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Merck
CN

300764

1,2,3,4-四氢-9H-吡啶并[3,4-b]吲哚

98%

别名:

Tetrahydronorharmane, Tryptoline

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关于此项目

经验公式(希尔记法):
C11H12N2
化学文摘社编号:
分子量:
172.23
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
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产品名称

1,2,3,4-四氢-9H-吡啶并[3,4-b]吲哚, 98%

InChI

1S/C11H12N2/c1-2-4-10-8(3-1)9-5-6-12-7-11(9)13-10/h1-4,12-13H,5-7H2

SMILES string

C1Cc2c(CN1)[nH]c3ccccc23

InChI key

CFTOTSJVQRFXOF-UHFFFAOYSA-N

assay

98%

form

liquid

mp

206-208 °C (lit.)

Quality Level

Gene Information

Application

用于生物碱的合成以及用于研究神经退行性疾病。
  • Reactant for synthesis of the indolyl-β-carboline alkaloid eudistomin U via IBX mediated room temperature oxidative aromatization
  • Reactant for preparation of neuroprotective HDAC6 inhibitors
  • Reactant for preparation of aminofuranopyrimidines as EGFR and Aurora A kinase inhibitors
  • Reactant for preparation of inhibitors of CDK4
  • Reactant for preparation of tetrahydrocarboline derivatives of as human 5-HT5A receptor ligands
  • Reactant for preparation of 5-(diaminomethyl)-2,4-aminopyrimidines as dihydrofolate reductase inhibitors and antibacterial agents

General description

Ozonolysis of the enamine bond of 1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole derivatives was studied.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

法规信息

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Kaushik Chanda et al.
Molecular diversity, 15(2), 569-581 (2010-10-12)
The Pictet-Spengler reaction, using polyethylene glycol immobilized tryptophan ester with a variety of ketones, was achieved by refluxing condition in acidic chloroform. The linear as well as cyclic ketones were employed. All the ketones were reacted within 6-8 h to
Tetrahedron, 48, 9735-9735 (1992)
Fangrui Wu et al.
Journal of the American Chemical Society, 134(3), 1498-1500 (2012-01-11)
The Pictet-Spenglerase strictosidine synthase (STR1) has been recognized as a key enzyme in the biosynthesis of some 2000 indole alkaloids in plants, some with high therapeutic value. In this study, a novel function of STR1 has been detected which allows
Karolina Pulka
Current opinion in drug discovery & development, 13(6), 669-684 (2010-11-10)
The synthesis of biologically active heterocyclic scaffolds is one of the significant challenges of modern synthetic chemistry. The Pictet-Spengler (PS) reaction, known for approximately a century, remains a particularly popular cyclization method. This review describes recent applications of the PS
Jutamas Jiaranaikulwanitch et al.
Bioorganic & medicinal chemistry letters, 20(22), 6572-6576 (2010-10-15)
Tryptoline, a core structure of ochrolifuanine E, which is a hit compound from virtual screening of the Thai herbal database against BACE1 was used as a scaffold for the design of BACE1 inhibitors. The tryptoline was linked with different side

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