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CS-W001157 4
Total: USD 88.00

2-Amino-4-chloronicotinaldehyde

  • CAS No. 884004-48-2

  • Cat. No. CS-0053862
  • Purity≥96%
  • MDL No.None

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

2-Amino-4-chloronicotinaldehyde|CS-0053862

Structure of 884004-48-2

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General Information

  • CAS No. 884004-48-2
  • Cat. No. CS-0053862
  • Purity ≥96%
  • MDL No. None
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅ClN₂O
  • Molecular Weight 156.57
  • Synonym(s) 2-Amino-4-chloro-pyridine-3-carbaldehyde
  • SMILES O=CC1=C(N)N=CC=C1Cl

Description

2-Amino-4-chloronicotinaldehyde features a strategically positioned aldehyde group flanked by electron-donating amino and electron-withdrawing chloro substituents, enabling precise tuning of reactivity in heterocyclic synthesis. This bench-stable scaffold integrates readily into complex molecular architectures under standard conditions.

Application

2-Amino-4-chloronicotinaldehyde serves as a versatile building block in medicinal chemistry, enabling the synthesis of heterocyclic scaffolds via condensation and cyclization reactions. Its ortho-amino and aldehyde functionalities offer complementary reactivity for constructing fused rings and bioactive molecules, with demonstrated stability under standard bench conditions and ease of purification.

Synthesis

  • Route1

    References

    • Blum, Charles A.; Caldwell, Timothy; Zheng, Xiaozhang; Bakthavatchalam, Rajagopal; Capitosti, Scott; Brielmann, Harry; De Lombaert, Stephane; Kershaw, Mark T.; Matson, David; Krause, James E.; Cortright, Daniel; Crandall, Marci; Martin, William J.; Murphy, Beth Ann; Boyce, Susan; Jones, A. Brian; Mason, Glenn; Rycroft, Wayne; Perrett, Helen; Conley, Rachael; Burnaby-Davies, Nicola; Chenard, Bertrand L.; Hodgetts, Kevin J. Journal of Medicinal Chemistry, 2010 , vol. 53, # 8 p. 3330 - 3348
  • Route2

    References

    • BOEHRINGER INGELHEIM INTERNATIONAL GMBH; FADER, Lee; BEAULIEU, Pierre Louis; BAILEY, Murray; BILODEAU, François; CARSON, Rebekah; GIROUX, André; GODBOUT, Cédrickx; HUCKE, Oliver; JOLY, Marc-André; LEBLANC, Mélissa; LEPAGE, Olivier; MOREAU, Benoît; NAUD, Julie; POIRIER, Martin; VILLEMURE, Elisia Patent: WO2013/152065 A2, 2013 ;
  • Route3

    References

    • BOEHRINGER INGELHEIM INTERNATIONAL GMBH; FADER, Lee; BEAULIEU, Pierre Louis; BAILEY, Murray; BILODEAU, François; CARSON, Rebekah; GIROUX, André; GODBOUT, Cédrickx; HUCKE, Oliver; JOLY, Marc-André; LEBLANC, Mélissa; LEPAGE, Olivier; MOREAU, Benoît; NAUD, Julie; POIRIER, Martin; VILLEMURE, Elisia Patent: WO2013/152065 A2, 2013 ;

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

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Computational Chemistry Data

  • TPSA   55.98
  • LogP   1.1297
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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