17952-78-2

Basic information

• Product Name: 6-(benzyloxy)-1-methyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole
• Synonyms: 6-(benzyloxy)-1-methyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole
• CAS NO: 17952-78-2
• Molecular Weight: 292.381
• Mol File: 17952-78-2.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 6-(benzyloxy)-1-methyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole(CAS DataBase Reference)
• NIST Chemistry Reference: 6-(benzyloxy)-1-methyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole(17952-78-2)
• EPA Substance Registry System: 6-(benzyloxy)-1-methyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole(17952-78-2)

Safety Data

• Hazardous Substances Data: 17952-78-2(Hazardous Substances Data)

Upstream product

• 153-98-0 serotonin hydrochloride 
• 53157-48-5 tert-butyl 2-(5-hydroxy-1H-indol-3-yl)ethylcarbamate 
• 53157-47-4 [2-(5-benzyloxy-indol-3-yl)-ethyl]-carbamic acid tert-butyl ester 
• 3000-36-0 1-methyl-6-hydroxy-1,2,3,4-tetrahydro-β-carboline 

Downstream Products

• 1373764-85-2 C₂₇H₂₆N₂O₂ 
• 1373764-86-3 6-hydroxy-1-methyl-N-phenylacetyl-1,3,4,9-tetrahydro-β-carboline 

Relevant articles and documents

Discovery of tetrahydro-?-carboline derivatives as a new class of phosphodiesterase 4 inhibitors

Abstract: Phosphodiesterase 4 is the primary enzyme responsible for degradation of the second messenger cAMP in many of the cells releasing proinflammatory mediators. Inhibition of this enzyme could help in the management of various inflammatory conditions such as asthma, chronic obstructive pulmonary disorder, arthritis, and psoriasis. In this study, two novel series of tetrahydro-β-carbolines were designed by combining the pharmacophoric features of both tadalafil and piclamilast. Twenty-two compounds were synthesized and assessed for Phosphodiesterase 4 inhibition, four of them showed superior activity to the reference compound IBMX. Docking studies showed that the prepared compounds interact with the crucial Gln443 with variable interactions with the hydrophobic pocket Q2. This is the first report of tetrahydro-β-carbolines as a scaffold for Phosphodiesterase 4 inhibition. Currently, further optimization of the substituents is carried out to fine-tune the hydrophobic interactions and enhance the potency of this novel series of inhibitors.