5-Methyl-4-phenyl-1,2,3-thiadiazole

Base Information

• Chemical Name: 5-Methyl-4-phenyl-1,2,3-thiadiazole
• CAS No.: 64273-28-5
• Molecular Formula: C9H8 N2 S
• Molecular Weight: 176.24
• Hs Code.: 2934999090
• NSC Number: 358739
• DSSTox Substance ID: DTXSID40320370
• Nikkaji Number: J340.449H
• Wikidata: Q82077465
• Mol file: 64273-28-5.mol

Synonyms:5-methyl-4-phenyl-1,2,3-thiadiazole;64273-28-5;5-methyl-4-phenylthiadiazole;4-phenyl-5-methyl-1,2,3-Thiadiazole;P450 inhibitor-1;NSC 358739;1,2,3-Thiadiazole,5-methyl-4-phenyl-;NSC358739;5-Methyl-4-phenyl-[1,2,3]thiadiazole;SCHEMBL2357769;DTXSID40320370;MFCD00100201;AKOS006229024;NSC-358739;PS-4447;4-(Phenyl)-5-methyl-1,2,3-thiadiazole;CS-0099143;FT-0620636;F14741;5-methyl-4-phenyl-1,2,3-thiadiazole, AldrichCPR

Chemical Property of 5-Methyl-4-phenyl-1,2,3-thiadiazole

Chemical Property:

• Vapor Pressure: 0.00629mmHg at 25°C
• Boiling Point: 280.8°C at 760 mmHg
• Flash Point: 120.9°C
• PSA: 54.02000
• Density: 1.199g/cm³
• LogP: 2.51350
• Solubility.: insoluble in H2O; ≥10.38 mg/mL in EtOH; ≥7.85 mg/mL in DMSO
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 176.04081944
• Heavy Atom Count: 12
• Complexity: 146

Purity/Quality:

99% ^*data from raw suppliers

4-Phenyl-5-methyl-1,2,3-Thiadiazole ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(N=NS1)C2=CC=CC=C2
• Uses: 4-phenyl-5-methyl-1,2,3-Thiadiazole is a selective, mechanism-based inhibitor of CYP2B4 and CYP2E1.

Technology Process of 5-Methyl-4-phenyl-1,2,3-thiadiazole

There total 5 articles about 5-Methyl-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: 43.0%

1-diazo-1-phenyl-2-propanone (3893-35-4) → 5-methyl-4-phenyl-1,2,3-thiadiazole (64273-28-5)

Guidance literature:

With Lawessons reagent; In benzene; for 1h; Ambient temperature;

DOI:10.1021/jo00371a033

Reference yield:

(E)-4-methyl-N'-(1-phenylpropylidene)benzenesulfonohydrazide (1224103-85-8) → 5-methyl-4-phenyl-1,2,3-thiadiazole (64273-28-5)

Guidance literature:

With thionyl chloride; at 20 ℃; for 1h;

Reference yield:

6-methyl-5-phenyl-3,6-dihydro-[1,3,4]thiadiazin-2-one (64273-26-3) → 5-methyl-4-phenyl-1,2,3-thiadiazole (64273-28-5)

Guidance literature:

With tert-butylhypochlorite; In chloroform; N,N-dimethyl-formamide;

upstream raw materials:

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

1-diazo-1-phenyl-2-propanone

2-bromo-1-phenyl-1-propanone

(E)-4-methyl-N'-(1-phenylpropylidene)benzenesulfonohydrazide

Downstream raw materials:

5-bromomethyl-4-phenyl-1,2,3-thiadiazole

4-phenyl-1,2,3-thiadiazole-5-carbaldoxime

4-phenyl-1,2,3-thiadiazole

4-phenyl-1,2,3-thiadiazole-5-carbaldehyde

Refernces

• 1、 Caron, Maurice. "A Convenient Preparation of 5-Alkyl-4-carbalkoxy-1,2,3-thiadiazoles". . p. 4075 - 4077. Retrieved 2007/10/02.