3994-89-6

Basic information

• Product Name: 4-Chloro-5-sulfaMoylanthranilic Acid Methyl Ester
• Synonyms: 4-Chloro-5-sulfaMoylanthranilic Acid Methyl Ester
• CAS NO: 3994-89-6
• Molecular Formula: C₈H₉ClN₂O₄S
• Molecular Weight: 264.68606
• Mol File: 3994-89-6.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• Solubility: Methanol
• CAS DataBase Reference: 4-Chloro-5-sulfaMoylanthranilic Acid Methyl Ester(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Chloro-5-sulfaMoylanthranilic Acid Methyl Ester(3994-89-6)
• EPA Substance Registry System: 4-Chloro-5-sulfaMoylanthranilic Acid Methyl Ester(3994-89-6)

Safety Data

• Hazardous Substances Data: 3994-89-6(Hazardous Substances Data)

Usage

Description

4-Chloro-5-sulfamoylanthranilic Acid Methyl Ester is an organic compound that is synthesized as an impurity during the production of Quinethazone (Q670400), a thiazide diuretic medication. It is characterized by its chemical structure, which includes a chloro and a sulfamoyl group attached to an anthranilic acid derivative, with a methyl ester functional group.

Uses

Used in Pharmaceutical Industry:
4-Chloro-5-sulfamoylanthranilic Acid Methyl Ester is used as an impurity in the synthesis of Quinethazone (Q670400) for the treatment of hypertension. It is important to monitor and control the levels of this impurity during the manufacturing process to ensure the safety and efficacy of the final drug product.
As a potential research compound:
While not explicitly mentioned in the provided materials, 4-Chloro-5-sulfamoylanthranilic Acid Methyl Ester could potentially be used as a starting material or intermediate in the synthesis of other related compounds for various applications in the pharmaceutical industry. Further research and development would be required to explore these possibilities.

Upstream product

• 67-56-1 methanol 
• 3086-91-7 4-chloro-5-sulfamoylanthranilic acid 

Downstream Products

• 19806-88-3 4-amino-2-chloro-5-(hydrazinocarbonyl)benzenesulfonamide 

Relevant articles and documents

Synthesis of novel sulfonamides as potential antibacterial, antifungal and antimalarial agents

4-Amino-2-chloro-5-(hydrazinocarbonyl)benzenesulfonamide 3 has been used as a precursor to synthesize some important biologically active heterocycles; which have been cyclized by treating with various aromatic acids in presence of POCl3 to give 4-amino-2-chloro-5-(5-substitutedphenyl-1, 3, 4-oxadiazol-2-yl) benzene sulfonamide 4a-j. Reaction of 4-amino-2-chloro-5-(hydrazinocarbonyl)benzenesulfonamide 3 with carbon disulphide in ethanol and potassium hydroxide yields the 1,3,4-oxadiazol derivatives 4. Condensation of this oxadiazole derivatives with different aromatic amines yields 4-amino-2-chloro-5-(5-mercapto-4-phenyl-4H-1,2,4-triazol-3-yl) benzene sulfonamide 5a-j and reaction of 4-amino-2-chloro-5-(hydrazinocarbonyl)benzenesulfonamide 3 with chloroacetamide in 2-ethoxy ethanol yields 1,2,4-triazine derivatives 6 which upon condensation with different aromatic aldehydes in presence of sodium methoxide yields 4-amino-5-[(6Z)-6-substitutedbenzylidene-5-oxo-1,2,5,6-tetrahydro-1,2,4-triazin-3-yl]-2-chlorobenzene sulfonamide 6a-j. The results indicate that some of the compounds show potential antibacterial, antifungal and antimalarial activity and comparable to those of commercial antibiotics and antimalarial compounds. The structures of novel synthesized compounds have been established on the basis of elemental analysis, IR, 1H NMR, 13C NMR and mass spectral data.