13908-57-1

Basic information

• Product Name: 1-(2-chloroethyl)-3-naphthalen-2-ylurea
• Synonyms: urea, N-(2-chloroethyl)-N'-2-naphthalenyl-
• CAS NO: 13908-57-1
• Molecular Formula: C₁₃H₁₃ClN₂O
• Molecular Weight: 248.7081
• Mol File: 13908-57-1.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 399.1°C at 760 mmHg
• Flash Point: 195.2°C
• Density: 1.286g/cm³
• Vapor Pressure: 1.4E-06mmHg at 25°C
• Refractive Index: 1.66
• CAS DataBase Reference: 1-(2-chloroethyl)-3-naphthalen-2-ylurea(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-chloroethyl)-3-naphthalen-2-ylurea(13908-57-1)
• EPA Substance Registry System: 1-(2-chloroethyl)-3-naphthalen-2-ylurea(13908-57-1)

Safety Data

• Hazardous Substances Data: 13908-57-1(Hazardous Substances Data)

Usage

General Description

1-(2-chloroethyl)-3-naphthalen-2-ylurea, also known as chlorpropham, is a chemical compound commonly used as a herbicide and plant growth regulator. It is a white crystalline solid that is soluble in water and has a molecular weight of 202.66 g/mol. Chlorpropham works by inhibiting cell division in plants, leading to stunted growth and eventually death. It is primarily used to control the sprouting of potatoes in storage and to suppress the growth of weeds in a variety of crops. However, it has been associated with potential health and environmental risks, and its use is regulated in many countries.

Upstream product

• 1943-83-5 2-chloroethyl isothiocyanate 
• 91-59-8 naphthalen-2-ylamine 

Downstream Products

• 13907-53-4 C₁₃H₁₂ClN₃O₂ 

Relevant articles and documents

Inhibitors of CYP 17

The present invention provides compounds of Formula (I) and (II), or a pharmaceutically acceptable salts thereof, where R53, R54, p, q, and n are as defined herein. The compounds of the present invention have been found to be useful as 17α-hydroxylase/C17,20-lyase inhibitors.

Cycloalkyl-substituted aryl chloroethylureas inhibiting cell cycle progression in G0/G1 phase and thioredoxin-1 nuclear translocation

1-(2-Chloroethyl)-3-(4-cyclohexylphenyl)urea (cHCEU) has been shown to abrogate the presence of thioredoxin-1 into the nucleus through its selective covalent alkylation. In the present letter we have evaluated the structure-activity relationships of the s

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.