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
SMILES string
COc1ccc2c3CCN=C(C)c3[nH]c2c1
assay
97%
drug control
regulated under CDSA - not available from Sigma-Aldrich Canada
mp
232-234 °C (lit.)
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Application
Reactant for preparation of:
Natural product scaffold in 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†
Biochem/physiol Actions
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
此项目有
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
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
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
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
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