21198-23-2

Basic information

• Product Name: 4-(BETA-PHENETHYL)-3-THIOSEMICARBAZIDE
• Synonyms: 4-(alpha-Phenethyl)-3-thiosemicarbazide;4-(BETA-PHENETHYL)-3-THIOSEMICARBAZIDE;4-(B-PHENETHYL)-3-THIOSEMICARBAZIDE;4-(-Phenethyl)-3-thiosemicarbazide;N-(2-phenylethyl)hydrazinecarbothioamide;N-(1-Phenylethyl)hydrazinecarbothioamide
• CAS NO: 21198-23-2
• Molecular Formula: C₉H₁₃N₃S
• Molecular Weight: 195.28
• Mol File: 21198-23-2.mol
• Article Data: 17

Chemical Properties

• Melting Point: 112 °C
• Boiling Point: 336°Cat760mmHg
• Flash Point: 157°C
• Appearance: /
• Density: 1.183g/cm³
• Vapor Pressure: 0.000116mmHg at 25°C
• Refractive Index: 1.626
• PKA: 10.66±0.70(Predicted)
• CAS DataBase Reference: 4-(BETA-PHENETHYL)-3-THIOSEMICARBAZIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(BETA-PHENETHYL)-3-THIOSEMICARBAZIDE(21198-23-2)
• EPA Substance Registry System: 4-(BETA-PHENETHYL)-3-THIOSEMICARBAZIDE(21198-23-2)

Safety Data

• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39
• HazardClass: IRRITANT
• Hazardous Substances Data: 21198-23-2(Hazardous Substances Data)

Usage

General Description

4-(beta-phenethyl)-3-thiosemicarbazide is a chemical compound with the molecular formula C10H14N4S. It is a thiosemicarbazide derivative that has a phenethyl group attached to the nitrogen atom. 4-(BETA-PHENETHYL)-3-THIOSEMICARBAZIDE has the potential to act as a pharmaceutical drug candidate due to its reported biological activities, including antiviral, antibacterial, antifungal, and antitumor properties. Additionally, it has been studied for its potential use as a chelating agent for metal ions and as a corrosion inhibitor. Further research is needed to fully understand its potential applications and mechanisms of action.

InChI:InChI=1/C9H13N3S/c10-12-9(13)11-7-6-8-4-2-1-3-5-8/h1-5H,6-7,10H2,(H2,11,12,13)

Upstream product

• 75-15-0 carbon disulfide 
• 64-04-0 phenethylamine 
• 1950-24-9 N-(2-phenylethyl)dithiocarbamate potassium salt 
• 2257-09-2 Phenethyl isothiocyanate 

Downstream Products

• 101424-82-2 [1,4]benzoquinone-carbamimidoylhydrazone-(4-phenethyl thiosemicarbazone) 
• 23283-01-4 4-methoxybenzaldehyde N-(2-phenylethyl)thiosemicarbazone 
• 1093074-74-8 (C₆H₅CH₂CH₂NHCSNHNH₂)SnCl₂(CH₂C₆H₅)2 
• 385401-79-6 p-methylacetophenone 2-phenylethyl N-thiohydrazone 

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.

Thiosemicarbazone-based lead optimization to discover high-efficiency and low-toxicity anti-gastric cancer agents

In this paper, a series of thiosemicarbazone derivatives containing different aromatic heterocyclic groups were synthesized and the tridentate donor system of the lead compound was optimized. Most of the target compounds showed improved antiproliferative activity against MGC803 cells. SAR studies revealed that compound 5d displayed significant advantages in inhibition effect with an IC50 value of 0.031 μM, and better selectivity between cancer and normal cells than 3-AP and DpC (about 15- and 5-fold improved respectively). Besides, compound 5d showed selective antiproliferative activity in not only other cancer cells but also different gastric cancer cell lines. In-depth mechanism studies showed that compound 5d could induce mitochondria-related apoptosis which might be related to the elevation of intracellular ROS level, and cause cell cycle arrest at S phase. Moreover, 5d could evidently suppress the cell migration and invasion by blocking the EMT (epithelial–mesenchymal transition) process. Consequently, our studies provided a lead optimization strategy of thiosemicarbazone derivatives which would contribute to discover high-efficiency and low-toxicity agents for the treatment of gastric cancer.

INDOLE-OXADIAZOLE COMPOUNDS AND THEIR THERAPEUTIC USE

The present application pertains to methods of using indole-oxadiazole compounds of Formula I to modulate cannabinoid receptor activity: I In particular diseases, disorders or conditions that benefit from modulating cannabinoid receptor activity, such as non-alcoholic steatohepatitis (NASH), non-alcoholic fatty liver disease (NAFLD), schizophrenia, bipolar disorder, psychosis, metabolic syndrome, type-2 diabetes, dyslipidaemia, obesity, eating disorders, cardiovascular diseases and disorders, and other conditions as described herein, may be treated. Also included in the present application are certain novel compounds of Formula Ia and pharmaceutical compositions comprising these compounds.