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CS-W001157 4
Total: USD 88.00

Afatinib impurity 17

  • CAS No. 1092365-58-6

  • Cat. No. CS-0164231
  • Purity≥95%
  • MDL No.MFCD30148125

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

Afatinib impurity 17|CS-0164231

Structure of 1092365-58-6

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General Information

  • CAS No. 1092365-58-6
  • Cat. No. CS-0164231
  • Purity ≥95%
  • MDL No. MFCD30148125
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₁NO₂
  • Molecular Weight 129.16
  • Synonym(s) None
  • SMILES O=C(O)/C=C\CN(C)C

Description

(2Z)-4-(Dimethylamino)-2-butenoic Acid is a critical synthetic precursor in the production of afatinib, a second-generation EGFR tyrosine kinase inhibitor. This conjugated enoic acid features a (2Z)-configured double bond and a dimethylamino group that enhances electrophilicity at the β-carbon. The molecule exhibits improved solubility and stability under standard bench conditions, enabling reliable incorporation into multi-step synthesis workflows. Its well-defined stereochemistry supports high-fidelity coupling reactions essential for pharmaceutical manufacturing.

Application

(2Z)-4-(Dimethylamino)-2-butenoic acid serves as a key synthetic intermediate in the production of afatinib, a second-generation EGFR tyrosine kinase inhibitor. The molecule features a conjugated (Z)-enamide system with a pendant dimethylamino group, enabling facile functionalization in late-stage diversification. Its stability under standard reaction conditions and compatibility with common coupling protocols make it a practical building block for targeted heterocyclic synthesis.

Safety Information

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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

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Computational Chemistry Data

  • TPSA   40.54
  • LogP   0.1888
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   3

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