Basic information Safety Supplier Related
ChemicalBook >  Product Catalog >  Chemical Reagents >  Organic reagents >  Tricyclic compound >  HARMANE

HARMANE

Basic information Safety Supplier Related

HARMANE Basic information

Product Name:
HARMANE
Synonyms:
  • HARMANE(SH)
  • 1-METHYL-PYRIDO[3,4-B]INDOLE
  • 2-Methyl-β-carboline
  • 2-METHYL-B-CARBOLINE
  • 2-METHYL-BETA-CARBOLINE
  • 1-METHYL-9H-PYRIDO[3,4-B]INDOLE
  • 1-METHYL-9H-PYRIDOL[3,4-B]INDOLE
  • HARMAN
CAS:
486-84-0
MF:
C12H10N2
MW:
182.22
EINECS:
207-642-2
Product Categories:
  • Mutagenesis Research Chemicals
  • Heterocyclic Compounds
  • Indole Derivatives
Mol File:
486-84-0.mol
More
Less

HARMANE Chemical Properties

Melting point:
235-238 °C(lit.)
Boiling point:
305.62°C (rough estimate)
Density 
1.1485 (rough estimate)
refractive index 
1.6266 (estimate)
storage temp. 
Store at RT
solubility 
methanol: soluble50mg/ml
pka
7.37, 14.6(at 25℃)
form 
Solid
color 
White to Dark Brown
Water Solubility 
1523g/L(20 ºC)
Merck 
13,4630
BRN 
143898
LogP
3.100
CAS DataBase Reference
486-84-0(CAS DataBase Reference)
More
Less

Safety Information

Hazard Codes 
Xn,Xi
Risk Statements 
20/21-36/37/38
Safety Statements 
22-24/25-36-26
RIDADR 
1544
WGK Germany 
3
RTECS 
UV0280000
HazardClass 
6.1(b)
PackingGroup 
III
Toxicity
LD50 i.p. in mice: 50 mg/kg (Sigg)

MSDS

More
Less

HARMANE Usage And Synthesis

Chemical Properties

Off-White Solid

Uses

  • Harmane was used in trace level determination of harmane by planar chromatography coupled with (tandem) mass spectrometry.
  • It was used to study interactions of norharman and harman with DNA.
  • It may be used as matrix for analysis of cyclodextrins and for sulfated oligosaccharides in combination with DHB as co-matrix.

Uses

Harman alkaloid like harmane, harmine, harmalol, harmaline obtained from Banisteriopsis caapi L. showed cytotoxicity, antimicrobial activity against Staphylococcus aureus, Escherichia coli, Proteus vulgaris and Candida albicans.

Definition

ChEBI: An indole alkaloid fundamental parent with a structure of 9H-beta-carboline carrying a methyl substituent at C-1. It has been isolated from the bark of Sickingia rubra, Symplocus racemosa, P ssiflora incarnata, Peganum harmala, Banisteriopsis caapi and Tribulus terrestris, as well as from tobacco smoke. It is a specific, reversible inhibitor of monoamine oxidase A.

Synthesis Reference(s)

The Journal of Organic Chemistry, 37, p. 1429, 1972 DOI: 10.1021/jo00974a030
Tetrahedron, 49, p. 3325, 1993 DOI: 10.1016/S0040-4020(01)90161-9

General Description

  • Harmane is a potent tremor-producing β-carboline alkaloid and neurotoxin.
  • It is major representative of heterocyclic aromatic amines, a group of mutagenic and carcinogenic substances which are formed in meat from the precursors creatine, creatinine, amino acids and sugars during the heating at high temperatures.
  • Blood harmane concentration is elevated in essential tremor, late-life neurological disease.

Biological Activity

Proposed as the endogenous ligand for imidazoline binding sites. Binds to I 1 -sites in rat kidney with an IC 50 of 31 nM, and I 2 -sites with a K i of 49 nM. In vivo, produces a dose-dependent hypotension that is reversed by efaroxan (2-(2-Ethyl-2,3-dihydro-2-benzofuranyl)-4,5-dihydro-1H-imidazole hydrochloride ). Also a potent inhibitor of monoamine oxidases A and B (I 50 values are 0.5 and 5 μ M respectively).

Biochem/physiol Actions

I1 imidazoline binding site agonist.

storage

Room temperature

HARMANESupplier

Changzhou Xuanye Technology Co., Ltd Gold
Tel
15195022192
Email
279776773@qq.com
Energy Chemical Gold
Tel
021-021-58432009 400-005-6266
Email
sales8178@energy-chemical.com
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Email
jkinfo@jkchemical.com
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
4006608290; 18621169109
Email
market03@meryer.com
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Email
3bsc@sina.com