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CS-W001157 4
Total: USD 88.00

2,3-Diaminobenzamide

  • CAS No. 711007-44-2

  • Cat. No. CS-M0574
  • Purity≥97%
  • MDL No.MFCD09029906

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

2,3-Diaminobenzamide|CS-M0574

Structure of 711007-44-2

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General Information

  • CAS No. 711007-44-2
  • Cat. No. CS-M0574
  • Purity ≥97%
  • MDL No. MFCD09029906
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₉N₃O
  • Molecular Weight 151.17
  • Synonym(s) benzamide, 2,3-diamino-
  • SMILES O=C(N)C1=C(N)C(N)=CC=C1

Description

2,3-Diaminobenzamide features a fused aromatic core with two strategically positioned amino groups, enabling robust coordination in metal-ligand systems. This ortho-diamine configuration enhances chelation efficiency and stability in catalytic complexes. The amide functionality provides solubility in polar solvents and contributes to hydrogen bonding capacity. The molecule exhibits excellent bench stability and compatibility with diverse reaction conditions.

Application

2,3-Diaminobenzamide serves as a versatile building block in medicinal chemistry, enabling the construction of fused heterocycles and bioactive scaffolds. Its ortho-diamine functionality facilitates metal-catalyzed cyclizations and coordination with transition metals, while the amide group provides stability and modulates solubility. The compound exhibits good bench stability and is compatible with standard purification techniques, making it well-suited for iterative synthesis campaigns targeting kinase inhibitors and other pharmaceutical candidates.

Synthesis

  • Route1

    References

    • White, Alex W.; Curtin, Nicola J.; Eastman, Brian W.; Golding, Bernard T.; Hostomsky, Zdenek; Kyle, Suzanne; Li, Jianke; Maegley, Karen A.; Skalitzky, Donald J.; Webber, Stephen E.; Yu, Xiao-Hong; Griffin, Roger J. Bioorganic and Medicinal Chemistry Letters, 2004 , vol. 14, # 10 p. 2433 - 2437
  • Route2
    • null|null
      19613-80-0
    • ~79%
    • In-stock
      2,3-Diaminobenzamide|CS-M0574
      711007-44-2

    References

    • Arienti, Kristen L.; Brunmark, Anders; Axe, Frank U.; McClure, Kelly; Lee, Alice; Blevitt, Jon; Neff, Danielle K.; Huang, Liming; Crawford, Shelby; Pandit, Chennagiri R.; Karlsson, Lars; Breitenbucher, J. Guy Journal of Medicinal Chemistry, 2005 , vol. 48, # 6 p. 1873 - 1885
  • Route3
    • 2,3-Diaminobenzohydrazide|CS-1717906
      1314951-83-1
    • ~%
    • In-stock
      2,3-Diaminobenzamide|CS-M0574
      711007-44-2

    References

    • US6737421 B1, ; Page column 11 ; US 6737421 B1

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06,GHS08,GHS09
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H312+H332-H317-H319-H341-H351-H371-H411
Precautionary Statements : P264-P270-P330-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   95.13
  • LogP   -0.0501
  • H_Acceptors   3
  • H_Donors   3
  • Rotatable_Bonds   1

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