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CS-W001157 4
Total: USD 88.00

5-Cyanonicotinic acid

  • CAS No. 887579-62-6

  • Cat. No. CS-0068020
  • Purity≥98%
  • MDL No.MFCD07367904

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

5-Cyanonicotinic acid|CS-0068020

Structure of 887579-62-6

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General Information

  • CAS No. 887579-62-6
  • Cat. No. CS-0068020
  • Purity ≥98%
  • MDL No. MFCD07367904
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄N₂O₂
  • Molecular Weight 148.12
  • Synonym(s) 5-CYANO-3-PYRIDINECARBOXYLIC ACID
  • SMILES O=C(C1=CC(C#N)=CN=C1)O

Description

5-Cyanonicotinic acid features a pyridine ring bearing both cyano and carboxylic acid groups at para positions, enabling versatile conjugation in synthetic chemistry. This electron-deficient heterocycle integrates readily into pharmaceutical scaffolds and functional materials, offering enhanced solubility and stability under standard conditions.

Application

5-Cyanonicotinic acid serves as a versatile building block in medicinal chemistry, enabling direct incorporation of both nitrile and carboxylic acid functionalities into heterocyclic scaffolds. Its well-defined reactivity facilitates amide coupling, cyclization, and metal-catalyzed transformations under standard synthetic conditions. The molecule exhibits excellent bench stability and compatibility with common protecting group strategies, making it ideal for iterative synthesis workflows.

Synthesis

  • Route1
    • In-stock
      Nicotinic acid N-oxide|CS-4617
      2398-81-4
    • null|null
      143-33-9
    • ~22%
    • In-stock
      5-Cyanonicotinic acid|CS-0068020
      887579-62-6

    References

    • Inghardt, Tord; Johansson, Anders; Svensson, Arne Patent: US2004/19033 A1, 2004 ; Location in patent: Page/Page column 41 ;
  • Route2
    • null|null
      1158971-89-1
    • ~64%
    • In-stock
      5-Cyanonicotinic acid|CS-0068020
      887579-62-6

    References

    • Sato, Nagaaki; Ando, Makoto; Ishikawa, Shiho; Jitsuoka, Makoto; Nagai, Keita; Takahashi, Hirobumi; Sakuraba, Aya; Tsuge, Hiroyasu; Kitazawa, Hidefumi; Iwaasa, Hisashi; Mashiko, Satoshi; Gomori, Akira; Moriya, Ryuichi; Fujino, Naoko; Ohe, Tomoyuki; Ishihara, Akane; Kanatani, Akio; Fukami, Takehiro Journal of Medicinal Chemistry, 2009 , vol. 52, # 10 p. 3385 - 3396
  • Route3
    • 5-Carbamoylnicotinic acid|CS-0482924
      24242-17-9
    • ~%
    • In-stock
      5-Cyanonicotinic acid|CS-0068020
      887579-62-6

    References

    • WO2006/589 A1, ; Page/Page column 57 ; WO 2006/000589 A1

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
Precautionary Statements : P261-P280-P302+P352

Quality Control

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Computational Chemistry Data

  • TPSA   73.98
  • LogP   0.65148
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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