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CS-W001157 4
Total: USD 88.00

NSC 165497

  • CAS No. 18617-50-0

  • Cat. No. CS-0029520
  • Purity≥98%
  • MDL No.None

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

NSC 165497|CS-0029520

Structure of 18617-50-0

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General Information

  • CAS No. 18617-50-0
  • Cat. No. CS-0029520
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₉NO₃
  • Molecular Weight 167.16
  • Synonym(s) NSC 165472; NSC 165477; NSC 165478; ethyl 6-oxo-1,6-dihydropyridine-3-carboxylate
  • SMILES O=C(C(C=C1)=CNC1=O)OCC

Description

Ethyl 6-hydroxynicotinate features a hydroxyl group at the 6-position of the nicotinate ring, enabling direct functionalization in synthetic sequences. This bench-stable derivative integrates readily into heterocyclic scaffolds and serves as a key intermediate for bioactive molecules requiring polar, hydrogen-bonding capabilities.

Application

Ethyl 6-hydroxynicotinate serves as a versatile building block in synthetic organic chemistry, enabling straightforward functionalization at the C6 position. The pendant hydroxyl group facilitates derivatization via esterification, ether formation, or oxidation to carboxylic acid, while the ester functionality supports standard amidation and reduction protocols. Its stability under common reaction conditions and compatibility with diverse protecting groups make it well-suited for constructing heterocyclic scaffolds and medicinal chemistry intermediates.

Synthesis

  • Route1
    • 6-Hydroxynicotinic acid Avatrombopag Impurity|CS-0377520
      5006-66-6
    • null|null
      64-17-5
    • ~89%
    • In-stock
      NSC 165497|CS-0029520
      18617-50-0

    References

    • KOWA COMPANY, LTD. Patent: US2010/48610 A1, 2010 ; Location in patent: Page/Page column 83 ; US 20100048610 A1
  • Route2

    References

    • Journal of Organic Chemistry, , vol. 24, p. 1007
  • Route3
    • In-stock
      6-Nitronicotinic acid|CS-W003159
      33225-73-9
    • null|null
      64-17-5
    • ~%
    • In-stock
      NSC 165497|CS-0029520
      18617-50-0

    References

    • Journal of Organic Chemistry, , vol. 24, p. 1007

Safety Information

Download SDS
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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   59.16
  • LogP   0.5516
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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