Harmane

Harmane
Names
	Preferred IUPAC name 1-Methyl-9H-pyrido[3,4-b]indole
	Other names Harman, Aribine, Aribin, Locuturine, Locuturin, Loturine, Passiflorin, 1-Methylnorharman, NSC 54439
Identifiers
CAS Number	486-84-0 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:5623;
ChemSpider	4444755;
ECHA InfoCard	100.006.948
EC Number	207-642-2;
KEGG	C09209;
PubChem CID	5281404;
UNII	82D6J0535P ;
CompTox Dashboard (EPA)	DTXSID80197568 ;
	InChI InChI=1S/C12H10N2/c1-8-12-10(6-7-13-8)9-4-2-3-5-11(9)14-12/h2-7,14H,1H3 Key: PSFDQSOCUJVVGF-UHFFFAOYSA-N; InChI=1/C12H10N2/c1-8-12-10(6-7-13-8)9-4-2-3-5-11(9)14-12/h2-7,14H,1H3 Key: PSFDQSOCUJVVGF-UHFFFAOYAA;
	SMILES CC1=NC=CC2=C1NC3=CC=CC=C23;
Properties
Chemical formula	C12H10N2
Molar mass	182.226 g·mol−1
Melting point	235–238 °C (455–460 °F; 508–511 K)
Solubility in water	Soluble to 10 mM in 1 eq. HCl methanol: soluble 50 mg/ml
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Harmane (harman) is a heterocyclic amine and β-carboline found in a variety of foods including coffee, sauces, and cooked meat. It is also present in tobacco smoke.

Harmane is related to other alkaloids, harmine and harmaline, found in 1837 in the plant Peganum harmala. The name derives from the Arabic word for the plant, حَرْمَل (ḥarmal).

In humans, harmane is a potent tremor-producing neurotoxin. Harmane has been found to inhibit the early stages of the growth of the malaria parasite in the gut of mosquitoes infected by the bacterium Delftia tsuruhatensis, and can be absorbed by the mosquitoes upon contact.