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51330

Sigma-Aldrich

Harmalin

≥95%

Synonym(e):

1-Methyl-7-methoxy-3,4-dihydro-β-carbolin, 3,4-Dihydroharmin, 4,9-Dihydro-7-methoxy-1-methyl-3H-pyrido[3,4-b]indol, Dihydroharmin, Harmalol-methylether, Harmidin

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About This Item

Empirische Formel (Hill-System):
C13H14N2O
CAS-Nummer:
304-21-2
Molekulargewicht:
214.26
Beilstein:
207310
EG-Nummer:
206-152-6
MDL-Nummer:
MFCD00004955
UNSPSC-Code:
12352100
PubChem Substanz-ID:
57651320
NACRES:
NA.22

Qualitätsniveau

100

Assay

≥95%

Form

powder

Arzneimittelkontrolle

regulated under CDSA - not available from Sigma-Aldrich Canada

drug control

stupéfiant (France); regulated under CDSA - not available from Sigma-Aldrich Canada

mp (Schmelzpunkt)

232-234 °C (lit.)

SMILES String

COc1ccc2c3CCN=C(C)c3[nH]c2c1

InChI

1S/C13H14N2O/c1-8-13-11(5-6-14-8)10-4-3-9(16-2)7-12(10)15-13/h3-4,7,15H,5-6H2,1-2H3

InChIKey

RERZNCLIYCABFS-UHFFFAOYSA-N

Angaben zum Gen

human ... ADRA1A(148) , ADRA1B(147) , ADRA2A(150) , ADRA2B(151) , ADRA2C(152) , ADRB1(153) , ADRB2(154) , CHRM1(1128) , CHRM2(1129) , CHRM3(1131) , CHRM4(1132) , CHRM5(1133) , DRD1(1812) , DRD5(1816) , HTR1A(3350) , HTR1B(3351) , HTR1D(3352) , HTR2C(3358) , HTR3A(3359) , HTR5A(3361) , HTR6(3362) , HTR7(3363) , SLC6A2(6530) , SLC6A4(6532) , SLC9A2(6549) , SLC9A5(6553)
rat ... Drd2(24318) , Drd3(29238) , Drd4(25432) , Htr2a(29595) , Maoa(29253) , Maob(25750) , Slc9a1(24782) , Slc9a3(24784)

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Verwandte Kategorien

Anwendung

Reactant for preparation of:
  • Acylated harmalines via Friedel-Crafts reaction
  • Phenacyl derivatives of 1-methyl-7-methoxy-β-carbolines as central nervous system affectors
  • Palladium harmaline DMSO chloro complex as anti-tumor agent

Natural product scaffold in preparation of:
  • Trypanothione reductase inhibitors†

Biochem./physiol. Wirkung

CNS-Stimulant; kann durch NMDA-Rezeptoren wirksam werden

Piktogramme

Exclamation markHealth hazard
GHS07,GHS08

Signalwort

Warning

H-Sätze

H302 - H371

Gefahreneinstufungen

Acute Tox. 4 Oral - STOT SE 2

Zielorgane

Central nervous system

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)

Analysenzertifikate (COA)

Suchen Sie nach Analysenzertifikate (COA), indem Sie die Lot-/Chargennummer des Produkts eingeben. Lot- und Chargennummern sind auf dem Produktetikett hinter den Wörtern ‘Lot’ oder ‘Batch’ (Lot oder Charge) zu finden.

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1,2,3,4-Tetrahydro-9H-pyrido[3,4-b]indol 98%

Sigma-Aldrich

300764

1,2,3,4-Tetrahydro-9H-pyrido[3,4-b]indol

Yohimbin -hydrochlorid ≥98% (HPLC), powder

Sigma-Aldrich

Y3125

Yohimbin -hydrochlorid

Christine A Strick et al.
Neuropharmacology, 61(5-6), 1001-1015 (2011-07-19)
Observations that N-Methyl-D-Aspartate (NMDA) antagonists produce symptoms in humans that are similar to those seen in schizophrenia have led to the current hypothesis that schizophrenia might result from NMDA receptor hypofunction. Inhibition of D-amino acid oxidase (DAAO), the enzyme responsible
Farhan A Khan et al.
European journal of pharmacology, 721(1-3), 391-394 (2013-05-28)
Peganum harmala (L) is a perennial plant which is native of eastern Iranian and west of India but also found in different regions of western USA. A number of β-carboline compounds with therapeutic importance and different pharmacological effects, are present
M Xing et al.
Letters in applied microbiology, 54(5), 475-482 (2012-03-08)
To investigate the antimicrobial efficacy of an alkaloid, harmaline alone and in combination with chlorhexidine digluconate (CHG) against clinical isolates of Staphylococcus aureus (S. aureus) grown in planktonic and biofilm cultures. Minimum inhibitory concentrations (MICs) and minimum bactericidal concentrations (MBCs) were
Hamid-Reza Adhami et al.
Phytotherapy research : PTR, 25(8), 1148-1152 (2011-02-03)
To find new herbal compounds with an acetylcholinesterase (AChE) inhibitory effect, this study focused on herbal drugs and resins which have been used in Iranian traditional medicine for the treatment of cognitive disorders. Forty drugs were selected from authoritative written
Fatta B Nahab et al.
Neurotherapeutics : the journal of the American Society for Experimental NeuroTherapeutics, 9(3), 635-638 (2012-03-29)
Recent work exploring the use of high-molecular weight alcohols to treat essential tremor (ET) has identified octanoic acid as a potential novel tremor-suppressing agent. We used an established harmaline-based mouse model of ET to compare tremor suppression by 1-octanol and
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