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CS-W001157 4
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6-Methylbenzo[b]thiophene-2-carboxylic acid

  • CAS No. 1467-86-3

  • Cat. No. CS-0043148
  • Purity≥98%
  • MDL No.MFCD07377056

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

6-Methylbenzo[b]thiophene-2-carboxylic acid|CS-0043148

Structure of 1467-86-3

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General Information

  • CAS No. 1467-86-3
  • Cat. No. CS-0043148
  • Purity ≥98%
  • MDL No. MFCD07377056
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₈O₂S
  • Molecular Weight 192.23
  • Synonym(s) 6-Methyl-1-benzothiophene-2-carboxylic acid
  • SMILES O=C(C1=CC2=CC=C(C)C=C2S1)O

Description

6-Methylbenzo[b]thiophene-2-carboxylic acid features a fused benzothiophene core with a methyl group at the 6-position and a carboxylic acid function at the 2-position. This electron-deficient heteroaromatic scaffold offers enhanced solubility and stability in synthetic transformations, enabling direct incorporation into pharmaceutical intermediates and functional materials through amide or ester coupling reactions.

Application

6-Methylbenzo[b]thiophene-2-carboxylic acid serves as a versatile heterocyclic building block for medicinal chemistry and materials science applications. Its carboxylic acid functionality enables direct derivatization via amide, ester, or acyl chloride formation, while the fused benzo[b]thiophene core provides structural rigidity and favorable electronic properties. The methyl group at the 6-position offers a site for further functionalization or modulation of lipophilicity. The compound exhibits good bench stability and facilitates purification by standard techniques such as recrystallization or column chromatography.

Synthesis

  • Route1

    References

    • MALESCI ISTITUTO FARMACOBIOLOGICO S.P.A. Patent: US2012/65370 A1, 2012 ;
  • Route2

    References

    • MALESCI ISTITUTO FARMACOBIOLOGICO S.P.A.; BONACCORSI, Fabrizio; FEDI, Valentina; GIANNOTTI, Danilo Patent: WO2010/133306 A1, 2010 ; Location in patent: Page/Page column 9; 24; 25 ;
  • Route3

    References

    • MALESCI ISTITUTO FARMACOBIOLOGICO S.P.A. Patent: US2012/65370 A1, 2012 ;

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   37.3
  • LogP   2.90792
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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