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Merck
CN

300764

1,2,3,4-Tetrahydro-9H-pyrido[3,4-b]indole

98%

Synonym(s):

Noreleagnine, THBC, Tetrahydronorharman, Tryptoline

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About This Item

Empirical Formula (Hill Notation):
C11H12N2
CAS Number:
16502-01-5
Molecular Weight:
172.23
NACRES:
NA.22
PubChem Substance ID:
24857939
UNSPSC Code:
12352100
MDL number:
MFCD00004954

Key Documents

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Product Name

1,2,3,4-Tetrahydro-9H-pyrido[3,4-b]indole, 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

100

Gene Information

rat ... Htr2a(29595), Htr2c(25187)

Related Categories

Application

1,2,3,4-Tetrahydro-9H-pyrido[3,4-b]indole was employed in alkaloid synthesis and in studies on neurodegenerative diseases.
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  • 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
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000242253
0000242251
0000233234
0000242253
0000242251

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Chem. Abstr., 121, 54854s-54854s (1994)
I M McDonald et al.
Journal of medicinal chemistry, 43(19), 3518-3529 (2000-09-23)
A novel series of nonpeptide CCK(2) receptor antagonists has been prepared, in which 2,7-dioxo-2,3,4,5,6,7-hexahydro-1H-benzo[h][1, 4]diazonine (5) was used as a chemical template. This uncommon ring system was obtained in a highly substituted form and in high yield by ozonolysis of
J. Chin. Chem. Soc., 41, 231-231 (1994)
Fang-Yuan Chang et al.
Proceedings of the National Academy of Sciences of the United States of America, 110(7), 2478-2483 (2013-01-11)
Natural product discovery by random screening of broth extracts derived from cultured bacteria often suffers from high rates of redundant isolation, making it ever more challenging to identify novel biologically interesting natural products. Here we show that homology-based screening of
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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