13278-47-2

Basic information

• Product Name: N-(2,3-DIMETHYLPHENYL)HYDRAZINECARBOTHIOAMIDE
• Synonyms: 3-amino-1-(2,3-dimethylphenyl)thiourea
• CAS NO: 13278-47-2
• Molecular Formula: C₉H₁₃N₃S
• Molecular Weight: 195.29
• Mol File: 13278-47-2.mol
• Article Data: 3

Chemical Properties

• Melting Point: 160 °C
• Boiling Point: 313.9°Cat760mmHg
• Flash Point: 143.7°C
• Appearance: /
• Density: 1.228g/cm³
• Vapor Pressure: 0.000481mmHg at 25°C
• Refractive Index: 1.678
• PKA: 10.34±0.70(Predicted)
• CAS DataBase Reference: N-(2,3-DIMETHYLPHENYL)HYDRAZINECARBOTHIOAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2,3-DIMETHYLPHENYL)HYDRAZINECARBOTHIOAMIDE(13278-47-2)
• EPA Substance Registry System: N-(2,3-DIMETHYLPHENYL)HYDRAZINECARBOTHIOAMIDE(13278-47-2)

Safety Data

• Hazardous Substances Data: 13278-47-2(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H13N3S/c1-6-4-3-5-8(7(6)2)11-9(13)12-10/h3-5H,10H2,1-2H3,(H2,11,12,13)

Upstream product

• 1539-20-4 1-isothiocyanato-2,3-dimethylbenzene 
• 87-59-2 2,3-Dimethylaniline 
• 108654-37-1 ammonium 2,3-dimethylphenyl dithiocarbamate 

Downstream Products

• 1287216-38-9 4-[(10S)-dihydroartemisinin-10-oxy]benzaldehyde 4-(2,3-dimethylphenyl)thiosemicarbazone 
• 110553-72-5 4,4'-bis-(2,3-dimethyl-phenyl)-2,4,2',4'-tetrahydro-5,5'-disulfanediyl-bis-[1,2,4]triazol-3-one 
• 110062-46-9 4-(2,3-dimethyl-phenyl)-5-thioxo-[1,2,4]triazolidin-3-one 
• 105910-94-9 3-(2,3-dimethyl-phenylthiocarbamoyl)-carbazic acid ethyl ester 

Relevant articles and documents

Synthesis and antitumor activity of novel pyridazinone derivatives containing 1,3,4-thiadiazole moiety

A series of novel pyridazinone derivatives containing the 1,3,4-thiadiazole moiety were synthesized and characterized by 1H NMR, 13C NMR, spectroscopies HRMS and IR. Among them, the structure of compound 5c (2-(Tert-butyl)?4-chloro-5-((5-((2-ethylphenyl)amino)?1,3,4-thiadiazol-2-yl)thio)pyridazin-3(2H)-One) was unambiguously confirmed via single crystal X-ray diffraction analysis. The inhibitory activity of all the target compounds against MGC-803 and Bcap-37 was determined by MTT assay, with doxorubicin (the inhibition rates were 95.5 ± 0.4% and 95.7 ± 1.0% respectively) as a control. The preliminary results showed that the inhibitory activity of compound 5n (2-(Tert-butyl)?4-chloro-5-((5-((3-fluorophenyl)amino)?1,3,4-thiadiazol-2-yl)thio)pyridazin-3(2H)-One) was superior to the others. The inhibition rates of MGC-803 and Bcap-37 cells were 86.3 ± 2.2% and 92.3 ± 0.6% at a concentration of 10 μmol/L, respectively. The preliminary structure-activity relationship showed that when the 2-position of the benzene ring was substituted by a methyl group, such as compound 5j (2-(Tert-butyl)?4-chloro-5-((5-((2,3-dimethylphenyl)amino)?1,3,4-thiadiazol-2-yl)thio)pyridazin-3(2H)-One), it exhibited good anticancer activity on MGC-803 cells. Besides, introducing fluorine, chlorine, or trifluoromethyl group onto the benzene ring, such as compound 5 m (2-(Tert-butyl)?4-chloro-5-((5-((4-(trifluoromethoxy)phenyl)amino)?1,3,4-thiadiazol-2-yl)thio)pyridazin-3(2H)-One), displayed good anticancer activity on MGC-803 and Bcap-37 cells.

Synthesis and biological activities of novel artemisinin derivatives as cysteine protease falcipain-2 inhibitors

A series of novel artemisinin derivatives were synthesized from artemisinin and different anilines. All compounds were obtained as β-isomers. The target compounds were evaluated for inhibition activity against Plasmodium falciparum falcipain-2 in vitro, and most of them exhibited potent inhibition in the low micromolar range and proved to be new types of falcipain-2 inhibitors.