300764

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

98%

• Synonym(s): Noreleagnine, THBC, Tetrahydronorharman, Tryptoline
• Empirical Formula (Hill Notation): C₁₁H₁₂N₂
• CAS Number: 16502-01-5
• Molecular Weight: 172.23
• MDL number: MFCD00004954
• UNSPSC Code: 12352100
• PubChem Substance ID: 24857939
• NACRES: NA.22

Properties

• 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)

Description

General description

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

Application

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

• 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

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves