3747-47-5

Basic information

• Product Name: 1-(2-hydroxyethyl)-3-phenylurea
• Synonyms: 1-(2-hydroxyethyl)-3-phenylurea;1-Phenyl-3-(2-hydroxyethyl)urea;N-(2-Hydroxyethyl)-N'-phenylurea;Einecs 223-144-8;Urea, N-(2-hydroxyethyl)-N'-phenyl-
• CAS NO: 3747-47-5
• Molecular Formula: C₉H₁₂N₂O₂
• Molecular Weight: 180.20378
• EINECS: 223-144-8
• Mol File: 3747-47-5.mol
• Article Data: 7

Chemical Properties

• Melting Point: 121 °C
• Boiling Point: 320.7°C at 760 mmHg
• Flash Point: 147.7°C
• Appearance: /
• Density: 1.239g/cm³
• Vapor Pressure: 0.00013mmHg at 25°C
• Refractive Index: 1.608
• PKA: 11.75±0.46(Predicted)
• CAS DataBase Reference: 1-(2-hydroxyethyl)-3-phenylurea(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-hydroxyethyl)-3-phenylurea(3747-47-5)
• EPA Substance Registry System: 1-(2-hydroxyethyl)-3-phenylurea(3747-47-5)

Safety Data

• Hazardous Substances Data: 3747-47-5(Hazardous Substances Data)

Usage

Type of compound

Derivative of urea

Medical use

Antineoplastic and antiviral agent

Mechanism of action

Inhibits DNA synthesis in cancer cells, causing them to stop growing and dividing

Treatment of blood disorders

Sickle cell anemia and polycythemia vera

Industrial use

Production of certain chemical compounds

Hazardous nature

Considered a hazardous substance

Safety precautions

Should be handled with care to avoid toxic effects if not used properly

InChI:InChI=1/C9H12N2O2/c12-7-6-10-9(13)11-8-4-2-1-3-5-8/h1-5,12H,6-7H2,(H2,10,11,13)

Upstream product

• 102-12-5 N-2-hydroxyethyl-N'-phenylthiourea 
• 60-29-7 diethyl ether 
• 103-71-9 phenyl isocyanate 
• 65-85-0 benzoic acid 
• 495-18-1 Benzohydroxamic acid 
• 141-43-5 ethanolamine 
• 4930-03-4 phenyl N-phenylcarbamate 
• 62-53-3 aniline 
• 3422-02-4 N-(benzyloxycarbonyl)aniline 
• 98-88-4 benzoyl chloride 

Downstream Products

• 1240326-67-3 C₁₅H₁₈N₂O₆ 
• 27151-01-5 4,5-dihydro-N-phenyl-2-oxazolamine 
• 1848-69-7 1-phenylimidazolidin-2-one 

Relevant articles and documents

ANTIMICROBIAL CATIONIC POLYAMINES

Antimicrobial, non-hemolytic cationic polyamines were prepared by treating partially N-acylated polyethylenimines and/or partially oxidized polyethylenimines with a protic acid. The cationic polyamines can have a linear or branched polyethylenimine backbone structure. Preferably, the cationic polyamines comprise pendant urea groups, which can be introduced via a cyclic carbonate comprising a pendant urea group. The cationic polyamines can be active against a tuberculosis mycobacterium at low concentration. The cationic polyamines are also effective against Gram-negative Escherichia coli and Pseudomonas aeruginosa, Gram-positive Staphylococcus aureus, and fungus Candida albicans in solution and in the form of a film.

Synthesis and evaluation in vitro of 1-[2-(10-dihydroartemisininoxy) ethyl]-3-phenylurea derivatives as potential agents against cancer

In order to develop potent and selective anticancer agents, a series of novel artemisinin derivatives bearing urea moiety 1a-n were facilely synthesized herein and screened for their activities in vitro against ten human tumor cell lines (HeLa, MCF-7, U937, K562, HL60, HCT116, HepG2, A549, A375-S2, and HT1080). The pharmacological results indicated that some compounds showed excellent activity against cancer cell lines and good selectivity, especially the compound 1c which proved to be the most active against the cancer cells as well as distinctive patterns of selectivity.

Synthesis of 1-Hydroxyalkyl-3-Substituted Ureas and Thioureas, Substrates for Alcohol Dehydrogenase

A series of 1-(2-hydroxyethyl)- and 1-(3-hydroxyethyl)-3-substituted ureas and thioureas were synthesized. 1-(3-Hydroxyethyl)-3-acylthioureas were shown to be specific substrates for alcohol dehydrogenase in vitro.