3-Acetyl-5-chlorothiophene-2-sulfonamide

CAS No. 160982-10-5
Cat. No. CS-0155128
Molecule weight239.70
Purity≥97%
MDL No.MFCD09033309

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3-Acetyl-5-chlorothiophene-2-sulfonamide|CS-0155128

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General Information

CAS No. 160982-10-5
Cat. No. CS-0155128
Purity ≥97%
MDL No. MFCD09033309
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₆ClNO₃S₂
Molecular Weight 239.70
Synonym(s) 3-Acetyl-5-chloro-2-thiophenesulfonamide
SMILES CC(=O)C1=C(SC(=C1)Cl)S(=O)(=O)N

Description

3-Acetyl-5-chlorothiophene-2-sulfonamide features a thiophene core bearing acetyl and chloro substituents at the 3- and 5-positions, respectively, with a sulfonamide group at C2. This electron-deficient scaffold enables direct incorporation into bioactive molecule frameworks, particularly in kinase inhibitor design and medicinal chemistry screening campaigns where halogenated heterocycles enhance binding affinity and metabolic stability.

Application

3-Acetyl-5-chlorothiophene-2-sulfonamide serves as a versatile building block for heterocyclic synthesis, enabling efficient access to bioactive scaffolds through palladium-catalyzed cross-coupling and electrophilic substitution reactions. The acetyl group offers a handle for derivatization via condensation or reduction, while the chloro and sulfonamide functionalities provide orthogonal reactivity for modular assembly. Bench-stable and readily purified by recrystallization, it functions effectively in medicinal chemistry campaigns targeting kinase inhibitors and antimicrobial agents.

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

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Computational Chemistry Data

TPSA 77.23
LogP 1.2515
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Ketone

Building Blocks Skeleton Aromatic heterocycle compounds Thiophene compounds

Key Words

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3-Acetyl-5-chlorothiophene-2-sulfonamide

CAS No. 160982-10-5

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