73305-12-1

Basic information

• Product Name: 4-(2-NITROPHENYL)-3-THIOSEMICARBAZIDE
• Synonyms: 4-(2-NITROPHENYL)-3-THIOSEMICARBAZIDE;N-(2-nitrophenyl)hydrazinecarbothioamide
• CAS NO: 73305-12-1
• Molecular Formula: C₇H₈N₄O₂S
• Molecular Weight: 212.23
• Mol File: 73305-12-1.mol
• Article Data: 1

Chemical Properties

• Melting Point: 164-165°C (dec.)
• Boiling Point: 368.1 °C at 760 mmHg
• Flash Point: 176.4 °C
• Appearance: /
• Density: 1.535 g/cm³
• Vapor Pressure: 1.31E-05mmHg at 25°C
• Refractive Index: 1.759
• PKA: 9.98±0.70(Predicted)
• CAS DataBase Reference: 4-(2-NITROPHENYL)-3-THIOSEMICARBAZIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(2-NITROPHENYL)-3-THIOSEMICARBAZIDE(73305-12-1)
• EPA Substance Registry System: 4-(2-NITROPHENYL)-3-THIOSEMICARBAZIDE(73305-12-1)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 73305-12-1(Hazardous Substances Data)

Usage

General Description

4-(2-nitrophenyl)-3-thiosemicarbazide is a chemical compound with the molecular formula C7H7N5O2S. It is a yellow to orange crystalline substance that is commonly used as an intermediate in the synthesis of various organic compounds. It is known for its nitro and thiosemicarbazide functional groups, which give it unique chemical properties. 4-(2-NITROPHENYL)-3-THIOSEMICARBAZIDE has been studied for its potential applications in the pharmaceutical and agricultural industries, as well as in analytical chemistry. It is important to handle this compound with care, as it may be hazardous if not properly handled and disposed of.

InChI:InChI=1/C7H8N4O2S/c8-10-7(14)9-5-3-1-2-4-6(5)11(12)13/h1-4H,8H2,(H2,9,10,14)

Upstream product

• 88-74-4 2-nitro-aniline 
• 2719-30-4 o-nitrophenylisothiocyanate 

Downstream Products

• 68161-63-7 5-(2-nitro-anilino)-3H-[1,3,4]thiadiazole-2-thione 
• 14213-04-8 (2-nitro-phenyl)-[1,2,3,4]thiatriazol-5-yl-amine 
• 23585-98-0 N-(2-nitrophenyl)-5-phenyl-1,3,4-oxadiazol-2-amine 
• 73311-07-6 (5-ethylsulfanyl-[1,3,4]thiadiazol-2-yl)-(2-nitro-phenyl)-amine 
• 14210-40-3 1-(2-nitro-phenyl)-1H-tetrazole-5-thiol 

Relevant articles and documents

Thio- and selenosemicarbazones as antiprotozoal agents against Trypanosoma cruzi and Trichomonas vaginalis

Herein, we report the preparation of a panel of Schiff bases analogues as antiprotozoal agents by modification of the stereoelectronic effects of the substituents on N-1 and N-4 and the nature of the chalcogen atom (S, Se). These compounds were evaluated towards Trypanosoma cruzi and Trichomonas vaginalis. Thiosemicarbazide 31 showed the best trypanocidal profile (epimastigotes), similar to benznidazole (BZ): IC50 (31)=28.72 μM (CL-B5 strain) and 33.65 μM (Y strain), IC50 (BZ)=25.31 μM (CL-B5) and 22.73 μM (Y); it lacked toxicity over mammalian cells (CC50 > 256 μM). Thiosemicarbazones 49, 51 and 63 showed remarkable trichomonacidal effects (IC50?=16.39, 14.84 and 14.89 μM) and no unspecific cytotoxicity towards Vero cells (CC50 ≥ 275 μM). Selenoisosters 74 and 75 presented a slightly enhanced activity (IC50=11.10 and 11.02 μM, respectively). Hydrogenosome membrane potential and structural changes were analysed to get more insight into the trichomonacidal mechanism.