4-(2-Aminothiazol-4-yl)benzene-1,3-diol hydrochloride

Name: 4-(2-Aminothiazol-4-yl)benzene-1,3-diol hydrochloride
Brand: ChemScene
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CAS No. 472979-20-7
Cat. No. CS-0433781
Molecule weight244.70
Purity≥95%
MDL No.None

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4-(2-Aminothiazol-4-yl)benzene-1,3-diol hydrochloride|CS-0433781

Structure of 472979-20-7

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General Information

CAS No. 472979-20-7
Cat. No. CS-0433781
Purity ≥95%
MDL No. None
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₉ClN₂O₂S
Molecular Weight 244.70
Synonym(s) 4-(2-Amino-1,3-thiazol-4-yl)benzene-1,3-diol hydrochloride
SMILES NC1=NC(C2=C(C=C(C=C2)O)O)=CS1.[H]Cl

Description

This hydrochloride salt features a 4-(2-aminothiazol-4-yl)benzene-1,3-diol core with enhanced solubility and stability under standard conditions. The amine group enables direct coupling in synthetic workflows, while the catechol moiety offers robust coordination for metal-directed transformations. Ideal for building complex heterocycles and bioactive scaffolds in medicinal chemistry.

Application

4-(2-Aminothiazol-4-yl)benzene-1,3-diol hydrochloride serves as a key building block for thiazole-containing heterocycles in medicinal chemistry. The molecule combines a readily functionalized 2-aminothiazole moiety with a catechol scaffold, enabling efficient coupling reactions and derivatization under standard conditions. Its hydrochloride salt enhances solubility and stability, facilitating handling and purification in synthetic workflows. This compound functions effectively in Suzuki, Ullmann, and other transition-metal-catalyzed transformations, supporting the construction of complex scaffolds relevant to pharmaceutical development.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319
Precautionary Statements : P264-P270-P280-P302+P352-P330-P362+P364-P501

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Computational Chemistry Data

TPSA 79.37
LogP 2.2253
H_Acceptors 5
H_Donors 3
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Phenol

Building Blocks Skeleton Aromatic heterocycle compounds Thiazole compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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4-(2-Aminothiazol-4-yl)benzene-1,3-diol hydrochloride

CAS No. 472979-20-7

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