194357-64-7

Basic information

• Product Name: NSP-DMAE-NHS
• Synonyms: NSP-DMAE-NHS;2',6'-DiMethylcarbonylphenyl-10-sulfopropylacridiniuM-9-carboxylate 4'-NHS Ester;2',6'-DiMethyl-4'-(N-succiniMidyloxycarbonyl) phenyl-10-sulfopropylacridiniuM-9-carboxylate;9-[[4-[[(2,5-Dioxo-1-pyrrolidinyl)oxy]carbonyl]-2,6-diMethylphenoxy]carbonyl]-10-(3-sulfopropyl)acridiniuM Inner Salt;2',6'-DiMethyl-4'-(N-succiniMidyloxycarbonyl)phenyl-10-Methyl-acridiniuM-9-carboxylate-1-propanesulfonate inner salt;NSP-DMAE-NSH
• CAS NO: 194357-64-7
• Molecular Formula: C₃₀H₂₆N₂O₉S
• Molecular Weight: 590.60044
• Product Categories: Aromatics;Heterocycles;Labeling and Diagnostics Reagents;Sulfur & Selenium Compounds
• Mol File: 194357-64-7.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: NSP-DMAE-NHS(CAS DataBase Reference)
• NIST Chemistry Reference: NSP-DMAE-NHS(194357-64-7)
• EPA Substance Registry System: NSP-DMAE-NHS(194357-64-7)

Safety Data

• Hazardous Substances Data: 194357-64-7(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 194357-64-7 differently. You can refer to the following data:
1. Hydrophilic chemiluminescent acridinium esters(2',6'-DiMethylcarbonylphenyl-10-sulfopropylacridiniuM-9-carboxylate 4'-NHS Ester) containing N-sulfopropyl groups are extremely useful labels in the clinical diagnostics industry especialy in automated immunochemical analyzers such as Siemens Healthcare Diagnostics' ADVIA Centaur systems.
2. Hydrophilic chemiluminescent acridinium esters containing N-sulfopropyl groups are extremely useful labels in the clinical diagnostics industry especialy in automated immunochemical analyzers such as Siemens Healthcare Diagnostics'' ADVIA Centaur systems.

Upstream product

• 946423-58-1 2',6'-dimethyl-4'-carboxyphenyl-10-sulfopropylacridinium-9-carboxylate 
• 105832-38-0 O-(N-succinimidyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 
• 1120-71-4 1,3-propanesultone 
• 115853-72-0 2',6'-dimethyl-4'-N-succinimidyloxycarbonylphenyl acridine-9-carboxylate 

Downstream Products

• 1307864-37-4 C₃₅H₄₄N₄O₉S₂ 
• 1307864-26-1 C₃₆H₄₆N₄O₉S₂ 
• 1307864-42-1 C₃₆H₄₄N₄O₈S 
• 1307864-39-6 NSP-DMAE-Z₂-NHS 
• 1307864-38-5 C₄₀H₅₀N₄O₁₂S₂ 
• 1307864-28-3 NSP-DMAE-Z-NHS 
• 1307864-27-2 C₄₁H₅₂N₄O₁₂S₂ 
• 1307864-43-2 NSP-DMAE-ZCB-NHS 

Relevant articles and documents

ZWITTERION-CONTAINING ACRIDINIUM COMPOUNDS

Hydrophilic, chemiluminescent acridinium compounds containing zwitterions are disclosed. These acridinium compounds, when used as chemiluminescent labels in immunochemistry assays and the like, exhibit decreased non-specific binding to solid phases and provide increased assay sensitivity.

Facile N-alkylation of acridine esters with 1,3-propane sultone in ionic liquids

Hydrophilic chemiluminescent acridinium esters containing N-sulfopropyl groups are extremely useful labels in the clinical diagnostics industry. The synthesis of these labels is normally accomplished by N-alkylation of the acridine ester precursors with the carcinogenic reagent 1,3-propane sultone in neat reactions where the alkylating reagent also serves as the solvent. Product yields are often poor, the reactions are not reproducible and are also difficult to scale-up. In our efforts to develop a greener and a more efficient synthesis of N-sulfopropyl acridinium esters, we have discovered that commonly used room temperature ionic liquids such as [BMIM][BF4] and [BMIM][PF 6] are excellent media for the N-alkylation of poorly reactive acridine esters with 1,3-propane sultone. Advantages include a significant reduction in the amount of toxic 1,3-propane sultone needed for good conversion to product, and minimal formation of polysulfonated products. The alkylation reaction in ionic liquids is amenable to scale-up for the synthesis of gram quantities of hydrophilic, chemiluminescent acridinium esters. The Royal Society of Chemistry.