4-Phenyl-1,2,3-thiadiazole

Base Information

• Chemical Name: 4-Phenyl-1,2,3-thiadiazole
• CAS No.: 25445-77-6
• Molecular Formula: C8H6N2S
• Molecular Weight: 162.215
• Hs Code.: 29420000
• European Community (EC) Number: 636-735-4
• NSC Number: 111906
• DSSTox Substance ID: DTXSID50296830
• Nikkaji Number: J101.452H
• Wikidata: Q82037614
• ChEMBL ID: CHEMBL341811
• Mol file: 25445-77-6.mol

Synonyms:4-Phenyl-1,2,3-thiadiazole;25445-77-6;4-phenylthiadiazole;4-Phenyl-[1,2,3]thiadiazole;1,2,3-Thiadiazole,4-phenyl-;phenyl-thiadiazole;1,2,3-Thiadiazole, 4-phenyl-;phenyl-thiadi-azole;NSC111906;Maybridge3_006065;4-Phenyl-1,3-thiadiazole;Cambridge id 5303154;SCHEMBL69349;1,3-Thiadiazole, 4-phenyl-;CHEMBL341811;AWPNFXRMNNPKDW-UHFFFAOYSA-;DTXSID50296830;HMS1448D15;CCG-2506;MFCD00087232;STK370109;AKOS000505573;NSC-111906;IDI1_017452;AS-58951;PD020144;AM20040033;CS-0068088;FT-0676573;A877588;J-515928;F6617-2439;InChI=1/C8H6N2S/c1-2-4-7(5-3-1)8-6-11-10-9-8/h1-6H

Chemical Property of 4-Phenyl-1,2,3-thiadiazole

Chemical Property:

• Vapor Pressure: 0.00385mmHg at 25°C
• Melting Point: 78°C
• Refractive Index: 1.611
• Boiling Point: 289.3 °C at 760 mmHg
• PKA: -4.23±0.22(Predicted)
• Flash Point: 129.8 °C
• PSA: 54.02000
• Density: 1.241 g/cm³
• LogP: 2.20510
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 162.02516937
• Heavy Atom Count: 11
• Complexity: 123

Purity/Quality:

99% ^*data from raw suppliers

4-PHENYL-1,2,3-THIADIAZOLE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CSN=N2
• Description: Cytochrome P450 (CYP450) enzymes are a superfamily of oxidative catalysts important in the biosynthesis and metabolism of a wide range of endogenous molecules as well as the metabolism of xenobiotics. For example, CYP2B4 metabolizes substituted amines, CYP2E1 metabolizes various alcohols and halogenated alkenes, and CYP1A2 catalyzes the oxygenation of aromatic compounds and polycyclic hydrocarbons. 4-phenyl-1,2,3-Thiadiazole is, at 100 μM, a selective inhibitor of certain CYP450 enzymes (CYP2B4, CYP2E1), but not others (CYP1A2), with inactivation occurring in a mechanism-based manner. 1,2,3-Thiadiazole compounds and their derivatives, including 4-phenyl-1,2,3-thiadiazole, are also commonly used as fungicides, herbicides, and plant growth regulators.

Technology Process of 4-Phenyl-1,2,3-thiadiazole

There total 44 articles about 4-Phenyl-1,2,3-thiadiazole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 91.0%

C17H25N4O2S(1+)*CF3O3S(1-) (1402671-80-0) → 4-phenyl-1,2,3-thiadiazole (25445-77-6)

Guidance literature:

With thionyl chloride; at 20 - 60 ℃; for 4h;

DOI:10.1021/jo301607a

Reference yield: 90.0%

acetophenone semicarbazone (2492-30-0) → 4-phenyl-1,2,3-thiadiazole (25445-77-6)

Guidance literature:

With thionyl chloride; Ambient temperature;

Reference yield: 89.0%

acetophenone (98-86-2) → 4-phenyl-1,2,3-thiadiazole (25445-77-6)

Guidance literature:

With iodine; potassium thioacyanate; toluene-4-sulfonic acid hydrazide; copper dichloride; In dimethyl sulfoxide; at 100 ℃; for 1h; Temperature; Solvent; Reagent/catalyst; Sealed tube;

DOI:10.1039/c9cc04254g

upstream raw materials:

N-ethoxycarbonyl-N'-(1-phenyl-ethylidene)-hydrazine

(1-phenyl-ethylidene)-carbazic acid-(2-hydroxy-ethyl ester)

4-phenyl-[1,2,3]thiadiazole 2-oxide

5-phenyl-3,6-dihydro-[1,3,4]thiadiazin-2-one

Downstream raw materials:

(E)-4-Phenyl-2-(phenylmethylene)-1,3-dithiole

2-benzylidene-4-phenyl-[1,3]dithiole

Phenylthioessigsaeure-O-methylester

4-phenyl-1,3-dithiole-2-thione

Refernces

• 1、 Feng, Yijiao,He, Jing,Li, Weiwei,Yang, Zhen,Wei, Yueting,Liu, Ping,Zhao, Jixing,Gu, Chengzhi,Wang, Wenli. "Selective transformations of 2-(p-toluenesulfonyl)-N-tosylhydrazones to substituted 1,2,3-thiadiazoles". supporting information. . Retrieved 2020/12/09.
• 2、 Wang, Can,Geng, Xiao,Zhao, Peng,Zhou, You,Wu, Yan-Dong,Cui, Yan-Fang,Wu, An-Xin. "I2/CuCl2-promoted one-pot three-component synthesis of aliphatic or aromatic substituted 1,2,3-thiadiazoles". supporting information. p. 8134 - 8137. Retrieved 2019/07/15.