2-Chloro-5-(trifluoromethyl)benzo[d]thiazole

Name: 2-Chloro-5-(trifluoromethyl)benzo[d]thiazole
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 23420-88-4
Cat. No. CS-0060645
Purity≥97%
MDL No.MFCD09749242

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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-Chloro-5-(trifluoromethyl)benzo[d]thiazole|CS-0060645

Structure of 23420-88-4

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General Information

CAS No. 23420-88-4
Cat. No. CS-0060645
Purity ≥97%
MDL No. MFCD09749242
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₃ClF₃NS
Molecular Weight 237.63
Synonym(s) 2-chloro-5-trifluoromethyl-benzthiazole
SMILES C1=CC2=C(C=C1C(F)(F)F)N=C(Cl)S2

Description

2-Chloro-5-(trifluoromethyl)benzo[d]thiazole is a bench-stable heterocyclic scaffold featuring a chlorine atom and a trifluoromethyl group at adjacent positions on the benzothiazole core. This electronic configuration enhances its utility in medicinal chemistry, where it serves as a key building block for kinase inhibitors and other bioactive molecules. The molecule’s electron-deficient aromatic system supports efficient coupling reactions under standard conditions.

Application

2-Chloro-5-(trifluoromethyl)benzo[d]thiazole serves as a versatile building block in medicinal chemistry, enabling efficient construction of bioactive heterocycles. Its chloro and trifluoromethyl groups provide orthogonal reactivity for palladium-catalyzed cross-coupling and nucleophilic substitution, while the benzo[d]thiazole core offers enhanced metabolic stability and favorable binding properties. The compound exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for high-throughput synthesis and scale-up applications.

Synthesis

Route1
- In-stock
  
  23420-87-3
- ~95%
- In-stock
  
  23420-88-4
References
- CRITICAL THERAPEUTICS, INC. Patent: WO2007/146066 A2, 2007 ; Location in patent: Page/Page column 89-90 ;

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-P362-P405-P501

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Computational Chemistry Data

TPSA 12.89
LogP 3.9685
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic heterocycle compounds Benzothiazole compounds

Key Words

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2-Chloro-5-(trifluoromethyl)benzo[d]thiazole

CAS No. 23420-88-4

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