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Chemical Structure| 580-22-3 Chemical Structure| 580-22-3
Chemical Structure| 580-22-3

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CAS No.: 580-22-3

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2-Aminoquinoline (2-Quinolinamine) is a potential bioavailable nNOS inhibitor, though its inhibition of human nNOS is weak and it shows low selectivity for human eNOS, with significant binding to other central nervous system targets. This compound also exhibits antiviral activity against vaccinia virus and potential in neurodegenerative disease research.

Synonyms: 2-Quinolinamine

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Product Details of 2-Aminoquinoline

CAS No. :580-22-3
Formula : C9H8N2
M.W : 144.17
SMILES Code : C1=CC2=C(N=C1N)C=CC=C2
Synonyms :
2-Quinolinamine
MDL No. :MFCD00038079
InChI Key :GCMNJUJAKQGROZ-UHFFFAOYSA-N
Pubchem ID :11379

Safety of 2-Aminoquinoline

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

Application In Synthesis of 2-Aminoquinoline

* 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 [ 580-22-3 ]

[ 580-22-3 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 580-22-3 ]
  • [ 261165-05-3 ]
  • (1S,3R)-[3-(quinolin-2-ylcarbamoyl)-cyclopentyl]-carbamic acid tert-butyl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
With EDAC; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; Example 192A (1S,3R)-[3-(quinolin-2-ylcarbamoyl)-cyclopentyl]-carbamic acid tert-butyl ester To a solution of Example 191A (91.6 mg, 0.4 mmol) in DMF (4 mL) was added 2-aminoquinoline (64 mg, 0.44 mmol), EDAC (93 mg, 0.48 mmol), HOBT (82 mg, 0.6 mmol), and diisopropylethylamine (0.35 mL, 2 mmol). The mixture was stirred at room temperature overnight, diluted with ethyl acetate, washed with water (2 times) and brine. The organic layer was dried (sodium sulfate), filtered, concentrated under reduced pressure and purified by flash chromatography with 3% methanol/dichloromethane to provide the titled compound. MS (ESI) m/z 356 (M+H)+.
 

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