6015-57-2

Basic information

• Product Name: N-Heterocyclic Carbene
• Synonyms: BUTTPARK 94\57-86;4-CHLORO-5-NITROPHTHALIMIDE;5-CHLORO-6-NITROISOINDOLINE-1,3-DIONE;4-CHLORO-5-NITROPHTHALIMIDE 98%;5-Chloro-6-nitrosoisoindoline-1,3-dione;5-chloro-6-nitroso-2,3-dihydro-1H-isoindole-1,3-dione;5-Chloro-6-nitro-1H-isoindole-1,3(2H)-dione;5-Chloro-6-nitroisoindolin-1,3-dione, 5-Chloro-6-nitro-1H-isoindole-1,3(2H)-dione
• CAS NO: 6015-57-2
• Molecular Formula: C₈H₃ClN₂O₄
• Molecular Weight: 226.57
• Mol File: 6015-57-2.mol

Chemical Properties

• Melting Point: 201 °C
• Boiling Point: 626.8°C at 760 mmHg
• Flash Point: 332.9°C
• Appearance: slight yellow to white crystalline powder
• Density: 1.725
• Vapor Pressure: 1.26E-15mmHg at 25°C
• Refractive Index: 1.6666
• PKA: 6.91±0.20(Predicted)
• BRN: 1536189
• CAS DataBase Reference: N-Heterocyclic Carbene(CAS DataBase Reference)
• NIST Chemistry Reference: N-Heterocyclic Carbene(6015-57-2)
• EPA Substance Registry System: N-Heterocyclic Carbene(6015-57-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-36
• Hazardous Substances Data: 6015-57-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Synthesis:
4-Chloro-5-nitrophthalimide is used as a key intermediate in the synthesis of novel benzimidazoles, which are recognized as potent antibacterial agents. Its reactivity allows for the formation of these bioactive compounds, contributing to the development of new treatments for bacterial infections.
Used in the Preparation of Diuretic and Anti-hypertensive Agents:
In addition to its role in antibacterial drug synthesis, 4-Chloro-5-nitrophthalimide is also utilized in the preparation of saludiuretic and anti-hypertensive agents. Its chemical properties enable the creation of pharmaceuticals that can help regulate fluid balance and blood pressure, addressing important health concerns such as hypertension and edema.

InChI:InChI=1/C26H26N2O6/c1-4-31-22-13-16(14-23(32-5-2)24(22)33-6-3)25(30)27-17-11-12-18(20(29)15-17)26-28-19-9-7-8-10-21(19)34-26/h7-15,28H,4-6H2,1-3H3,(H,27,30)/b26-18+

Upstream product

• 3676-85-5 4-aminophthalimide 
• 89-40-7 4-nitrophthalimide 
• 136918-14-4 phthalimide 
• 89-20-3 4-chlorophthalic acid 
• 50-84-0 2,4 dichlorobenzoic acid 
• 7147-90-2 4-chlorophthalimide 

Downstream Products

• 5566-48-3 5-amino-6-chloroisoindoline-1,3-dione 
• 59673-89-1 5,6-diamino-2,3-dihydro-1H-isoindole-1,3-dione 
• 1197340-75-2 5-(4-(5-(2-(2,4-dimethoxybenzyl)-6-(2,4-dimethoxybenzylamino)isoindolin-5-ylcarbamoyl)-4-(4-methoxybenzyloxy)-1-methyl-1H-pyrazol-3-yl)phenyl)-N-methylpicolinamide 
• 1197338-59-2 1-methyl-3-(4-(6-(methylcarbamoyl)pyridin-3-yl)phenyl)-5-(1,5,6,7-tetrahydroimidazo[4,5-f]isoindol-2-yl)-1H-pyrazol-4-yl diethylcarbamate 
• 1197340-76-3 tert-butyl 2-(4-hydroxy-1-methyl-3-(4-(6-(methylcarbamoyl)pyridin-3-yl)phenyl)-1H-pyrazol-5-yl)-5,7-dihydroimidazo[4,5-f]isoindole-6(1H)-carboxylate 
• 1197338-58-1 5-(4-(4-hydroxy-1-methyl-5-(1,5,6,7-tetrahydroimidazo[4,5-f]isoindol-2-yl)-1H-pyrazol-3-yl)phenyl)-N-methylpicolinamide 
• 1197340-71-8 N,2-bis(2,4-dimethoxybenzyl)-6-nitroisoindolin-5-amine 
• 1197340-72-9 N₅,2-bis(2,4-dimethoxybenzyl)isoindoline-5,6-diamine 
• 1197340-70-7 2-(2,4-dimethoxybenzyl)-5-(2,4-dimethoxybenzylamino)-6-nitroisoindoline-1,3-dione 
• 59827-85-9 5-amino-6-nitroisoindoline-1,3-dione 
• 100448-44-0 7-Chloro-1-oxo-2-(3-trifluoromethyl-phenyl)-1,2,3,4-tetrahydro-phthalazine-6-sulfonic acid amide 
• 100448-34-8 7-Chloro-1-oxo-2-(3-trifluoromethyl-phenyl)-1,2-dihydro-phthalazine-6-sulfonic acid amide 
• 100448-54-2 7-Chloro-1-oxo-2-(3-trifluoromethyl-phenyl)-1,2-dihydro-phthalazine-6-sulfonyl chloride 
• 100448-43-9 2-Benzyl-7-chloro-1-oxo-1,2,3,4-tetrahydro-phthalazine-6-sulfonic acid amide 

Relevant articles and documents

Novel n-channel organic semiconductor based on pyrene-phenazine fused monoimide and bisimides

Large π-conjugated pyrene-phenazine monoimide and bisimides were synthesized by imine condensation reaction. These imides form well ordered 1D nanotapes upon self-assembly in solution. Electrochemical and electric conductivity measurement reveal it can be served as an n-channel semiconductor with large charge carrier mobility up to 4.1 cm2 V?1 s?1. Both alkylated imides are highly luminescent, and can be quenched via protonization using trifluoroacetic acid, which could be served as potential colorimetric acid sensors.

Isoindol - 1, 3 - dione compound and its preparation method and application (by machine translation)

The invention discloses a isoindole - 1, 3 - dione compound and its preparation method and application. The general formula (I) has the structure shown. The invention of the isoindole - 1, 3 - diones to LNCap cells with cell inhibitory activity, can be used for preparing anti-tumor drug. (by machine translation)

Halonitrophthalimides and Phthalodinitriles Derived from Them

Quantum-chemical calculations were used to estimate the reactivity of 4-chloro(bromo)- and 3-chlorophthalimides in nitration. It was found by NMR spectroscopy that 4-chloro(bromo)phathalimides undergo stereoselective nitration to give 4-chloro(bromo)-5-ni

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.