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M14870

Sigma-Aldrich

5-Methoxygramine

99%

Synonym(s):

3-(Dimethylaminomethyl)-5-methoxyindole, NSC 88885

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About This Item

Empirical Formula (Hill Notation):
C12H16N2O
CAS Number:
16620-52-3
Molecular Weight:
204.27
Beilstein:
170533
EC Number:
240-669-8
MDL number:
MFCD00005630
UNSPSC Code:
12352100
PubChem Substance ID:
24896649
NACRES:
NA.22

Assay

99%

mp

123-126 °C (lit.)

SMILES string

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

InChI

1S/C12H16N2O/c1-14(2)8-9-7-13-12-5-4-10(15-3)6-11(9)12/h4-7,13H,8H2,1-3H3

InChI key

GOERTRUXQHDLHC-UHFFFAOYSA-N

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Application

  • Reactant for preparation of dopamine D2 receptor antagonists
  • Reactant for asymmetric preparation of ethenyl(tetrahydro)carbazoledicarboxylates via gold(I)-catalyzed intramolecular Friedel-Crafts allylic alkylation reaction
  • Reactant for preparation of N-substituted 3-aryl-8-azabicyclo[3.2.1]octan-3-ols as dopamine D2-like receptor ligands
  • Reactant for preparation of substituted N-trimethoxybenzoyl indoles, indolines, and a tetrahydroquinoline via N-aroylation with trimethoxybenzoyl chloride or anhydride as antitubulin agents
  • Reactant for preparation of indolylmethanesulfonamide and its methoxy derivatives

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

M14870-VAR:
M14870-1G:
M14870-BULK:
M14870-5G:

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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B M Clancy et al.
The Journal of pharmacology and experimental therapeutics, 242(1), 108-114 (1987-07-01)
The kinetics of agonist and antagonist interactions with the 5-hydroxytryptamine2 receptor were studied in the isolated rabbit aorta by following the antagonist-induced decrease in the steady-state response to an agonist. A model describing the competitive drug-receptor interactions was fitted to
Mark G Devlin et al.
European journal of pharmacology, 498(1-3), 59-69 (2004-09-15)
The effect of ligand pretreatment on human 5-hydroxytryptamine2C (5-HT2C) receptors was examined in CHO cells expressing high (CHO-1C7; 67+/-3 pmol/mg) or low (CHO-1C19; 72+/-10 fmol/mg) levels of the receptor. Seventy-two hours pretreatment of CHO-1C7 cells with various ligands did not

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