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Indole-3-carboxylate esters: Any compound containing a 1H-indole-3-carboxylate ester structure with the ester oxygen bearing a napthyl, quinolinyl, isoquinolinyl, or adamantyl group and substitution at the one position of the indole ring by an alkyl, haloalkyl, alkenyl, cycloalkylmethyl, cycloalkylethyl, benzyl, N-methyl-2-piperidinylmethyl, or ...
Indole can also be metabolized by the liver into indoxyl sulfate, a compound that is toxic in high concentrations and associated with vascular disease and renal dysfunction. [2] AST-120 ( activated charcoal ), an intestinal sorbent that is taken by mouth , adsorbs indole, in turn decreasing the concentration of indoxyl sulfate in blood plasma.
6-MeO-THH, or 6-methoxy-1,2,3,4-tetrahydroharman, is a β-carboline (or more specifically a pinoline) derivative and a structural isomer of tetrahydroharmine (7-MeO-THH). 6-MeO-THH is mentioned in Alexander Shulgin's book TiHKAL (Tryptamines I Have Known and Loved), stating that 6-MeO-THH is very similar to the other carbolines. [1]
β-Carbolines belong to the group of indole alkaloids and consist of a pyridine ring that is fused to an indole skeleton. [27] The structure of β-carboline is similar to that of tryptamine , with the ethylamine chain re-connected to the indole ring via an extra carbon atom, to produce a three-ringed structure.
Its IUPAC name is 6-methoxy-1,2,3,4-tetrahydro-β-carboline, usually abbreviated as 6-MeO-THBC, and its more common name is a combination of "pineal beta-carboline". [2] The biological activity of this molecule is of interest as a potential free radical scavenger, also known as an antioxidant , [ 3 ] and as a monoamine oxidase A inhibitor.
MN-25 (UR-12) is a drug invented by Bristol-Myers Squibb, [1] that acts as a reasonably selective agonist of peripheral cannabinoid receptors. [2] It has moderate affinity for CB 2 receptors with a K i of 11 nM, but 22x lower affinity for the psychoactive CB 1 receptors with a K i of 245 nM.
The Smith-modified Madelung synthesis, also called the Smith indole synthesis, was discovered in 1986 by Amos Smith and his research team. This synthesis employs a condensation reaction of organolithium reagents derived from 2-alkyl-N-trimethylsilyl anilines by esters or carboxylic acids to yield substituted indoles. [6]
Harmine: C 13 H 12 N 2 O; 7-Methoxy-1-methyl-9H-pyrido[3,4-b]indole Harmine is a reversible inhibitor of monoamine oxidase A (RIMA). [17] Harmaline: C 13 H 14 N 2 O; 4,9-Dihydro-7-methoxy-1-methyl-3H-pyrido[3,4-b]indole Harmaline is also a RIMA. [18] Harmalol: C 12 H 12 N 2 O; 1-Methyl-4,9-dihydro-3H-pyrido[3,4-b]indol-7-ol. Tetrahydroharmine ...