13908-71-9

Basic information

• Product Name: 1-(2-chloroethyl)-3-[4-[[4-(2-chloroethylcarbamoylamino)phenyl]methyl]phenyl]urea
• CAS NO: 13908-71-9
• Molecular Formula: C₁₉H₂₂Cl₂N₄O₂
• Molecular Weight: 409.315
• Mol File: 13908-71-9.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 1-(2-chloroethyl)-3-[4-[[4-(2-chloroethylcarbamoylamino)phenyl]methyl]phenyl]urea(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-chloroethyl)-3-[4-[[4-(2-chloroethylcarbamoylamino)phenyl]methyl]phenyl]urea(13908-71-9)
• EPA Substance Registry System: 1-(2-chloroethyl)-3-[4-[[4-(2-chloroethylcarbamoylamino)phenyl]methyl]phenyl]urea(13908-71-9)

Safety Data

• Hazardous Substances Data: 13908-71-9(Hazardous Substances Data)

Usage

Description

1-(2-chloroethyl)-3-[4-[[4-(2-chloroethylcarbamoylamino)phenyl]methyl]phenyl]urea is a chemical compound with the molecular formula C17H18Cl2N4O2. It is a urea derivative featuring two chloroethyl groups and a carbamoylamino group attached to a phenyl ring. 1-(2-chloroethyl)-3-[4-[[4-(2-chloroethylcarbamoylamino)phenyl]methyl]phenyl]urea is a potential antineoplastic agent, which means it has the ability to inhibit or prevent the growth and spread of cancer cells. Its unique chemical structure and potential biological activity make it a promising candidate for further research and development in the field of oncology and chemotherapy.

Uses

Used in Oncology and Chemotherapy:
1-(2-chloroethyl)-3-[4-[[4-(2-chloroethylcarbamoylamino)phenyl]methyl]phenyl]urea is used as an antineoplastic agent for its potential to inhibit the growth and spread of cancer cells. Its chemical structure allows it to target and disrupt essential processes within cancer cells, making it a valuable tool in the fight against various types of cancer.
Used in Research and Development:
In the field of oncology and chemotherapy, 1-(2-chloroethyl)-3-[4-[[4-(2-chloroethylcarbamoylamino)phenyl]methyl]phenyl]urea is used as a subject of research to better understand its potential applications and mechanisms of action. 1-(2-chloroethyl)-3-[4-[[4-(2-chloroethylcarbamoylamino)phenyl]methyl]phenyl]urea's unique structure and biological activity make it an interesting target for the development of new cancer treatments and therapies.
Used in Drug Design and Synthesis:
The chemical properties and potential antineoplastic activity of 1-(2-chloroethyl)-3-[4-[[4-(2-chloroethylcarbamoylamino)phenyl]methyl]phenyl]urea make it a valuable compound in the field of drug design and synthesis. Researchers can use its structure as a starting point for the development of new drugs with improved efficacy and reduced side effects, ultimately contributing to the advancement of cancer treatment options.

Upstream product

• 1943-83-5 2-chloroethyl isothiocyanate 
• 101-77-9 4,4'-diamino diphenyl methane 
• 7417-99-4 bis-[4-(aziridine-1-carbonylamino)-phenyl]-methane 

Relevant articles and documents

Synthesis and biological evaluation of new symmetrical derivatives as cytotoxic agents and apoptosis inducers

Based on the research of less toxic anticancer therapies, we have looked for novel compounds with anticancer activity based on a proapoptotic mechanism. The described compounds are derivatives of ether, carbamate, urea, amide, or amine. Some of the prepared compounds decreased cell viability of various tumor cell lines in a time- and dose-dependent manner, and also induced DNA fragmentation, which indicated cell apoptosis. The potential antitumoral activity of the compounds was evaluated in vitro by examining their cytotoxic effects against human mama, colon, and bladder cancer cell lines (MD-MBA-231, HT-29, and T-24). Compounds showing cytotoxic activity were subjected to an apoptosis assay. In addition, some of the synthesized compounds provoked a rapid and dose-dependent increase in the level of caspase-3, an enzyme, which is considered to be one of the principal executing caspases in which all of the biochemical routes involved in the apoptosis response converge. The most promising compounds, with respect to cytotoxicity and apoptosis induction capability, were the 4-nitrophenylcarbamate derivative of 2,2′- methylenebis(4-chlorophenyl) 3c, the naphthylurea derivative 4d, and the n-propylurea derivative 4c, from 4,4′-methylenebisphenyl, all of which displayed cytotoxic activity and showed very interesting levels of apoptosis. Furthermore, good levels of apoptosis induction were achieved for 3a and 4b in the T-24 cell line. Therefore, compounds such as 7b, a pyrido[2,3-d]pyrimidine derivative, show a significant in vitro cytotoxicity, with IC50 values between 3 and 8 μm in the three cell lines tested. This compound also produced a rapid and dose-dependent increase of the caspase-3 level and induced apoptosis in HT-29 cells. Other profiles have been found, such as those presented by 5c and 7c, which are cytotoxic and apoptotic but do not provoke an increase in the level of caspase-3, or those presented by 1c, 1d, and 2a, which are cytotoxic, without showing any other activity. The different types of behavior of each compound are not necessarily parallel in the three cell lines tested. A great number of these compounds of interest show no cytotoxicity in nontumoral human cells such as CRL-8799, a nontumoral line of mama. Subsequent modulation of these lead structures permits advances in the design of potent cytotoxic and proapoptotic anticancer drugs.