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G10806

Sigma-Aldrich

Gramine

97.5%

Sinonimo/i:

3-(Dimethylaminomethyl)indole, Donaxine, NSC 16892

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About This Item

Formula empirica (notazione di Hill):
C11H14N2
Numero CAS:
87-52-5
Peso molecolare:
174.24
Beilstein:
140521
Numero CE:
201-749-8
Numero MDL:
MFCD00005629
Codice UNSPSC:
12352100
ID PubChem:
24895037
NACRES:
NA.22
Saggio:
97.5%

Livello qualitativo

100

Saggio

97.5%

Punto di fusione

132-134 °C (lit.)

Stringa SMILE

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
OCDGBSUVYYVKQZ-UHFFFAOYSA-N

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Categorie correlate

Applicazioni

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

Pittogrammi

Exclamation mark
GHS07

Avvertenze

Warning

Indicazioni di pericolo

H302 + H312

Classi di pericolo

Acute Tox. 4 Dermal - Acute Tox. 4 Oral

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

332.6 °F

Punto d’infiammabilità (°C)

167 °C

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Certificati d'analisi (COA)

Lot/Batch Number
MKCM7650
MKCM4657
MKCM2407
00514CV

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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
Yu Hong et al.
Aquatic toxicology (Amsterdam, Netherlands), 91(3), 262-269 (2009-01-10)
In recent years, the exploration and development of the effective methods of treatment and prevention to algal blooms, especially Microcystis aeruginosa blooms has been an important issue in the field of water environment protection. Allelochemicals (natural plant toxins) are considered
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.
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
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
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