59334-11-1

Basic information

• Product Name: 5-AMINO-3-(METHYLTHIO)-1-PHENYL-1H-PYRAZOLE-4-CARBONITRILE
• Synonyms: 5-AMINO-3-(METHYLTHIO)-1-PHENYL-1H-PYRAZOLE-4-CARBONITRILE;5-AMINO-4-CYANO-3-(METHYLTHIO)-1-PHENYLPYRAZOLE;1-Phenyl-3-(methylthio)-5-amino-1H-pyrazole-4-carbonitrile
• CAS NO: 59334-11-1
• Molecular Formula: C₁₁H₁₀N₄S
• Molecular Weight: 230.29
• Mol File: 59334-11-1.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 454.1 °C at 760 mmHg
• Flash Point: 228.4 °C
• Appearance: /
• Density: 1.31 g/cm³
• Vapor Pressure: 1.96E-08mmHg at 25°C
• Refractive Index: 1.684
• CAS DataBase Reference: 5-AMINO-3-(METHYLTHIO)-1-PHENYL-1H-PYRAZOLE-4-CARBONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-AMINO-3-(METHYLTHIO)-1-PHENYL-1H-PYRAZOLE-4-CARBONITRILE(59334-11-1)
• EPA Substance Registry System: 5-AMINO-3-(METHYLTHIO)-1-PHENYL-1H-PYRAZOLE-4-CARBONITRILE(59334-11-1)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Hazardous Substances Data: 59334-11-1(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of Heterocyclic Chemistry, 27, p. 775, 1990 DOI: 10.1002/jhet.5570270355

InChI:InChI=1/C11H10N4S/c1-16-11-9(7-12)10(13)15(14-11)8-5-3-2-4-6-8/h2-6H,13H2,1H3

Upstream product

• 5147-80-8 [Bis(methylthio)methylene]malononitrile 
• 100-63-0 phenylhydrazine 

Downstream Products

• 357208-80-1 5-amino-4-cyano-3-methylsulfonyl-1-phenyl-1H-pyrazole 
• 91974-70-8 3-methylsulphanyl-1-phenyl-1H-pyrazolo[3,4-d]pyrimidin-4(5H)-one 

Relevant articles and documents

Synthesis of some new amide-linked bipyrazoles and their evaluation as anti-inflammatory and analgesic agents

Four series of new bipyrazoles comprising the N-phenylpyrazole scaffold linked to polysubstituted pyrazoles or to antipyrine moiety through different amide linkages were synthesized. The synthesized compounds were evaluated for their anti-inflammatory and

Facile synthesis of pyrazolo[3,4-d]pyrimidines and pyrimido[4,5-d] pyrimidin-4-one derivatives

Pyrazolopyrimidine and pyrimidopyrimidine derivatives have shown a wide range of biological activities such as acting as A1 adenosine receptors, kinase insert domain receptor (KDR), Rous sarcoma oncogene (Src), epidermal growth factor receptor (EGFR), antiproliferative, dihydrofolate reductase (DHFR), antimicrobial, antifungal, and lipid peroxidation. Because of this wide range of activities, we have synthesized pyrazolo[3,4-d]pyrimidines and pyrimido[4,5-d]pyrimidin-4-one derivatives. Copyright Taylor & Francis Group, LLC.

Synthesis and chemiluminescence of 1,3-disubstituted pyrazolo[4',3':5,6]pyrido[2,3-d]pyridazine-5,8(6H,7H)-diones and related compounds

Reactions of 1,3-disubstituted 5-aminopyrazole 5-aminopyrazole-4-carbonitrile derivatives (3a-o) with dimethyl acetylenedicarboxylate in the presence of potassium carbonate in dimethyl sulfoxide gave the corresponding dimethyl 1,3-disubstituted pyrazolo[3,4-b]pyridine-5,6-dicarboxylates (4a-o) which were allowed to react with excess hydrazine hydrate in ethanol under reflux followed by heating at 250-300°C to give 1,3-disubstituted 4-amino-1H-pyrazolo[4',3':5,6]pyrido[2,3-d]pyridazine-5,8(6H,7H)-dione s (7a-s) in good yields. These tricyclic pyridazine derivatives were evaluated for chemiluminescence. Some were found to be more efficient than luminol in light production. 4-Amino-3-methylsulfonyl-1-phenyl-1H-pyrazolo[4',3':5,6]pyrido[2,3-d]p yridazine-5,8(6H,7H)-dione (7r) showed the greatest chemiluminescence intensity derivatives in the presence of H2O2, peroxidase, in a solution of phosphate buffer pH 8.0.