316143-56-3

Basic information

• Product Name: N'-isopropylidene-2-nitrobenzohydrazide
• Synonyms: N'-isopropylidene-2-nitrobenzohydrazide
• CAS NO: 316143-56-3
• Molecular Weight: 221.216
• Mol File: 316143-56-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: N'-isopropylidene-2-nitrobenzohydrazide(CAS DataBase Reference)
• NIST Chemistry Reference: N'-isopropylidene-2-nitrobenzohydrazide(316143-56-3)
• EPA Substance Registry System: N'-isopropylidene-2-nitrobenzohydrazide(316143-56-3)

Safety Data

• Hazardous Substances Data: 316143-56-3(Hazardous Substances Data)

Upstream product

• 552-16-9 ortho-nitrobenzoic acid 
• 610-34-4 ethyl 2-nitrobenzoate 
• 606-27-9 methyl 2-nitrobenzoate 
• 606-26-8 o-nitrobenzohydrazide 
• 67-64-1 acetone 

Downstream Products

• 1370030-43-5 5-(2-aminophenyl)-3-benzoyl-2,2-dimethyl-2,3-dihydro-1,3,4-thiadiazole 
• 1370030-42-4 5-(2-aminophenyl)-3-cyclohexanecarbonyl-2,2-dimethyl-2,3-dihydro-1,3,4-thiadiazole 
• 1370030-41-3 5-(2-aminophenyl)-3-cyclopentanecarbonyl-2,2-dimethyl-2,3-dihydro-1,3,4-thiadiazole 
• 1370030-40-2 5-(2-aminophenyl)-3-cyclobutylcarbonyl-2,2-dimethyl-2,3-dihydro-1,3,4-thiadiazole 
• 1370030-39-9 5-(2-aminophenyl)-3-cyclopropylcarbonyl-2,2-dimethyl-2,3-dihydro-1,3,4-thiadiazole 
• 1370030-38-8 5-(2-aminophenyl)-2,2-dimethyl-3-n-pentanoyl-2,3-dihydro-1,3,4-thiadiazole 
• 1370030-37-7 5-(2-aminophenyl)-3-n-butyryl-2,2-dimethyl-2,3-dihydro-1,3,4-thiadiazole 
• 1370030-36-6 5-(2-aminophenyl)-2,2-dimethyl-3-n-propyloyl-2,3-dihydro-1,3,4-thiadiazole 
• 1370030-35-5 3-acetyl-5-(2-aminophenyl)-2,2-dimethyl-2,3-dihydro-1,3,4-thiadiazole 
• 1370030-16-2 3-benzoyl-2,2-dimethyl-5-(2-nitrophenyl)-2,3-dihydro-1,3,4-thiadiazole 
• 1370030-15-1 3-cyclohexylcarbonyl-2,2-dimethyl-5-(2-nitrophenyl)-2,3-dihydro-1,3,4-thiadiazole 
• 1370030-14-0 3-cyclopentylcarbonyl-2,2-dimethyl-5-(2-nitrophenyl)-2,3-dihydro-1,3,4-thiadiazole 
• 1370030-13-9 3-cyclobutylcarbonyl-2,2-dimethyl-5-(2-nitrophenyl)-2,3-dihydro-1,3,4-thiadiazole 
• 1370030-12-8 3-cyclopropylcarbonyl-2,2-dimethyl-5-(2-nitrophenyl)-2,3-dihydro-1,3,4-thiadiazole 

Relevant articles and documents

Thiadiazoline- And pyrazoline-based carboxamides and carbothioamides: Synthesis and inhibition against nitric oxide synthase

Two new families of pyrazoline and thiadiazoline heterocycles have been developed. Their inhibitory activities against two different isoforms of nitric oxide synthase (inducible and neuronal NOS) are reported. The novel derivatives were synthesized combining the arylthiadiazoline or arylpyrazoline skeleton and a carboxamide or carbothioamide moiety, used as starting material ethyl 2-nitrobenzoates or substituted nitrobenzaldehydes, respectively. The structure-activity relationships of final molecules are discussed in terms of the R1 radical effects in the aromatic ring, the Y atom in the heterocyclic system, the X heteroatom in the main chain, and the R2 substituent in the carboxamide or carbothioamide rest. In general, thiadiazolines (5a-e) inhibit preferentially the neuronal isoform; among them, 5a is the best nNOS inhibitor (74.11% at 1 mM, IC50 = 420 M). In contrast, pyrazolines (6a-r) behave better as iNOS than nNOS inhibitors, 6m being the best molecule of this series (76.86% at 1 mM of iNOS inhibition, IC50 = 130 M) and the most potent of all tested compounds.

1,3,4-Thiadiazole derivatives as selective inhibitors of iNOS versus nNOS: Synthesis and structure-activity dependence

The synthesis of new compounds with a 1,3,4-thiadiazole structure, and their in vitro biological evaluation as inhibitors of both neuronal and inducible Nitric Oxide Synthase (nNOS and iNOS) is described. These compounds have been designed by an isosteric