733810-04-3

Basic information

• Product Name: [4,5-dimethoxy-2-(3-chloro-4-fluorophenylcarbamoyl)-phenyl]-carbamic acid tert-butyl ester
• Synonyms: [4,5-dimethoxy-2-(3-chloro-4-fluorophenylcarbamoyl)-phenyl]-carbamic acid tert-butyl ester
• CAS NO: 733810-04-3
• Molecular Weight: 424.856
• Mol File: 733810-04-3.mol

Chemical Properties

• CAS DataBase Reference: [4,5-dimethoxy-2-(3-chloro-4-fluorophenylcarbamoyl)-phenyl]-carbamic acid tert-butyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: [4,5-dimethoxy-2-(3-chloro-4-fluorophenylcarbamoyl)-phenyl]-carbamic acid tert-butyl ester(733810-04-3)
• EPA Substance Registry System: [4,5-dimethoxy-2-(3-chloro-4-fluorophenylcarbamoyl)-phenyl]-carbamic acid tert-butyl ester(733810-04-3)

Safety Data

• Hazardous Substances Data: 733810-04-3(Hazardous Substances Data)

Upstream product

• 367-21-5 3-chloro-4-fluorophenylamine 
• 122744-78-9 2-tert-Butoxycarbonylamino-4,5-dimethoxy-benzoic acid 
• 5653-40-7 2-Amino-4,5-dimethoxybenzoic acid 
• 24424-99-5 di-tert-butyl dicarbonate 

Relevant articles and documents

Benzamides and benzamidines as specific inhibitors of epidermal growth factor receptor and v-Src protein tyrosine kinases

The benzamides 1 and the benzamidines 2 as well as the cyclic benzamidines 3 were designed and synthesized as the mimics of 4-anilinoquinazolines for an inhibitor of EGFR tyrosine kinase. The specific inhibitions of EGFR tyrosine kinase were observed in the benzamides 1c and 1d, and the benzamidine 2a, whereas the specific inhibitions of v-Src kinase were observed in the benzamide 1j and the benzamidine 2d at a 10μg/mL concentration of compounds. The cyclic benzamidines 3a and 3b showed potent kinase inhibition of EGFR at a 1.0μg/mL concentration. According to the docking simulation using the X-ray structure of EGFR kinase domain in complex with erlotinib, the LigScore2 scoring function value of erlotinib was calculated as 5.61, whereas that of the benzamide 1c was 5.05. In a similar manner, the LigScore2 value of the cyclic benzamidine 3a was calculated as 5.10.

Synthesis and biological evaluation of benzamides and benzamidines: Structural requirement of a pyrimidine ring for inhibition of EGFR tyrosine kinase

The benzamides 1 and the benzamidines 2-3 were synthesized as the mimics of 4-anilinoquinazolines, which possess inhibition of epidermal growth factor receptor (EGFR) tyrosine kinase, and tested for cytotoxicity toward A431 and inhibitory activity toward