ChemicalBook > CAS DataBase List > HARMANE

HARMANE

Product Name
HARMANE
CAS No.
486-84-0
Chemical Name
HARMANE
Synonyms
HARMAN;1-METHYL-9H-PYRIDO[3,4-B]INDOLE;1-METHYL-PYRIDO[3,4-B]INDOLE;Aribin;ARIBINE;HARMANE;Indoter;Loturine;NSC 54439;Locuturin
CBNumber
CB9698060
Molecular Formula
C12H10N2
Formula Weight
182.22
MOL File
486-84-0.mol
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HARMANE Property

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)
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Safety

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)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H332Harmful if inhaled

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
103276
Product name
Harmane
Purity
98%
Packaging
1g
Price
$246
Updated
2024/03/01
Cayman Chemical
Product number
29613
Product name
Harmane
Packaging
250mg
Price
$56
Updated
2021/12/16
Cayman Chemical
Product number
29613
Product name
Harmane
Packaging
500mg
Price
$91
Updated
2021/12/16
Cayman Chemical
Product number
29613
Product name
Harmane
Packaging
100mg
Price
$50
Updated
2024/03/01
Cayman Chemical
Product number
29613
Product name
Harmane
Packaging
1g
Price
$226
Updated
2024/03/01
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HARMANE Chemical Properties,Usage,Production

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

HARMANE Preparation Products And Raw materials

Raw materials

Preparation Products

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HARMANE Suppliers

Belgium 1 Canada 1 China 92 Europe 1 Germany 2 India 2 Japan 2 Switzerland 4 United Kingdom 7 United States 26 Global 138
Changzhou Xuanye Technology Co., Ltd
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View Lastest Price from HARMANE manufacturers

Career Henan Chemical Co
Product
Harmane 486-84-0
Price
US $9.80/KG
Min. Order
1KG
Purity
≥98%
Supply Ability
20 tons
Release date
2020-01-09

486-84-0, HARMANERelated Search:

HARMINE HYDROCHLORIDE SERPENTINE HYDROGEN TARTRATE HARMOL HYDROCHLORIDE HARMANE HARMANE HYDROCHLORIDE,harmane hcl BANISTERINE MONOHYDRATE HARMOL HYDROCHLORIDE DIHYDRATE Pyridine Indole Vasicine 9H-PYRIDO[3,4-B]INDOLE HARMANE-1,2,3,4-TETRAHYDRO-3-CARBOXYLIC ACID HARMANE FREE BASE HARMANE(SECONDARY STANDARD) ZERENEX E/6026463 HARMINE METHYL IODIDE BROMOHARMINE HBR HARMANE METHYL IODIDE

  • 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
  • HARMANE
  • ARIBINE
  • 1-Methyl-9H-pyrido[3,4-b]indole, 2-Methyl-β-carboline, Aribine
  • Harmane,98%
  • Zygofabagine
  • HarmaneAribine1-Methyl-9H-pyrido[3,4-b]indole
  • Indoter
  • NSC 54439
  • 1-methyl-9H-$b-carboline
  • 1-methyl-β-carboline
  • 1-methyl-3,4-dihydro-2H-pyrido[3,4-b]indole
  • METHYLCARBOLINE
  • METHYL-4-CARBOLINE
  • HARMANE ( 1-METHYL-9H-PYRIDO[3,4-B]INDOLE)
  • Aribine~1-Methyl-9H-pyrido[3,4-b]indole
  • Harmane,99%
  • 9H-Pyrido3,4-bindole, 1-methyl-
  • HARMON(EXTRACTFROMPEGANUMHARMALAROOTS)
  • TIMTEC-BB SBB003735
  • 1-Methyl-9H-beta-carboline
  • 1-Methyl-9H-pyrid(3,4-b)indole
  • 1-Methyl-9H-β-carboline
  • 1-Methyl-beta-carboline
  • 1-Methylnorharman
  • 3-Methyl-4-carboline
  • 4-b)indole,1-methyl-9h-pyrido(
  • Aribin
  • Locuturin
  • Locuturine
  • Loturine
  • Passiflorin
  • Pyridobindole, L-methyl-
  • Harman-d4
  • Harmane, beta-Carboline. Imidazoline ligand. MAO inhibitor.
  • Harmane, 10 mM in DMSO
  • 486-84-0
  • 488-84-0
  • Building Blocks
  • Carbazoles
  • Heterocyclic Building Blocks
  • Indoles
  • Mutagenesis Research Chemicals
  • Heterocyclic Compounds
  • Indole Derivatives