1141-37-3

Basic information

• Product Name: 4-N-bis(2-chloroethyl)aminobenzoic acid
• Synonyms: 4-N-bis(2-chloroethyl)aminobenzoic acid;4-[Bis(2-chloroethyl)amino]benzoic acid
• CAS NO: 1141-37-3
• Molecular Formula: C₁₁H₁₃Cl₂NO₂
• Molecular Weight: 262.15
• Mol File: 1141-37-3.mol
• Article Data: 22

Chemical Properties

• Boiling Point: 426.6°Cat760mmHg
• Flash Point: 211.8°C
• Appearance: /
• Density: 1.3099 (rough estimate)
• Vapor Pressure: 4.9E-08mmHg at 25°C
• Refractive Index: 1.6070 (estimate)
• CAS DataBase Reference: 4-N-bis(2-chloroethyl)aminobenzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-N-bis(2-chloroethyl)aminobenzoic acid(1141-37-3)
• EPA Substance Registry System: 4-N-bis(2-chloroethyl)aminobenzoic acid(1141-37-3)

Safety Data

• Hazardous Substances Data: 1141-37-3(Hazardous Substances Data)

Usage

Safety Profile

Poison by intraperitoneal andpossibly other routes. When heated to decomposition itemits toxic fumes of Cl-and NOx.

InChI:InChI=1/C11H13Cl2NO2/c12-5-7-14(8-6-13)10-3-1-9(2-4-10)11(15)16/h1-4H,5-8H2,(H,15,16)

Upstream product

• 1208-03-3 4-(bis(2-chloroethyl)amino)benzaldehyde 
• 91645-48-6 methyl 4-benzoate 
• 99-77-4 ethyl 4-nitrobenzoate 
• 62-23-7 4-nitro-benzoic acid 
• 150-13-0 4-amino-benzoic acid 
• 18144-47-3 tert-butyl 4-aminobenzoate 
• 553-27-5 aniline mustard 
• 120-07-0 2,2'-(phenylimino)bis[ethanol] 
• 94-09-7 p-aminoethylbenzoate 
• 15716-30-0 ethyl 4-benzoate 
• 123724-54-9 di-tert-butyl 4-benzoyl-L-glutamate 
• 123724-57-2 di-tert-butyl 4-benzoyl-L-glutamate 
• 3086-06-4 4-benzoyl-L-glutamic acid 
• 6259-79-6 4-[bis-(2-chloro-ethyl)-amino]-benzoic acid ethyl ester 

Downstream Products

• 725-11-1 4-[bis-(2-chloroethyl)amino]benzoic acid hydrazide 

Relevant articles and documents

Discovery of N-(2-Amino-4-Fluorophenyl)-4-[bis-(2-Chloroethyl)-Amino]-Benzamide as a Potent HDAC3 Inhibitor

In discovery of HDAC inhibitors with improved activity and selectivity, fluorine substitution was performed on our previously derived lead compound. The synthesized molecules N-(2-amino-4-fluorophenyl)-4-[bis-(2-chloroethyl)-amino]-benzamide (FNA) exhibited class I (HDAC1, 2, and 3) selectivity in the in vitro enzymatic assay and especially potent against HDAC3 activity (IC50: 95.48 nM). The results of in vitro antiproliferative assay indicated that FNA exhibited solid tumor cell inhibitory activities with IC50 value of 1.30 μM against HepG2 cells compared with SAHA (17.25 μM). Moreover, the in vivo xenograft model study revealed that FNA could inhibit tumor growth with tumor growth inhibition (TGI) of 48.89% compared with SAHA (TGI of 48.13%). Further HepG2 cell–based apoptosis and cell cycle studies showed that promotion of apoptosis and G2/M phase arrest make contributions to the antitumor activity of FNA. In addition, drug combination results showed that 0.5 μM of FNA could improve the anticancer activity of taxol and camptothecin. The present studies revealed the potential of FNA utilized as a high potent lead compound for further discovery of isoform selective HDAC inhibitors.

Design and synthesis of novel nitrogen mustard-evodiamine hybrids with selective antiproliferative activity

A series of novel nitrogen mustard-evodiamine hybrids were synthesized and evaluated for their antitproliferative properties. The antiproliferative activities of 10a–d, 11a–d, and 12a–d against four different kinds of human cancer cell lines (PC-3, HepG2, THP-1 and HL-60) and human normal peripheral blood mononuclear cells (PBMC) were determined. The results showed that all the target hybrid compounds exhibited antiproliferative activities against tested human tumor cell lines to some extent and no antiproliferative activities (>200 μM) against human normal PBMC cells. The antiproliferative selectivity between tumorous and normal cells was very useful for further antitumor drug development. Among the target compounds, 12c showed the strongest cytotoxicity against two tumor cell lines (THP-1 and HL-60) with IC50 values of 4.05 μM and 0.50 μM, respectively, and selected for further mechanism study in HL-60 cells. The results showed that 12c could induce HL-60 cells apoptosis and arrest at G2 phase at low sub-micromolar concentrations via mitochondria-related pathways.

Design and synthesis of chromone-nitrogen mustard derivatives and evaluation of anti-breast cancer activity

Chromone has emerged as one of the most important synthetic scaffolds for antitumor activity, which promotes the development of candidate drugs with better activity. In this study, a series of nitrogen mustard derivatives of chromone were designed and syn

Design and synthesis of β-carboline derivatives with nitrogen mustard moieties against breast cancer

To discover the promising antitumor agents, a series of β-carboline derivatives with nitrogen mustard moieties were designed and synthesized. Most target derivatives showed antiproliferative activity against MCF-7 and MDA-MB-231 cells. Among them, (1-meth

PARP Inhibitor - alkylated bifunctional molecule and preparation method and application thereof

The invention discloses a potent polyadenine diphosphate ribose polymerase inhibitor (Poly ADP-Ribose Polymerase). PARP) The inhibitors - are alkylated bifunctional molecules and the present invention relates to compounds having the structure of Formula I, and also to pharmaceutically acceptable salts and solvates thereof. The preparation method comprises the following steps: condensation of 5 - [(3,4 -dihydro -4 - oxo -1 - phthalazinyl) methyl] -2 -fluorobenzoic acid and N-Boc - piperazine condensation and after-deprotection Boc groups and finally performing condensation connection with a mustard group to obtain the compound shown I. The invention further relates to a pharmaceutical composition containing the compound of the formula I and a pharmaceutical use thereof, and can be used for treating tumors and other targets PARP or DNA. .