2646-31-3

Basic information

• Product Name: 4-(4-BROMOPHENYL)-3-THIOSEMICARBAZIDE
• Synonyms: 4-(4-BROMOPHENYL)-3-THIOSEMICARBAZIDE;4-(4-bromophenyl)thiosemicarbazide;4-(p-Bromophenyl)thiosemicarbazide
• CAS NO: 2646-31-3
• Molecular Formula: C₇H₈BrN₃S
• Molecular Weight: 246.13
• Mol File: 2646-31-3.mol
• Article Data: 20

Chemical Properties

• Melting Point: 181-182°C (dec.)
• Boiling Point: 335.9 °C at 760 mmHg
• Flash Point: 156.9 °C
• Appearance: /
• Density: 1.726 g/cm³
• Vapor Pressure: 0.000116mmHg at 25°C
• Refractive Index: 1.748
• PKA: 10.18±0.70(Predicted)
• CAS DataBase Reference: 4-(4-BROMOPHENYL)-3-THIOSEMICARBAZIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(4-BROMOPHENYL)-3-THIOSEMICARBAZIDE(2646-31-3)
• EPA Substance Registry System: 4-(4-BROMOPHENYL)-3-THIOSEMICARBAZIDE(2646-31-3)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 2646-31-3(Hazardous Substances Data)

Usage

General Description

4-(4-Bromophenyl)-3-thiosemicarbazide is a chemical compound with the molecular formula C7H8BrN3S. It is a thiosemicarbazide derivative that contains a bromophenyl group and a thiosemicarbazide moiety. 4-(4-BROMOPHENYL)-3-THIOSEMICARBAZIDE has been studied for its potential biological activities, including its antibacterial and antifungal properties. It has also been investigated for its potential use in pharmaceutical research and as a building block for the synthesis of other organic compounds. The chemical properties and reactivity of 4-(4-Bromophenyl)-3-thiosemicarbazide make it a subject of interest for further research and potential applications in various fields.

InChI:InChI=1/C7H8BrN3S/c8-5-1-3-6(4-2-5)10-7(12)11-9/h1-4H,9H2,(H2,10,11,12)

Upstream product

• 15964-00-8 (4-bromo-phenyl)-dithiocarbamic acid 
• 3926-62-3 sodium monochloroacetic acid 
• 106-40-1 4-bromo-aniline 
• 1313419-74-7 C₉H₇BrNO₂S₂^(1-)*Na⁽¹⁺⁾ 
• 75-15-0 carbon disulfide 
• 302-01-2 hydrazine 
• 1985-12-2 4-Bromophenyl isothiocyanate 

Downstream Products

• 112298-89-2 1-(4-bromophenyl)-2-thiobiurea 
• 82236-72-4 C₁₆H₁₃BrN₄OS 
• 87200-43-9 N-(4-bromophenyl)-N'-<2-methyl-4(3H)-quinazolinon-3-yl> thiourea 
• 79560-72-8 C₁₅H₁₁BrN₄OS 
• 142993-35-9 C₂₂H₁₆BrN₅OS 
• 820246-85-3 C₂₃H₁₈BrN₅OS 
• 23585-97-9 (4-bromo-phenyl)-(5-phenyl-[1,3,4]oxadiazol-2-yl)-amine 
• 1253196-76-7 indole-3-carboxaldehyde 4-(p-bromophenyl)-3-thiosemicarbazone 
• 1258236-46-2 C₃₂H₄₆BrN₃O₂S 
• 65693-49-4 {N'-[(4-bromo-phenyl)-thiocarbamoyl]-hydrazinothiocarbonyl}-carbamic acid ethyl ester 
• 98434-40-3 (4-bromo-phenyl)-[1,3,4]thiadiazol-2-yl-amine 

Relevant articles and documents

Synthesis, characterization, and X-ray crystal structures of copper(II) and nickel(II) complexes with two bis(thiosemicarbazone) ligands and investigation of their electrochemical behavior

Two new bis(thiosemicarbazone) ligands having a halogen substituent on the non-coordinating phenyl rings, namely 2-[1-(2-{3-[2-({2-[(4-bromoanilino)carbothioyl]hydrazono} methyl)phenoxy]propoxy}phenyl)methylidene]-N1-(4-bromophenyl)-1-hydrazinecarbothiami

Synthesis, molecular modeling and antiviral activity of novel 5-fluoro-1H-indole-2,3-dione 3-thiosemicarbazones

In this work, novel 5-fluoro-1-methyl/ethyl-1H-indole-2,3-dione 3-[4-(substituted phenyl)-thiosemicarbazones] 6a-n and 7a-n were synthesized. The antiviral effects of the compounds were tested against HSV-1 (KOS), HSV-2 (G) HSV-1 TK- KOS ACVr and VV in HEL cell cultures using acyclovir and ganciclovir as standards, and Coxsackie B4 virus in Vero cell cultures using ribavirin and mycophenolic acid as standards. R2 ethyl substituted 7 derivatives were found effective against viruses tested. R1 4-CF3 substituted 7d, R1 4-OCH3 substituted 7 g and R1 3-Cl substituted 7 l showed activity against HSV-1 (KOS), HSV-2 (G) HSV-1 TK- KOS ACVr and VV. Whereas only R1 4-Br substituted 7n has selective activity against coxsackie B4 virus. Molecular modeling studies of 7d and 7l were performed to determine binding side on HSV-1 glycoprotein B and D, HSV-2 glycoprotein B structures.

Synthesis of thiophene-thiosemicarbazone derivatives and evaluation of their in vitro and in vivo antitumor activities

A series of thiophene-2-thiosemicarbazones derivatives (5-14) was synthesized, characterized and evaluated for their antitumor activity. They were tested in vitro against human tumor cell lines through the colorimetric method. The results revealed that compounds 7 and 9 were the most effective in inhibiting 50% of the cell growth after 48 h of treatment. As compound 7 showed a potent antiproliferative profile, it has been chosen for further studies in 786-0 cell line by flow cytometry. Treatments with compound 7 (50 μM) induced early phosphatidylserine exposure after 18 h of exposure and this process progressed phosphatidylserine exposure with loss of cell membrane integrity after 24 h of treatment, suggesting a time-dependent cell death process. Regarding the cell cycle profile, no changes were observed after treatment with compound 7 (25 μM), suggesting a mechanism of cell death independent on the cell cycle. The in vivo studies show that compound 7 possess low acute toxicity, being the doses of 30-300 mgKg-1 chosen for studies in Ehrlich solid tumor model in mice. All doses were able to inhibit tumor development being the lowest one the most effective. Our findings highlight thiophene-2-thiosemicarbazones as a promising class of compounds for further studies concerning new anticancer therapies.