72766-68-8

Basic information

• Product Name: 6-(2-chlorobenzoyl)-1,3-benzoxazol-2(3H)-one
• CAS NO: 72766-68-8
• Molecular Formula: C₁₄H₈ClNO₃
• Molecular Weight: 273.6712
• Mol File: 72766-68-8.mol
• Article Data: 9

Chemical Properties

• Density: 1.424g/cm³
• Refractive Index: 1.636
• CAS DataBase Reference: 6-(2-chlorobenzoyl)-1,3-benzoxazol-2(3H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 6-(2-chlorobenzoyl)-1,3-benzoxazol-2(3H)-one(72766-68-8)
• EPA Substance Registry System: 6-(2-chlorobenzoyl)-1,3-benzoxazol-2(3H)-one(72766-68-8)

Safety Data

• Hazardous Substances Data: 72766-68-8(Hazardous Substances Data)

Upstream product

• 59-49-4 2-Benzoxazolinone 
• 118-91-2 ortho-chlorobenzoic acid 
• 49619-43-4 2-chlorobenzoic anhydride 
• 609-65-4 o-chlorobenzoyl chloride 
• 13787-55-8 3-(2-chloro-benzoyl)-3H-benzooxazol-2-one 

Downstream Products

• 81513-93-1 6-(2-Chloro-benzoyl)-3-[4-(3-trifluoromethyl-phenyl)-piperazin-1-ylmethyl]-3H-benzooxazol-2-one 
• 99541-43-2 6-(2-Chloro-benzoyl)-3-piperidin-1-ylmethyl-3H-benzooxazol-2-one 
• 76752-14-2 2-[6-(2-Chloro-benzoyl)-2-oxo-benzooxazol-3-yl]-propionic acid 
• 182325-41-3 3-[6-(2-Chloro-benzoyl)-2-oxo-benzooxazol-3-yl]-propionitrile 
• 99541-44-3 6-(2-Chloro-benzoyl)-3-(2-methyl-piperidin-1-ylmethyl)-3H-benzooxazol-2-one 
• 99541-45-4 6-(2-Chloro-benzoyl)-3-(4-methyl-piperidin-1-ylmethyl)-3H-benzooxazol-2-one 
• 76752-09-5 2-[6-(2-Chloro-benzoyl)-2-oxo-benzooxazol-3-yl]-propionic acid ethyl ester 
• 76751-99-0 [6-(2-chlorobenzoyl)-2-benzoxazolinon-3-yl]acetic acid 
• 154641-16-4 [6-(2-Chloro-benzoyl)-2-oxo-benzooxazol-3-yl]-acetonitrile 

Relevant articles and documents

Synthesis and antibacterial and antifungal properties of thiazolinoethyl-2(3H)-benzoxazolone derivatives. II

Cyano derivatives of 6-acyl-2(3H)-benzoxazolones were reacted with cysteamine HCl in ethanol to give the corresponding 6-acyl-3-thiazolinoethyl-2(3H)-benzoxazolones and their antibacterial and antifungal activities were investigated. The chemical structures were proved by means of their IR and 1H-NMR spectra and elemental analysis. Investigation of antimicrobiaI activity of the compounds was carried out by tube dilution and disc techniques using bacteria (Escherichia coli ATCC 25922, Staphylococcus aureus ATCC 25923, Pseudomonas aeruginosa ATCC 27853 and Streptococcus faecalis ATCC 29212) and yeast-like fungi (Candida parapsilosis, C albicans, C pseudotropicalis and C stellatoidea). Inhibitory effects were observed for many compounds against S aureus and Bacillus subtilis. Compounds 13 and 15 had minimum inhibitory concentrations (MIC) of 8.4 and 4.2 μg/mL respectively. The antifungal studies against C albicans (10 and 16, MIC = 67.5 μg/mL), C parapsilosis (15, MIC = 67.5 μg/mL) and C stellaatoidea (9, MIC = 67.5 μg/mL) were more successful in comparison.

Synthesis and antimicrobial activity of thiazolinomethyl-2(3H)-benzoxazolone derivatives (I)

A number of thiazolinoalkyl-2(3H)-benzoxazolones have been synthesized by using cyano derivatives of 6-acyl-2(3H)-benzoxazolones with cysteamine HCl. Their antibacterial and antifungal activities have been evaluated. The chemical structures have been proved by means of their IR, 1H-NMR and mass spectroscopic data and by elemental analysis. The antimicrobial activity of compounds was investigated by tube dilution and disk techniques using bacteria (Escherichia coli ATCC 25922, Staphylococcus aureus ATCC 25923, Pseudomonas aeruginosa ATCC 27853, Streptococcus faecalis RSKK 10541) and yeast-like fungi (Candida parapsilosis, C albicans, C pseudotropicalis, C stellatoidea). Inhibitory effects were observed for many compounds against C albicans, eg, compounds 3b and 3c MIC = 25 μg/ml, C pseudotropicalis, eg, compound 3b MIC = 12.5 μg/ml, and P aeruginosa and S faecalis, eg, compound 3c, MIC = 25 μg/ml.

Analgesic and antiinflammatory activity screening of 6-acyl-3-piperidinomethyl-2(3H)-benzoxazolone derivatives

6-Acyl-2(3H)-benzoxazolone derivatives were reacted with appropriate piperidine derivatives and formaldehyde in methanol to give the corresponding 6-acyl-3-piperidinomethyl-2(3H)-benzoxazolones. The obtained compounds were screened for their analgesic and antiinflammatory activities. Analgesic activity of these compounds was investigated by modified Koster test. Antiinflammatory activity was assayed by using carrageenan induced mouse paw edema test and arachidonic acid edema. The 15 compounds synthesized showed good analgesic activities; compounds 1, 3 and 6 moved to be active inhibitors of edema.