N-(4-Aminobutyl)-N-ethylisoluminol - ≥97% , CAS No.66612-29-1

CAS: 66612-29-1 Cat. No.: A110325 Molecular Weight: 276.33 Beilstein Registry Number: 920895 EC Number: 677-142-0

GRADE & PURITY ≥97%

Synonyms

6-((4-Aminobutyl)(ethyl)amino)-2,3-dihydrophthalazine-1,4-dione | AKOS005172582 | 1,4-Phthalazinedione, 6-((4-aminobutyl)ethylamino)-2,3-dihydro- | MFCD00010559 | 6-[N-(4-Aminobutyl)-N-ethylamino]-2,3-dihydro-1,4-phthalazinedione | 6-[(4-aminobutyl)(ethyl

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Overview

Efficient chemiluminescent NH2-coupling reagent used in detection of a wide range of proteins down to the picomole. Reportedly, the use of this material in chemiluminescent assays has distinct advantages over conventional radioimmunoassay.

Specifications

Synonyms

6-((4-Aminobutyl)(ethyl)amino)-2, 3-dihydrophthalazine-1, 4-dione | AKOS005172582 | 1, 4-Phthalazinedione, 6-((4-aminobutyl)ethylamino)-2, 3-dihydro- | MFCD00010559 | 6-[N-(4-Aminobutyl)-N-ethylamino]-2, 3-dihydro-1, 4-phthalazinedione | 6-[(4-aminobutyl)(ethyl

Specifications & Purity

≥97%

Storage

Store at 2-8°C, Argon charged

Shipped In

Wet ice

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

Purity

≥97%

Names and Identifiers

• Pubchem Sid: 488188574
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488188574
• Canonical Smiles: CCN(CCCCN)C1=CC2=C(C=C1)C(=O)NNC2=O
• IUPAC Name: 6-[4-aminobutyl(ethyl)amino]-2,3-dihydrophthalazine-1,4-dione
• InChIKey: LEOJISUPFSWNMA-UHFFFAOYSA-N
• INCHI: 1S/C14H20N4O2/c1-2-18(8-4-3-7-15)10-5-6-11-12(9-10)14(20)17-16-13(11)19/h5-6,9H,2-4,7-8,15H2,1H3,(H,16,19)(H,17,20)
• Isomeric SMILES: CCN(CCCCN)C1=CC2=C(C=C1)C(=O)NNC2=O
• WGK Germany: 3
• Molecular Weight: 276.33
• Beilstein: 920895
• Reaxy-Rn: 920895
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=920895&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Diazanaphthalenes
      • Subclass Benzodiazines
        • Level5 Phthalazines
          • Level6 Phthalazinones

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Diazanaphthalenes
• Subclass: Benzodiazines
• Intermediate Tree Nodes: Phthalazines
• Direct Parent: Phthalazinones
• Alternative Parents: Dialkylarylamines Pyridazinones Benzenoids Heteroaromatic compounds Lactams Azacyclic compounds Organopnictogen compounds Organooxygen compounds Organic oxides Monoalkylamines Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Phthalazinone - Tertiary aliphatic/aromatic amine - Dialkylarylamine - Pyridazinone - Pyridazine - Benzenoid - Heteroaromatic compound - Tertiary amine - Lactam - Azacycle - Amine - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Primary amine - Organic nitrogen compound - Organooxygen compound - Organonitrogen compound - Primary aliphatic amine - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as phthalazinones. These are compounds containing a phthalazine bearing a ketone group.
• 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

• Sensitivity: Air & light sensitive
• Melt Point(°C): 259-260°C
• Molecular Weight: 276.330 g/mol
• XLogP3: 0.700
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 276.159 Da
• Monoisotopic Mass: 276.159 Da
• Topological Polar Surface Area: 87.500 Ų
• Heavy Atom Count: 20
• Formal Charge: 0
• Complexity: 361.000
• 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: 1

References

1. Mo Guichun, Qin Dongmiao, Wu Yusheng, Luo Zhi, Mo Keting, Deng Biyang.  (2023)  Dual-potential electrochemiluminescence cytosensor based on a metal-organic framework and ABEI-PEI-Au@AgNPs for the simultaneous determination of phosphatidylserine and epidermal growth factor receptors on an apoptotic cell surface.  MICROCHIMICA ACTA,  190  (9): (1-14).  [PMID:37563470] [10.1007/s00604-023-05934-5]

2. Zhi Luo, Dongmiao Qin, Yusheng Wu, Shuo Meng, Weiming Mo, Biyang Deng.  (2022)  An electrochemiluminescence immunosensor based on ABEI-GO-AgNPs as a double-amplified luminophore for the ultra-sensitive detection of prostate-specific antigen.  COLLOIDS AND SURFACES B-BIOINTERFACES,      [PMID:35905591] [10.1016/j.colsurfb.2022.112718]

3. Shao-Fei Sun, Zhengjun Shi, Jiliang Ma.  (2022)  Adsorption efficiency of ordered mesoporous carboxyl-functionalized tube bundles in functional wood toward heavy metal ions: Optimization, performance and chemiluminescence reuse after adsorption.  INDUSTRIAL CROPS AND PRODUCTS,      [PMID:] [10.1016/j.indcrop.2022.115141]

4. Dong Bin, Fan Qian, Li Ming, Huan Yanfu, Feng Guodong, Shan Hongyan, Fei Qiang.  (2021)  Determination of tyrosine by sodium fluorescein-enhanced ABEI–H2O2–horseradish peroxidase chemiluminescence.  Journal of Analytical Science and Technology,  12  (1): (1-9).  [PMID:] [10.1186/s40543-021-00272-8]

5. Lvxia Zhang, Hui Ouyang, Dan Zhang, Zhifeng Fu.  (2021)  Novel cobalt-based metal-organic frameworks with superior catalytic performance on N-(4-aminobutyl)-N-ethylisoluminol chemiluminescent reaction.  ANALYTICA CHIMICA ACTA,      [PMID:33516386] [10.1016/j.aca.2020.12.049]

6. Haiping Wu, Min Zhao, Jia Li, Xiaoyan Zhou, Tiantian Yang, Dezhang Zhao, Ping Liu, Huangxian Ju, Wei Cheng, Shijia Ding.  (2020)  Novel Protease-Free Long-Lasting Chemiluminescence System Based on the Dox-ABEI Chimeric Magnetic DNA Hydrogel for Ultrasensitive Immunoassay.  ACS Applied Materials & Interfaces,      [PMID:32975407] [10.1021/acsami.0c14188]

7. Yunfan Zhou, Xue Wei, Jun Chen, Hanzhi Xiong, Dandan Sui, Xu Chen, Wensheng Yang.  (2024)  A Three-Dimensional Electrochemiluminescence Sensor Integrated with Peptide Hydrogel for Detection of H2O2 Released from Different Subtypes of Breast Cancer Cells.  ANALYTICAL CHEMISTRY,      [PMID:39120616] [10.1021/acs.analchem.4c01625]