40207-02-1

Basic information

• Product Name: 4-(2-METHOXYPHENYL)-3-THIOSEMICARBAZIDE
• Synonyms: N-(2-METHOXYPHENYL)HYDRAZINE-1-CARBOTHIOAMIDE;N-(2-METHOXYPHENYL)HYDRAZINECARBOTHIOAMIDE;2-METHOXYPHENYLTHIOSEMICARBAZIDE;AKOS BBS-00000563;4-(2-METHOXYPHENYL)-3-THIOSEMICARBAZIDE;4-(o-Anisyl)-3-thiosemicarbazide
• CAS NO: 40207-02-1
• Molecular Formula: C₈H₁₁N₃OS
• Molecular Weight: 197.26
• Mol File: 40207-02-1.mol

Chemical Properties

• Melting Point: 151 °C
• Boiling Point: 326.6 °C at 760 mmHg
• Flash Point: 151.3 °C
• Appearance: /
• Density: 1.311 g/cm³
• Vapor Pressure: 0.000214mmHg at 25°C
• Refractive Index: 1.682
• PKA: 10.36±0.70(Predicted)
• CAS DataBase Reference: 4-(2-METHOXYPHENYL)-3-THIOSEMICARBAZIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(2-METHOXYPHENYL)-3-THIOSEMICARBAZIDE(40207-02-1)
• EPA Substance Registry System: 4-(2-METHOXYPHENYL)-3-THIOSEMICARBAZIDE(40207-02-1)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 40207-02-1(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
4-(2-Methoxyphenyl)-3-thiosemicarbazide is used as an intermediate in the synthesis of various organic compounds due to its unique chemical properties and reactivity.
Used in Pharmaceutical Industry:
4-(2-Methoxyphenyl)-3-thiosemicarbazide is used as a building block in the development of new pharmaceutical compounds, potentially contributing to the creation of novel drugs with improved therapeutic properties.
Used in Material Science:
4-(2-Methoxyphenyl)-3-thiosemicarbazide is used as a component in the development of new materials with specific properties, such as improved stability or reactivity, for applications in various industries.

InChI:InChI=1/C8H11N3OS/c1-12-7-5-3-2-4-6(7)10-8(13)11-9/h2-5H,9H2,1H3,(H2,10,11,13)

Upstream product

• 3288-04-8 1-isothiocyanato-2-methoxybenzene 
• 75-15-0 carbon disulfide 
• 90-04-0 2-methoxy-phenylamine 
• 1516-37-6 1-(2-methoxyphenyl)thiourea 
• 5397-03-5 hydrazinecarbodithioic acid methyl ester 
• 3926-62-3 sodium monochloroacetic acid 

Downstream Products

• 107682-75-7 pyridine-4-carbaldehyde-[4-(2-methoxy-phenyl)-thiosemicarbazone] 
• 905481-43-8 hydrazine-N,N'-bis-carbothioic acid di-o-anisidide 
• 73418-25-4 (2-methoxy-phenyl)-[5-(2-methyl-quinolin-4-yl)-[1,3,4]thiadiazol-2-yl]-amine 
• 129545-26-2 C₁₉H₁₇N₃O₃S 
• 129545-33-1 C₁₉H₁₆BrN₃O₃S 
• 129545-37-5 C₂₃H₁₉N₃O₃S 
• 131340-43-7 C₂₂H₂₄N₆O₂S 
• 436089-09-7 4-(2-methoxy-phenyl)-5-methyl-4H-[1,2,4]triazole-3-thiol 
• 731001-98-2 [4-(2-methoxy-phenyl)-5-methyl-4H-[1,2,4]triazol-3-ylsulfanyl]-acetic acid 
• 19993-93-2 4-(2-methoxy-phenyl)-5-phenyl-2,4-dihydro-[1,2,4]triazole-3-thione 
• 122813-85-8 5-Methyl-3-[(2-methoxyphenyl)amino]-1H-pyrazole-4-carboxylic acid, ethyl ester 
• 111172-83-9 trans-dichlorobis(4-(o-methoxyphenyl)thiosemicarbazide)ruthenium(II) 
• 7274-96-6 indole-3-carboxaldehyde 4-(o-methoxyphenyl)-3-thiosemicarbazone 
• 1220352-87-3 C₁₈H₁₆ClN₅O₂S₂ 

Relevant articles and documents

Design, synthesis, and biological evaluations of (E)-2-(1-[2-mercapto-4-methyl-1-phenyl-1H-imidazol-5-yl]ethylidene)hydrazinecarbothioamide derivatives as antimicrobial agents

In recent year, the development of new drugs as antibacterial agents is an important resolution to overcome drug-resistant pathogens. Imidazole derivatives were synthesized using the microwave irradiation method and were characterized using spectral analysis techniques such as proton nuclear magnetic resonance, mass, and Fourier transform infrared spectroscopy. All the analogous were assessed for their in vitro antimicrobial activity and in silico; minimum inhibition concentration values of some conjugates were evaluated against extended spectrum beta-lactamases, vancomycin-resistant enterococci, and Methicillin-resistant Staphylococcus aureus strains from clinical samples. All the analogous were used as ligands in molecular docking and adsorption, distribution, metabolism, and excretion against saDHPS. Furthermore, compounds were also examined for their in vitro antituberculosis and antimalarial activity.

Preparation and application of thiosemicarbazone compound

The invention discloses a thiosemicarbazone compound, and biological activity analysis is carried out on the thiosemicarbazone compound. The invention also discloses application of the thiosemicarbazone compound in preparation of antibacterial drugs. According to the invention, important intermediates 6a-6h are synthesized from hydrazine hydrate and react with adamantane benzaldehyde respectivelyto synthesize eight adamantane aromatic aldehyde thiosemicarbazone compounds, the structures of the compounds can be confirmed by infrared, nuclear magnetic hydrogen spectrum, carbon spectrum and massspectrum methods, and the antibacterial activity of the compounds is tested in vitro. The result shows that the compound has a good antibacterial effect on escherichia coli and bacillus subtilis.

