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CS-W001157 4
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5-Amino-2-hydroxybenzonitrile

  • CAS No. 87029-84-3

  • Cat. No. CS-W006567
  • Purity≥97%
  • MDL No.MFCD01646169

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

5-Amino-2-hydroxybenzonitrile|CS-W006567

Structure of 87029-84-3

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General Information

  • CAS No. 87029-84-3
  • Cat. No. CS-W006567
  • Purity ≥97%
  • MDL No. MFCD01646169
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆N₂O
  • Molecular Weight 134.14
  • Synonym(s) None
  • SMILES NC1=CC(C#N)=C(O)C=C1

Description

5-Amino-2-hydroxybenzonitrile features a strategically positioned amino group and hydroxyl moiety flanking a nitrile functionality, enabling dual hydrogen-bonding interactions. This electron-rich scaffold integrates readily into bioactive heterocycles and serves as a key intermediate in pharmaceutical synthesis under standard conditions.

Application

5-Amino-2-hydroxybenzonitrile serves as a versatile building block for heterocyclic synthesis, enabling efficient access to bioactive scaffolds through its complementary amino, hydroxyl, and nitrile functionalities. The molecule exhibits bench stability and facilitates straightforward functionalization via nucleophilic addition, cyclization, or coupling reactions, supporting scalable routes in medicinal chemistry and agrochemical development.

Synthesis

  • Route1

    References

    • BOEHRINGER INGELHEIM PHARMA GMBH and CO. KG Patent: WO2004/39764 A1, 2004 ; Location in patent: Page/Page column 88-89 ; WO 2004/039764 A1
  • Route2

    References

    • le Guyader,M. Bulletin de la Societe Chimique de France, 1966 , p. 1848 - 1858
  • Route3

    References

    • Cousin; Volmar Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1914 , vol. 159, p. 330 Chem. Zentralbl., 1915 , vol. 86, # I p. 669

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H319
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   70.04
  • LogP   0.84608
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   0

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