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Merck
CN

G10806

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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关于此项目

经验公式(希尔记法):
C11H14N2
化学文摘社编号:
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
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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

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历史批次信息供参考:

分析证书(COA)

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N Nakahata et al.
European journal of pharmacology, 382(2), 129-132 (1999-10-21)
5,6-Dibromo-1,2-dimethylgramine evoked Ca(2+) release from skeletal muscle sarcoplasmic reticulum through ryanodine receptors in a concentration-dependent manner with an EC(50) of 22.2 microM. Since the EC(50) of caffeine was 0.885 mM, 5,6-dibromo-1,2-dimethylgramine was 40 times more sensitive than caffeine. Among 14
S Iwata et al.
European journal of pharmacology, 432(1), 63-70 (2001-12-06)
We examined the effects of 2,5,6-tribromo-1-methylgramine (TBG), isolated from bryozoan, and its derivative, 5,6-dibromo-1,2-dimethylgramine (DBG), on the contraction of rat aorta. TBG and DBG decreased the high-K(+)-induced increase in muscle contraction and cytosolic Ca(2+) level ([Ca(2+)](i)), respectively. The inhibitory effects
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
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
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

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