2-(4-Fluorophenyl)-4-methylthiazole-5-carboxylic acid

Name: 2-(4-Fluorophenyl)-4-methylthiazole-5-carboxylic acid
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 144060-99-1
Cat. No. CS-0074643
Purity≥96%
MDL No.None

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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+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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2-(4-Fluorophenyl)-4-methylthiazole-5-carboxylic acid|CS-0074643

Structure of 144060-99-1

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General Information

CAS No. 144060-99-1
Cat. No. CS-0074643
Purity ≥96%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₈FNO₂S
Molecular Weight 237.25
Synonym(s) 2-(4-fluorophenyl)-4-methyl-1,3-thiazole-5-carboxylic Acid
SMILES O=C(O)C1=C(C)N=C(C(C=C2)=CC=C2F)S1

Description

This thiazole carboxylic acid features a 4-fluorophenyl substituent and a methyl group at the 4-position, enhancing electronic and steric properties. The carboxylic acid functionality enables direct coupling reactions, while the fluorinated aryl moiety improves metabolic stability and membrane permeability. This scaffold serves as a key building block in medicinal chemistry for targeted kinase inhibitors and bioactive heterocycles.

Application

2-(4-Fluorophenyl)-4-methylthiazole-5-carboxylic acid serves as a versatile building block in medicinal chemistry, enabling the synthesis of thiazole-based scaffolds with enhanced metabolic stability. Its carboxylic acid functionality facilitates direct amidation, esterification, and coupling reactions, while the 4-fluorophenyl group provides favorable electronic effects and lipophilicity. The molecule exhibits bench stability and compatibility with standard purification methods, supporting its use in multi-step syntheses and API development workflows.

Synthesis

Route1
- In-stock
  
  317319-17-8
- ~85%
- In-stock
  
  144060-99-1
References
- Sierra, Michael L.; Beneton, Veronique; Boullay, Anne-Benedict; Boyer, Thierry; Brewster, Andrew G.; Donche, Frederic; Forest, Marie-Claire; Fouchet, Marie-Helene; Gellibert, Francoise J.; Grillot, Didier A.; Lambert, Millard H.; Laroze, Alain; Le Grumelec, Christelle; Linget, Jean Michel; Montana, Valerie G.; Nguyen, Van-Loc; Nicodeme, Edwige; Patel, Vipul; Penfornis, Annie; Pineau, Olivier; Pohin, Danig; Potvain, Florent; Poulain, Geraldine; Ruault, Cecile Bertho; Saunders, Michael; Toum, Jerome; Xu, H. Eric; Xu, Robert X.; Pianetti, Pascal M. Journal of Medicinal Chemistry, 2007 , vol. 50, # 4 p. 685 - 695
Route2
- In-stock
  
  22179-72-2
- ~%
- In-stock
  
  144060-99-1
References
- Journal of Medicinal Chemistry, , vol. 50, # 4 p. 685 - 695

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

Quality Control

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Computational Chemistry Data

TPSA 50.19
LogP 2.95582
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Aromatic heterocycle compounds Thiazole compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-(4-Fluorophenyl)-4-methylthiazole-5-carboxylic acid

CAS No. 144060-99-1

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