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| HARMANE Basic information |
| 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 | | CAS DataBase Reference | 486-84-0(CAS DataBase Reference) |
| 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) |
| HARMANE Usage And Synthesis |
| Chemical Properties | Off-White Solid | | 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.
| | 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.
| | 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/jo00974a030Tetrahedron, 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. |
| HARMANE Preparation Products And Raw materials |
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