50625-49-5

Basic information

• Product Name: Benzoyl azide, 3-chloro-
• CAS NO: 50625-49-5
• Molecular Formula: C7H4ClN3O
• Molecular Weight: 181.581
• Mol File: 50625-49-5.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: Benzoyl azide, 3-chloro-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoyl azide, 3-chloro-(50625-49-5)
• EPA Substance Registry System: Benzoyl azide, 3-chloro-(50625-49-5)

Safety Data

• Hazardous Substances Data: 50625-49-5(Hazardous Substances Data)

Upstream product

• 1673-47-8 3-chlorobenzhydrazide 
• 6297-12-7 1,3-bis(3-chlorophenyl)-1,3-propanedione 
• 84553-20-8 α,α-dichloro-m-chloroacetophenone 
• 93507-06-3 C₁₀H₉ClO₄ 
• 37156-55-1 2,4-dinitrophenyl 3-chlorobenzoate 
• 587-04-2 m-Chlorobenzaldehyde 
• 618-46-2 m-Chlorobenzoyl chloride 
• 535-80-8 3-chlorobenzoate 

Downstream Products

• 2150-89-2 (3-chlorophenyl) carbamic acid ethyl ester 
• 94398-04-6 N-benzoyl-N'-(3-chloro-phenyl)-urea 
• 72802-45-0 1-(3-chlorophenyl)-3-cyclohexylurea 
• 13208-31-6 N_.N'-Di-(m-chlor-phenyl)-harnstoff 
• 13143-21-0 1-(3-chlorophenyl)-3-(o-tolyl)urea 
• 13142-09-1 N-(4-bromophenyl)-N'-(3-chlorophenyl)-urea 
• 107682-09-7 N-(3-chloro-phenyl)-N'-(2-methyl-5-nitro-phenyl)-urea 
• 39165-01-0 N-(3-chlorophenyl)-2-oxo-2-phenylacetamide 
• 7006-52-2 3-chloro-N-methylaniline 

Relevant articles and documents

Synthesis of: N -methylated amines from acyl azides using methanol

The transformation of acyl azide derivatives into N-methylamines was developed using methanol as the C1 source via the one-pot Curtius rearrangement and borrowing hydrogen methodology. Following this protocol, various functionalised N-methylated amines were synthesized using the (NNN)Ru(ii) complex from carboxylic acids via an acyl azide intermediate. Several kinetic studies and DFT calculations were carried out to support the mechanism and also to determine the role of the Ru(ii) complex and base in this transformation.

Pathways in the Degradation of Geminal Diazides

The degradation of geminal diazides is described. We show that diazido acetates are converted into tetrazoles through the treatment with bases. The reaction of dichloro ketones with azide anions provides acyl azides, through in situ formation of diazido ketones. We present experimental and theoretical evidence that both fragmentations may involve the generation of acyl cyanide intermediates. The controlled degradation of terminal alkynes into amides (by loss of one carbon) or ureas (by loss of two carbons) is also shown.

Novel VEGFR-2 kinase inhibitors identified by the back-to-front approach

We report a novel VEGFR-2 inhibitor, developed by the back-to-front approach. Docking experiments indicated that the 3-chloromethylphenylurea motif of the lead compound occupied the back pocket of VEGFR-2 kinase. An attempt was made to enhance the binding affinity of 1 by expanding the structure to access the front pocket using a triazole linker. A library of 1,4-(disubstituted)-1H-1, 2,3-triazoles were screened in silico, and one compound (VH02) was identified with an IC50 against VEGFR-2 of 0.56 μM. VH02 showed antiangiogenic effects, inhibiting tube formation in HUVEC cells (EA.hy926) at 0.3 μM, 13 times lower than its cytotoxic dose. These enzymatic and cellular activities suggest that VH02 has potential as a lead for further optimization.