6938-68-7

Basic information

• Product Name: 2-Methyl-3-thiosemicarbazide
• Synonyms: 2-METHYL-3-THIOSEMICARBAZIDE;2-Methylamino thiourea;2-METHYLTHIOSEMICARBAZIDE;N-Methylaminothiourea;1-Methylhydrazinecarbothioamide;Einecs 230-071-5;Hydrazinecarbothioamide, 1-methyl-;Semicarbazide, 2-methyl-3-thio-
• CAS NO: 6938-68-7
• Molecular Formula: C₂H₇N₃S
• Molecular Weight: 105.16
• EINECS: 230-071-5
• Product Categories: Organic Building Blocks;Sulfur Compounds;Thiocarbonyl Compounds
• Mol File: 6938-68-7.mol

Chemical Properties

• Melting Point: 173-175 °C(lit.)
• Boiling Point: 196.4 °C at 760 mmHg
• Flash Point: 72.6 °C
• Appearance: White crystal
• Density: 1.295 g/cm³
• Vapor Pressure: 3.87E-13mmHg at 25°C
• Refractive Index: 1.613
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• CAS DataBase Reference: 2-Methyl-3-thiosemicarbazide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Methyl-3-thiosemicarbazide(6938-68-7)
• EPA Substance Registry System: 2-Methyl-3-thiosemicarbazide(6938-68-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• Hazardous Substances Data: 6938-68-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-Methyl-3-thiosemicarbazide is used as a building block for the synthesis of various pharmaceutical compounds. Its ability to form dihydroxy intermediates makes it a valuable component in the development of new drugs with potential therapeutic applications.
Used in Chemical Research:
In the field of chemical research, 2-Methyl-3-thiosemicarbazide serves as a subject for studying reaction kinetics and understanding the formation of dihydroxy intermediates. This knowledge can be applied to optimize reaction conditions and improve the synthesis of related compounds.
Used in Material Science:
2-Methyl-3-thiosemicarbazide may also find applications in material science, particularly in the development of new materials with specific properties. The study of its rate constant for dihydroxy intermediate formation can provide insights into the design and synthesis of novel materials with tailored characteristics.

InChI:InChI=1/C21H16ClN3O4/c1-28-19-5-3-2-4-18(19)21(27)29-25-17-12-10-16(11-13-17)23-24-20(26)14-6-8-15(22)9-7-14/h2-13,25H,1H3/b24-23+

Upstream product

• 22038-72-8 methyldiazene 
• 1147550-11-5 ammonium thiocyanate 
• 60-34-4 methylhydrazine 
• 302-15-8 methylhydrazine sulfuric acid 
• 2290-65-5 trimethylsilyl isothiocyanate 
• 16696-83-6 S-methyl dithiocarbamate 
• 333-20-0 potassium thioacyanate 
• 7339-53-9 methyl hydrazine hydrochloride 
• 21076-01-7 4-tert-butyl-2-methyl-3-thiosemicarbazide 

Downstream Products

• 101116-93-2 3-(2-methyl-thiosemicarbazono)-3-p-tolyl-propionic acid ethyl ester 
• 39696-48-5 methyl-1 phenyl-3 thioxo-5 triazole-1,2,4 
• 112357-67-2 2-Imino-3-methyl-5-phenyl-2,3-dihydro-6H-1,3,4-thiadiazin-hydrobromid 
• 1072-91-9 1,3,5-trimethyl-1H-pyrazole 
• 10250-58-5 1,3-dimethyl-5-phenyl-1H-pyrazole 
• 79-19-6 thiosemicarbazide 
• 58909-39-0 2-methyl-3-mercapto-5-oxo-6-hydroxy-2,5-dihydro-1,2,4-triazine 
• 1618090-09-7 2-methyl-1-((2,6,6-trimethylcyclohexa-1,3-dienyl)methylene)thiosemicarbazide 
• 1196894-12-8 5-(4-tert-Butylphenyl)-2-methyl-2H-[1,2,4]triazole-3-thiol 

