1015792-22-9

Basic information

• Product Name: 1-(3,4,5-trimethoxyphenyl)-β-carboline-3-carboxylic acid ethyl ester
• Synonyms: 1-(3,4,5-trimethoxyphenyl)-β-carboline-3-carboxylic acid ethyl ester
• CAS NO: 1015792-22-9
• Molecular Weight: 406.438
• Mol File: 1015792-22-9.mol

Chemical Properties

• CAS DataBase Reference: 1-(3,4,5-trimethoxyphenyl)-β-carboline-3-carboxylic acid ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(3,4,5-trimethoxyphenyl)-β-carboline-3-carboxylic acid ethyl ester(1015792-22-9)
• EPA Substance Registry System: 1-(3,4,5-trimethoxyphenyl)-β-carboline-3-carboxylic acid ethyl ester(1015792-22-9)

Safety Data

• Hazardous Substances Data: 1015792-22-9(Hazardous Substances Data)

Upstream product

• 1160060-51-4 ethyl 1-(3,4,5-trimethoxy)phenyl-1,2,3,4-tetrahydro-β-carboline-3-carboxylate 
• 86-81-7 3,4,5-trimethoxy-benzaldehyde 
• 73-22-3 L-Tryptophan 

Downstream Products

• 1145668-32-1 ethyl 1-(3,4,5-trimethoxy)phenyl-9-ethyl-β-carboline-3-carboxylate 
• 1257393-90-0 1-(3,4,5-trimethoxyphenyl)-9H-pyrido[3,4-b]indole-3-carbaldehyde 
• 1145668-27-4 1-(3,4,5-trimethoxy)phenyl-9-methyl-β-carboline-3-carboxaldehyde 
• 1145668-42-3 1-(3,4,5-trimethoxy)phenyl-9-n-butyl-β-carboline-3-carboxaldehyde 
• 1145668-43-4 1-(3,4,5-trimethoxy)phenyl-9-(3-phenylpropyl)-β-carboline-3-carboxaldehyde 
• 1015792-23-0 ethyl 1-(3,4,5-trimethoxy)phenyl-9-(3-phenylpropyl)-β-carboline-3-carboxylate 
• 1145668-41-2 1-(3,4,5-trimethoxy)phenyl-9-ethyl-β-carboline-3-carboxaldehyde 
• 1145668-38-7 1-(3,4,5-trimethoxy)phenyl-3-hydroxymethyl-9-ethyl-β-carboline 
• 1145668-33-2 ethyl 1-(3,4,5-trimethoxy)phenyl-9-n-butyl-β-carboline-3-carboxylate 
• 1145668-31-0 ethyl 1-(3,4,5-trimethoxy)phenyl-9-methyl-β-carboline-3-carboxylate 
• 1145668-40-1 1-(3,4,5-trimethoxy)phenyl-3-hydroxymethyl-9-(3-phenylpropyl)-β-carboline 
• 1145668-39-8 1-(3,4,5-trimethoxy)phenyl-3-hydroxymethyl-9-n-butyl-β-carboline 
• 1145668-26-3 1-(3,4,5-trimethoxy)phenyl-3-hydroxymethyl-9-methyl-β-carboline 
• 1415723-67-9 1,9-bis[1-(3,4,5-trimethoxyphenyl)-β-carboline-3-ethoxycarbonyl-9-yl]nonane 

Relevant articles and documents

Synthesis and preliminary evaluation of novel alkyl diamine linked bivalent β-carbolines as angiogenesis inhibitors

A series of novel bivalent β-carbolines linked with an alkyl diamine spacer at the C-3 position were synthesized and evaluated as potent angiogenesis inhibitors. The results demonstrated that most bivalent β-carbolines displayed significant anti-proliferative effects against EA.HY926 human umbilical vein cell lines. Compound 8z was found to be the most potent anti-proliferative agent with an IC50 value of 1.10 μM against EA.HY926 cell lines. Preliminary investigations on the mechanisms of action revealed that compound 8z could dramatically inhibit EA.HY926 cell migration and tube formation in a dose-dependent manner. Moreover, compound 8z exhibited significant angiogenesis inhibitory effects in CAM assay, and the anti-angiogenic potency was comparable with that of the reference drug Endostar. These molecules might serve as candidates for further development into vascular-targeting antitumor drugs.

Synthesis and biological evaluation of piperazine group-linked bivalent β-carbolines as potential antitumor agents

A series of novel bivalent β-carbolines with a piperazine group spacer between 3-methylene units were synthesized and evaluated as antitumor agents. The results demonstrated that compounds 7e and 7g exhibited the most potent cytotoxic activities against ten tumor cell lines. Structure-activity relationships analysis indicated that (1) the substituents in positions 1 and 9 of the β-carboline ring played a significant role in modulating the antitumor activity; (2) the introduction of alkyl groups into position-9 of the β-carboline nucleus enhanced their cytotoxic potencies and the butyl substituent was the optimal group. Investigation of the preliminary mechanism of action demonstrated that compound 7g showed obvious anti-angiogenic activity in the in vivo CAM assay, and the potency was similar to that of CA4P (200 μM).

Synthesis and in vitro cytotoxic evaluation of novel 3,4,5-trimethoxyphenyl substituted β-carboline derivatives

To elucidate further our SARs' study on the chemistry and cytotoxic activity and probe the structural requirement for the potent antitumor activity of β-carbolines, a series of novel 1,9-disubstituted and 1,3,9-trisubstituted β-carboline derivatives were