42135-75-1

Basic information

• Product Name: 4-(2-CHLOROPHENYL)-3-THIOSEMICARBAZIDE
• Synonyms: TIMTEC-BB SBB007548;2-CHLOROPHENYLTHIOSEMICARBAZIDE;4-(2-CHLOROPHENYL)-3-THIOSEMICARBAZIDE;4-(o-Chlorophenyl)thiosemicarbazide
• CAS NO: 42135-75-1
• Molecular Formula: C₇H₈ClN₃S
• Molecular Weight: 201.68
• Mol File: 42135-75-1.mol
• Article Data: 9

Chemical Properties

• Melting Point: 136-138°C
• Boiling Point: 312.9 °C at 760 mmHg
• Flash Point: 143 °C
• Appearance: /
• Density: 1.458 g/cm³
• Vapor Pressure: 0.000515mmHg at 25°C
• Refractive Index: 1.729
• BRN: 2805748
• CAS DataBase Reference: 4-(2-CHLOROPHENYL)-3-THIOSEMICARBAZIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(2-CHLOROPHENYL)-3-THIOSEMICARBAZIDE(42135-75-1)
• EPA Substance Registry System: 4-(2-CHLOROPHENYL)-3-THIOSEMICARBAZIDE(42135-75-1)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• RIDADR: 2811
• HazardClass: 6.1
• PackingGroup: II
• Hazardous Substances Data: 42135-75-1(Hazardous Substances Data)

Usage

General Description

4-(2-chlorophenyl)-3-thiosemicarbazide is a chemical compound with the molecular formula C7H8ClN3S. It is a thiosemicarbazide derivative with a chlorophenyl substituent and is commonly used in organic synthesis and pharmaceutical research. 4-(2-CHLOROPHENYL)-3-THIOSEMICARBAZIDE has been studied for its potential antifungal and antimicrobial properties, as well as its ability to inhibit the growth of cancer cells. 4-(2-chlorophenyl)-3-thiosemicarbazide is also utilized in the development of various organic compounds and coordination complexes due to its thiosemicarbazide functional group, making it a valuable building block in the field of chemical synthesis and drug discovery.

InChI:InChI=1/C7H8ClN3S/c8-5-3-1-2-4-6(5)10-7(12)11-9/h1-4H,9H2,(H2,10,11,12)

Upstream product

• 1122513-16-9 C₉H₇ClNO₂S₂^(1-)*Na⁽¹⁺⁾ 
• 75-15-0 carbon disulfide 
• 95-51-2 o-chloroaniline 
• 66065-30-3 ammonium salt of N-o-chlorophenylamino dithiocarbamic acid 
• 2740-81-0 2-chlorophenylisothiocyanate 

Downstream Products

• 70974-27-5 (2-chloro-phenyl)-[1,2,3,4]thiatriazol-5-yl-amine 
• 52747-59-8 4-(2-chlorophenyl)-5-methyl-2,4-dihydro-3H-1,2,4-triazole-3-thione 
• 1097214-18-0 4-(2-chlorophenyl)-1-[(4-hydroxyphenyl)methylidene]-3-thiosemicarbazide 

Relevant articles and documents

Thiosemicarbazone Scaffold as a Multidentate Ligand for Transition-Metal Ions: Synthesis, Characterization, In Vitro Antimicrobial, Anthelmintic, DNA Cleavage, and Cytotoxic Studies

New series of Schiff bases derived from o-substituted thiosemicarbazides and 8-formyl-7-hydroxy-4-methylcoumarin have been synthesized and their coordination tendency toward Co(II), Ni(II), and Cu(II) metal ions is studied. Analytical, spectral (IR, UV-Vis, ESR, and FAB-mass), magnetic, and thermal studies suggests octahedral geometry of the type ML2for all the Co(II), Ni(II), and Cu(II) complexes. The complexes are soluble in DMF/DMSO and are non-electrolytes. The Schiff bases and their metal complexes have been screened for antibacterial (Escherichia coli, Staphylococcus aureus, Salmonella typhi, and Pseudomonas aeruginosa) and antifungal activities (Aspergillus flavus, Aspergillus niger, and Cladosporium) by minimum inhibitory concentration method. DNA cleavage is studied by agarose gel electrophoresis method. Metal (II) complexes show good anthelmintic activity when compared to Schiff bases.

Novel thiosemicarbazone derivatives: In vitro and in silico evaluation as potential mao-b inhibitors

MAO-B inhibitors are frequently used in the treatment of neurodegenerative diseases such as Parkinson’s and Alzheimer’s. Due to the limited number of compounds available in this field, there is a need to develop new compounds. In the recent works, it was shown that various thiosemicarbazone derivatives show hMAO inhibitory activity in the range of micromolar concen-tration. It is thought that benzofuran and benzothiophene structures may mimic structures such as indane and indanone, which are frequently found in the structures of such inhibitors. Based on this view, new benzofuran/benzothiophene and thiosemicarbazone hybrid compounds were synthesized, characterized and screened for their hMAO-A and hMAO-B inhibitory activity by an in vitro fluorometric method. The compounds including methoxyethyl substituent (2b and 2h) were found to be the most effective agents in the series against MAO-B enzyme with the IC50 value of 0.042 ± 0.002 μM and 0.056 ± 0.002 μM, respectively. The mechanism of hMAO-B inhibition of compounds 2b and 2h was investigated by Lineweaver–Burk graphics. Compounds 2b and 2h were reversible and non-competitive inhibitors with similar inhibition features as the substrates. The Ki values of compounds 2b and 2h were calculated as 0.035 μM and 0.046 μM, respectively, with the help of secondary plots. The docking study of compound 2b and 2h revealed that there is a strong interaction between the active sites of hMAO-B and analyzed compound.

Synthesis and spectroscopic studies of Ru(II) complexes of steroidal thiosemicarbazones by multi step reaction: As anti-bacterial agents

Ru(II) steroidal metal complexes were synthesized by the reaction of dichlorodicarbonyl ruthenium(II) [Ru(CO)2Cl2]n with Steroidal thiosemicarbazones. Coordination via the thionic sulfur and the azomethine nitrogen atom of