Relevant articles and documents

Antiviral compound and preparation method thereof

The invention discloses an antiviral compound and a preparation method thereof. The structural formula of the compound is shown as a formula I in the specification. In the formula (I), R is selected from mono-substituted or multi-substituted H, F, a methyl group and a trifluoromethyl group; R is selected from H, a linear or substituted alkane (C1C6); R is selected from monosubstituted or polysubstituted H, Cl, Br and F; when X is NH, R is selected from H and an acyl group including a sulfonyl group, a phosphoryl group or an alkanoyl group; and when X is O, R is as described in the specification, n is an integer in a range of 0 to 6, such as 2 or 3, and Y is selected from O and N. Experiments prove that the compound provided by the invention not only has a good inhibition effect on H1N1 influenza A virus, but also has a good inhibition effect on coronavirus; the toxicity of the compound to human normal cells does is not found during observation; and the compound can inhibit the degree of inflammatory response while resisting viruses.

THIAZOLE DERIVATIVE AND APPLICATIONS

A thiazole derivative serving as a DHODH inhibitor, and applications thereof. The present invention specifically relates to a compound represented by formula I, a pharmaceutical composition containing the compound represented by formula (I), and applications of the compound in the preparation of drugs for treating diseases mediated by the DHODH or drugs for inhibiting the DHODH.

A 2-methyl amino thiourea synthesis method

The invention relates to a synthetic method for 2-methylthiosemicarbazide, which belongs to the field of chemical synthesis. The method comprises the following steps: adding 40% of an aqueous methylhydrazine solution, ammonium thiocyanate and an inorganic salt catalyst according to a certain mass ratio into an enameled reaction vessel with a volume of 5000 L; carrying out a dehydration reaction at a temperature of 112 to 115 DEG C for 4 to 5 h; introducing circulating water for cooling to room temperature after completion of the reaction; carrying out centrifugal filtration by using a centrifuge; and taking a precipitate at a lower layer and drying the precipitate with a double-cone rotary vacuum dryer for 2 to 4 h so as to obtain 2-methylthiosemicarbazide. The method provided by the invention has simple reaction steps and enables yield to be greatly improved through usage of an inorganic ferric salt catalyst, the yield of 2-methylthiosemicarbazide reaches 95.8 to 96.8%, and production cost is reduced by more than 30% compared with a traditional process.

Structure-based design of potent human dihydroorotate dehydrogenase inhibitors as anticancer agents

It has been proven that inhibiting human dihydroorotate dehydrogenase (hDHODH) restricts the growth of rapidly proliferating cells, thus hDHODH can be developed as a promising target for the treatment of immunological disease and cancer. Here, a succession of substituted hydrazino-thiazole derivatives were designed, synthesized, and biologically evaluated through structure-based optimization, of which compound 22 was the most potent inhibitor of hDHODH with an IC50 value of 1.8 nM. Furthermore, 22 exhibited much better antiproliferative activity than brequinar, both in HCT-116 and BxPC-3 cancer cell lines. Flow cytometry analysis revealed that 22 induced S phase cell cycle arrest and promoted induction of apoptosis. All results established a proof that blocking the pyrimidine de novo synthesis pathway by inhibiting the rate-limiting enzyme hDHODH is an attractive therapy for cancer.

Synthetic method for improving yield of 2-methyl thiosemicarbazide based on graphene

The invention relates to a synthetic method for improving yield of 2-methyl thiosemicarbazide based on graphene. Graphene with a weight percentage of 1.6-5% is added into a methylhydrazine solution before the reaction, and then ammonium thiocyanate is added to be fully dissolved; the temperature rises to a certain temperature to make the mixed solution of ammonium thiocyanate and methylhydrazine fill the pore diameter of graphene, the reaction synthesis yield can be improved to 91% from 84% in an original process, and the graphene material can be reused after low temperature drying. The method is simple to operate, graphene can be reused, and the method is low in production cost and suitable for large-scale production.

Thiocarbonyl Transfer Reagent Chemistry. IV. The Preparation of 1,1- and 1,2-Disubstituted Thiosemicarbazides Unsubstituted in the 4-Position

The utility of 1,1'-thiocarbonyldi(1,2,4-triazole) 3 as a thiocarbonyl transfer reagent capable of sequential substitution by amines and hydrazines is demonstrated.