Harmane
- CAS No.
- 486-84-0
- Chemical Name:
- Harmane
- Synonyms
- HARMAN;1-METHYL-9H-PYRIDO[3,4-B]INDOLE;Harman-d4;1-Methyl-beta-carboline;1-METHYL-PYRIDO[3,4-B]INDOLE;Aribin;ARIBINE;Indoter;Harmane;Loturine
- CBNumber:
- CB9698060
- Molecular Formula:
- C12H10N2
- Molecular Weight:
- 182.22
- MDL Number:
- MFCD00004957
- MOL File:
- 486-84-0.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| 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 |
| 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 |
| InChIKey | PSFDQSOCUJVVGF-UHFFFAOYSA-N |
| SMILES | N1C2=C(C=CC=C2)C2C=CN=C(C)C1=2 |
| LogP | 3.100 |
| CAS DataBase Reference | 486-84-0(CAS DataBase Reference) |
| FDA UNII | 82D6J0535P |
| UNSPSC Code | 12352100 |
| NACRES | NA.22 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H302-H315-H319-H332-H335 |
| Precautionary statements | P261-P280-P305+P351+P338 |
| PPE | Eyeshields, Gloves, type N95 (US) |
| 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 |
| Storage Class | 11 - Combustible Solids |
| Hazard Classifications | Acute Tox. 4 Oral Skin Irrit. 2 |
| Toxicity | LD50 i.p. in mice: 50 mg/kg (Sigg) |
Harmane price More Price(52)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 41467 | Harmane analytical standard | 486-84-0 | 50 mg | $114 | 2026-04-30 | Buy |
| Sigma-Aldrich | 103276 | Harmane 98% | 486-84-0 | 1g | $271 | 2026-04-30 | Buy |
| Cayman Chemical | 33843 | Harmane ≥98% | 486-84-0 | 5mg | $90 | 2026-04-30 | Buy |
| Cayman Chemical | 33843 | Harmane ≥98% | 486-84-0 | 10mg | $158 | 2026-04-30 | Buy |
| Cayman Chemical | 29613 | Harmane ≥98% | 486-84-0 | 100mg | $55 | 2026-04-30 | Buy |
Harmane Chemical Properties, Uses, Production
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/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
Harmane Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Changzhou Xuanye Technology Co., Ltd | 15195022192; | 279776773@qq.com | China | 1999 | 58 |
| Shanghai Zhen Li Biological Technology Co., Ltd | 021-16621358918; 18516310516;16621358918;13045646768 | zhenlipharma888@163.com | China | 19060 | 58 |
| Anqing Hesheng Pharmaceutical Co., Ltd. | 0556-5200952 18156626239 | 1339589636@qq.com | China | 866 | 58 |
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Meryer (Shanghai) Chemical Technology Co., Ltd. | 4006356688 18621169109 | market03@meryer.com | China | 40202 | 62 |
| 3B Pharmachem (Wuhan) International Co.,Ltd. | 18930552037 | 3bsc@sina.com | China | 15813 | 69 |
| Energy Chemical | 400-0056266 | sales8178@energy-chemical.com | China | 44850 | 61 |
| Wuhan Chemwish Technology Co., Ltd | 86-027-67849912 | sales@chemwish.com | China | 35884 | 56 |
| Shanghai Hanhong Scientific Co.,Ltd. | 021-54306202 13764082696 | info@hanhongsci.com | China | 42917 | 64 |
| Chemsky（shanghai）International Co.,Ltd. | 021-50135380 | shchemsky@sina.com | China | 32273 | 50 |
