17337-22-3

Basic information

• Product Name: 1-(Hydroxymethyl)-β-carboline
• Synonyms: 1-(Hydroxymethyl)-β-carboline;(9H-pyrido[3,4-b]indol-1-yl)methanol;9H-PYRIDO[3,4-B]INDOLE-1-METHANOL
• CAS NO: 17337-22-3
• Molecular Formula: C12H10N2O
• Molecular Weight: 198.2206
• Mol File: 17337-22-3.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 466°C at 760 mmHg
• Flash Point: 235.6°C
• Appearance: /
• Density: 1.385g/cm³
• Vapor Pressure: 1.74E-09mmHg at 25°C
• Refractive Index: 1.795
• CAS DataBase Reference: 1-(Hydroxymethyl)-β-carboline(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(Hydroxymethyl)-β-carboline(17337-22-3)
• EPA Substance Registry System: 1-(Hydroxymethyl)-β-carboline(17337-22-3)

Safety Data

• Hazardous Substances Data: 17337-22-3(Hazardous Substances Data)

Usage

General Description

1-(Hydroxymethyl)-β-carboline is a chemical compound that belongs to the class of β-carbolines, which are heterocyclic compounds commonly found in various natural products and have been linked to a range of biological activities. This specific compound contains a hydroxymethyl group attached to the β-carboline backbone. β-carbolines have been studied for their potential pharmacological properties, including their involvement in neurotransmission, neurotoxicity, and as potential drug candidates for the treatment of various neurological disorders. 1-(Hydroxymethyl)-β-carboline, in particular, has been identified as a potential trace amine-associated receptor (TAAR) ligand with implications for modulating neurotransmitter systems in the brain, making it a potential candidate for therapeutics targeting the central nervous system. Further research into the pharmacological properties of this compound could provide valuable insights into its potential medical applications.

InChI:InChI=1/C12H10N2O/c15-7-11-12-9(5-6-13-11)8-3-1-2-4-10(8)14-12/h1-6,14-15H,7H2

Upstream product

• 6052-68-2 1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid 
• 3464-66-2 methyl 9H-pyrido[3,4-b]indole-1-carboxylate 
• 73198-02-4 optically inactive 1-hydroxymethyl-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid 
• 26052-96-0 9H-pyrido<3,4-b>indole-1-carboxylic acid 
• 18110-86-6 4-methoxy-5-hydroxyl-canthin-6-one 
• 18110-87-7 4,5-dimethoxy-canthin-6-one 
• 59132-30-8 1,2,3,4-tetrahydro-β-carboline-1,3-dicarboxylic acid 
• 73-22-3 L-tryptophan 
• 1205667-14-6 1-(dimethoxymethyl)-9H-pyrido[3,4-b]indole 
• 127661-45-4 methyl 2,3,4,9-tetrahydro-1H-pyrido [3,4-b]indole-1-carboxylate 
• 61-54-1 tryptamine 
• 102991-38-8 1,2,3,4-tetrahydro-β-carboline-1-carboxylic acid 
• 67-56-1 methanol 
• 244-63-3 betacarboline 

Relevant articles and documents

Electrochemistry of Natural Products. 7. Oxidative Decarboxylation of Some Tetrahydro-β-carbolinecarboxylic Acids

A series of 1,2,3,4-tetrahydro-β-carboline-1- and -3-carboxylic acids containing various substituents in positions 1, 2, and 3 were oxidized electrochemically.In general, the acids were decarboxylated, and unsaturation was introduced into the C ring.The oxidation appears to take place through the indole ring nitrogen, and possible mechanisms of the reactions are presented.Parallels between the observed reactions and early steps in indole alkaloid biosynthesis are discussed.The oxidative dimerization of tetrahydrocarbazole is reported.

A facile synthesis of 1-substituted βcarboline derivatives via minisci-reaction

A mild and efficient one-pot reaction for the synthesis of 1-substituted βcarboline derivatives via the Minisci reaction has been developed with good yields and selectivity. In addition, the mechanism of the 1-substituted βcarboline derivatives by means of the nucleophilic radical is described.

Further investigation of harmicines as novel antiplasmodial agents: Synthesis, structure-activity relationship and insight into the mechanism of action

The rise of the resistance of the malaria parasite to the currently approved therapy urges the discovery and development of new efficient agents. Previously we have demonstrated that harmicines, hybrid compounds composed from β-carboline alkaloid harmine

Studies on the Constituents of Picrasma quassioides BENNET. III. The Alkaloidal Constituents

A new β-carboline alkaloid, named picrasidine E(I), was isolated from the wood of Picrasma quassioides BENNET (Simaroubaceae) together with seven known alkaloids, 1-methoxycarbonyl-β-carboline (II), 1-ethoxycarbonyl-β-carboline (III), 1-formyl-β-carboline (IV), 1-hydroxymethyl-β-carboline (V), β-carboline-1-propionic acid (VI), 4,5-dimethoxy-canthin-6-one (VII), and 5-hydroxy-4-methoxycanthin-6-one (VIII).These structures were elucidated on the basis of spectroscopic and chemical evidence.Keywords - Picrasma quassioides; Simaroubaceae; wood; picrasidine E; β-carboline type alkaloid; canthin-6-one type alkaloid.