51816-15-0

Basic information

• Product Name: N-(2-chloroethyl)-4-nitro-benzamide
• Synonyms: N-(2-chloroethyl)-4-nitro-benzamide
• CAS NO: 51816-15-0
• Molecular Formula: C₉H₉ClN₂O₃
• Molecular Weight: 228.63
• Mol File: 51816-15-0.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 434.2°Cat760mmHg
• Flash Point: 216.4°C
• Appearance: /
• Density: 1.348g/cm³
• Vapor Pressure: 9.62E-08mmHg at 25°C
• Refractive Index: 1.573
• PKA: 12.54±0.46(Predicted)
• CAS DataBase Reference: N-(2-chloroethyl)-4-nitro-benzamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2-chloroethyl)-4-nitro-benzamide(51816-15-0)
• EPA Substance Registry System: N-(2-chloroethyl)-4-nitro-benzamide(51816-15-0)

Safety Data

• Hazardous Substances Data: 51816-15-0(Hazardous Substances Data)

Usage

General Description

N-(2-chloroethyl)-4-nitro-benzamide, also known as chloroethyl nitrosourea, is a chemical compound with the formula C9H8ClN3O3. It is a member of the nitrosourea class of alkylating agents, which are used as antineoplastic drugs in chemotherapy. The compound is known for its ability to inhibit DNA synthesis and repair in cancer cells, ultimately leading to cell death. Chloroethyl nitrosourea has been used in the treatment of various types of cancer, including brain tumors and lymphoma. However, it is highly toxic and has potential side effects, such as bone marrow suppression and gastrointestinal disturbances. Research into this compound continues in the search for more effective and targeted cancer treatments.

InChI:InChI=1/C9H9ClN2O3/c10-5-6-11-9(13)7-1-3-8(4-2-7)12(14)15/h1-4H,5-6H2,(H,11,13)

Upstream product

• 870-24-6 2-chloroethanamine hydrochloride 
• 122-04-3 4-nitro-benzoyl chloride 
• 619-73-8 4-nitrobenzyl chloride 
• 62-23-7 4-nitro-benzoic acid 
• 99183-81-0 1-chlorocarbonyloxy-2-(4-nitro-benzoylamino)-ethane 
• 110-86-1 pyridine 

Downstream Products

• 72200-32-9 C₁₅H₂₇N₆O₃P 
• 259137-26-3 1-(4-methoxyphenyl)-2-(4-nitrophenyl)-4,5-dihydroimidazole 
• 72200-27-2 N-(2-Azidoethyl)p-nitrobenzamid 
• 7465-63-6 2-(4-Nitrophenyl)-4,5-dihydrooxazole 
• 61033-70-3 2-(4-nitrophenyl)-4,5-dihydro-1H-imidazoline 

Relevant articles and documents

Visible-Light Photoredox-Catalyzed Amidation of Benzylic Alcohols

A new photocatalyzed route to amides from alcohols and amines mediated by visible light is presented. The reaction is carried out in ethyl acetate as a solvent. Ethyl acetate can be defined a green and bio-based solvent. The starting materials such as the energy source are easily available, stable, and inexpensive. The reaction has shown to be general and high yielding.

Reactions of 2,3-diaryl-1-methyl-4,5-dihydroimidazolium iodides with nucleophilic reagents

2,3-Diaryl imidazolium salts, represented by 1 and 2, reacted with 2-ethanolamine or ethylenediamine to produce 2-aryl oxazolines or imidazolines 5-8 respectively. Their hydrolysis resulted in ring-opened ethylenediamine derivatives 9 and 10. The reduction of 1 and 2 produced partially reduced imidazolidines 11, 12 and 11 reacted further with tryptamine to provide 2,3,4,9-tetrahydro-1-phenyl 1H-pyrido[3,4-b]indole, 13. In all these reactions one-carbon units were successfully transferred to the nucleophilic acceptors, which mimic the one-carbon unit transfer function for tetrahydrofolate coenzymes.