71058-35-0

Basic information

• Product Name: 4-(2,6-DIMETHYLPHENYL)-3-THIOSEMICARBAZIDE
• Synonyms: 2,6-DIMETHYLPHENYLTHIOSEMICARBAZIDE;4-(2,6-DIMETHYLPHENYL)-3-THIOSEMICARBAZIDE;4-(2,6-Dimethylphenyl)-3-____________
• CAS NO: 71058-35-0
• Molecular Formula: C₉H₁₃N₃S
• Molecular Weight: 195.28
• Mol File: 71058-35-0.mol
• Article Data: 11

Chemical Properties

• Melting Point: 225°C (dec.)
• Boiling Point: 304.4°C at 760 mmHg
• Flash Point: 137.9°C
• Appearance: /
• Density: 1.228g/cm³
• Vapor Pressure: 0.000878mmHg at 25°C
• Refractive Index: 1.678
• BRN: 6768435
• CAS DataBase Reference: 4-(2,6-DIMETHYLPHENYL)-3-THIOSEMICARBAZIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(2,6-DIMETHYLPHENYL)-3-THIOSEMICARBAZIDE(71058-35-0)
• EPA Substance Registry System: 4-(2,6-DIMETHYLPHENYL)-3-THIOSEMICARBAZIDE(71058-35-0)

Safety Data

• Statements: 25
• Safety Statements: 22-36/37-45
• RIDADR: 2811
• HazardClass: 6.1
• PackingGroup: II
• Hazardous Substances Data: 71058-35-0(Hazardous Substances Data)

Usage

General Description

4-(2,6-DIMETHYLPHENYL)-3-THIOSEMICARBAZIDE is a chemical compound with the molecular formula C10H14N4S. It is a thiosemicarbazide derivative, which is a class of compounds known for their wide range of biological activities, including antibacterial, antifungal, antiviral, and anticancer properties. The 2,6-dimethylphenyl moiety in the structure indicates that the compound contains a phenyl ring substituted with two methyl groups at the 2 and 6 positions. The thiosemicarbazide group, consisting of a sulfur atom attached to a carbon atom, is known for its ability to form coordination complexes with various metal ions. 4-(2,6-DIMETHYLPHENYL)-3-THIOSEMICARBAZIDE may have potential applications in medicinal chemistry and pharmacology due to its unique structural features and potential biological activities. Further research and studies are needed to explore its specific properties and potential uses.

InChI:InChI=1/C9H13N3S/c1-6-4-3-5-7(2)8(6)11-12-9(10)13/h3-5,11H,1-2H3,(H3,10,12,13)

Upstream product

• 1142816-86-1 C₉H₁₀NS₂^(1-)*K⁽¹⁺⁾ 
• 19241-16-8 2,6-dimethylphenylisothiocyanate 
• 87-62-7 2,6-dimethylaniline 
• 53627-50-2 (2,6-Dimethyl-phenyl)-dithiocarbamic acid 
• 75-15-0 carbon disulfide 

Downstream Products

• 717826-09-0 C₁₄H₁₄N₄O₃S 
• 474422-10-1 N¹-(4-bromobenzylidene)-N⁴-(2,6-dimethylphenyl)thiosemicarbazone 

Relevant articles and documents

Synthesis and Antiproliferative Activity of New Thiosemicarboxamide Derivatives

To discover new anticancer agents, two series of thiosemicarboxamide derivatives were synthesized and evaluated for their antiproliferative activity against human cancer cells in vitro. Most target compounds (especially 3f, 3g, and 3h) exhibit potent antiproliferative activity against HeLa cells. Importantly, compound 3h, bearing a 4-methylphenyl substituent at N position of thiourea moiety, has significant and broad-spectrum inhibitory activities against cancer cells (HepG2, HeLa, MDA-MB231, A875, and H460 cells) with low IC50 values (5.0 μM) and shows low toxicity to normal LO2 and MRC-5 cells. Further studies show that compound 3h exerts high inhibitory activity in cancer cells by inducing the G2/M-phase arrest of cancer cells. Collectively, this study presents compound 3h as a new entity for the development of cell cycle arrest inducers for the treatment of cancer.

Isatin based thiosemicarbazide derivatives as potential inhibitor of α-glucosidase, synthesis and their molecular docking study

A new series of isatin based thiosemicarbazide derivatives 1–15 were synthesized and characterized by 1H NMR, 13C NMR and HR-EIMS. The synthetic derivatives were evaluated for α-glucosidase inhibitory potential. All compounds showed

Synthesis of novel triazinoindole-based thiourea hybrid: A study on α-glucosidase inhibitors and their molecular docking

A new class of triazinoindole-bearing thiosemicarbazides (1-25) was synthesized and evaluated for α-glucosidase inhibitory potential. All synthesized analogs exhibited excellent inhibitory potential, with IC50 values ranging from 1.30 ± 0.01 to 35.80 ± 0.80 μM when compared to standard acarbose (an IC50 value of 38.60 ± 0.20 μM). Among the series, analogs 1 and 23 were found to be the most potent, with IC50 values of 1.30 ± 0.05 and 1.30 ± 0.01 μM, respectively. The structure- activity relationship (SAR) was mainly based upon bringing about different substituents on the phenyl rings. To confirm the binding interactions, a molecular docking study was performed.