1151-51-5

Basic information

• Product Name: 3,5-dichloro-N-(4-chlorophenyl)-2-hydroxybenzamide
• Synonyms: benzamide, 3,5-dichloro-N-(4-chlorophenyl)-2-hydroxy-
• CAS NO: 1151-51-5
• Molecular Formula: C₁₃H₈Cl₃NO₂
• Molecular Weight: 316.5671
• Mol File: 1151-51-5.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 383.7°C at 760 mmHg
• Flash Point: 185.9°C
• Density: 1.562g/cm³
• Vapor Pressure: 1.95E-06mmHg at 25°C
• Refractive Index: 1.689
• CAS DataBase Reference: 3,5-dichloro-N-(4-chlorophenyl)-2-hydroxybenzamide(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-dichloro-N-(4-chlorophenyl)-2-hydroxybenzamide(1151-51-5)
• EPA Substance Registry System: 3,5-dichloro-N-(4-chlorophenyl)-2-hydroxybenzamide(1151-51-5)

Safety Data

• Hazardous Substances Data: 1151-51-5(Hazardous Substances Data)

Upstream product

• 3147-55-5 3,5-dibromosalicylic acid 
• 320-72-9 3,5-dichlorosalicylic acid 
• 106-47-8 4-chloro-aniline 
• 39614-80-7 3,5-dichloro-2-hydroxy-benzoyl chloride 

Downstream Products

• 129880-24-6 Phosphoric acid 2,4-dichloro-6-(4-chloro-phenylcarbamoyl)-phenyl ester diethyl ester 

Relevant articles and documents

Design, synthesis, and biological activities of closantel analogues: Structural promiscuity and its impact on onchocerca volvulus

Onchocerciasis, or river blindness, is a neglected tropical disease that affects more than 37 million people worldwide, primarily in Africa and Central and South America. We have disclosed evidence that the larval-stage-specific chitinase, OvCHT1, may be a potential biological target for affecting nematode development. On the basis of screening efforts, closantel, a known anthelmintic drug, was discovered as a potent and highly specific OvCHT1 inhibitor. Originally, closantel's anthelmintic mode of action was believed to rely solely on its role as a proton ionophore; thus, the impact of each of its biological activities on O. volvulus L3moltingwas investigated. Structure-activity relationship studies on an active closantel fragment are detailed, and remarkably, by use of a simple salicylanilide scaffold, compounds acting only as protonophores or chitinase inhibitors were identified. From these data, unexpected synergistic protonophore and chitinase inhibition activities have also been found to be critical for molting in O. volvulus L3 larvae.

Substituted salicylanilides as inhibitors of two-component regulatory systems in bacteria

A new class of inhibitors of the two-component regulatory systems (TCS) of bacteria was discovered based on the salicylanilide screening hits, closantel (1) and tetrachlorosalicylanilide (9). A systematic SAR study versus a model TCS, KinA/Spo0F, demonstrated the importance of electron- attracting substituents in the salicyloyl ring and hydrophobic groups in the anilide moiety for optimal activity. In addition, derivatives 8 and 16, containing the 2,3-dihydroxybenzanilide structural motif, were potent inhibitors of the autophosphorylation of the KinA kinase, with IC50s of 2.8 and 6.3 μM, respectively. Compound 8 also inhibited the TCS mediating vancomycin resistance (VanS/VanR) in a genetically engineered Enterococcus faecalis cell line at concentrations subinhibitory for growth. Closantel (1), tetrachlorosalicylanilide (9), and several related derivatives (2, 7, 10, 11, 20) had antibacterial activity against the drug-resistant organisms, methicillin-resistant Staphylococcus aureus (MRSA) and vancomycin-resistant Enterococcus faecium (VREF).