223690-84-4

Basic information

• Product Name: 1-(2-Chlorophenyl)-3-(methoxycarbonyl)-1,2,3,4-tetrahydro-β-carboline
• Synonyms: 1-(2-Chlorophenyl)-3-(methoxycarbonyl)-1,2,3,4-tetrahydro-β-carboline
• CAS NO: 223690-84-4
• Molecular Weight: 340.809
• Mol File: 223690-84-4.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 1-(2-Chlorophenyl)-3-(methoxycarbonyl)-1,2,3,4-tetrahydro-β-carboline(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-Chlorophenyl)-3-(methoxycarbonyl)-1,2,3,4-tetrahydro-β-carboline(223690-84-4)
• EPA Substance Registry System: 1-(2-Chlorophenyl)-3-(methoxycarbonyl)-1,2,3,4-tetrahydro-β-carboline(223690-84-4)

Safety Data

• Hazardous Substances Data: 223690-84-4(Hazardous Substances Data)

Upstream product

• 89-98-5 2-chloro-benzaldehyde 
• 7524-52-9 (S)-tryptophan methyl ester hydrochloride 
• 4299-70-1 L-tryptophan methyl ester 
• 73-22-3 L-Tryptophan 
• 5619-09-0 methyl tryptophanate hydrochloride 

Downstream Products

• 1262842-26-1 C₂₆H₂₃ClN₂O₄S 
• 223691-13-2 1-(2-chloro-phenyl)-9H-β-carboline-3-carboxylic acid hydrazide 
• 113247-15-7 methyl 1-(2-chlorophenyl)-9H-pyrido[3,4-b]indole-3-carboxylate 

Relevant articles and documents

Synthesis, Antileishmanial Activity and Spin Labeling EPR Studies of Novel β-Carboline-Oxazoline and β-Carboline-Dihydrooxazine Derivatives

A series of novel 1-(substituted-phenyl)-3-(4,5-dihydro-1,3-oxazol-2-yl)-9H-β-carboline (8a-8i) and 1-(substituted-phenyl)-3-(5,6-dihydro-4H-1,3-oxazin-2-yl)-9H-β-carboline (9a-9h) derivatives, as well as their respective N-(chloroalkyl)-1-(substituted-phenyl)-9H-β-carboline-3-carboxamide precursors (6a-6i and 7a-7h), were synthesized and evaluated for their in vitro antileishmanial activity against promastigote and intracellular amastigote forms of Leishmania amazonensis. Compounds 8d, 8i, 9e and 9h exhibited significant activity for both promastigote and amastigote forms, with IC50 (50% inhibitory concentration) values ranging from 2.9 to 23.0 μM. In addition, spin label electron paramagnetic resonance (EPR) spectroscopy studies were carried out for the most active compounds against L. amazonensis promastigotes. The studies indicated that the tested compounds cause strong stiffness in the parasite plasma membrane and are capable of inducing internal metalloproteins oxidation of the parasite, resulting in their cross-linking to skeletal proteins. Compounds 8d and 8i produced the largest effect, showing that the presence of oxazoline group at C-3 of β-carboline nucleus is important for antileishmanial activity.

Potent 1,3-disubstituted-9H-pyrido[3,4-b]indoles as new lead compounds in antifilarial chemotherapy

Substituted 9H-pyrido[3,4-b]indoles (β-carbolines), identified in our laboratory as potential pharmacophores for designing macrofilaricidal agents, have been explored further for identifying the pharmacophore responsible for the high order of adulticidal