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Merck
CN

G10806

Sigma-Aldrich

芦竹碱

97.5%

别名:

3-(二甲氨基甲基)吲哚, NSC 16892, 芦竹碱

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About This Item

经验公式(希尔记法):
C11H14N2
CAS号:
分子量:
174.24
Beilstein:
140521
EC 号:
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22

质量水平

方案

97.5%

mp

132-134 °C (lit.)

SMILES字符串

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

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应用

作为反应物用于制备:
  • 多巴胺D2受体拮抗剂
  • 抗疟疾药
  • 5-吲哚基-曼尼希碱
  • 增殖抑制剂
  • 人肥大细胞糜酶的抑制剂
  • DL-色氨酸的制备
  • 十字花科植物抗毒素黄铜素的潜在解毒抑制剂
  • 3-乙烯基吲哚
  • 血清素5-HT6受体配体模板
  • 选择性蛋白激酶cδ(PKCδ)下调因子

象形图

Exclamation mark

警示用语:

Warning

危险声明

危险分类

Acute Tox. 4 Dermal - Acute Tox. 4 Oral

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

332.6 °F

闪点(°C)

167 °C

法规信息

监管及禁止进口产品

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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.
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
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

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