63668-36-0

Basic information

• Product Name: 1-benzyl-3-(2-chloroethyl)urea
• Synonyms: 1-Benzyl-3-(2-chloroethyl)urea; urea, N-(2-chloroethyl)-N'-(phenylmethyl)-
• CAS NO: 63668-36-0
• Molecular Formula: C₁₀H₁₃ClN₂O
• Molecular Weight: 212.676
• Mol File: 63668-36-0.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 420°C at 760 mmHg
• Flash Point: 207.8°C
• Density: 1.172g/cm³
• Vapor Pressure: 2.9E-07mmHg at 25°C
• Refractive Index: 1.542
• CAS DataBase Reference: 1-benzyl-3-(2-chloroethyl)urea(CAS DataBase Reference)
• NIST Chemistry Reference: 1-benzyl-3-(2-chloroethyl)urea(63668-36-0)
• EPA Substance Registry System: 1-benzyl-3-(2-chloroethyl)urea(63668-36-0)

Safety Data

• Hazardous Substances Data: 63668-36-0(Hazardous Substances Data)

Usage

Purpose

Antineoplastic agent

Function

Inhibits the growth of cancer cells and disrupts their ability to divide and multiply

Cancer Types Treated

Brain tumors, Hodgkin's lymphoma, and melanoma

Administration

Orally in the form of a capsule

Side Effects

Bone marrow suppression, nausea, and vomiting

Supervision

Should be used under the guidance of a medical professional

Upstream product

• 100-46-9 benzylamine 
• 1943-83-5 2-chloroethyl isothiocyanate 
• 3173-56-6 benzyl isothiocyanate 
• 689-98-5 chloroethylamine 

Relevant articles and documents

Comparison of DNA lesions produced by tumor-inhibitory 1,2- bis(sulfonyl)hydrazines and chloroethylnitrosoureas

1,2-Bis(sulfonyl)hydrazine derivatives, designed to generate several of the electrophilic species classically believed to be responsible for the alkylating (chloroethylating) and/or carbamoylating activities of the chloroethylnitrosoureas (CNUs), were compared with respect to the cross- linking and nicking of T7 DNA to that caused by 1,3-bis(2-chloroethyl)-1- nitrosourea (BCNU), 1-(2-chloroethyl)-3-cyclohexyl-1-nitrosourea (CCNU), and 1-(2-chloroethyl)-3-(4-trans-methylcyclohexyl)-1-nitrosourea (MeCCNU). In the case of BCNU, a large proportion of T7 DNA strand nicking was found to be due to the generation of 2-chloroethylamine, produced from the hydrolysis of 2- chloroethylisocyanate, in turn formed during the decomposition of the parental nitrosourea. 1,2-Bis(methylsulfonyl)-1-(2-chloroethyl)hydrazine (compound 1) gave a greater yield of DNA cross-links than the CNUs. Compound 1, as well as its derivatives that were incapable of generating 2- chloroethylisocyanate, did not produce detectable levels of strand nicking, indicating that N7-alkylation of guanine did not occur to a significant extent with these agents. Since compound 1 and its derivatives are believed to generate chloronium and chloroethyldiazonium ions, it would appear that these species could not be significantly involved in the N7-alkylation of guanine caused by the CNUs. The relatively low level of N7-alkylation of guanine residues and the relatively high yield of cross-links generated by some of the 1,2-bis(sulfonyl)-1-(2-chloroethyl)hydrazine derivatives implies that they are more exclusive O6-guanine chloroethylating agents than the CNUs. O6-Guanine chloroethylation is believed to be the therapeutically relevant event produced by the CNUs; therefore, compound 1 derivatives represent promising new cancer chemotherapeutic agents, since they appear to generate lower quantities of therapeutically unimportant, yet carcinogenic lesions, and more of the therapeutically relevant O6-guanine chloroethylation than the CNUs.