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CS-W001157 4
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Methyl 2,5-dioxo-1,2,5,6,7,8-hexahydroquinoline-3-carboxylate

  • CAS No. 650597-74-3

  • Cat. No. CS-0145587
  • Purity≥98%
  • MDL No.None

*For research and further manufacturing use only, not for direct human use.

Methyl 2,5-dioxo-1,2,5,6,7,8-hexahydroquinoline-3-carboxylate|CS-0145587

Structure of 650597-74-3

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General Information

  • CAS No. 650597-74-3
  • Cat. No. CS-0145587
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₁NO₄
  • Molecular Weight 221.21
  • Synonym(s) 1,2,5,6,7,8-Hexahydro-2,5-dioxo-3-quinolinecarboxylic acid methyl ester
  • SMILES O=C(C1=CC2=C(NC1=O)CCCC2=O)OC

Description

Methyl 2,5-dioxo-1,2,5,6,7,8-hexahydroquinoline-3-carboxylate features a rigid, electron-deficient heterocyclic core that enables selective conjugate additions and Diels-Alder cycloadditions. This bench-stable scaffold integrates readily into complex molecular architectures under mild conditions.

Application

Methyl 2,5-dioxo-1,2,5,6,7,8-hexahydroquinoline-3-carboxylate serves as a versatile scaffold for heterocyclic synthesis, enabling efficient access to substituted quinoline derivatives. Its diketone functionality supports sequential functionalization and acts as a key intermediate in the construction of bioactive nitrogen-containing frameworks. The methyl ester group offers compatibility with standard hydrolysis and coupling reactions, while the saturated ring system provides enhanced bench stability and predictable reactivity in multistep syntheses.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   76.23
  • LogP   0.6805
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   1

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