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CS-W001157 4
Total: USD 88.00

5-Chlorobenzothiophene

  • CAS No. 20532-33-6

  • Cat. No. CS-W002268
  • Purity≥98%
  • MDL No.MFCD00055623

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

5-Chlorobenzothiophene|CS-W002268

Structure of 20532-33-6

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General Information

  • CAS No. 20532-33-6
  • Cat. No. CS-W002268
  • Purity ≥98%
  • MDL No. MFCD00055623
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅ClS
  • Molecular Weight 168.64
  • Synonym(s) Benzo[b]thiophene, 5-chloro-
  • SMILES Clc1ccc2c(c1)ccs2

Description

5-Chlorobenzothiophene is a heterocyclic aromatic compound featuring a chlorine substituent at the 5-position of the benzothiophene core. This electron-deficient scaffold integrates readily into medicinal chemistry libraries, offering enhanced metabolic stability and favorable lipophilic character for target engagement in kinase inhibition and GPCR modulation studies.

Application

5-Chlorobenzothiophene serves as a versatile building block in medicinal chemistry and materials science, enabling direct functionalization at the 2- and 3-positions via palladium-catalyzed cross-coupling reactions. Its robust heterocyclic core exhibits excellent bench stability, moderate solubility in common organic solvents, and tolerance to a range of reaction conditions, facilitating efficient incorporation into complex molecular architectures.

Synthesis

  • Route1
    • (4-Chlorophenyl)(2,2-diethoxyethyl)sulfane|CS-0666287
      50548-46-4
    • ~87%
    • In-stock
      5-Chlorobenzothiophene|CS-W002268
      20532-33-6

    References

    • Kahraman, Mehmet; Borchardt, Allen J.; Cook, Travis G.; Davis, Robert L.; Gardiner, Elizabeth M.M.; Malecha, James W.; Noble, Stewart A.; Prins, Thomas J. Patent: US2008/21026 A1, 2008 ; Location in patent: Page/Page column 17; 27 ; US 20080021026 A1
  • Route2
    • (4-Chlorophenyl)(2,2-dimethoxyethyl)sulfane|CS-0934740
      118743-10-5
    • ~80%
    • In-stock
      5-Chlorobenzothiophene|CS-W002268
      20532-33-6

    References

    • Ple, Patrick A.; Marnett, Lawrence J. Journal of Heterocyclic Chemistry, 1988 , vol. 25, p. 1271 - 1272
  • Route3

    References

    • Perez-Silanes; Martinez-Esparza; Oficialdegui; Villanueva; Orus; Monge Journal of Heterocyclic Chemistry, 2001 , vol. 38, # 5 p. 1025 - 1030

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

Quality Control

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Computational Chemistry Data

  • TPSA   0
  • LogP   3.5547
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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