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CS-W001157 4
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3-(Bromomethyl)benzo[d]isoxazole

  • CAS No. 37924-85-9

  • Cat. No. CS-0085292
  • Purity≥98%
  • MDL No.MFCD03701148

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

3-(Bromomethyl)benzo[d]isoxazole|CS-0085292

Structure of 37924-85-9

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General Information

  • CAS No. 37924-85-9
  • Cat. No. CS-0085292
  • Purity ≥98%
  • MDL No. MFCD03701148
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆BrNO
  • Molecular Weight 212.04
  • Synonym(s) 3-Bromomethyl-benzo[d]isoxazole
  • SMILES BrCC1=NOC2=C1C=CC=C2

Description

3-(Bromomethyl)benzo[d]isoxazole is a reactive heterocyclic building block featuring a bromomethyl group at the 3-position of a benzo[d]isoxazole core. This moiety enables efficient coupling in nucleophilic substitution reactions, facilitating the incorporation of complex molecular architectures into pharmaceutical and materials scaffolds under standard conditions.

Application

3-(Bromomethyl)benzo[d]isoxazole serves as a versatile synthetic building block for constructing biologically relevant heterocyclic architectures. The bromomethyl group enables efficient functionalization via nucleophilic substitution, facilitating C–C and C–heteroatom bond formation under mild conditions. Its stability under standard bench handling and compatibility with diverse reaction partners make it well-suited for medicinal chemistry campaigns and API intermediate synthesis.

Synthesis

  • Route1

    References

    • Henke, Brad R.; Aquino, Christopher J.; Birkemo, Larry S.; Croom, Dallas K.; Dougherty Jr., Robert W.; Ervin, Gregory N.; Grizzle, Mary K.; Hirst, Gavin C.; James, Michael K.; Johnson, Michael F.; Queen, Kennedy L.; Sherrill, Ronald G.; Sugg, Elizabeth E.; Suh, Edward M.; Szewczyk, Jerzy W.; Unwalla, Rayomand J.; Yingling, Jeff; Willson, Timothy M. Journal of Medicinal Chemistry, 1997 , vol. 40, # 17 p. 2706 - 2725
  • Route2
    • 2-(Benzo[d]isoxazol-3-yl)-2-bromoacetic acid|CS-0664181
      37924-67-7
    • ~71%
    • In-stock
      3-(Bromomethyl)benzo[d]isoxazole|CS-0085292
      37924-85-9

    References

    • Sequoia Pharmaceuticals Patent: US2005/267074 A1, 2005 ; Location in patent: Page/Page column 26; 45 ;
  • Route3

    References

    • Mohareb, Rafat Milad; Sherif, Sherif Mourad; Shams, Hoda Zaki; El-Torgoman, Abdel Moneim Zeitschrift fuer Naturforschung, B: Chemical Sciences, 1990 , vol. 45, # 7 p. 1067 - 1071

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 3261
Class : 8
Packing Group : Ⅱ
Hazard Statements : H302-H314-H318
Precautionary Statements : P260-P264-P270-P280-P301+P330+P331-P304+P340-P363-P405-P501

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Computational Chemistry Data

  • TPSA   26.03
  • LogP   2.7227
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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