G10806
Gramine
97.5%
Synonyme(s) :
3-(Dimethylaminomethyl)indole, Donaxine, NSC 16892
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A propos de cet article
Formule empirique (notation de Hill) :
C11H14N2
Numéro CAS:
Poids moléculaire :
174.24
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
201-749-8
Beilstein/REAXYS Number:
140521
MDL number:
Assay:
97.5%
Service technique
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Laissez-nous vous aiderQuality Level
assay
97.5%
mp
132-134 °C (lit.)
SMILES string
CN(C)Cc1c[nH]c2ccccc12
InChI
1S/C11H14N2/c1-13(2)8-9-7-12-11-6-4-3-5-10(9)11/h3-7,12H,8H2,1-2H3
InChI key
OCDGBSUVYYVKQZ-UHFFFAOYSA-N
Application
Reactant for preparation of:
- Dopamine D2 receptor antagonists
- Anti-malarial drugs
- 5-indolyl-Mannich bases
- Proliferation inhibitors
- Inhibitors of human mast cell chymase
- Preparation of DL-tryptophan
- Potential detoxification inhibitors of the crucifer phytoalexin brassinin
- 3-vinylindoles
- Serotonin 5-HT6 receptor ligand templates
- Selective protein kinase c delta (PKCδ) down regulators
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Dermal - Acute Tox. 4 Oral
Classe de stockage
11 - Combustible Solids
flash_point_f
332.6 °F
flash_point_c
167 °C
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Robert M Williams et al.
Journal of the American Chemical Society, 125(40), 12172-12178 (2003-10-02)
The first total synthesis of paraherquamide A, a potent anthelmintic agent isolated from various Penicillium sp. with promising activity against drug-resistant intestinal parasites, is reported. Key steps in this asymmetric, stereocontrolled total synthesis include a new enantioselective synthesis of alpha-alkylated-beta-hydroxyproline
Brian Chauder et al.
Organic letters, 4(5), 815-817 (2002-03-01)
[reaction: see text] In the presence of NXS (X = Br, I, Cl), gramine derivatives 1, derived by combined directed ortho metalation (DoM)-cross-coupling sequences, rapidly undergo retro-Mannich fragmentation (2) to afford 3-halo indoles 3 in 37-88% yields. A conceptually new
E L Barker et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 19(12), 4705-4717 (1999-06-15)
Mutation of a conserved Asp (D98) in the rat serotonin (5HT) transporter (rSERT) to Glu (D98E) led to decreased 5HT transport capacity, diminished coupling to extracellular Na+ and Cl-, and a selective loss of antagonist potencies (cocaine, imipramine, and citalopram