243842-54-8

Basic information

• Product Name: 1H-Pyrido[3,4-b]indole-3-carboxylic acid, 2,3,4,9-tetrahydro-1-phenyl-, methyl ester, (3S)-
• CAS NO: 243842-54-8
• Molecular Formula: C19H18N2O2
• Molecular Weight: 306.364
• Mol File: 243842-54-8.mol
• Article Data: 25

Chemical Properties

• CAS DataBase Reference: 1H-Pyrido[3,4-b]indole-3-carboxylic acid, 2,3,4,9-tetrahydro-1-phenyl-, methyl ester, (3S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrido[3,4-b]indole-3-carboxylic acid, 2,3,4,9-tetrahydro-1-phenyl-, methyl ester, (3S)-(243842-54-8)
• EPA Substance Registry System: 1H-Pyrido[3,4-b]indole-3-carboxylic acid, 2,3,4,9-tetrahydro-1-phenyl-, methyl ester, (3S)-(243842-54-8)

Safety Data

• Hazardous Substances Data: 243842-54-8(Hazardous Substances Data)

Upstream product

• 100-52-7 benzaldehyde 
• 4299-70-1 L-tryptophan methyl ester 
• 7524-52-9 (S)-tryptophan methyl ester hydrochloride 
• 19779-75-0 N_b-benzylidene-L-tryptophan methyl ester 
• 73-22-3 L-Tryptophan 
• 67-56-1 methanol 
• 209169-30-2 (3S)-1-phenyl-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid 
• 35737-15-6 Fmoc-Trp-OH 

Downstream Products

• 799821-92-4 methyl 9-methyl-1-phenyl-9H-pyrido[3,4-b]indole-3-carboxylate 
• 799821-93-5 methyl 1-phenyl-9-ethyl-β-carboline-3-carboxylate 
• 1049832-31-6 methyl (3S)-2-(chloroacetyl)-1-phenyl-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylate 
• 1049832-33-8 (3S)-1-phenyl-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxamide 
• 374710-96-0 1-phenyl-9H-pyrido [3,4-b]indole-3-carboxylic acid 
• 1049832-66-7 (3S)-2-(chloroacetyl)-1-phenyl-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxamide 
• 1049832-69-0 C₂₃H₂₂N₂O₅ 
• 1049832-72-5 methyl (3S)-1-phenyl-2-[(2,3,5,6-tetrafluorophenoxy)acetyl]-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylate 

Relevant articles and documents

Parallel synthesis of 1,2,3,4-tetrahydro-β-carbolines using microwave irradiation

Novel soluble polymer supported synthesis of 1,2,3,4-tetrahydro-β-carboline derivatives in the microwave oven is reported. Commercially available Fmoc-protected tryptophan was directly anchored to MeO-PEG-OH via an ester linkage in the presence of DCC and DMAP. One pot cyclocondensation of polymer-bound tryptophan with a variety of aldehydes and ketones has been carried out under microwave irradiation to provide immobilized 1,2,3,4-tetra-hydro-β-carboline derivatives. The desired products were then liberated from the soluble matrix in good yield and good purity.

1-substituted beta-carboline derivative and application thereof

The invention discloses 1-substituted beta-carboline derivatives and an application of the 1-substituted beta-carboline derivatives. According to the invention, beta-carboline is used as a parent nucleus; the 1-substituted beta-carboline derivatives are mainly synthesized by introducing alkyl and electron withdrawing groups at the No.1 position, agriculturally important plant pathogenic fungi andbacteria are selected, the inhibitory activity of the compound on fungi and bacteria is tested, and bacteriostatic activity test results show that the 1-substituted beta-carboline derivatives have inhibitory activity on various plant pathogenic bacteria.

Design and synthesis of β-carboline linked aryl sulfonyl piperazine derivatives: DNA topoisomerase II inhibition with DNA binding and apoptosis inducing ability

A series of new β-carboline linked aryl sulfonyl piperazine congeners have been synthesized by coupling various β-carboline acids with substituted aryl sulfonyl piperazines. Evaluation of their anticancer activity against a panel of human cancer cell lines such as colon (HT-29), breast (MDA-MB-231), bone osteosarcoma (MG-63), brain (U87 MG), prostate (PC- 3) and normal monkey kidney (Vero) cell line has been done. Among the series, compound 8ec and 8ed has shown most potent cytotoxicity with an IC50 values of 2.80 ± 0.10 μM and 0.59 ± 0.28 μM respectively against MG-63 cell line and also potent on other cell lines tested. Compounds 8ec and 8ed was found to inhibit Topo II that is confirmed by specific Topo II inhibition assay. DNA binding studies, cell cycle analysis, Annexin V study indicate that these compounds has potential anticancer activity. Molecular docking studies for compound 8ec and 8ed are incorporated to understand the nature of interaction with topoisomerase IIα and dsDNA.