64156-72-5

Basic information

• Product Name: SUCCINIMIDYL N-METHYLANTHRANILATE
• Synonyms: SUCCINIMIDYL N-METHYLANTHRANILATE;UNICSTUDFDPGRF-UHFFFAOYSA-N
• CAS NO: 64156-72-5
• Molecular Formula: C₁₂H₁₂N₂O₄
• Molecular Weight: 248.23
• Mol File: 64156-72-5.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 417°C at 760 mmHg
• Flash Point: 206°C
• Appearance: /
• Density: 1.37g/cm³
• Vapor Pressure: 3.66E-07mmHg at 25°C
• Refractive Index: 1.601
• CAS DataBase Reference: SUCCINIMIDYL N-METHYLANTHRANILATE(CAS DataBase Reference)
• NIST Chemistry Reference: SUCCINIMIDYL N-METHYLANTHRANILATE(64156-72-5)
• EPA Substance Registry System: SUCCINIMIDYL N-METHYLANTHRANILATE(64156-72-5)

Safety Data

• Hazardous Substances Data: 64156-72-5(Hazardous Substances Data)

Usage

General Description

SUCCINIMIDYL N-METHYLANTHRANILATE is a chemical compound commonly used in bioconjugation reactions for the cross-linking of biomolecules. It contains a succinimide group, which can react with primary amines in proteins or other molecules to form stable amide bonds. SUCCINIMIDYL N-METHYLANTHRANILATE is often utilized in the development of immunoassays, protein labeling, and drug delivery systems. Its high reactivity and stability make it a valuable tool for the modification and functionalization of biomolecules in various biotechnological and pharmaceutical applications. However, its handling and use require appropriate safety precautions due to its potential health hazards.

InChI:InChI=1/C12H12N2O4/c1-13-9-5-3-2-4-8(9)12(17)18-14-10(15)6-7-11(14)16/h2-5,13H,6-7H2,1H3

Upstream product

• 6066-82-6 1-hydroxy-pyrrolidine-2,5-dione 
• 119-68-6 N-Methylanthranilic acid 

Downstream Products

• 73281-70-6 1,4-dihydro-1-methyl-4-oxo-2-phenylquinoline-3-carboxylic acid ethyl ester 
• 1425330-60-4 ((S)-4-(2-(2-(methylamino)benzamido)acetamido)cyclopent-1-en-1-yl)(butyl)phosphinic acid 
• 1425330-68-2 ((S)-4-(4-(2-(methylamino)benzamido)butanamido)cyclopent-1-en-1-yl)(butyl)phosphinic acid 
• 1425330-62-6 ((S)-4-(5-(2-(methylamino)benzamido)pentanamido)cyclopent-1-en-1-yl)(butyl)phosphinic acid 
• 1425330-70-6 ((S)-4-(6-(2-(methylamino)benzamido)hexanamido)cyclopent-1-en-1-yl)(butyl)phosphinic acid 
• 1425330-64-8 ((R)-4-(6-(2-(methylamino)benzamido)hexanamido)cyclopent-1-en-1-yl)(butyl)phosphinic acid 
• 1425330-72-8 ((S)-4-(7-(2-(methylamino)benzamido)heptanamido)cyclopent-1-en-1-yl)(butyl)phosphinic acid 
• 1425330-66-0 ((S)-4-(8-(2-(methylamino)benzamido)octanamido)cyclopent-1-en-1-yl)(butyl)phosphinic acid 
• 1425330-74-0 ((S)-4-(11-(2-(methylamino)benzamido)undecanamido)cyclopent-1-en-1-yl)(butyl)phosphinic acid 

Relevant articles and documents

Mitochondrial Signs and Subcellular Imaging Provide Insight into the Antifungal Mechanism of Carabrone against Gaeumannomyces graminis var. tritici

Carabrone, a botanical bicyclic sesquiterpenic lactone, has broad-spectrum antifungal activity and is particularly efficient against the devastating phytopathogen Gaeumannomyces graminis var. tritici (Ggt). The antifungal mechanism of carabrone against Ggt, however, remains unclear. The main objective of this study was to investigate the subcellular localization of carabrone in Ggt to gain a better understanding of its mechanism of action. When Ggt was exposed to carabrone (EC50 value of 28.45 μg/mL) for 7 days, a decline in mitochondrial concentration together with some obvious alternations in mitochondrial structure, including hazy outlines, medullary transitions, excess accumulation of unclear settlings, and vacuolar degeneration, were observed, indicating that carbrone may act on the mitochondria directly. A fluorescent conjugate (TTY) was thus designed and synthesized as a surrogate of carabrone that possessed comparable antifungal activity against Ggt (EC50 of 33.68 μg/mL). Additionally, a polyclonal antibody specific to carabrone and with a high titer (256?000) was also prepared by immunizing mice. Subsequently, two imaging techniques, the use of the fluorescent conjugate (FC) and immunofluorescence (IF), were applied to determine the subcellular localization of carabrone. Both FC and IF fluorescent signals demonstrated its mitochondrial localization with a Pearson's coefficient of 0.83 for FC and 0.86 for IF. These results imply that carabrone exerts its antifungal activity against Ggt by interfering with mitochondrial function.

Reactions of N-hydroxysuccinimide esters of anthranilic acids with anions of β-keto esters. A new route to 4-oxo-3-quinolinecarboxylic acid derivatives

A new approach for the synthesis of 4-oxo-3-quinolinecarboxylic acid derivatives is described. This methodology involves the C-acylation of the anions of appropriate β-keto esters with novel N-hydroxysuccinimide esters of anthranilic acids. The intermedia