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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

Quality Level

200

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
108F0464

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Fernando D Villarruel et al.
Physical chemistry chemical physics : PCCP, 22(36), 20901-20913 (2020-09-12)
3,4-Dihydro-β-carbolines (DHβCs) are a set of endogenously synthesized alkaloids spread over a great variety of living species (e.g., plants, animals and microorganisms), playing a broad spectrum of biological, biochemical and/or pharmacological roles, in a structure-dependent manner. Addressing unresolved fundamental aspects
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.
Sudeep Karki et al.
Analytical biochemistry, 587, 113463-113463 (2019-10-02)
Synaptic adhesion molecules, including presynaptic neurexins (NRXNs) and post-synaptic leucine-rich repeat transmembrane (LRRTM) proteins are important for development and maintenance of brain neuronal networks. NRXNs are probably the best characterized synaptic adhesion molecules, and one of the major presynaptic organizer
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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