1079-82-9

Basic information

• Product Name: Benzoic acid, 4-methyl-, 2-(aminothioxomethyl)hydrazide
• CAS NO: 1079-82-9
• Molecular Formula: C9H11N3OS
• Molecular Weight: 209.272
• Mol File: 1079-82-9.mol
• Article Data: 21

Chemical Properties

• CAS DataBase Reference: Benzoic acid, 4-methyl-, 2-(aminothioxomethyl)hydrazide(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoic acid, 4-methyl-, 2-(aminothioxomethyl)hydrazide(1079-82-9)
• EPA Substance Registry System: Benzoic acid, 4-methyl-, 2-(aminothioxomethyl)hydrazide(1079-82-9)

Safety Data

• Hazardous Substances Data: 1079-82-9(Hazardous Substances Data)

Upstream product

• 333-20-0 potassium thioacyanate 
• 3619-22-5 p-toluic hydrazide 
• 874-60-2 4-methyl-benzoyl chloride 
• 79-19-6 thiosemicarbazide 
• 99-75-2 4-methyl-benzoic acid methyl ester 
• 99-94-5 p-Toluic acid 
• 2290-65-5 trimethylsilyl isothiocyanate 
• 1147550-11-5 ammonium thiocyanate 
• 5351-23-5 4-hydroxybenzoic acid hydrazide 
• 104-87-0 4-methyl-benzaldehyde 

Downstream Products

• 47298-23-7 4-methyl-benzoic acid N'-(4-amino-5-phenyl-thiazol-2-yl)-hydrazide 
• 64310-34-5 3-(p-methylphenyl)-5-mercapto-4H-1,2,4-triazole 
• 26907-54-0 2-amino-5-(4-methylphenyl)-1,3,4-thiadiazole 
• 87220-04-0 4-Methyl-benzoic acid N'-(4-biphenyl-4-yl-thiazol-2-yl)-hydrazide; hydrobromide 
• 87220-08-4 2-p-Methylbenzoylhydrazino-Δ²-thiazoline hydrobromide 
• 132895-45-5 2-(p-methylbenzoylhydrazino)-4-thiazolidinone 
• 87220-05-1 4-Methyl-benzoic acid N'-(4-phenyl-thiazol-2-yl)-hydrazide; hydrobromide 
• 87245-80-5 4-Methyl-benzoic acid N'-(4-p-tolyl-thiazol-2-yl)-hydrazide; hydrobromide 
• 87220-03-9 4-p-Chlorophenyl-2-p-methylbenzoyl hydrazinothiazole hydrobromide 
• 82451-00-1 2-p-Tolylhydrazino-4-p-bromophenylthiazole hydrobromide 
• 76700-04-4 4-Methyl-benzoic acid N'-(4,5,6,7-tetrahydro-benzothiazol-2-yl)-hydrazide 
• 1303531-61-4 C₁₉H₂₈N₄OS 
• 1303531-62-5 C₁₉H₂₈N₄OS 
• 1303531-63-6 C₁₅H₁₈N₄O₂S 

Relevant articles and documents

Trimethylsilyl isothiocyanate (TMSNCS): An efficient reagent for the one-pot synthesis of mercapto-1,2,4-triazoles

A mild, convenient, and efficient one-pot synthesis of mercapto-1,2,4- triazoles is described. Various hydrazides efficiently reacted with trimethylsilyl isothiocyanate (TMSNCS) under basic condition to give mercapto-1,2,4-triazoles in high yields.

Development of phenyltriazole thiol-based derivatives as highly potent inhibitors of DCN1-UBC12 interaction

Defective in cullin neddylation 1(DCN1) is a co-E3 ligase that is important for cullin neddylation. Dysregulation of DCN1 highly correlates with the development of various cancers. Herein, from the initial high-throughput screening, a novel hit compound 5a containing a phenyltriazole thiol core (IC50 value of 0.95 μM for DCN1-UBC12 interaction) was discovered. Further structure-based optimization leads to the development of SK-464 (IC50 value of 26 nM). We found that SK-464 not only directly bound to DCN1 in vitro, but also engaged cellular DCN1, suppressed the neddylation of cullin3, and hindered the migration and invasion of two DCN1-overexpressed squamous carcinoma cell lines (KYSE70 and H2170). These findings indicate that SK-464 may be a novel lead compound targeting DCN1-UBC12 interaction.

Design and development of 1,3,5-triazine-thiadiazole hybrids as potent adenosine A2A receptor (A2AR) antagonist for benefit in Parkinson's disease

Various studies showed adenosine A2A receptors (A2ARs) antagonists have profound therapeutic efficacy in Parkinsons Disease (PD) by improving dopamine transmission, thus being active in reversing motor deficits and extrapyramidal symptoms related to the disease. Therefore, in the presents study, we have showed the development of novel 1,3,5-triazine-thiadiazole derivative as potent A2ARs antagonist. In the radioligand binding assay, these molecules showed excellent binding affinity with A2AR compared to A1R, with significant selectivity. Results suggest, compound 7e as most potent antagonist of A2AR among the tested series. In docking analysis with A2AR protein model, compound 7e found to be deeply buried into the cavity of receptor lined via making numerous interatomic contacts with His264, Tyr271, His278, Glu169, Ala63, Val84, Ile274, Met270, Phe169. Collectively, our study demonstrated 1,3,5-triazine-thiadiazole hybrid as a highly effective scaffold for the design of new A2A antagonists.

Efficient synthesis of novel conjugated 1,3,4-oxadiazole-peptides

We were interested in the design and synthesis of novel bioisosteric analogues of leuprolide acetate containing the oxadiazole moiety at the C- or N-terminal of the peptide. An efficient approach for the synthesis of 2-amino-1,3,4-oxadiazoles through the reaction of hydrazide with ammonium thiocyanate and desulfurization reaction of the thiosemicarbazides using different coupling reagents was employed. These compounds are bioisosteres of the amide bond. Furthermore, the coupling of 2-amino-1,3,4-oxadiazoles at the C-terminal of leuprolide analogues was carried out, using a coupling reagent in the solution phase. On the other hand, the addition of a 2-amino-1,3,4-oxadiazole to the N-terminal of the peptide sequence was carried out through the reaction of the 2-amino-1,3,4-oxadiazole with succinic anhydride that led to the formation of a carboxylic acid moiety. Addition of the synthesized oxadiazole containing carboxylic acid to the peptide sequence was performed using a coupling reagent and on the surface of the resin. The synthesized peptides containing the oxadiazole moiety at the C- or N-terminal of the peptide sequence are peptidomimetics of leuprolide acetate. All of the synthesized peptides were purified using preparative HPLC and their structures were confirmed using HR-MS (ESI).