3-Amino-6-methylthieno[2,3-b]pyridine-2-carboxylic acid

Name: 3-Amino-6-methylthieno[2,3-b]pyridine-2-carboxylic acid
Brand: ChemScene
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CAS No. 59488-60-7
Cat. No. CS-0084896
Purity≥95%
MDL No.MFCD00716636

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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3-Amino-6-methylthieno[2,3-b]pyridine-2-carboxylic acid|CS-0084896

Structure of 59488-60-7

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General Information

CAS No. 59488-60-7
Cat. No. CS-0084896
Purity ≥95%
MDL No. MFCD00716636
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₈N₂O₂S
Molecular Weight 208.24
Synonym(s) Methyl 3-amino-6-methylthiopheno[2,3-b]pyridine-2-carboxylate
SMILES CC1=CC=C2C(SC(C(O)=O)=C2N)=N1

Description

This thienopyridine carboxylic acid features a strategically positioned amino group and methyl substituent, enabling integration into bioactive scaffolds. The electron-rich heterocyclic core enhances π-stacking interactions, while the carboxylic acid facilitates conjugation or salt formation under standard conditions.

Application

3-Amino-6-methylthieno[2,3-b]pyridine-2-carboxylic acid serves as a versatile heterocyclic building block for medicinal chemistry and materials science. Its fused thienopyridine core provides enhanced planarity and electronic delocalization, while the amino and carboxylic acid groups enable direct functionalization via amide coupling, acylation, or cyclization. The methyl group at the 6-position enhances metabolic stability and modulates lipophilicity. Bench-stable and readily purified by recrystallization, it functions effectively in standard peptide coupling and Suzuki-Miyaura cross-coupling protocols, facilitating efficient access to diverse analogs.

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H317-H319
Precautionary Statements : P261-P264-P272-P280-P302+P352-P362+P364-P501

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Computational Chemistry Data

TPSA 76.21
LogP 1.88512
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Thiophene compounds

Key Words

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3-Amino-6-methylthieno[2,3-b]pyridine-2-carboxylic acid

CAS No. 59488-60-7

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