13908-38-8

Basic information

• Product Name: 1-(2-chloroethyl)-3-(2-methylphenyl)urea
• Synonyms: urea, N-(2-chloroethyl)-N'-(2-methylphenyl)-
• CAS NO: 13908-38-8
• Molecular Formula: C₁₀H₁₃ClN₂O
• Molecular Weight: 212.676
• Mol File: 13908-38-8.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 307.6°C at 760 mmHg
• Flash Point: 139.9°C
• Density: 1.211g/cm³
• Vapor Pressure: 0.000716mmHg at 25°C
• Refractive Index: 1.58
• CAS DataBase Reference: 1-(2-chloroethyl)-3-(2-methylphenyl)urea(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-chloroethyl)-3-(2-methylphenyl)urea(13908-38-8)
• EPA Substance Registry System: 1-(2-chloroethyl)-3-(2-methylphenyl)urea(13908-38-8)

Safety Data

• Hazardous Substances Data: 13908-38-8(Hazardous Substances Data)

Usage

General Description

1-(2-chloroethyl)-3-(2-methylphenyl)urea is a chemical compound with the molecular formula C9H11ClN2O. It is a urea derivative with a 2-chloroethyl group and a 2-methylphenyl group attached to the nitrogen atom. 1-(2-chloroethyl)-3-(2-methylphenyl)urea is used in the synthesis of various pharmaceuticals and agrochemicals. It is also known for its potential as an antitumor agent due to its ability to inhibit the growth of cancer cells. Additionally, it has been studied for its use as a herbicide and has shown promising results in controlling the growth of certain weeds. However, it is important to handle this chemical with caution, as it is toxic and can cause irritation to the skin, eyes, and respiratory system if not properly handled.

Upstream product

• 614-68-6 2-tolyl isocyanate 
• 689-98-5 chloroethylamine 
• 1943-83-5 2-chloroethyl isothiocyanate 
• 95-53-4 o-toluidine 

Downstream Products

• 146257-07-0 1-(2-chloroethyl)-3-(2-methylphenyl)-1-nitrosourea 
• 23417-34-7 (4,5-dihydro-oxazol-2-yl)-o-tolyl-amine 

Relevant articles and documents

The relationship between solvatochromic properties and in silico ADME parameters of new chloroethylnitrosourea derivatives with potential anticancer activity and their β-Cyclodextrin complexes

In view of the anticancer effect of nitrosoureas a set of four new N-(2-chloroethyl)-N-nitrosourea (CENU) derivatives was synthesized. An in silico absorption, distribution, metabolism, excretion and toxicity (ADME/Tox) prediction study revealed that the

Antimitotic antitumor agents: Synthesis, structure-activity relationships, and biological characterization of N-aryl-N′-(2-chloroethyl)ureas as new selective alkylating agents

A series of N-aryl-N′-(2-chloroethyl)ureas (CEUs) and derivatives were synthesized and evaluated for antiproliferative activity against a wide panel of tumor cell lines. Systematic structure-activity relationship (SAR) studies indicated that: (i) a branched alkyl chain or a halogen at the 4-position of the phenyl ring or a fluorenyl/indanyl group, (ii) an exocyclic urea function, and (iii) a N′-2-chloroethyl moiety were required to ensure significant cytotoxicity. Biological experiments, such as immunofluorescence microscopy, confirmed that these promising compounds alter the cytoskeleton by inducing microtubule depolymerization via selective alkylation of β-tubulin. Subsequent evaluations demonstrated that potent CEUs were weak alkylators, were non-DNA-damaging agents, and did not interact with the thiol function of either glutathione or glutathione reductase. Therefore, CEUs are part of a new class of antimitotic agents. Finally, among the series of CEUs evaluated, compounds 12, 15, 16, and 27 were selected for further in vivo trials.

The synthesis of potential anticancer agents. XXXVI. N-nitrosoureas. II. Haloalkyl derivatives.

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