Thieno[3,2-b]pyridine-2-carboxylic acid

Name: Thieno[3,2-b]pyridine-2-carboxylic acid
Brand: ChemScene
Availability: InStock
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CAS No. 347187-30-8
Cat. No. CS-0044767
Purity≥98%
MDL No.None

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Thieno[3,2-b]pyridine-2-carboxylic acid|CS-0044767

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General Information

CAS No. 347187-30-8
Cat. No. CS-0044767
Purity ≥98%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₅NO₂S
Molecular Weight 179.20
Synonym(s) (3-methoxy-2-thiophenyl)methanamine
SMILES O=C(C1=CC2=NC=CC=C2S1)O

Description

Thieno[3,2-b]pyridine-2-carboxylic acid features a fused heterocyclic core combining thiophene and pyridine units, delivering enhanced electron-withdrawing character. The carboxylic acid group enables direct conjugation and facilitates derivatization via amide or ester linkages. This scaffold exhibits high thermal stability and favorable solubility in polar organic solvents, making it suitable for synthetic applications in pharmaceutical intermediates and functional materials.

Application

Thieno[3,2-b]pyridine-2-carboxylic acid serves as a versatile heterocyclic building block in medicinal chemistry, enabling the construction of bioactive scaffolds through standard amide coupling and derivatization protocols. Its rigid fused structure imparts metabolic stability and favorable binding interactions, while the carboxylic acid group facilitates conjugation with amines, alcohols, or nucleophiles under mild conditions. The compound exhibits good bench stability and is compatible with common purification methods, making it suitable for high-throughput synthesis and process development.

Synthesis

Route1
- 478149-02-9
- ~64%
- In-stock
  
  347187-30-8
References
- Wishka, Donn G.; Reitz, Steven Charles; Piotrowski, David W.; Groppi JR., Vincent E. Patent: US2003/45540 A1, 2003 ;

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-P280-P302+P352

Quality Control

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Computational Chemistry Data

TPSA 50.19
LogP 1.9945
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Thiophene compounds

Key Words

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Thieno[3,2-b]pyridine-2-carboxylic acid

CAS No. 347187-30-8

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