N,N′-Dimethyl-9,9′-biacridinium dinitrate - chemiluminescent reagent grade , CAS No.2315-97-1

CAS: 2315-97-1 Cat. No.: D121464 Molecular Weight: 510.51 Beilstein Registry Number: 3901768 EC Number: 219-023-4

GRADE & PURITY chemiluminescent reagent grade

Synonyms

Bis(N-methylacridinium) Nitrate | HY-D0720 | 10,10'-Dimethyl-9,9'-biacridinium nitrate | Dimethyl biacridinium dinitrate | 10,10'-Dimethyl-9,9'-biacridinium Dinitrate [for Chemiluminescence Research] | EINECS 219-023-4 | L 6868 | Lucigenin | NSC 151912 |

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

Application：

N,N′-Dimethyl-9,9′-biacridinium dinitrate has been used in chemiluminescence assay to measure reactive oxygen species production and superoxide production.

Specifications

Synonyms

Bis(N-methylacridinium) Nitrate | HY-D0720 | 10, 10'-Dimethyl-9, 9'-biacridinium nitrate | Dimethyl biacridinium dinitrate | 10, 10'-Dimethyl-9, 9'-biacridinium Dinitrate [for Chemiluminescence Research] | EINECS 219-023-4 | L 6868 | Lucigenin | NSC 151912 |

Specifications & Purity

chemiluminescent reagent grade

Biochemical and Physiological Mechanisms

Selective superoxide anion radical chemiluminescent probe and fluorescent chloride-sensitive indicator. Generates chemiluminescence in the presence of superoxide (O 2 - ). Detects vascular superoxide formation in vivo.

Storage

Store at -20°C, Argon charged

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Names and Identifiers

• Canonical Smiles: C[N+]1=C2C=CC=CC2=C(C3=CC=CC=C31)C4=C5C=CC=CC5=[N+](C6=CC=CC=C64)C.[N+](=O)([O-])[O-].[N+](=O)([O-])[O-]
• IUPAC Name: 10-methyl-9-(10-methylacridin-10-ium-9-yl)acridin-10-ium;dinitrate
• InChIKey: KNJDBYZZKAZQNG-UHFFFAOYSA-N
• INCHI: 1S/C28H22N2.2NO3/c1-29-23-15-7-3-11-19(23)27(20-12-4-8-16-24(20)29)28-21-13-5-9-17-25(21)30(2)26-18-10-6-14-22(26)28;2*2-1(3)4/h3-18H,1-2H3;;/q+2;2*-1
• Isomeric SMILES: C[N+]1=C2C=CC=CC2=C(C3=CC=CC=C31)C4=C5C=CC=CC5=[N+](C6=CC=CC=C64)C.[N+](=O)([O-])[O-].[N+](=O)([O-])[O-]
• WGK Germany: 3
• Molecular Weight: 510.51
• Beilstein: 3901768
• Reaxy-Rn: 3901768
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=3901768&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Quinolines and derivatives
      • Subclass Benzoquinolines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Quinolines and derivatives
• Subclass: Benzoquinolines
• Intermediate Tree Nodes: Not available
• Direct Parent: Acridines
• Alternative Parents: Bipyridines and oligopyridines Pyridinium derivatives Benzenoids Organic nitrates Heteroaromatic compounds Organic nitro compounds Organic nitric acids Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organic salts Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Acridine - 4,4p-bipyridinium - Bipyridine - Pyridine - Pyridinium - Benzenoid - Organic nitrate - Heteroaromatic compound - Organic nitric acid - Organic nitric acid or derivatives - Organic nitro compound - Azacycle - Allyl-type 1,3-dipolar organic compound - Organic 1,3-dipolar compound - Organic oxygen compound - Hydrocarbon derivative - Organonitrogen compound - Organic nitrogen compound - Organic oxide - Organopnictogen compound - Organic salt - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as acridines. These are organic compounds containing the acridine moiety, a linear tricyclic heterocycle which consists of two benzene rings joined by a pyridine ring.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Soluble in water
• Sensitivity: Hygroscopic
• Melt Point(°C): 245-250 °C
• Molecular Weight: 510.500 g/mol
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 510.154 Da
• Monoisotopic Mass: 510.154 Da
• Topological Polar Surface Area: 134.000 Ų
• Heavy Atom Count: 38
• Formal Charge: 0
• Complexity: 522.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 3

XLogP3

References

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6. Huijuan Yu, Wen-Chao Geng, Zhe Zheng, Jie Gao, Dong-Sheng Guo, Yuefei Wang.  (2019)  Facile Fluorescence Monitoring of Gut Microbial Metabolite Trimethylamine N-oxide via Molecular Recognition of Guanidinium-Modified Calixarene.  Theranostics,      [PMID:31367245] [10.7150/thno.33459]

7. Di Wu, Yi Wang, Wenjing Qi, Jianyang Xu, Kanglin Pei, Lingyan Ma, Lin Qi.  (2024)  Long-lasting chemiluminescence of lucigenin/p-aminophenol system for detection of p-aminophenol in environmental water.  DYES AND PIGMENTS,      [PMID:] [10.1016/j.dyepig.2024.111959]

8. Weike Shaoyong, Lu Sun, Yujie Gan, Hongli Jin, Wusu Wang, Lin Yin, Yizhen Wang, Mingliang Jin.  (2024)  Sight of Aged Microplastics Adsorbing Heavy Metal Exacerbated Intestinal Injury: A Mechanistic Study of Autophagy-Mediated Toxicity Response.  ACS Nano,      [PMID:39392295] [10.1021/acsnano.4c08737]

9. Zhenting Ma, Liang Fan, Xia Zhao, Hongfeng Huang.  (2025)  Development and evaluation of fluorescent optical fiber sensors for chloride ion measurement in actual mortar pore solutions.  MEASUREMENT,      [PMID:] [10.1016/j.measurement.2025.117554]