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CS-W001157 4
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Benzothiohydrazide

  • CAS No. 20605-40-7

  • Cat. No. CS-0108740
  • Molecule weightNone
  • Purity≥96%
  • MDL No.MFCD00463358

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

Benzothiohydrazide|CS-0108740

Structure of 20605-40-7

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General Information

  • CAS No. 20605-40-7
  • Cat. No. CS-0108740
  • Purity ≥96%
  • MDL No. MFCD00463358
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₈N₂S
  • Molecular Weight None
  • Synonym(s) None
  • SMILES NNC(C1=CC=CC=C1)=S

Description

Benzothiohydrazide features a reactive thiohydrazide moiety flanked by an aromatic benzene ring, enabling efficient coordination in metal complexes and integration into bioactive heterocycles. This bench-stable compound serves as a key intermediate in the synthesis of pharmaceuticals and agrochemicals, offering high functional group tolerance and straightforward derivatization under standard conditions.

Application

Benzothiohydrazide serves as a versatile building block in heterocyclic synthesis, enabling the construction of thiazole- and benzothiazole-containing scaffolds through cyclization with α,β-unsaturated carbonyl compounds or halogenated precursors. Its thiocarbonyl and hydrazide functionalities exhibit robust reactivity under mild conditions, facilitating efficient one-pot transformations. The compound demonstrates excellent bench stability and ease of purification, making it well-suited for iterative medicinal chemistry campaigns and process-scale applications.

Synthesis

  • Route1

    References

    • Kalinowski, Danuta S.; Sharpe, Philip C.; Bernhardt, Paul V.; Richardson, Des R. Journal of Medicinal Chemistry, 2007 , vol. 50, # 24 p. 6212 - 6225
  • Route2
    • null|null
      27249-65-6
    • ~91%
    • In-stock
      Benzothiohydrazide|CS-0108740
      20605-40-7

    References

    • ELI LILLY AND COMPANY Patent: WO2005/19184 A1, 2005 ; Location in patent: Page/Page column 24 ; WO 2005/019184 A1
  • Route3
    • Methyl benzodithioate|CS-0960679
      2168-78-7
    • ~%
    • In-stock
      Benzothiohydrazide|CS-0108740
      20605-40-7

    References

    • Jensen,K.A.; Pedersen,C. Acta Chemica Scandinavica (1947-1973), 1961 , vol. 15, p. 1097 - 1103

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H302-H312-H315-H319-H332-H335
Precautionary Statements : P260-P261-P264-P270-P271-P280-P301+P310-P302+P352-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362+P364-P363-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   38.05
  • LogP   0.8254
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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