6626-90-0

Basic information

• Product Name: N-benzyl-5-chloro-2-hydroxybenzamide
• CAS NO: 6626-90-0
• Molecular Formula: C₁₄H₁₂ClNO₂
• Molecular Weight: 261.7036
• Mol File: 6626-90-0.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 440.7°C at 760 mmHg
• Flash Point: 220.3°C
• Density: 1.302g/cm³
• Vapor Pressure: 2.22E-08mmHg at 25°C
• Refractive Index: 1.626
• CAS DataBase Reference: N-benzyl-5-chloro-2-hydroxybenzamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-benzyl-5-chloro-2-hydroxybenzamide(6626-90-0)
• EPA Substance Registry System: N-benzyl-5-chloro-2-hydroxybenzamide(6626-90-0)

Safety Data

• Hazardous Substances Data: 6626-90-0(Hazardous Substances Data)

Upstream product

• 321-14-2 5-chloro-2-hydroxybenzoic acid 
• 100-46-9 benzylamine 
• 3438-16-2 5-chloro-2-methoxybenzoic acid 
• 349088-98-8 5‐chloro‐2‐methoxy‐N‐benzylbenzamide 
• 4068-78-4 methyl 5-chloro-2-hydroxybenzoate 
• 15216-81-6 5-chloro-2-hydroxybenzoyl chloride 

Downstream Products

• 1321192-50-0 10-benzyl-2-chloro-7-nitrodibenzo[b,f][1,4]oxazepin-11(10H)-one 
• 1132646-18-4 C₁₄H₁₂ClNOS 

Relevant articles and documents

Photo-and thermochromic spiranes. 24. Novel photochromic spiropyrans from 2,4-dihydroxyisophthalaldehyde

Novel series of photochromic indoline and benzoxazine spiropyrans containing ortho-placed formyl and hydroxyl groups in the benzene ring of the chromene part of the molecule have been prepared. X-ray analysis has shown that, depending on the structure of

Structure-Activity Relationship Studies on Diversified Salicylamide Derivatives as Potent Inhibitors of Human Adenovirus Infection

The effective treatment of adenovirus (HAdV) infections in immunocompromised patients still poses great challenges. Herein, we reported our continued efforts to optimize a series of salicylamide derivatives as potent inhibitors of HAdV infection. Of these, nine compounds (11, 13, 14, 17, 20, 58, 60, 62, and 70) showed significantly improved anti-HAdV activities with nanomolar to submicromolar IC50 values and high selectivity indexes (SI > 100), indicating better safety windows, compared to those of the lead compound niclosamide. Our mechanistic assays suggest that compounds 13, 62, and 70 exert their activities in the HAdV entry pathway, while compounds 14 and 60 likely target the HAdV DNA replication, and 11, 17, 20, and 58 inhibit later steps after DNA replication. Given the broad anti-viral activity profile of niclosamide, these derivatives may also offer therapeutic potential for other viral infections.

Structure-activity relationships of N-benzylsalicylamides for inhibition of photosynthetic electron transport

Inhibition of photosynthetic electron transport (PET) in spinach chloroplasts by sixty-one ring-substituted N-benzylsalicylamides was investigated. The inhibitory potency of the compounds expressed by IC50 value varied from 2.0 to 425.3 μmol/L. Several evaluated compounds can be considered as effective PET inhibitors; these include N-(3,4- dichlorobenzyl)-2-hydroxy-5-nitrobenzamide (IC50 = 2.0 μmol/L), 3,5-dibromo-N-(3,4-dichlorobenzyl)-2-hydroxybenzamide (IC50 = 2.3 μmol/L) and 3,5-dibromo-N-(4-chlorobenzyl)-2-hydroxybenzamide (IC50 = 2.6 μmol/L) with activity comparable with that of the standard Diuron (IC50 = 1.9 μmol/L). The PET inhibiting activity increased approximately linearly with increasing lipophilicity of the compounds as well as with the increasing sum of Hammett σ constants of the substituents on the acyl fragment (R1 = H, 5-OCH3, 5-CH3, 5-Cl, 5-Br, 5-NO2, 4-OCH3, 4-Cl, 3,5-Cl and 3,5-Br) and the benzylamide fragment (R2 = H, 4-OCH3, 4-CH3, 4-F, 4-Cl and 3,4-Cl). Based on the evaluated structure-PET inhibiting activity relationships (QSAR) it was confirmed that the inhibitory activity of the compounds depends on lipophilicity (log P or distributive parameters π1 and π2 of individual substituents) and electronic properties of the substituents on the acyl (σ1) and the benzylamide fragments (σ2), the contribution of σ1 being more significant than that of σ2.