777-16-2

Basic information

• Product Name: 2-[1-(4-fluorophenyl)ethylidene]hydrazinecarbothioamide
• CAS NO: 777-16-2
• Molecular Formula: C₉H₁₀FN₃S
• Molecular Weight: 211.2592
• Mol File: 777-16-2.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 318.3°C at 760 mmHg
• Flash Point: 146.3°C
• Density: 1.27g/cm³
• Vapor Pressure: 0.000364mmHg at 25°C
• Refractive Index: 1.596
• CAS DataBase Reference: 2-[1-(4-fluorophenyl)ethylidene]hydrazinecarbothioamide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[1-(4-fluorophenyl)ethylidene]hydrazinecarbothioamide(777-16-2)
• EPA Substance Registry System: 2-[1-(4-fluorophenyl)ethylidene]hydrazinecarbothioamide(777-16-2)

Safety Data

• Hazardous Substances Data: 777-16-2(Hazardous Substances Data)

Usage

General Description

2-[1-(4-fluorophenyl)ethylidene]hydrazinecarbothioamide is a chemical compound with the molecular formula C10H11FN4S. It is a hydrazine derivative containing a carbothioamide group and a 4-fluorophenyl substituent. 2-[1-(4-fluorophenyl)ethylidene]hydrazinecarbothioamide is used in chemical research as a potential drug candidate for various therapeutic applications due to its hydrazine and carbothioamide functional groups, which are known to exhibit biological activity. Additionally, it has the potential to be utilized in the development of new pharmaceuticals for the treatment of various diseases. Furthermore, the fluorine atom in its structure can provide unique and advantageous properties for the compound's biological activity and pharmacokinetics.

Upstream product

• 403-42-9 1-(4-fluorophenyl)ethanone 
• 79-19-6 thiosemicarbazide 

Downstream Products

• 841245-28-1 triphenylantimony(V) dichloride 4-fluoroacetophenone thiosemicarbazone 

Relevant articles and documents

Synthesis and Antiproliferative Activity of Novel Hydrazono Thiazolidene and Thiazole Derivatives Bearing Rhodanine Moiety

Abstract: Some new fluoro-heterocyclic compounds containing thiazole and pyridine moities have been synthesized and studied for their antiproliferative activity. Thiazole derivatives have been synthesized by the reaction of alpha-halo carbonyl compounds with thiosemicarbazones. Some pyridine derivatives have been synthesized by the reaction of chalcone with cyanothioacetamide and/or malononitrile. Spectroscopic methods have been used for elucidating molecular structures of the products. Cytotoxic activity of several derivatives has been tested against human breast cancer (MCF-7), human colon cancer (HCT-116) and human liver cancer (Hep-G2) by the SRB method. Most of compounds exhibit mild effect on the tested cell lines. One of thiazolidin-4-one derivatives has been characterized by moderate to strong effect on MCF-7 cell line.

Design, synthesis and molecular docking studies of some thiazole clubbed heterocyclic compounds as possible anti-infective agents

The present work describes synthesis of a series of 5-((1-(4-(4-chlorophenyl)thiazol-2-yl)-3- aryl-1H-pyrazol-4-yl)methylene)-2-(arylimino)thiazolidin-4-one derivatives and their molecular docking and biological evaluation as possible antimalarial, anthelmintic and antimicrobial agents. The synthesis of compounds has been accomplished by adopting suitable synthetic methods. Structures of newly synthesized compounds were characterized and authenticated by spectral methods such as IR, 1H-NMR and mass spectra. Synthesized compounds were screened for their in vitro antimicrobial activity against selected bacterial strains and fungal strains viz. B. subtilis, S. aureus, E. coli, P. fluorescens, C. albicans, C. glabrata and antimalarial studies against P. falciparum. Titled compounds were also tested against Pheretima posthuma (earthworm) for their anthelmintic activity. Molecular docking was done to study the binding modes of the potent compounds against Escherichia coli (PDB ID: 1AB4) and Candida P450DM (PDB ID: 1EA1) enzymes. The results revealed that all the compounds exhibited moderate to significant antimicrobial activities. Antimalarial activity screening revealed that one compound 8i showed significant antimalarial activity with of IC50; 0.59 μg/mL as compared to standard drugs chloroquine (IC50= 0.020 μg/mL) and quinine (IC50; 0.268 μg/mL). The most active compound exhibited the mean paralysis time of 19.2 ± 0.9 min and mean death time of 31.7 ± 2.5 min. It can be concluded that some of the synthesized compounds have remarkable antiinfective, antimalarial and anthelmintic activity and are suitable candidates for further scientific exploration.

In vitro and in silico antimalarial activity of 2-(2-hydrazinyl)thiazole derivatives

A series of 2-(2-hydrazinyl)thiazole derivatives with a wide range of substitutions at 2-, 4- and 5-positions were synthesized, characterized and evaluated their inhibitory potentials against plasmodium falciparum, NF54, by in vitro blood stage assay. The compounds, ethyl-4-methyl-2-[(E)-2-[1-(pyridin-2- yl)ethylidene]hydrazin-1-yl]-1,3-thiazole-5-carboxylate, 4d, and 1-{4-methyl-2-[(E)-2-[1-(pyridin-2-yl)ethylidene]hydrazin-1-yl]-1, 3-thiazol-5-yl}ethan-1-one, 5d showed significant antimalarial activity with IC50 values of 0.725 μM and 0.648 μM respectively. To understand the mechanism, the binding interactions between 2-(2-hydrazinyl) thiazole derivatives and trans-2-enoyl acyl carrier protein reductase of P. falciparum were studied through docking studies. The half maximal inhibitory concentration (IC50) through docking studies for the compounds, 4d and 5d were found to be 22.88 μM and 631.84 μM respectively.