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ChemicalBook--->CAS DataBase List--->486-84-0

486-84-0

486-84-0 Structure

486-84-0 Structure
IdentificationMore
[Name]

HARMANE
[CAS]

486-84-0
[Synonyms]

1-METHYL-9H-PYRIDO[3,4-B]INDOLE
1-METHYL-9H-PYRIDOL[3,4-B]INDOLE
2-METHYL-B-CARBOLINE
2-METHYL-BETA-CARBOLINE
ARIBINE
HARMAN
HARMANE
METHYL-4-CARBOLINE
METHYLCARBOLINE
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
[EINECS(EC#)]

207-642-2
[Molecular Formula]

C12H10N2
[MDL Number]

MFCD00004957
[Molecular Weight]

182.22
[MOL File]

486-84-0.mol
Chemical PropertiesBack Directory
[Appearance]

Off-White Solid
[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
[form ]

Solid
[pka]

7.37, 14.6(at 25℃)
[color ]

White to Dark Brown
[Water Solubility ]

1523g/L(20 ºC)
[Usage]

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.
[Merck ]

13,4630
[BRN ]

143898
[LogP]

3.100
[CAS DataBase Reference]

486-84-0(CAS DataBase Reference)
Safety DataBack Directory
[Hazard Codes ]

Xn,Xi
[Risk Statements ]

R20/21:Harmful by inhalation and in contact with skin .
R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes .
S36:Wear suitable protective clothing .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
[RIDADR ]

1544
[WGK Germany ]

3
[RTECS ]

UV0280000
[HazardClass ]

1.049 g/mL at 25 °C(lit.)
[PackingGroup ]

117-118 °C(lit.)
[Toxicity]

LD50 i.p. in mice: 50 mg/kg (Sigg)
Hazard InformationBack Directory
[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.
[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
Spectrum DetailBack Directory
[Spectrum Detail]

HARMANE(486-84-0)MS
HARMANE(486-84-0)1HNMR
HARMANE(486-84-0)IR1
HARMANE(486-84-0)IR2
HARMANE(486-84-0)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

Harmane, 98%(486-84-0)
[Sigma Aldrich]

486-84-0(sigmaaldrich)
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