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M2381

Sigma-Aldrich

5-Methoxy-N,N-dimethyltryptamine

Synonym(s):

3-(2-Dimethylaminoethyl)-5-methoxyindole, 3-[2-(Dimethylamino)ethyl]-5-methoxyindole, 5-MeO-DMT, 5-Methoxy-DMT, 5-OMe-DMT

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About This Item

Empirical Formula (Hill Notation):
C13H18N2O
CAS Number:
1019-45-0
Molecular Weight:
218.29
EC Number:
213-813-2
MDL number:
MFCD00005658
UNSPSC Code:
41116107
PubChem Substance ID:
24278119

drug control

USDEA Schedule I; Home Office Schedule 1; kontrollierte Droge in Deutschland

mp

69-70 °C (lit.)

storage temp.

2-8°C

SMILES string

COc1ccc2[nH]cc(CCN(C)C)c2c1

InChI

1S/C13H18N2O/c1-15(2)7-6-10-9-14-13-5-4-11(16-3)8-12(10)13/h4-5,8-9,14H,6-7H2,1-3H3

InChI key

ZSTKHSQDNIGFLM-UHFFFAOYSA-N

Gene Information

human ... HTR1A(3350) , HTR1B(3351) , HTR1D(3352) , HTR1E(3354) , HTR1F(3355) , HTR2A(3356) , HTR2B(3357) , HTR2C(3358) , HTR3A(3359) , HTR3B(9177) , HTR3C(170572) , HTR3D(200909) , HTR3E(285242) , HTR4(3360) , HTR5A(3361) , HTR5B(645694) , HTR6(3362) , HTR7(3363)
rat ... Htr1a(24473) , Htr2a(29595) , Htr2b(29581) , Htr2c(25187) , Htr7(65032)

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Biochem/physiol Actions

Hallucinogen; non-selective serotonin receptor agonist.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H336

Hazard Classifications

STOT SE 3

Target Organs

Central nervous system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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The subgranular zone (SGZ) of dentate gyrus (DG) is one of the few regions in which neurogenesis is maintained throughout adulthood. It is believed that newborn neurons in this region encode temporal information about partially overlapping contextual memories. The 5-Methoxy-N,N-dimethyltryptamine
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Salicylate intoxication is a cause of tinnitus and comorbidly associated with anxiety in humans. In a previous work, we showed that salicylate induces anxiety-like behavior and hippocampal type 2 theta oscillations (theta2) in mice. Here we investigate if the anxiogenic
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