3532-31-8

Basic information

• Product Name: m-Nitrobenzoyl azide
• Synonyms: 3-nitrobenzoyl azide
• CAS NO: 3532-31-8
• Molecular Formula: C₇H₄N₄O₃
• Molecular Weight: 0
• Mol File: 3532-31-8.mol
• Article Data: 15

Chemical Properties

• Melting Point: 68 °C
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: g/cm³
• CAS DataBase Reference: m-Nitrobenzoyl azide(CAS DataBase Reference)
• NIST Chemistry Reference: m-Nitrobenzoyl azide(3532-31-8)
• EPA Substance Registry System: m-Nitrobenzoyl azide(3532-31-8)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38-44
• Safety Statements: 15-26-37/39
• Hazardous Substances Data: 3532-31-8(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Synthetic Communications, 13, p. 289, 1983 DOI: 10.1080/00397918308066978

InChI:InChI=1/C7H5N4O3/c8-10-9-7(12)5-2-1-3-6(4-5)11(13)14/h1-4,8H/q+1

Upstream product

• 6415-38-9 benzenediazonium sulphate 
• 618-94-0 3-nitrobenzoic acid hydrazide 
• 121-90-4 m-nitrobenzoic acid chloride 
• 13651-07-5 2,2-dibromo-1-(3-nitrophenyl)ethan-1-one 
• 99-61-6 3-nitro-benzaldehyde 
• 18312-48-6 potassium m-nitrobenzoate 
• 121-92-6 3-nitrobenzoic acid 
• 618-95-1 methyl 3-nitrobenzoate 

Downstream Products

• 13141-83-8 1-(3-nitrophenyl)-3-(pyridin-2-yl)urea 
• 50610-66-7 N-acetyl-N'-(3-nitro-phenyl)-urea 
• 2189-61-9 (3-nitro-phenyl)-carbamic acid methyl ester 
• 91716-03-9 (3-nitro-phenyl)-carbamic acid propyl ester 
• 68621-24-9 (3-nitro-phenyl)-carbamic acid-(3,4-dimethyl-phenyl ester) 
• 29639-03-0 (3-nitro-phenyl)-carbamic acid-(4-nitro-phenyl ester) 
• 50686-02-7 (3-nitro-phenyl)-carbamic acid p-tolyl ester 
• 75004-30-7 (3-nitro-phenyl)-carbamic acid tert-pentyl ester 
• 50686-04-9 (3-nitro-phenyl)-carbamic acid-(4-bromo-phenyl ester) 
• 92491-59-3 (3-nitro-phenyl)-carbamic acid isobutyl ester 
• 92848-37-8 (3-nitro-phenyl)-carbamic acid pentyl ester 

Relevant articles and documents

Prodrugs for nitroreductase based cancer therapy-4: Towards prostate cancer targeting: Synthesis of N-heterocyclic nitro prodrugs, Ssap-NtrB enzymatic activation and anticancer evaluation

In this study, various N-heterocyclic nitro prodrugs (NHN1-16) containing pyrimidine, triazine and piperazine rings were designed and synthesized. The final compounds were identified using FT-IR, 1H NMR, 13C NMR as well as elemental analyses. Enzymatic activities of compounds were conducted by using HPLC analysis to investigate the interaction of substrates with Ssap-NtrB nitroreductase enzyme. MTT assay was performed to evaluate the toxic effect of compounds against Hep3B and PC3 cancer cell lines and healthy HUVEC cell. It was observed that synthesized compounds NHN1-16 exhibited different cytotoxic profiles. Pyrimidine derivative NHN3 and triazine derivative NHN5 can be good drug candidates for prostate cancer with IC50 values of 54.75 μM and 48.9 μM, respectively. Compounds NHN6, NHN10, NHN12, NHN14 and NHN16 were selected as prodrug candidates because of non-toxic properties against three different cell models. The NHN prodrugs and Ssap-NtrB combinations were applied to SRB assay to reveal the prodrug capabilities of these selected compounds. SRB screening results showed that the metabolites of all selected non-toxic compounds showed remarkable cytotoxicity with IC50 values in the range of 1.71–4.72 nM on prostate cancer. Among the tested compounds, especially piperazine derivatives NHN12 and NHN14 showed significant toxic effect with IC50 values of 1.75 nM and 1.79 nM against PC3 cell compared with standart prodrug CB1954 (IC50: 1.71 nM). Novel compounds NHN12 and NHN14 can be considered as promising prodrug candidates for nitroreductase-prodrug based prostate cancer therapy.

Visible Light-Induced Regioselective Cycloaddition of Benzoyl Azides and Alkenes to Yield Oxazolines

Visible light catalysis allows the regioselective synthesis of oxazolines in high yields. The mild photosensitized manifold leverages the intermolecular formation of oxazolines with a wide functional group tolerance on both benzoyl azides and alkenes part

Direct and facile synthesis of acyl azides from carboxylic acids using the trichloroisocyanuric acid-triphenylphosphine system

A mild, efficient, and practical method for the one-step synthesis of acyl azides from carboxylic acids using a safe and inexpensive mixed reagent, trichloroisocyanuric acid-triphenylphosphine, is described.