Benzo[cd]indol-2(1H)-one - ≥96%(HPLC) , CAS No.130-00-7

CAS: 130-00-7 Cat. No.: B152391 Molecular Weight: 169.18 Beilstein Registry Number: 21(5)8,557 EC Number: 204-973-4

GRADE & PURITY ≥96%(HPLC)

Synonyms

Naftostiril | NSC25094 | NSC-25094 | B3023 | Benz[cd]indole-2(1H)-one | InChI=1/C11H7NO/c13-11-8-5-1-3-7-4-2-6-9(12-11)10(7)8/h1-6H,(H,12,13 | I11516 | benz[cd]-indol-2(1H)-one | benz[cd]indol-2-(1H)-one | Benz[cd]indol-2(1H)-one | Benzo[cd]indol-2(1H)-on

Storage

Room temperature

Shipped In

Normal

Overview

Benz[cd]indol-2(1H)-one is also referred as naphtholactam.

Specifications

Synonyms

Naftostiril | NSC25094 | NSC-25094 | B3023 | Benz[cd]indole-2(1H)-one | InChI=1/C11H7NO/c13-11-8-5-1-3-7-4-2-6-9(12-11)10(7)8/h1-6H, (H, 12, 13 | I11516 | benz[cd]-indol-2(1H)-one | benz[cd]indol-2-(1H)-one | Benz[cd]indol-2(1H)-one | Benzo[cd]indol-2(1H)-on

Specifications & Purity

≥96%(HPLC)

Storage

Room temperature

Shipped In

Normal

Purity

≥96%(HPLC)

Names and Identifiers

• Pubchem Sid: 488183911
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488183911
• Canonical Smiles: C1=CC2=C3C(=C1)C(=O)NC3=CC=C2
• IUPAC Name: 1H-benzo[cd]indol-2-one
• InChIKey: GPYLCFQEKPUWLD-UHFFFAOYSA-N
• INCHI: 1S/C11H7NO/c13-11-8-5-1-3-7-4-2-6-9(12-11)10(7)8/h1-6H,(H,12,13)
• Isomeric SMILES: C1=CC2=C3C(=C1)C(=O)NC3=CC=C2
• RTECS: DE3202000
• Molecular Weight: 169.18
• Beilstein: 21(5)8,557
• Reaxy-Rn: 128381
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=128381&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Isoindoles and derivatives
      • Subclass Isoindolines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Isoindoles and derivatives
• Subclass: Isoindolines
• Intermediate Tree Nodes: Not available
• Direct Parent: Isoindolones
• Alternative Parents: Naphthalenes Isoindoles Indoles Pyrroles Heteroaromatic compounds Lactams Azacyclic compounds Organopnictogen compounds Organooxygen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Isoindolone - Naphthalene - Indole - Indole or derivatives - Isoindole - Benzenoid - Pyrrole - Heteroaromatic compound - Lactam - Azacycle - Organooxygen compound - Organonitrogen compound - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as isoindolones. These are aromatic polycyclic compounds that an isoindole bearing a ketone.
• 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(non-human)

Trypanosoma brucei brucei (13300 Activities)

Explore this target

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

Plasmodium berghei (192651 Activities)

Explore this target

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: methanol: soluble 25 mg/mL, clear to slightly hazy, yellow to brown
• Melt Point(°C): 181 °C
• Molecular Weight: 169.180 g/mol
• XLogP3: 2.100
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 169.053 Da
• Monoisotopic Mass: 169.053 Da
• Topological Polar Surface Area: 29.100 Ų
• Heavy Atom Count: 13
• Formal Charge: 0
• Complexity: 238.000
• 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. Huixian Jia, Yujie Liu, Wei Tang, Chenghui Liu, Xinrui Duan.  (2023)  Near-infrared fluorescent probes for non-invasive, real-time, and dual-color in vivo NIR-II imaging.  SENSORS AND ACTUATORS B-CHEMICAL,      [PMID:] [10.1016/j.snb.2023.134595]

2. Gaowei Li, Shichao Jiang, Zongliang Zhang, Xiaoyin Liu, Kai Wu, Peng Liu, Mei Yang, Ting Zhou, Jiamei Xiao, Nini Xin, Xiaoyang Wu, Zhihong Chen, Jie Ding, Chengheng Wu, Dan Wei, Jing Sun, Aiping Tong, Hongsong Fan, Liangxue Zhou.  (2024)  Donor Substitution Engineering of Hemicyanine Nanoparticles to Reprogram the Tumor Microenvironment and Enhance Fn14-Targeted BiTE for Glioblastoma Photoimmunotherapy.  ADVANCED FUNCTIONAL MATERIALS,      [PMID:] [10.1002/adfm.202413847]