19407-45-5

Usage

Uses

Used in Pharmaceutical Research and Development:
2-Benzamido-5-chlorobenzoic acid is utilized as a key intermediate in the synthesis of pharmaceuticals for the treatment of various diseases. Its unique structure allows it to be a promising candidate for drug discovery, offering a foundation for the creation of novel therapeutic agents.
Used in Organic Synthesis:
In the realm of organic chemistry, 2-Benzamido-5-chlorobenzoic acid serves as a building block for the preparation of other complex organic molecules. Its presence in the synthesis process is crucial for the development of advanced chemical compounds with specific applications in various industries.
Used in Medicinal Chemistry:
2-Benzamido-5-chlorobenzoic acid is employed as a vital component in medicinal chemistry, where it contributes to the design and synthesis of new drugs. Its structural attributes make it suitable for the exploration of its potential in treating a range of medical conditions, thereby enhancing the scope of available treatments.

InChI:InChI=1S/C14H10ClNO3/c15-10-6-7-12(11(8-10)14(18)19)16-13(17)9-4-2-1-3-5-9/h1-8H,(H,16,17)(H,18,19)

Upstream product

• 112182-50-0 6-chloro-2-phenylquinolin-4(1H)-one 
• 98-88-4 benzoyl chloride 
• 635-21-2 5-chloroanthranilic acid 
• 23746-76-1 5-chloro-2-phenylindole 
• 67-56-1 methanol 

Downstream Products

• 7033-51-4 6-chloro-2-phenyl-benzo[d][1,3]oxazin-4-one 
• 1348979-36-1 6-chloro-3-(3-chloro-4-fluorophenyl)-2-phenylquinazolin-4(3H)-one 
• 1348979-38-3 C₂₁H₁₄ClFN₂O 
• 1348979-39-4 C₂₁H₁₄Cl₂N₂O 
• 1348979-41-8 6-chloro-3-(4-fluorophenyl)-2-phenylquinazolin-4(3H)-one 
• 1348979-42-9 6-chloro-3-(3-chlorophenyl)-2-phenylquinazolin-4(3H)-one 
• 7079-14-3 6-chloro-3-(4-methoxy-phenyl)-2-phenyl-3H-quinazolin-4-one 
• 687639-17-4 6-chloro-3-(4-chlorophenyl)-2-phenylquinazolin-4(3H)-one 

Relevant academic research and scientific papers

From Methaqualone and Beyond: Structure - Activity Relationship of 6-, 7-, and 8-Substituted 2,3-Diphenyl-quinazolin-4(3H)-ones and in Silico Prediction of Putative Binding Modes of Quinazolin-4(3H)-ones as Positive Allosteric Modulators of GABAA

Methaqualone (2-methyl-3-(o-tolyl)-quinazolin-4(3H)-one, MTQ) is a moderately potent positive allosteric modulator (PAM) of GABAA receptors (GABAARs). In a previous structure-activity relationship (SAR) study probing the importance of 2- and 3-substituent

A straightforward TBHP-mediated synthesis of 2-amidobenzoic acids from 2-arylindoles and their antimicrobial activity

A simple and highly efficient strategy has been developed for the synthesis of 2-amidobenzoic acids through the tert-butyl hydroperoxide (TBHP)-mediated oxygenation and sequential ring opening of 2-arylindoles in a one-pot fashion under metal-free aerobic conditions. The developed synthetic protocol is operationally simple, tolerates a wide range of functional groups, and is amenable to the gram-scale. Radical trapping experiments revealed that the reaction involves a radical pathway. The synthesized compounds (2a-s) were tested for in vitro antimicrobial activity. Among all screened compounds, 2d showed the maximum antibacterial activity against P. aerugunosa (ZOI = 17 mm, MIC = 32 μg mL-1) and compounds 2d and 2p showed the maximum (32 μg mL-1) antifungal activity against A. flavus and C. albicans.

Nucleophilic ring-opening of benzoxazinones by DBU: Some observations

This communication demonstrates the formation of an unusual nucleophilic ring opening of benzoxazinones by 1,8-diazabicycloundec-7-ene (DBU). This observation contradicts the intrinsic feature of a hindered nonnucleophilic base like DBU. Confirmation of t

Synthesis and evaluation of fused pyrimidine derivatives as anti-inflammatory, antiproliferative and antimicrobial agents

In this study, condensation of 2-amino-5-chlorobenzoic acid with benzoyl chloride afforded 2-benzamido-5- chloro benzoic acid which on cyclization with different primary amines yielded the corresponding 6-chloro-2-phenyl- 3-substituted quinazolin-4(3H)-ones (V1-V8). The reaction was monitored by thin layer chromatographic analysis. The structure of the synthesized compounds was confirmed by spectral studies and elemental analysis. All these compounds were screened for their anti-inflammatory, antiproliferative and antimicrobial activities. Anti-inflammatory activity was done by rat paw oedema method. Compounds V6 and V5 showed a good percentage inhibition of inflammation at the 2nd and the 3rd h, respectively. Antiproliferative activity was carried out byMTT assay againstChang liver,Hep2 andHeLa cell lines. Compounds V1, V5 and V8 showed antiproliferative activity at low concentrations. The minimum inhibitory concentrations (MIC) of the synthesized compounds against Pseudomonas aeruginosa, Staphylococcus aureus, Escherichia coli, Candida albicans and Aspergillus flavus was studied by microdilution assay. Compound V4 was found to be a potent antimicrobial agent against the organisms tested. Further, itwas selected for time kill study. These data revealed that the compounds containing chloro- and/or fluoro-substituted phenyl ring or N,N-dimethyl ethyl substitutions in the quinazolin-4(3H)-ones led to increase of their biological activities. Springer Science+Business Media, LLC 2011.

Production of 3-Benzoyl-2,1-benzisoxazoles, 2-Phenyl-4H-3,1-benzoxazin-4-ones, and Novel Quinolinone Derivatives from 2-Phenylquinolin-4(1H)-ones and Sodium Dichloroisocyanurate

A simple synthesis of certain 3-benzoyl-2,1-benzisoxazoles 6 is accomplished via treatment of the corresponding 2-phenylquinolin-4(1H)-one 1 with sodium dichloroisocyanurate 2 in methanolic aq. alkali; the isomeric 2-phenyl-4H-3,1-benzoxazin-4-one 7 is al