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Merck
CN

286036

Sigma-Aldrich

骆驼蓬灵

97%

别名:

1-甲基-7-甲氧基-3,4-二氢-β-咔啉, 3,4-二氢骆驼蓬碱, 7-甲氧基-1-甲基-4,9-二氢-3H-吡啶并[3,4-b]吲哚, O-甲基骆驼蓬酚

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关于此项目

经验公式(希尔记法):
C13H14N2O
CAS Number:
分子量:
214.26
Beilstein:
207310
EC 号:
MDL编号:
UNSPSC代码:
12352100
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方案

97%

药品控制

regulated under CDSA - not available from Sigma-Aldrich Canada

drug control

stupéfiant (France); regulated under CDSA - not available from Sigma-Aldrich Canada

mp

232-234 °C (lit.)

SMILES字符串

COc1ccc2c3CCN=C(C)c3[nH]c2c1

InChI

1S/C13H14N2O/c1-8-13-11(5-6-14-8)10-4-3-9(16-2)7-12(10)15-13/h3-4,7,15H,5-6H2,1-2H3

InChI key

RERZNCLIYCABFS-UHFFFAOYSA-N

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应用

Reactant for preparation of:
  • Acylated harmalines via Friedel-Crafts reaction
  • Phenacyl derivatives of 1-methyl-7-methoxy-β-carbolines as central nervous system affectors
  • Palladium harmaline DMSO chloro complex as anti-tumor agent

Natural product scaffold in preparation of:
  • Trypanothione reductase inhibitors†

生化/生理作用

中枢神经系统兴奋剂;可通过 NMDA 受体起作用

法规信息

新产品

历史批次信息供参考:

分析证书(COA)

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Danuše Tarkowská
Molecules (Basel, Switzerland), 25(14) (2020-07-28)
Many substances of secondary plant metabolism have often attracted the attention of scientists and the public because they have certain beneficial effects on human health, although the reason for their biosynthesis in the plant remains unclear. This is also the
Jenny Bain et al.
The Biochemical journal, 408(3), 297-315 (2007-09-14)
The specificities of 65 compounds reported to be relatively specific inhibitors of protein kinases have been profiled against a panel of 70-80 protein kinases. On the basis of this information, the effects of compounds that we have studied in cells
Jiawang Liu et al.
Journal of medicinal chemistry, 53(8), 3106-3116 (2010-03-25)
3S-Tetrahydro-beta-carboline-3-carboxylic acid (TCCA) effectively inhibits ADP-induced platelet activation. This paper used TCCA as a lead, modified its 2-position with amino acids, and provided 20 novel 3S-2-aminoacyl-1,2,3,4-tetrahydro-beta-carboline-3-carboxylic acids (5a-t). With the in vitro assay, it was demonstrated that this modification diminished
Betty C Galarreta et al.
Bioorganic & medicinal chemistry, 16(14), 6689-6695 (2008-06-19)
Twenty-three heterocyclic compounds were evaluated for their potential as trypanothione reductase inhibitors. As a result, the harmaline, 10-thiaisoalloxazine, and aspidospermine frameworks were identified as the basis of inhibitors of Trypanosoma cruzi trypanothione reductase. Two new compounds showed moderately strong, linear
Chunyu Li et al.
European journal of medicinal chemistry, 46(11), 5598-5608 (2011-10-11)
High anti-thrombotic activity of aminoacid modified tetrahydro-β-carbolines was generally correlated with a small proximity of the side chain of the aminoacid residue to the carboline-cycle. This paper explored that the aromatization of the tetrahydro-β-carboline-cycle of N-(1-methyl-β-tetrahydrocarboline-3-carbonyl)-N'-(aminoacid-acyl)-hydrazines leaded to N-(1-methyl-β-carboline-3-carbonyl)-N'-(aminoacid-acyl)-hydrazines and

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