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300764

Sigma-Aldrich

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

98%

Synonym(e):

Tetrahydronorharman, Tryptolin

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About This Item

Empirische Formel (Hill-System):
C11H12N2
CAS-Nummer:
16502-01-5
Molekulargewicht:
172.23
MDL-Nummer:
MFCD00004954
UNSPSC-Code:
12352100
PubChem Substanz-ID:
24857939
NACRES:
NA.22

Qualitätsniveau

100

Assay

98%

Form

liquid

mp (Schmelzpunkt)

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

InChIKey

CFTOTSJVQRFXOF-UHFFFAOYSA-N

Angaben zum Gen

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

Allgemeine Beschreibung

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

Anwendung

Employed in alkaloid synthesis and in studies on neurodegenerative diseases.
  • 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

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

Gefahreneinstufungen

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

Zielorgane

Respiratory system

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

Analysenzertifikate (COA)

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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
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
Chem. Abstr., 121, 54854s-54854s (1994)
J. Chin. Chem. Soc., 41, 231-231 (1994)
Christian O Alberto et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 31(29), 10671-10676 (2011-07-22)
Melanin-concentrating hormone (MCH) is a hypothalamic neuropeptide that promotes positive energy balance and anxiety. Since dopamine (DA) is also closely implicated in these functions, the present study investigated the effect of DA on MCH neurons. Using whole-cell patch-clamp recordings in
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