Β-Carboline

β-Carboline, also known as norharman or as 9H-pyrido[3,4-b]indole, is a tricyclic chemical compound and alkaloid.^[1] It is the parent structure of the substituted β-carbolines, a large group of alkaloids and synthetic compounds.^[1] β-Carboline may be thought of as a cyclized tryptamine.^[1] The compound has been found to possess a variety of pharmacological activities, including DNA mutagenic effects, imidazoline receptor interactions, serotonin reuptake inhibition, monoamine oxidase inhibition, cytochrome P450 enzyme inhibition, and inhibition of other enzymes, among others.^[1]

Not to be confused with Substituted β-carboline.

β-Carboline

Names
Preferred IUPAC name 9H-Pyrido[3,4-b]indole
Other names Norharmane Norharman Carbazoline 2-Azacarbazole 2,9-Diazafluorene
Identifiers
CAS Number	244-63-3 Y
3D model (JSmol)	Interactive image
Beilstein Reference	128414
ChEBI	CHEBI:109895 Y
ChEMBL	ChEMBL275224 Y
ChemSpider	58486 Y
ECHA InfoCard	100.005.418
EC Number	205-959-0
IUPHAR/BPS	8222
KEGG	C20157
MeSH	norharman
PubChem CID	64961
UNII	94HMA1I78O Y
CompTox Dashboard (EPA)	DTXSID2021070
InChI InChI=1S/C11H8N2/c1-2-4-10-8(3-1)9-5-6-12-7-11(9)13-10/h1-7,13H Y Key: AIFRHYZBTHREPW-UHFFFAOYSA-N Y InChI=1/C11H8N2/c1-2-4-10-8(3-1)9-5-6-12-7-11(9)13-10/h1-7,13H Key: AIFRHYZBTHREPW-UHFFFAOYAG
SMILES c1ccc3c(c1)[nH]c2cnccc23
Properties
Chemical formula	C11H8N2
Molar mass	168.20 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y verify (what is YN ?) Infobox references

See also

• Substituted β-carboline
• Tryptoline
• γ-Carboline