1-(4-Aminophenyl)-3-phenylurea

Base Information

• Chemical Name: 1-(4-Aminophenyl)-3-phenylurea
• CAS No.: 10141-46-5
• Molecular Formula: C13H13N3O
• Molecular Weight: 227.266
• Hs Code.: 2924299090
• NSC Number: 190807
• DSSTox Substance ID: DTXSID50307359
• Nikkaji Number: J3.485.301K
• Wikidata: Q82054743
• ChEMBL ID: CHEMBL267025
• Mol file: 10141-46-5.mol

Synonyms:10141-46-5;1-(4-aminophenyl)-3-phenylurea;N-(4-aminophenyl)-N'-phenylurea;3-(4-aminophenyl)-1-phenylurea;Urea, N-(4-aminophenyl)-N'-phenyl-;N-(4-AMINOPHENYL)-N/'/'-PHENYLUREA;Urea,N-(4-aminophenyl)-N'-phenyl-;4-Aminocarbanilide;NSC190807;SCHEMBL546369;CHEMBL267025;DTXSID50307359;1-(4-aminophenyl)-3-phenyl urea;1-(4-aminophenyl)-3-phenyl-urea;N-(4-Aminophenyl)-N'-phenyl-urea;MFCD01593571;AKOS000264075;NSC-190807;N-(4-AMINOPHENYL)-N-PHENYLUREA;CS-0243758;EN300-26808;A1-61773;Z234854052

Chemical Property of 1-(4-Aminophenyl)-3-phenylurea

Chemical Property:

• Boiling Point: 321.451 °C at 760 mmHg
• Flash Point: 148.209 °C
• PSA: 67.15000
• Density: 1.32 g/cm³
• LogP: 3.64000
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 227.105862047
• Heavy Atom Count: 17
• Complexity: 243

Purity/Quality:

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

3-(4-Aminophenyl)-1-phenylurea ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)NC(=O)NC2=CC=C(C=C2)N

Technology Process of 1-(4-Aminophenyl)-3-phenylurea

There total 11 articles about 1-(4-Aminophenyl)-3-phenylurea 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: 96.0%

phenyl isocyanate (103-71-9) + 1,4-phenylenediamine (106-50-3) → 1–(4-aminophenyl)-3-phenylurea (10141-46-5)

Guidance literature:

In dichloromethane; at 10 - 20 ℃; for 1h;

Reference yield: 92.1%

→ 1–(4-aminophenyl)-3-phenylurea (10141-46-5)

Guidance literature:

With acetic acid; zinc; In methanol; water; for 1h; Reflux;

Reference yield: 91.0%

tert-butyl (4-(3-phenylureido)phenyl)carbamate (1022159-99-4) → 1–(4-aminophenyl)-3-phenylurea (10141-46-5)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; Reflux;

DOI:10.1039/b719959g DOI:10.1016/j.bmcl.2009.04.122

upstream raw materials:

phenyl isocyanate

1,4-phenylenediamine

tert-butyl (4-(3-phenylureido)phenyl)carbamate

N-(tert-butoxycarbonyl)-1,4-phenylenediamine

Downstream raw materials:

aniline

1-(4-[2,3-di(tert-butoxycarbonyl)guanidino]phenyl)-3-phenylurea

1-(4-[1,3-di(tert-butoxycarbonyl)-2-imidazolidinylimino]phenyl)-3-phenylurea

1-[4-(3,5-dihydroxybenzylamino)phenyl]-3-phenylurea

Refernces

• 1、 Azimian, Fereshteh,Dastmalchi, Siavoush,Hamzeh-Mivehroud, Maryam,Hemmati, Salar,Shahbazi Mojarrad, Javid. "Synthesis and biological evaluation of diaryl urea derivatives designed as potential anticarcinoma agents using de novo structure-based lead optimization approach". . . Retrieved 2020.
• 2、 Schoene, Jens,Gazzi, Thais,Lindemann, Peter,Christmann, Mathias,Volkamer, Andrea,Nazaré, Marc. "Probing 2H-Indazoles as Templates for SGK1, Tie2, and SRC Kinase Inhibitors". . p. 1514 - 1527. Retrieved 2019.
• 3、 Abdel-Atty, Mona M.,Farag, Nahla A.,Serya, Rabah A. T.,Abouzid, Khaled A. M.,Mowafy, Samar. "Molecular design, synthesis and in vitro biological evaluation of thienopyrimidine–hydroxamic acids as chimeric kinase HDAC inhibitors: a challenging approach to combat cancer". . p. 1290 - 1312. Retrieved 2021/07/09.
• 4、 Sobhy, Mahitab K.,Mowafy, Samar,Lasheen, Deena S.,Farag, Nahla A.,Abouzid, Khaled A.M.. "3D-QSAR pharmacophore modelling, virtual screening and docking studies for lead discovery of a novel scaffold for VEGFR 2 inhibitors: Design, synthesis and biological evaluation". . . Retrieved 2019/05/29.