantiomers 51, 53, and 55 were shown to be tight binding, slowly reversible inhibitors of the hrFAAH.

N-Amination Using N-Methoxycarbonyl-3-phenyloxaziridine. Direct Access to Chiral Nβ-Protected α-Hydrazinoacids and Carbazates

Primary and secondary amines =NH, including α-aminoacids, can be converted under mild conditions to the corresponding carbazates =N-NH-CO2Me, on reaction with N-methoxycarbonyl-3-phenyloxaziridine 1.