1-(4-(Trifluoromethoxy)phenyl)thiourea

Base Information

• Chemical Name: 1-(4-(Trifluoromethoxy)phenyl)thiourea
• CAS No.: 142229-74-1
• Molecular Formula: C8H7 F3 N2 O S
• Molecular Weight: 236.218
• Hs Code.: 2930909090
• European Community (EC) Number: 672-242-0
• DSSTox Substance ID: DTXSID70380487
• Wikidata: Q82170720
• Mol file: 142229-74-1.mol

Synonyms:142229-74-1;1-(4-(Trifluoromethoxy)phenyl)thiourea;1-(4-(Trifluoromethoxy)phenyl)-2-thiourea;[4-(trifluoromethoxy)phenyl]thiourea;(4-Trifluoromethoxyphenyl)thiourea;1-[4-(trifluoromethoxy)phenyl]-2-thiourea;N-[4-(Trifluoromethoxy)phenyl]thiourea;1-[4-(trifluoromethyloxy)phenyl]thiourea;Thiourea, N-[4-(trifluoromethoxy)phenyl]-;SCHEMBL5035158;DTXSID70380487;MFCD00052992;[4-(trifluoromethoxy)phenyl]-thiourea;AKOS005202738;PS-7645;CS-0084771;FT-0607144;EN300-28854;D74561;A807875;BRD-K55317317-001-01-3;LX7

Chemical Property of 1-(4-(Trifluoromethoxy)phenyl)thiourea

Chemical Property:

• Vapor Pressure: 0.00724mmHg at 25°C
• Melting Point: 138-140°C
• Refractive Index: 1.597
• Boiling Point: 269.5°Cat760mmHg
• PKA: 12.53±0.70(Predicted)
• Flash Point: 116.8°C
• PSA: 79.37000
• Density: 1.495g/cm³
• LogP: 3.01400
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 236.02311851
• Heavy Atom Count: 15
• Complexity: 226

Purity/Quality:

98%min ^*data from raw suppliers

1-[4-(Trifluoromethoxy)phenyl]-2-thiourea 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1NC(=S)N)OC(F)(F)F
• Uses: 1-?(4-?(Trifluoromethoxy)?phenyl)?-?2-?thiourea Is used as a reagent in the synthesis of 2-aminothiazole derivatives which act as sphingosine kinase inhibitors. These 2-aminothiazole derivatives thus act as anticancer and anti-inflammatory agents.

Technology Process of 1-(4-(Trifluoromethoxy)phenyl)thiourea

There total 4 articles about 1-(4-(Trifluoromethoxy)phenyl)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: 70.0%

N-(4-(trifluoromethoxy)phenylcarbamothioyl)benzamide (163490-80-0) → N-<4-(trifluoromethoxy)phenyl>thiourea (142229-74-1)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; for 3h; Heating;

DOI:10.1021/jm960785c

Reference yield:

4-(trifluoromethoxy)aniline (461-82-5) → N-<4-(trifluoromethoxy)phenyl>thiourea (142229-74-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / acetone / Ambient temperature

2: 70 percent / 2.0 N aq. NaOH / tetrahydrofuran / 3 h / Heating

With sodium hydroxide; In tetrahydrofuran; acetone;

DOI:10.1021/jm960785c

Reference yield:

4-(trifluoromethoxy)aniline (461-82-5) + sodium thiocyanide (540-72-7) → N-<4-(trifluoromethoxy)phenyl>thiourea (142229-74-1)

Guidance literature:

With trifluoroacetic acid; In Isopropyl acetate; for 16h; Reflux;

DOI:10.1021/acs.jmedchem.6b01086

upstream raw materials:

4-(trifluoromethoxy)aniline

N-(4-(trifluoromethoxy)phenylcarbamothioyl)benzamide

sodium thiocyanide

Downstream raw materials:

C₁₈H₁₃F₃N₂O₃S

Riluzole

4-(4-chlorophenyl)-N-(4-(trifluoromethoxy)phenyl)thiazol-2-amine

2-(4-(trifluoromethoxy)phenylamino)-thiazole-4-carboxylic acid

Refernces

• 1、 R?dl, Carmen B.,Vogt, Dominik,Kretschmer, Simon B.M.,Ihlefeld, Katja,Barzen, Sebastian,Brüggerhoff, Astrid,Achenbach, Janosch,Proschak, Ewgenij,Steinhilber, Dieter,Stark, Holger,Hofmann, Bettina. "Multi-dimensional target profiling of N,4-diaryl-1,3-thiazole-2-amines as potent inhibitors of eicosanoid metabolism". supporting information. p. 302 - 311. Retrieved 2014/08/05.
• 2、 Shearer, Barry G.,Lee, Shuliang,Oplinger, Jeffrey A.,Frick, Lloyd W.,Garvey, Edward P.,Furfine, Eric S.. "Substituted N-phenylisothioureas: Potent inhibitors of human nitric oxide synthase with neuronal isoform selectivity". . p. 1901 - 1905. Retrieved 2007/10/03.