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:
Molecular Weight:
172.23
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Quality Level
Assay
98%
form
liquid
mp
206-208 °C (lit.)
SMILES string
C1Cc2c(CN1)[nH]c3ccccc23
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
InChI key
CFTOTSJVQRFXOF-UHFFFAOYSA-N
Gene Information
rat ... Htr2a(29595), Htr2c(25187)
Related Categories
General description
Ozonolysis of the enamine bond of 1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole derivatives was studied.
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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Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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Minoru Tanaka et al.
Bioorganic & medicinal chemistry, 21(5), 1159-1165 (2013-01-23)
Indoleamine 2,3-dioxygenase (IDO) plays a significant role in several disorders such as Alzheimer's disease, age-related cataracts and tumors. A series of novel tryptoline derivatives were synthesized and evaluated for their inhibitory activity against IDO. Substituted tryptoline derivatives (11a, 11c, 11e
Takayoshi Arai et al.
The Journal of organic chemistry, 76(8), 2909-2912 (2011-03-08)
A four-step synthetic route to fully substituted chiral tetrahydro-β-carbolines (THBCs) is described. Starting from the (R,S,S)-Friedel-Crafts/Henry adduct obtained from three-component coupling of an indole, nitroalkene, and aldehyde catalyzed by imidazoline-aminophenol-CuOTf, the (1S,3S,4R)-THBCs were readily synthesized in a three-step operation including
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
J. Chin. Chem. Soc., 41, 231-231 (1994)
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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