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CS-W001157 4
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6-Amino-2,4-dimethylnicotinonitrile

  • CAS No. 769-27-7

  • Cat. No. CS-0089680
  • Purity≥98%
  • MDL No.MFCD00027370

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

6-Amino-2,4-dimethylnicotinonitrile|CS-0089680

Structure of 769-27-7

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General Information

  • CAS No. 769-27-7
  • Cat. No. CS-0089680
  • Purity ≥98%
  • MDL No. MFCD00027370
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₉N₃
  • Molecular Weight 147.18
  • Synonym(s) 6-AMINO-2,4-DIMETHYL-3-PYRIDINECARBONITRILE
  • SMILES N#CC1=C(C)C=C(N)N=C1C

Description

6-Amino-2,4-dimethylnicotinonitrile features a pyridine core functionalized with amino, cyano, and methyl groups enabling integration into bioactive scaffolds. The electron-deficient ring facilitates coupling reactions, while the amino group offers direct derivatization potential. This bench-stable compound serves as a key intermediate in medicinal chemistry and agrochemical synthesis.

Application

6-Amino-2,4-dimethylnicotinonitrile serves as a versatile building block in medicinal chemistry, enabling the synthesis of substituted pyridine scaffolds via standard functional group transformations. The nitrile and amino groups offer orthogonal reactivity for derivatization, while the methyl substituents enhance metabolic stability and modulate electronic properties. Its bench-stable nature and compatibility with common coupling reactions facilitate efficient access to diverse heterocyclic architectures.

Synthesis

  • Route1

    References

    • v. Meyer Journal fuer Praktische Chemie (Leipzig), 1895 , vol. <2> 52, p. 89 Journal fuer Praktische Chemie (Leipzig), 1908 , vol. 78, p. 517 Chem. Zentralbl., 1908 , vol. 79, # II p. 593
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      925-90-6
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      75-05-8
    • ~%
    • In-stock
      6-Amino-2,4-dimethylnicotinonitrile|CS-0089680
      769-27-7

    References

    • Bary Bulletin des Societes Chimiques Belges, 1922 , vol. 31, p. 408 Chem. Zentralbl., 1923 , vol. 94, # III p. 124 Show Details Bruylants Bulletin de la Classe des Sciences, Academie Royale de Belgique, 1922 , vol. <5> 8, p. 18 Chem. Zentralbl., 1923 , vol. 94, # I p. 86
  • Route3
    • In-stock
      3-Aminocrotononitrile|CS-0005803
      1118-61-2
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      372-09-8
    • ~%
    • In-stock
      6-Amino-2,4-dimethylnicotinonitrile|CS-0089680
      769-27-7

    References

    • v. Meyer Journal fuer Praktische Chemie (Leipzig), 1914 , vol. <2> 90, p. 24

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H315-H318-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   62.7
  • LogP   1.15232
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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