91147-07-8

Basic information

• Product Name: Infractine
• Synonyms: 9H-Pyrido[3,4-b]indole-1-propionic acid methyl ester;Infractine;Kumujanrine;Infractin
• CAS NO: 91147-07-8
• Molecular Formula: C15H14N2O2
• Molecular Weight: 254.28386
• Mol File: 91147-07-8.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 452.1°Cat760mmHg
• Flash Point: 227.2°C
• Appearance: /
• Density: 1.28g/cm³
• Vapor Pressure: 2.31E-08mmHg at 25°C
• Refractive Index: 1.68
• CAS DataBase Reference: Infractine(CAS DataBase Reference)
• NIST Chemistry Reference: Infractine(91147-07-8)
• EPA Substance Registry System: Infractine(91147-07-8)

Safety Data

• Hazardous Substances Data: 91147-07-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C15H14N2O2/c1-19-14(18)7-6-13-15-11(8-9-16-13)10-4-2-3-5-12(10)17-15/h2-5,8-9,17H,6-7H2,1H3

Upstream product

• 186581-53-3 diazomethane 
• 89915-39-9 β-carboline-1-propionic acid 
• 1417504-14-3 1-iodo-9H-β-carboline 
• 154924-05-7 9H-pyrido[3,4-b]indol-1-yl trifluoromethanesulfonate 
• 67-56-1 methanol 
• 18122-85-5 4,5-dihydro-canthin-6-one 
• 15741-79-4 N-benzyl tryptamine 
• 147918-27-2 1-(2-<(2,4,10-Trioxatricyclo<3.3.1.1^3,7>dec-3-yl)ethyl>)-9H-pyrido<3,4-b>indol 
• 92870-51-4 N'-<3-(methoxycarbonyl)propanoyl>tryptamine 
• 92256-33-2 N-(2-indol-3-yl-ethyl)-succinamic acid 
• 61-54-1 tryptamine 
• 479-43-6 canthin-6-one 
• 147918-25-0 2-Benzyl-1-(2-<(2,4,10-trioxatricyclo<3.3.1.1^3,7>dec-3-yl)ethyl>)-1,2,3,4-tetrahydro-9H-pyrido<3,4-b>indol 
• 16979-93-4 N-benzylidene-2-(1H-indol-3-yl)ethylamine 

Downstream Products

• 479-43-6 canthin-6-one 
• 60755-87-5 canthin-6-one-3-N-oxide 

Relevant articles and documents

Synthesis of Alkyl-Substituted Pyridines by Directed Pd(II)-Catalyzed C-H Activation of Alkanoic Amides

A general alkylation protocol for substituted iodopyridines was developed (32 examples, 44-97% yield). The reaction is based on the Pd(II)-catalyzed C-H activation of 8-aminoquinoline-derived alkanoic amides and it employs a catalyst cocktail of Pd(OAc)2 (10 mol%), NaI (30 mol%), and (BuO)2POOH (20 mol%), with Ag2CO3 as base.

β-Carboline alkaloids, part 6: Total synthesis of the phosphodiesterase inhibitor infractine

The alkaloid infractine was prepared by Heck-olefination of the triflate 4 with methyl acrylate followed by catalytic hydrogenation. Attempted alkinylation of 1-chloro-β-carboline with ethyl propiolate resulted in exclusive 1,4-addition to the indole nitrogen.

Inhibition of adenosine 3',5'-cyclic monophosphate phosphodiesterase by alkaloids. II

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