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M1626

Sigma-Aldrich

6-Methoxyharmalan

crystalline

Synonym(s):

4,9-Dihydro-6-methoxy-1-methyl-3H-pyrido(3,4-b)indole

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About This Item

Empirical Formula (Hill Notation):
C13H14N2O
CAS Number:
3589-73-9
Molecular Weight:
214.26
MDL number:
MFCD00055938
UNSPSC Code:
12352100
PubChem Substance ID:
57654356
NACRES:
NA.22

form

crystalline

color

yellow

storage temp.

2-8°C

SMILES string

COc1ccc2[nH]c3C(C)=NCCc3c2c1

InChI

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

InChI key

HMBHRMFLDKKSCT-UHFFFAOYSA-N

Gene Information

human ... CHRM1(1128) , CHRM2(1129) , CHRM4(1132) , CHRM5(1133) , DRD1(1812) , DRD5(1816) , HTR1A(3350) , HTR1B(3351) , HTR1D(3352) , HTR2C(3358) , HTR3A(3359) , HTR5A(3361) , HTR6(3362) , HTR7(3363) , LOC730413(730413) , SLC6A2(6530) , SLC6A4(6532)
rat ... Drd2(24318) , Drd3(29238) , Drd4(25432) , Htr2a(29595)

Application

  • Reactant for preparation of TRPV1-dependent vasodilator

Biochem/physiol Actions

Weak serotonin inhibitor

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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V P Poshivalov
Biulleten' eksperimental'noi biologii i meditsiny, 99(3), 323-325 (1985-03-01)
The ethological spectrum of four beta-carbolines was studied for intraspecific aggression, sociability integration and individual behavior. It was established that beta-carboline-3-carboxyethyl ether given at subconvulsant doses increases aggression, lowers sociability as a diazepam antagonist. Diazepam reduces aggression and increases sociability.
M Micaela Gonzalez et al.
International journal of antimicrobial agents, 52(4), 459-468 (2018-07-15)
Several commercial and novel synthetic β-carbolines (βCs) were evaluated for their antiviral activity against herpes simplex virus type 1 (HSV-1) using an adapted MTS assay. Of 21 drugs tested, although 11 exerted antiviral activity at non-cytotoxic concentrations, only 3 of

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