CAS 1140-81-4

6-ACETAMIDO-4-HYDROXY-2-METHYLQUINOLINE

Description:

6-Acetamido-4-hydroxy-2-methylquinoline, with the CAS number 1140-81-4, is a chemical compound belonging to the quinoline family, characterized by a fused bicyclic structure containing a nitrogen atom. This compound features an acetamido group at the 6-position and a hydroxyl group at the 4-position, contributing to its potential biological activity. The presence of the methyl group at the 2-position enhances its lipophilicity, which may influence its interaction with biological membranes. 6-Acetamido-4-hydroxy-2-methylquinoline has been studied for its pharmacological properties, including antimicrobial and antitumor activities. Its solubility and stability can vary depending on the pH and solvent conditions, which are important factors for its application in medicinal chemistry. Additionally, the compound's structure allows for potential modifications that could lead to the development of derivatives with enhanced efficacy or reduced toxicity. Overall, this compound represents a significant interest in the field of organic chemistry and drug development.

Formula: C₁₂H₁₂N₂O₂

InChI: InChI=1/C12H12N2O2/c1-7-5-12(16)10-6-9(14-8(2)15)3-4-11(10)13-7/h3-6H,1-2H3,(H,13,16)(H,14,15)

SMILES: Cc1cc(=O)c2cc(ccc2[nH]1)N=C(C)O

Synonyms:

• N-(4-Hydroxy-2-methyl-6-quinolinyl)acetamide
• N-Acetyl-4-hydroxy-2-methyl-6-quinolinamine
• N-(2-methyl-4-oxo-1,4-dihydroquinolin-6-yl)acetamide

N-(4-Hydroxy-2-methylquinolin-6-yl)acetamide

CAS: 1140-81-4

Formula: C₁₂H₁₂N₂O₂

Color and Shape: Solid

Molecular weight: 216.2359

Ref: IN-DA000A9O

N-(4-Hydroxy-2-methyl-6-quinolinyl)acetamide

Controlled Product

CAS: 1140-81-4

Applications N-(4-Hydroxy-2-methyl-6-quinolinyl)acetamide is an intermediate in the synthesis of NSC 23766 (N900280), which is a highly soluble and membrane permeable Rac GTPase inhibitor. NSC 23766 inhibits Rac GTPase by targeting Rac activation by guanine nucleotide exchange factor (GEF). NSC 23766 has been shown to inhibit the anchorage-independent growth and invasion phenotypes of human prostate cancer PC-3 cells.
References Gao, Y., et. al.: Proc. Natl. Acad. Sci. U.S.A., 101, 7618, (2004); Akbar, H., et. al.: Methods Enzymol, 406, 554 (2006)

Formula: C₁₂H₁₂N₂O₂

Color and Shape: Neat

Molecular weight: 216.24

Ref: TR-H114085