3-(Thiophen-2-yl)-1H-pyrazole-5-carboxylic acid

Name: 3-(Thiophen-2-yl)-1H-pyrazole-5-carboxylic acid
Brand: ChemScene
Availability: InStock
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CAS No. 182415-24-3
Cat. No. CS-0073891
Purity≥98%
MDL No.MFCD05170066

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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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3-(Thiophen-2-yl)-1H-pyrazole-5-carboxylic acid|CS-0073891

Structure of 182415-24-3

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General Information

CAS No. 182415-24-3
Cat. No. CS-0073891
Purity ≥98%
MDL No. MFCD05170066
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₆N₂O₂S
Molecular Weight 194.22
Synonym(s) 5-thiophen-2-yl-1H-pyrazole-3-carboxylic acid
SMILES O=C(O)C1=CC(C2=CC=CS2)=NN1

Description

3-(Thiophen-2-yl)-1H-pyrazole-5-carboxylic acid features a fused heterocyclic core integrating a thiophene ring with a pyrazole scaffold, delivering enhanced electronic conjugation and planarity. This structure supports efficient coupling in medicinal chemistry applications, particularly as a building block for bioactive compounds targeting kinase pathways and receptor modulation. The carboxylic acid moiety enables direct derivatization via amide or ester formation under standard conditions.

Application

3-(Thiophen-2-yl)-1H-pyrazole-5-carboxylic acid serves as a versatile heterocyclic building block for medicinal chemistry and materials science applications. Its pyrazole core provides structural rigidity and hydrogen-bonding capacity, while the thiophene moiety enhances π-conjugation and electronic properties. The carboxylic acid group enables direct derivatization via amide coupling, esterification, or salt formation, facilitating downstream functionalization in peptide mimetics, kinase inhibitors, and organic semiconductors. Bench-stable and readily purified by recrystallization, it functions reliably in standard synthetic workflows.

Synthesis

Route1
- 26974-16-3
- ~84%
- In-stock
  
  182415-24-3
References
- Ermolenko, Mikhail S.; Guillou, Sandrine; Janin, Yves L. Tetrahedron, 2013 , vol. 69, # 1 p. 257 - 263
Route2
- In-stock
  
  326-91-0
- ~%
- In-stock
  
  182415-24-3
References
- Tetrahedron, , vol. 69, # 1 p. 257 - 263

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 65.98
LogP 1.8364
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Building Blocks Skeleton Aromatic heterocycle compounds Thiophene compounds

Key Words

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3-(Thiophen-2-yl)-1H-pyrazole-5-carboxylic acid

CAS No. 182415-24-3

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