15940-63-3

Basic information

• Product Name: N-(2-methylphenyl)hydrazinecarboxamide
• CAS NO: 15940-63-3
• Molecular Formula: C₈H₁₁N₃O
• Molecular Weight: 165.1924
• Mol File: 15940-63-3.mol
• Article Data: 11

Chemical Properties

• Density: 1.225g/cm³
• Refractive Index: 1.628
• CAS DataBase Reference: N-(2-methylphenyl)hydrazinecarboxamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2-methylphenyl)hydrazinecarboxamide(15940-63-3)
• EPA Substance Registry System: N-(2-methylphenyl)hydrazinecarboxamide(15940-63-3)

Safety Data

• Hazardous Substances Data: 15940-63-3(Hazardous Substances Data)

Upstream product

• 95-53-4 o-toluidine 
• 31827-08-4 o-tolyl-carbamic acid phenyl ester 
• 5255-71-0 ethyl N-(o-tolyl)carbamate 
• 15940-65-5 acetone-(4-o-tolyl semicarbazone) 
• 614-77-7 N-(2-methylphenyl)urea 

Downstream Products

• 15940-69-9 acetophenone-(4-o-tolyl semicarbazone) 
• 1287216-20-9 4-[(10S)-dihydroartemisinin-10-oxy]benzaldehyde 4-(2-methylphenyl)semicarbazone 
• 1402598-99-5 1-(3-benzyl-6-fluorothiochroman-4-ylidene)-4-(2-methylphenyl)semicarbazide 
• 1402598-78-0 1-(3-benzyl-6-chlorothiochroman-4-ylidene)-4-(2-methylphenyl)semicarbazide 
• 1356965-25-7 (5RS)-5-(benzo[d][1,3]dioxol-5-yl)-3-tert-butyl-N-(2-methylphenyl)-4,5-dihydro-1H-pyrazole-1-carboxamide 

Relevant articles and documents

Design, synthesis, and biological activity of novel semicarbazones as potent Ryanodine receptor1 inhibitors of Alzheimer's disease

Ryanodine receptors (RyRs) are important ligand-gated Ca2+ channels; their excessive activation leads to Ca2+ leakage in the sarcoplasmic reticulum that may cause neurological diseases. In this study, three series of novel potent RyR1 inhibitors based on dantrolene and bearing semicarbazone and imidazolyl moieties were designed and synthesized, and their biological activity was evaluated. Using a single-cell calcium imaging method, the calcium overload inhibitory activities of 26 target compounds were tested in the R614C cell line, using dantrolene as a positive control. The preliminary investigation showed that compound 12a suppressed Ca2+ release as evidenced by store overload-induced Ca2+release (SOICR) (31.5 ± 0.1%, 77.2 ± 0.1%, 93.7 ± 0.2%) at 0.1 μM, 3 μM and 10 μM, respectively. Docking simulation results showed that compound 12a could bind at the active site of the RyR1 protein. The Morris water-maze test showed that compound 12a significantly improved the cognitive behavior of AD-model mice. Further studies on the structural optimization of this series of derivatives are currently underway in our laboratory.

Highly Regioselective Carbamoylation of Electron-Deficient Nitrogen Heteroarenes with Hydrazinecarboxamides

The use of hydrazinecarboxamides as a new class of carbamoylating agents has been established through the dehydrazinative Minisci reaction of electron-deficient nitrogen heteroarenes. A wide range of electron-deficient nitrogen heteroarenes, including isoquinoline, quinoline, pyridine, phenanthridine, quinoxaline, and phthalazine, underwent copper/acid-catalyzed oxidative carbamoylation with hydrazinecarboxamide hydrochlorides to afford structurally diverse nitrogen-heteroaryl carboxamides as single regioisomers in moderate to excellent yields. The functional group tolerance was substantially demonstrated in the direct carbamoylation of quinine obviating multistep sequences involving protecting groups and prefunctionalization of the heterocycle.

Synthesis and biological activities of novel artemisinin derivatives as cysteine protease falcipain-2 inhibitors

A series of novel artemisinin derivatives were synthesized from artemisinin and different anilines. All compounds were obtained as β-isomers. The target compounds were evaluated for inhibition activity against Plasmodium falciparum falcipain-2 in vitro, and most of them exhibited potent inhibition in the low micromolar range and proved to be new types of falcipain-2 inhibitors.