ChemicalBook--->CAS DataBase List--->16502-01-5

16502-01-5

16502-01-5 Structure

16502-01-5 Structure
IdentificationMore
[Name]

1,2,3,4-TETRAHYDRO-9H-PYRIDO[3,4-B]INDOLE
[CAS]

16502-01-5
[Synonyms]

1,2,3,4-TETRAHYDRO-9H-PYRIDO[3,4-B]INDOLE
1,2,3,4-TETRAHYDRO-B-CARBOLINE
1,2,3,4-TETRAHYDRO-BETA-CARBOLINE
2,3,4,9-TETRAHYDRO-1H-PYRIDO[3,4-B]INDOLE
AKOS JY2083257
NORELEAGNINE
TETRAHYDRO-BETA-CARBOLINE
TETRAHYDRONORHARMAN
TETRAHYDRONORHARMANE
THBC
TRYPTOLINE
1,2,3,4-Tetrahydro-β-carboline
1H-Pyrido[3,4-b]indole,2,3,4,9-tetrahydro-
2,3,4,9-Tetrahydro-1H-β-carboline
Norharman,1,2,3,4-tetrahydro-
Tetrahydro-β-carboline
2,3,4,9-TETRAHYDRO-1H-BETA-CARBOLINE
NORELEAGNINE 98%
1,2,3,4-Tetrahydro-9H-pyrido[3,4-b]indole, Noreleagnine, Tetrahydronorharman, THBC, Tryptoline
1,2,3,4-Tetrahydro-β-carboline, 2,3,4,9-Tetrahydro-1H-pyrido(3,4-b)indole, Tetrahydronorharmane, Tryptoline
[Molecular Formula]

C11H12N2
[MDL Number]

MFCD00004954
[Molecular Weight]

172.23
[MOL File]

16502-01-5.mol
Chemical PropertiesBack Directory
[Appearance]

Tan Solid
[Melting point ]

206-208 °C(lit.)
[Boiling point ]

351.6±32.0 °C(Predicted)
[density ]

1.189±0.06 g/cm3(Predicted)
[storage temp. ]

Keep in dark place,Sealed in dry,Room Temperature
[solubility ]

10mg/mL in 1N Ammonium Hydroxide in Methanol, DMSO
[form ]

Powder or Crystals
[pka]

17.78±0.20(Predicted)
[color ]

White to slightly yellow
[Usage]

Used in the study of neurodegenerative diseases
[LogP]

1.816 (est)
[CAS DataBase Reference]

16502-01-5(CAS DataBase Reference)
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
[WGK Germany ]

3
[HazardClass ]

IRRITANT
[HS Code ]

29339900
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Hydrochloric acid-->Potassium hydroxide-->Tryptamine-->Glyoxylic acid monohydrate
Hazard InformationBack Directory
[Chemical Properties]

Tan Solid
[Uses]

A mitotic kinesin inhibitor as novel anti-cancer agent.
[Uses]

1,2,3,4-Tetrahydro-9H-pyrido[3,4-b]indole is used in the study of neurodegenerative diseases
[Uses]

A mitotic kinesin inhibitor as novel anti-cancer agent. Used in the study of neurodegenerative diseases.
[Application]

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

ChEBI: 2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole is a member of beta-carbolines.
[General Description]

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

Tetrahydro-β-carboline (20 μg; i.c.v.) increases the serotonin levels in the same part of the brain in rats[1].

Animal Model:180-200g female Sprague-Dawley rats[1]
Dosage:20 μg
Administration:Intraventricular injection
Result:Increased of serotonin levels in the same part of the brain whereas the monoamine oxidase activity was not altered.
[IC 50]

serotonin: 6.1 μM (Ki)
[References]

[1] CHRISTIAN O ALBERTO Michiru H Robert B Trask. Dopamine acts as a partial agonist for α2A adrenoceptor in melanin-concentrating hormone neurons.[J]. Journal of Neuroscience, 2011, 31 29: 10671-10676. DOI:10.1523/JNEUROSCI.6245-10.2011.
[2] IAIN M. MCDONALD. 2,7-Dioxo-2,3,4,5,6,7-hexahydro-1H-benzo[h][1,4]diazonine as a New Template for the Design of CCK2 Receptor Antagonists[J]. Journal of Medicinal Chemistry, 2000, 43 19: 3518-3529. DOI:10.1021/jm000960w.
[3] Rommelspacher, H., Bade, P., Coper, H., et al. Inhibition of the reuptake of serotonin by tryptoline. Naunyn Schmiedebergs Arch. Pharmacol. 292(1), 93-95 (1976).
[4] Pannier, L., and Rommelspacher, H. Actions of tetrahydronorharmane (tetrahydro-β-carboline) on 5-hydroxytryptamine and dopamine mediated mechanisms. Neuropharmacology 20(1), 1-8 (1981).
[5] Rommelspacher, H., Kauffmann, H., Cohnitz, C.H., et al. Pharmacological properties of tetrahydronorharmane (tryptoline). Naunyn Schmiedebergs Arch. Pharmacol. 298(2), 83-91 (1977).
Spectrum DetailBack Directory
[Spectrum Detail]

1,2,3,4-TETRAHYDRO-9H-PYRIDO[3,4-B]INDOLE(16502-01-5)1HNMR
1,2,3,4-TETRAHYDRO-9H-PYRIDO[3,4-B]INDOLE(16502-01-5)Raman
1,2,3,4-TETRAHYDRO-9H-PYRIDO[3,4-B]INDOLE(16502-01-5)FT-IR
1,2,3,4-TETRAHYDRO-9H-PYRIDO[3,4-B]INDOLE(16502-01-5)IR
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

16502-01-5(sigmaaldrich)
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