Afatinib impurity 17

Name: Afatinib impurity 17
Brand: ChemScene
Availability: InStock
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CAS No. 1092365-58-6
Cat. No. CS-0164231
Purity≥95%
MDL No.MFCD30148125

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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Structure of 1092365-58-6

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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.

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

Computational Chemistry Data

TPSA 40.54
LogP 0.1888
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 3

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

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Afatinib impurity 17

CAS No. 1092365-58-6

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