G10806
Gramine
97.5%
Sinónimos:
3-(Dimethylaminomethyl)indole, Donaxine, NSC 16892
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About This Item
Fórmula empírica (notación de Hill):
C11H14N2
Número de CAS:
Peso molecular:
174.24
Beilstein:
140521
Número CE:
Número MDL:
Código UNSPSC:
12352100
ID de la sustancia en PubChem:
NACRES:
NA.22
Productos recomendados
Nivel de calidad
Ensayo
97.5%
mp
132-134 °C (lit.)
cadena SMILES
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
Clave InChI
OCDGBSUVYYVKQZ-UHFFFAOYSA-N
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Categorías relacionadas
Aplicación
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
Palabra de señalización
Warning
Frases de peligro
Consejos de prudencia
Clasificaciones de peligro
Acute Tox. 4 Dermal - Acute Tox. 4 Oral
Código de clase de almacenamiento
11 - Combustible Solids
Clase de riesgo para el agua (WGK)
WGK 3
Punto de inflamabilidad (°F)
332.6 °F
Punto de inflamabilidad (°C)
167 °C
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Miho Chikazawa et al.
Journal of nutritional science and vitaminology, 64(1), 68-74 (2018-03-02)
Maintaining skeletal muscle functions by controlling muscle metabolism is of utmost importance. β2-Adrenergic receptor (β2-AR), which is expressed in skeletal muscle, is a member of the G-protein-coupled receptor family that plays a critical role in the maintenance of muscle mass.
Sebastian Grün et al.
Phytochemistry, 66(11), 1264-1272 (2005-05-24)
Two indole alkaloids with defense related functions are synthesized in the genus Hordeum of the Triticeae. Gramine (3(dimethyl-amino-methyl)-indole) is found in H. spontaneum and in some varieties of H. vulgare, the benzoxazinoid 2,4-dihydroxy-2H-1,4-benzoxazin-3(4H)-one (DIBOA) is detected in H. roshevitzii, H.
Gabriela de la Herran et al.
Organic letters, 9(6), 961-964 (2007-02-20)
Gramine-MeI salts were useful starting materials for the synthesis of 3-benzyl- and 3-allylindoles by the 1,4-addition of boronic acids to the C=C-C=N linkages generated in situ under Rh(I)-catalysis. On the other hand, under Ir(I) catalysis, the reaction of gramines with
Timothy Niacaris et al.
The Journal of experimental biology, 206(Pt 2), 223-231 (2002-12-13)
Caenorhabditis elegans feeds by rhythmically contracting its pharynx to ingest bacteria. The rate of pharyngeal contraction is increased by serotonin and suppressed by octopamine. Using an electrophysiological assay, we show that serotonin and octopamine regulate two additional aspects of pharyngeal
Shaoyong Ke et al.
European journal of medicinal chemistry, 54, 248-254 (2012-06-01)
A series of novel gramine analogues were designed and synthesized via a convenient three-component reaction, and which were evaluated for their inhibition activities against cell proliferation. Their structures were confirmed by satisfactory spectra analyses mainly including (1)H NMR, and ESI-MS
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