2-Hydroxy-4-(4-methylthiazol-5-yl)benzonitrile

Name: 2-Hydroxy-4-(4-methylthiazol-5-yl)benzonitrile
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CAS No. 1448190-10-0
Cat. No. CS-0129351
Purity≥98%
MDL No.MFCD28965251

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2-Hydroxy-4-(4-methylthiazol-5-yl)benzonitrile|CS-0129351

Structure of 1448190-10-0

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General Information

CAS No. 1448190-10-0
Cat. No. CS-0129351
Purity ≥98%
MDL No. MFCD28965251
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₈N₂OS
Molecular Weight 216.26
Synonym(s) 2-hydroxy-4-(4-methyl-1,3-thiazol-5-yl)benzonitrile
SMILES N#CC1=CC=C(C2=C(C)N=CS2)C=C1O

Description

This hydroxythiazolebenzonitrile integrates a para-cyano group and a methylthiazole moiety, delivering enhanced electron-withdrawing character. The ortho-hydroxyl enables intramolecular hydrogen bonding, stabilizing the enol tautomer and improving solubility in polar solvents. This combination enhances utility in synthetic intermediates for bioactive molecule construction.

Application

2-Hydroxy-4-(4-methylthiazol-5-yl)benzonitrile serves as a versatile building block in medicinal chemistry, enabling the construction of bioactive heterocyclic scaffolds. Its ortho-hydroxynitrile motif offers compatibility with standard coupling reactions and facilitates metal-catalyzed transformations. The thiazole ring imparts enhanced metabolic stability and functional group tolerance, supporting efficient derivatization for lead optimization campaigns. Bench-stable and amenable to purification via flash chromatography or recrystallization, it functions effectively in multistep synthetic sequences.

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-P280-P302+P352

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Computational Chemistry Data

TPSA 56.91
LogP 2.6958
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Skeleton Aromatic heterocycle compounds Thiazole compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Hydroxy-4-(4-methylthiazol-5-yl)benzonitrile

CAS No. 1448190-10-0

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