Synthesis and antibacterial activity of novel Schiff bases of thiosemicarbazone derivatives with adamantane moiety

Increased bacterial resistance to antibiotics is a major threat to human health, and it is particularly important to develop novel antibiotic drugs. Here, we designed a series of Schiff base thiosemicarbazone derivatives containing an adamantane moiety, and carried out the structural characterization of the compounds and in vitro antibacterial activity tests. Compound 7e was as effective as the commonly used antibiotic ampicillin against the Gram-negative bacterium Escherichia coli, and compound 7g had a good inhibitory effect against Gram-positive Bacillus subtilis. These findings provide data for the development of better thiosemicarbazone antibacterial agents.

Synthesis, characterization, and antioxidant activity of some new N 4-arylsubstituted-5-methoxyisatin-β-thiosemicarbazone derivatives

Abstract: Firstly, thiosemicarbazides were prepared by the reaction of hydrazine monohydrate with isothiocyanates in cold dry ethanol at 0?°C for 1?h. After that, new isatin-β-thiosemicarbazones were synthesized by treatment of 5-methoxyisatin with thiose

Synthesis of novel quinoline-thiosemicarbazide hybrids and evaluation of their biological activities, molecular docking, molecular dynamics, pharmacophore model studies, and ADME-Tox properties

In the present study, a novel series of N-((substituted)carbamothioyl)-2,4-dimethylquinoline-3-carboxamide (7a-7s) was synthesized by microwave-assisted method. Structure of these derivatives was examined by spectroscopic techniques such as 1H NMR, 13C NMR, FT-IR, and ESI-MS. Further, the novel synthesized compounds were evaluated for their in-vitro biological activities against antibacterial, antifungal, antimalarial, and antituberculosis activity as well as for in-silico study. The antimalarial results demonstrated that compounds 7c and 7q (0.02 μg/mL) have notable potency against Plasmodium falciparum compared with chloroquine (0.02 μg/mL); compounds 7l (0.10 μg/mL), 7e, 7s (0.19 μg/mL), 7b, 7p (0.15 μg/mL), 7a, 7f, and 7f (0.25 μg/mL) also exhibited good activity against P. falciparum compared with quinine (0.26 μg/mL) as standard drug. Docking was performed on PFDHFR-TS, given the effect of compounds against the P. falciparum strain was excellent in comparison with standard drug. Molecular docking suggested that compounds 7b, 7i and 7c, 7e, and 7l closely bind with the active site of protein 3JSU and 4DP3, respectively, and compared with biological activity. We have also carried out molecular dynamics simulation on the best dock compound 7e complex with PDB: 3JSU to check the stability of docked complex and their molecular interaction. The calculated ADME-Tox descriptors for the synthesized compounds validated good pharmacokinetics properties, suggesting that these compounds could be used as hit for the development of the new active agents.

Preparation, structure elucidation, and antioxidant activity of new bis(thiosemicarbazone) derivatives

Schiff-base–bearing new bis(thiosemicarbazone) derivatives were prepared from terephthalaldehyde and various thiosemicarbazides. FT–IR, 1 H NMR, 13 C NMR, and UV–Vis spectroscopic methods and elemental analysis were used to elucidate

Thiosemicarbazones as effective fluorescent sensors for cations and anions

Abstract- Series of anthracene-containing chemosensors was synthesized by the reaction of 4-Rthiosemicarbazides with aromatic aldehydes. Spectral studies showed their high sensory activity with respect to a group of cations and anions like Hg2+, F-, CN-, AcO- etc. Pleiades Publishing, Ltd., 2012.

Synthesis, anticonvulsant and toxicity screening of thiazolyl-thiadiazole derivatives

Various thiazole-substituted thiadiazole derivatives (7a-t) were designed and synthesized using substituted acetophenones and substituted anilines as starting materials. Thiazole and thiadiazole moieties being anticonvulsants were clubbed together to get the titled compounds and their in vivo anticonvulsant screening were performed by two most adopted seizure models, maximal electroshock seizure (MES) and subcutaneous pentylenetetrazole (scPTZ). Three compounds 7i, 7l and 7n were found to be potent in both the screens with comparable ED50 and better TD50 values than some standard drugs. These compounds were also found to exert lesser toxic effects on liver.

Isatin-β-thiosemicarbazones as potent herpes simplex virus inhibitors

A series of isatin-β-thiosemicarbazones have been designed and evaluated for antiviral activity against herpes simplex virus type 1 (HSV-1) and type 2 (HSV-2) in a plaque reduction assay. Their cytotoxicity was examined using human rhabdomyosarcoma cells (RD cells). Several derivatives of isatin-β-thiosemicarbazone exhibited significant and selective antiviral activity with low cytotoxicity. It was found that the thiourea group at thiosemicarbazone and the NH functionality at isatin were essential for their antiherpetic activity. The synthesis and structure-activity relationship studies are presented.

Microwave-assisted synthesis and antibacterial activity of novel chenodeoxycholic acid thiosemicarbazone derivatives

A rapid and efficient method for the synthesis of novel chenodeoxycholic acid thiosemicarbazone derivatives under solvent-free conditions using microwave irradiation is reported. Ten novel compounds have been synthesised in good yields. Their structures were elucidated by 1H NMR, IR, ESI-MS spectra and elemental analysis. Preliminary results showed that some of these compounds possess inhibitory effects against S. typhimurium and E. coli.