1-Benzoyl-3-phenyl-2-thiourea

Base Information

• Chemical Name: 1-Benzoyl-3-phenyl-2-thiourea
• CAS No.: 4921-82-8
• Molecular Formula: C14H12N2OS
• Molecular Weight: 256.328
• Hs Code.: 2930909090
• European Community (EC) Number: 653-104-9
• NSC Number: 5817
• UNII: UAE2W88H3G
• DSSTox Substance ID: DTXSID60197723
• Nikkaji Number: J32.113C
• ChEMBL ID: CHEMBL1834362
• Mol file: 4921-82-8.mol

Synonyms:N-(phenylcarbamothioyl)benzamide;N-(phenylcarbothiol)benzamide;TM-2-51

Chemical Property of 1-Benzoyl-3-phenyl-2-thiourea

Chemical Property:

• Melting Point: 159 °C
• Refractive Index: 1.695
• PKA: 9.49±0.70(Predicted)
• PSA: 73.22000
• Density: 1.29 g/cm³
• LogP: 3.27730
• Storage Temp.: -20°
• Solubility.: Soluble in DMSO (greater than 50 mg/ml) or in Ethanol (up to 8 mg/ml).
• XLogP3: 4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 256.06703418
• Heavy Atom Count: 18
• Complexity: 294

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-Benzoyl-3-phenyl-2-thiourea 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)NC(=S)NC2=CC=CC=C2
• Description: TM-2-51 (4921-82-8) is a highly potent and isozyme selective activator of recombinant HDAC8. Increases the activity of HDAC8 by a factor of 12 at 10 μM. No activation of other HDACs is observed. TM-2-51 rescues the activity of catalytically compromised HDAC8 mutants?in vitro.2

Technology Process of 1-Benzoyl-3-phenyl-2-thiourea

There total 34 articles about 1-Benzoyl-3-phenyl-2-thiourea 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: 98.0%

aniline (62-53-3) + Benzoyl isothiocyanate (532-55-8) → 1-benzoyl-3-phenylthiourea (4921-82-8)

Guidance literature:

In acetone; at 20 ℃; for 1h;

DOI:10.1016/j.bmcl.2006.01.126

Reference yield: 98.0%

ammonium thiocyanate (1147550-11-5) + benzoyl chloride (98-88-4) + aniline (62-53-3) → 1-benzoyl-3-phenylthiourea (4921-82-8)

Guidance literature:

ammonium thiocyanate; benzoyl chloride; With PEG-400; In dichloromethane; at 20 ℃; for 1h;

aniline; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1080/00397910008087345

Reference yield: 93.75%

ammonium thiocyanate + benzoyl chloride (98-88-4) + aniline (62-53-3) → 1-benzoyl-3-phenylthiourea (4921-82-8)

Guidance literature:

ammonium thiocyanate; benzoyl chloride; In acetone; for 0.25h; Reflux;

aniline; In acetone; at 20 ℃;

upstream raw materials:

ammonium thiocyanate

benzoyl chloride

aniline

Benzoyl isothiocyanate

Downstream raw materials:

S-ethyl-N-benzoyl-N'-phenyl-isothiourea

N-[4-(4-nitro-phenyl)-3-phenyl-3H-thiazol-2-ylidene]-benzamide

2-benzoylimino-3-phenyl-4-phenyl-1,3-thiazoline

benzoic acid methyl ester

Refernces

• 1、 Okuniewski, Andrzej,Rosiak, Damian,Chojnacki, Jaros?aw,Becker, Barbara. "Coordination polymers and molecular structures among complexes of mercury(II) halides with selected 1-benzoylthioureas". . p. 47 - 57. Retrieved 2015.
• 2、 Akhter, Sidra,Ullah, Saeed,Yousuf, Sammer,Atia-tul-Wahab,Siddiqui, Hina,Choudhary, M. Iqbal. "Synthesis, crystal structure and Hirshfeld Surface analysis of benzamide derivatives of thiourea as potent inhibitors of α-glucosidase in-vitro". . . Retrieved 2020/12/25.