3861-99-2

Basic information

• Product Name: 4-(AMINOSULFONYL)-5-CHLOROPHTHALIMIDE
• Synonyms: 4-CHLORO-5-SULFAMOYLPHTHALIMIDE;4-(AMINOSULFONYL)-5-CHLOROPHTHALIMIDE;TIMTEC-BB SBB008051;4-chloro-5-sulphamoylphthalimide;6-chloro-1,3-dioxo-5-isoindolinesulfonamid;6-chloro-1,3-dioxo-5-isoindolinesulfonamide;6-chloro-2,3-dihydro-1,3-dioxo-1h-isoindole-5-sulfonamid;6-chloro-2,3-dihydro-1,3-dioxo-1H-isoindole-5-sulphonamide
• CAS NO: 3861-99-2
• Molecular Formula: C₈H₅ClN₂O₄S
• Molecular Weight: 260.65
• EINECS: 223-379-6
• Mol File: 3861-99-2.mol
• Article Data: 1

Chemical Properties

• Melting Point: 290 °C(Solv: benzene (71-43-2))
• Boiling Point: 78°C (rough estimate)
• Flash Point: °C
• Appearance: /
• Density: 1.6883 (rough estimate)
• Refractive Index: 1.6300 (estimate)
• PKA: 8.21±0.20(Predicted)
• CAS DataBase Reference: 4-(AMINOSULFONYL)-5-CHLOROPHTHALIMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(AMINOSULFONYL)-5-CHLOROPHTHALIMIDE(3861-99-2)
• EPA Substance Registry System: 4-(AMINOSULFONYL)-5-CHLOROPHTHALIMIDE(3861-99-2)

Safety Data

• Hazardous Substances Data: 3861-99-2(Hazardous Substances Data)

Usage

Uses

4-Chloro-5-sulfamoylphthalimide is an intermediate in the synthesis of Chlorexolone (C327080), a sulfonamide based antibiotic.

InChI:InChI=1/C8H5ClN2O4S/c9-5-1-3-4(8(13)11-7(3)12)2-6(5)16(10,14)15/h1-2H,(H2,10,14,15)(H,11,12,13)

Upstream product

• 2736-23-4 2,4-dichloro-5-sulfamoylbenzoic acid 
• 544-92-3 copper(I) cyanide 

Downstream Products

• 100448-56-4 2-(aminocarbonyl)-5-chloro-4-sulfamoylbenzaldehyde hydrazone 
• 100448-39-3 7-Chloro-4-oxo-3-(3-trifluoromethyl-phenyl)-1,2,3,4-tetrahydro-phthalazine-6-sulfonic acid amide 
• 100448-28-0 6-chloro-7-sulfamoyl-2--1-(2H)-phthalazinone 
• 100448-38-2 3-Benzyl-7-chloro-4-oxo-1,2,3,4-tetrahydro-phthalazine-6-sulfonic acid amide 
• 100448-27-9 2-benzyl-6-chloro-7-sulfamoyl-1(2H)-phthalazinone 
• 100448-30-4 6-(phenylthio)-7-sulfamoyl-1(2H)-phthalazinone 
• 100448-59-7 4-chloro-2-(hydroxymethyl)benzoic acid 

Relevant articles and documents

Synthesis, Saludiuretic, and Antihypertensive Activity of 6,7-Disubstituted 1(2H)- and 3,4-Dihydro-1(2H)-phthalazinones

The synthesis of the isomeric series 6-chloro-7-sulfamoyl-and 7-chloro-6-sulfamoyl-1(2H)-phthalazinones (1 and 2) and 6-chloro-7-sulfamoyl- and 7-chloro-6-sulfamoyl-3,4-dihydro-1(2H)-phthalazinones (3 and 4), combining structural features characteristic to furosemide and hydralazine, is described, the mechanism of the formation of 1 and 2 is discussed, and their structure-activities relationships are studied.Preliminary screening in the rat shows that series 1 and 3 exhibit diuretic and saluretic activity similar to that of chlorothiazide with, however, Na+/K+ ratios more favorable than chlorothiazide and furosemide.The compounds of series 2 and 4 are practically inactive.All four series show initial antihypertensive activity lower than that of hydralazine.However, compounds 1a, 1c, and 4a show a higher activity at 8 and/ or 24 h after administration and thus may offer a unique combination of a "loop" diuresis with direct long-acting peripheral vasodilating effects.