1,8-Naphthalimide - ≥98% , CAS No.81-83-4

CAS: 81-83-4 Cat. No.: N158894 Molecular Weight: 197.19 Beilstein Registry Number: 21527 EC Number: 201-379-7

GRADE & PURITY ≥98%

Synonyms

1H-BENZO(DE)ISOQUINOLINE-1,3(2H)-DIONE | AKOS000266805 | DTXSID0044731 | GI0TV19GBN | Naphthalimide | Q27279115 | 1H-Benzo[de]isoquinoline-1,3(2H)-dione | SB66437 | 1,8-NAPHTHALENEIMIDE | Z56893131 | 1,3-dioxo-1H-benz[de]isoquinoline | InChI=1/C12H7NO2/c1

Storage

Room temperature

Shipped In

Normal

Specifications

Synonyms

1H-BENZO(DE)ISOQUINOLINE-1, 3(2H)-DIONE | AKOS000266805 | DTXSID0044731 | GI0TV19GBN | Naphthalimide | Q27279115 | 1H-Benzo[de]isoquinoline-1, 3(2H)-dione | SB66437 | 1, 8-NAPHTHALENEIMIDE | Z56893131 | 1, 3-dioxo-1H-benz[de]isoquinoline | InChI=1/C12H7NO2/c1

Specifications & Purity

≥98%

Storage

Room temperature

Shipped In

Normal

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488183796
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488183796
• Canonical Smiles: C1=CC2=C3C(=C1)C(=O)NC(=O)C3=CC=C2
• IUPAC Name: benzo[de]isoquinoline-1,3-dione
• InChIKey: XJHABGPPCLHLLV-UHFFFAOYSA-N
• INCHI: 1S/C12H7NO2/c14-11-8-5-1-3-7-4-2-6-9(10(7)8)12(15)13-11/h1-6H,(H,13,14,15)
• Isomeric SMILES: C1=CC2=C3C(=C1)C(=O)NC(=O)C3=CC=C2
• WGK Germany: 1
• Molecular Weight: 197.19
• Beilstein: 21527
• Reaxy-Rn: 153150
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=153150&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Isoquinolines and derivatives
      • Subclass Isoquinolones and derivatives

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Isoquinolines and derivatives
• Subclass: Isoquinolones and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Isoquinolones and derivatives
• Alternative Parents: Naphthalenes N-unsubstituted carboxylic acid imides Azacyclic compounds Organopnictogen compounds Organooxygen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Isoquinolone - Naphthalene - Benzenoid - Carboxylic acid imide, n-unsubstituted - Carboxylic acid imide - Azacycle - Carboxylic acid derivative - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as isoquinolones and derivatives. These are aromatic polycyclic compounds containing a ketone bearing isoquinoline moiety.
• 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

Associated Targets(Human)

AKR1B1 Tclin Aldose reductase (1404 Activities)

Discover Target: AKR1B1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PARP1 Tclin Poly [ADP-ribose] polymerase-1 (6206 Activities)

Discover Target: PARP1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

K562 (73714 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

B16 (5829 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CHO (4503 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Melt Point(°C): 301 °C
• Molecular Weight: 197.190 g/mol
• XLogP3: 1.700
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 197.048 Da
• Monoisotopic Mass: 197.048 Da
• Topological Polar Surface Area: 46.200 Ų
• Heavy Atom Count: 15
• Formal Charge: 0
• Complexity: 285.000
• 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. Shishi Shao, Jiaqiang Zhao, Wei Wang, Hanbing Nie, Yan Jie Li, Xuepeng Zhang, Cheng Zhi Huang, Peng Fei Gao.  (2023)  Ratiometric room-temperature phosphorescence platform for visual and spectral analysis of naphthalene.  SENSORS AND ACTUATORS B-CHEMICAL,      [PMID:] [10.1016/j.snb.2023.135047]

2. Jinkun Liu, Yimeng Luo, Zhun Ran, Fenglin Wang, Minhua Sun, Yangyang Luo, Jianle Zhuang, Xuejie Zhang, Bingfu Lei, Yingliang Liu, Chaofan Hu.  (2023)  Calcination temperature tuning of RTP and TADF with wide range of emission color from carbon dots confined in Al2O3.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2023.145597]

3. Wenjuan Fang, Fei Xu, Yaqin Zhang, Heng Wang, Zhencai Zhang, Zifeng Yang, Weiwei Wang, Hongyan He, Yunjun Luo.  (2021)  Acylamido-based anion-functionalized ionic liquids for efficient synthesis of poly(isosorbide carbonate).  Catalysis Science & Technology,  12  (6): (1756-1765).  [PMID:] [10.1039/D1CY01824H]