Phenylthiourea

Base Information

• Chemical Name: Phenylthiourea
• CAS No.: 103-85-5
• Molecular Formula: C7H8N2S
• Molecular Weight: 152.22
• Hs Code.: 29309090
• European Community (EC) Number: 203-151-2
• NSC Number: 5779
• UN Number: 2811,2767
• UNII: 6F82C6Q54C
• DSSTox Substance ID: DTXSID9021134
• Nikkaji Number: J5.517D
• Wikipedia: Phenylthiocarbamide
• Wikidata: Q411216
• Metabolomics Workbench ID: 148188
• ChEMBL ID: CHEMBL263376
• Mol file: 103-85-5.mol

Synonyms:Phenylthiocarbamide;Phenylthiourea

Chemical Property of Phenylthiourea

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 0.00852mmHg at 25°C
• Melting Point: 145-150 °C(lit.)
• Refractive Index: 1.725
• Boiling Point: 266.7 °C at 760 mmHg
• PKA: 13.12±0.70(Predicted)
• Flash Point: 115.1 °C
• PSA: 70.14000
• Density: 1.294 g/cm³
• LogP: 2.11540
• Storage Temp.: Poison room
• Solubility.: Soluble in alcohol
• Water Solubility.: Soluble in hot water and alcohol.
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 152.04081944
• Heavy Atom Count: 10
• Complexity: 119
• Transport DOT Label: Poison

Purity/Quality:

99%min ^*data from raw suppliers

PTCH1 ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T+
• Hazard Codes: T+
• Statements: 28-43
• Safety Statements: 28-36/37-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Thiourea Compounds
• Canonical SMILES: C1=CC=C(C=C1)NC(=S)N
• Recent ClinicalTrials: Neoadjuvant Chemotherapy in HER2 Positive Breast Cancer, TRAIN-2
• Uses: In medical genetics. 1-Phenylthiourea is used as a reactant in the preparation of disubstituted thiazoles as potential antibacterial and antiinflammatory agents via condensation of phenacyl bromide with thioureas and thiosemicarbazones.

Technology Process of Phenylthiourea

There total 127 articles about Phenylthiourea 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: 58.8%

trifluoroacetyl isothiocyanate (38012-72-5) + aniline (62-53-3) → 2,2,2-trifluoro-N-phenylacetamide (404-24-0) + monophenylthiourea (103-85-5)

Guidance literature:

In tetrahydrofuran;

Reference yield:

1-benzoyl-3-phenylthiourea (4921-82-8) → N-phenyl benzoyl amide (93-98-1,5705-51-1) + benzamide (55-21-0,27208-38-4) + benzaldehyde (100-52-7) + aniline (62-53-3) + benzil (134-81-6) + monophenylthiourea (103-85-5)

Guidance literature:

With benzophenone; In acetone; at 25 ℃; for 90h; Product distribution; Irradiation; further identificated products isolated; analogous reaction of other thiourea derivatives;

Reference yield:

ethanol (64-17-5) + 1-[(E)-benzylideneamino]-2,2,2-trichloroethanol (43180-42-3) + phenyl isothiocyanate (103-72-0) → benzaldehyde (100-52-7) + chloral (75-87-6) + monophenylthiourea (103-85-5)

Guidance literature:

upstream raw materials:

aniline hydrochloride

sodium thiocyanide

ammonium thiocyanate

ethanol

Downstream raw materials:

6-methyl-3-phenyl-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one

N-phenyl-4-(thiophen-2-yl)thiazol-2-amine

3-phenylcarbamimidoylmercapto-propane-1-sulfonic acid

5-hydroxy-2-(phenylcarbamimidoylmercapto-methyl)-pyran-4-one; hydrochloride

Refernces

• 1、 Kearney,Fernandez,Flygare. "Solid-phase synthesis of 2-aminothiazoles". . p. 196 - 200. Retrieved 1998.
• 2、 Ngaini, Zainab,Wan Zulkiplee, Wan Sharifatun Handayani,Abd Halim, Ainaa Nadiah. "One-Pot Multicomponent Synthesis of Thiourea Derivatives in Cyclotriphosphazenes Moieties". . . Retrieved 2017.
• 3、 Bhoga, Umadevi. "Novel synthetic approach to N-aryl-4-(3-pyridyl)thiazol-2-amine and analogues using HMCM-41 as catalyst, and their biological evaluation as human platelet aggregation inhibitors". . p. 1144 - 1150. Retrieved 2007.
• 4、 Song, Pei-Lu,Wang, Gang,Su, Yuan,Wang, Han-Xun,Wang, Jian,Li, Feng,Cheng, Mao-Sheng. "Strategy and validation of a structure-based method for the discovery of selective inhibitors of PAK isoforms and the evaluation of their anti-cancer activity". . . Retrieved 2019.
• 5、 Zeng, Yan-Qun,Cao, Rui-Yuan,Yang, Jian-Ling,Li, Xing-Zhou,Li, Song,Zhong, Wu. "Design, synthesis and biological evaluation of novel HSP70 inhibitors: N, N′-disubstituted thiourea derivatives". . p. 83 - 95. Retrieved 2016.
• 6、 de Clermont. "". . p. 494. Retrieved 1877.
• 7、 Seelam, Mohan,Kammela, Prasada Rao,Shaikh, Bajivali,Tamminana, Ramana,Bogiri, Sujatha. "Cobalt-promoted one-pot reaction of isothiocyanates toward the synthesis of aryl/alkylcyanamides and substituted tetrazoles". . p. 535 - 544. Retrieved 2018.
• 8、 Ankali, Kariyappa N,Rangaswamy, Javarappa,Shalavadi, Mallappa,Naik, Nagaraja,Krishnamurthy, Ganga naik. "Synthesis and Molecular Docking of novel 1,3-Thiazole Derived 1,2,3-Triazoles and In vivo Biological Evaluation for their Anti anxiety and Anti inflammatory Activity". . . Retrieved 2021.
• 9、 de Clermont. "". . p. 446. Retrieved 1876.
• 10、 Takemoto, Yasushi,Kadota, Shin,Minami, Itsunari,Otsuka, Shinya,Okuda, Satoshi,Abo, Masahiro,Punzalan, Louvy Lynn,Shen, Yan,Shiba, Yuji,Uesugi, Motonari. "Chemical Genetics Reveals a Role of Squalene Synthase in TGFβ Signaling and Cardiomyogenesis". supporting information. p. 21824 - 21831. Retrieved 2021/08/30.