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Chemical Structure| 16502-01-5 Chemical Structure| 16502-01-5
Chemical Structure| 16502-01-5

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Tetrahydro-β-carboline (Tryptoline) is a metabolite of tryptamine and a competitive serotonin reuptake inhibitor with a Ki value of 6.1 µM.

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Product Details of Tetrahydro-β-carboline

CAS No. :16502-01-5
Formula : C11H12N2
M.W : 172.23
SMILES Code : C(N1)(CNCC2)=C2C3=C1C=CC=C3
MDL No. :MFCD00004954
InChI Key :CFTOTSJVQRFXOF-UHFFFAOYSA-N
Pubchem ID :107838

Safety of Tetrahydro-β-carboline

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of Tetrahydro-β-carboline

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 16502-01-5 ]

[ 16502-01-5 ] Synthesis Path-Downstream   1~5

  • 1
  • [ 39539-66-7 ]
  • [ 16502-01-5 ]
  • [ 1620099-81-1 ]
YieldReaction ConditionsOperation in experiment
69% To the suspension of 1,2,3,4-tetrahydro-beta-carboline (7, 1.2 mmol) in CH2Cl2 (3 ml) at 0C was added slowly an aqueous solution of 4N NaOH (1.2 mol). After 5 min stirring at 0C, appropriate heterocyclic acid chloride (1.2 mmol) was added dropwise. Mixture was stirred for 15 min at 0C and further stirred at rt for 3 h. Completion of the reaction was monitored by TLC. After completion of the reaction, reaction mixture was diluted with CH2Cl2 and was washed with water. Organic layer was separated and dried over anhydrous sodium sulfate. Solvent was evaporated under reduced pressure and crude product was purified by silica gel (100-200)column chromatography using EtOAc: Hexane as mobile phase to get desired 2-heterocyclecarbonyl substituted 1,2,3,4-tetrahydro-beta-carbolines 9a-m in 63-82% yield.
  • 3
  • [ 57772-50-6 ]
  • [ 16502-01-5 ]
  • C19H15N3O [ No CAS ]
  • 4
  • [ 16502-01-5 ]
  • [ 4596-92-3 ]
  • [ 95312-98-4 ]
YieldReaction ConditionsOperation in experiment
73% In toluene; at 130℃; for 1.0h; Add 5-chlorobenzoisoxazole (1mmol), 2,3,4,9-tetrahydro-1hydro-pyridine[3,4-b]indole (1mmol) and 4mL toluene to a 15mL pressure-resistant tube Medium, stirred at 130 C, reacted for 1 hour,Silica gel column chromatography gave 3b in a yield of 73%.
  • 5
  • [ 14096-51-6 ]
  • [ 16502-01-5 ]
  • C13H20ClN4Pt(1+)*Cl(1-) [ No CAS ]
 

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