7133-58-6

Basic information

• Product Name: Benzamide, 2-hydroxy-N-(2-methoxyphenyl)-
• CAS NO: 7133-58-6
• Molecular Formula: C14H13NO3
• Molecular Weight: 243.262
• Mol File: 7133-58-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Benzamide, 2-hydroxy-N-(2-methoxyphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzamide, 2-hydroxy-N-(2-methoxyphenyl)-(7133-58-6)
• EPA Substance Registry System: Benzamide, 2-hydroxy-N-(2-methoxyphenyl)-(7133-58-6)

Safety Data

• Hazardous Substances Data: 7133-58-6(Hazardous Substances Data)

Upstream product

• 69-72-7 salicylic acid 
• 36930-80-0 C₁₆H₁₅NO₄ 
• 90-04-0 2-methoxy-phenylamine 
• 1441-87-8 salicyloyl chloride 

Downstream Products

• 1391741-46-0 N-(2-methoxyphenyl)-2-((4-nitrobenzyl)oxy)benzamide 
• 1391741-49-3 N-(2-methoxyphenyl)-2-((3-nitrobenzyl)oxy)benzamide 
• 1391741-50-6 2-(4-nitrilebenzyloxy)-N-(2-methoxyphenyl)benzamide 
• 1391741-51-7 2-(4-methoxybenzyloxy)-N-(2-methoxyphenyl)benzamide 
• 1391741-52-8 2-((benzo[d][1,3]dioxol-6-yl)methoxy)-N-(2-methoxyphenyl)benzamide 
• 7133-80-4 3-(2-methoxy-phenyl)-benzo[e][1,3]oxazine-2,4-dione 

Relevant articles and documents

6,7-Dimethoxy-2-{2-[4-(1H-1,2,3-triazol-1-yl)phenyl]ethyl}-1,2,3,4-tetrahydroisoquinolines as superior reversal agents for P-glycoprotein-mediated multidrug resistance

P-glycoprotein (P-gp)-mediated multidrug resistance (MDR) is a major obstacle for successful cancer chemotherapy. Based on our previous study, 17 novel compounds with the 6,7-dimethoxy-2-{2-[4-(1H-1,2,3-triazol-1-yl)phenyl]ethyl}-1,2,3,4-tetrahydroisoquinoline scaffold were designed and synthesized. Among them, 2-[(1-{4-[2-(6,7-dimethoxy-3,4-dihydroisoquinolin-2(1H)-yl)ethyl]phenyl}-1H-1,2,3-triazol-4-yl)methoxy]-N-(p-tolyl)-benzamide (compound 7h) was identified as a potent modulator of P-gp-mediated MDR, with high potency (EC50 = 127.5 ± 9.1 nM), low cytotoxicity (TI > 784.3), and long duration (> 24 h) in reversing doxorubicin (DOX) resistance in K562/A02 cells. Compound 7h also enhanced the effects of other MDR-related cytotoxic agents (paclitaxel, vinblastine, and daunorubicin), increased the accumulation of DOX and blocked P-gp-mediated rhodamine 123 efflux function in K562/A02 MDR cells. Moreover, 7h did not have any effect on cytochrome (CYP3A4) activity. These results indicate that 7h is a relatively safe modulator of P-gp-mediated MDR that has good potential for further development.

Studies on 2-hydroxythiobenzamide and 2-hydroxythiobenzanilide. 1. Synthesis of the compounds

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