N-(3-Bromopropyl)phthalimide - ≥98% , CAS No.5460-29-7

CAS: 5460-29-7 Cat. No.: B109622 Molecular Weight: 268.11 Beilstein Registry Number: 157547 EC Number: 226-738-5

GRADE & PURITY ≥98%

Synonyms

NSC24937 | NSC-24937 | STK802617 | 2-(3-Bromopropyl)-2,3-Dihydro-1H-Isoindole-1,3-Dione | BBL011920 | F0001-1438 | 2-(3-bromo-propyl)-isoindole-1,3-dione | 2-(3-bromo-propyl)isoindole-1,3-dione | 2-(3-bromopropyl)-isoindole-1,3-dione | 2-(3-bromopropyl)is

Storage

Argon charged,Room temperature

Shipped In

Normal

Overview

Product Application：

N-(3-Bromopropyl)phthalimide is used in synthesis of several organic compounds including that of flavonoid derivatives which act as selective ABCC1 modulators with potential use as pharmacological tools for investigation of the role of ABCC1. It is also used in the synthesis of Hederagenin which is a triterpene template for the development of new antitumor compounds.

Specifications

Synonyms

NSC24937 | NSC-24937 | STK802617 | 2-(3-Bromopropyl)-2, 3-Dihydro-1H-Isoindole-1, 3-Dione | BBL011920 | F0001-1438 | 2-(3-bromo-propyl)-isoindole-1, 3-dione | 2-(3-bromo-propyl)isoindole-1, 3-dione | 2-(3-bromopropyl)-isoindole-1, 3-dione | 2-(3-bromopropyl)is

Specifications & Purity

≥98%

Storage

Argon charged, Room temperature

Shipped In

Normal

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488182712
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488182712
• Canonical Smiles: C1=CC=C2C(=C1)C(=O)N(C2=O)CCCBr
• IUPAC Name: 2-(3-bromopropyl)isoindole-1,3-dione
• InChIKey: VKJCJJYNVIYVQR-UHFFFAOYSA-N
• INCHI: 1S/C11H10BrNO2/c12-6-3-7-13-10(14)8-4-1-2-5-9(8)11(13)15/h1-2,4-5H,3,6-7H2
• Isomeric SMILES: C1=CC=C2C(=C1)C(=O)N(C2=O)CCCBr
• WGK Germany: 3
• Molecular Weight: 268.11
• Beilstein: 157547
• Reaxy-Rn: 157547
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=157547&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Isoindoles and derivatives
      • Subclass Isoindolines
        • Level5 Isoindolones
          • Level6 Phthalimides

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Isoindoles and derivatives
• Subclass: Isoindolines
• Intermediate Tree Nodes: Isoindolones
• Direct Parent: Phthalimides
• Alternative Parents: Isoindoles N-substituted carboxylic acid imides Benzenoids Azacyclic compounds Organopnictogen compounds Organooxygen compounds Organonitrogen compounds Organobromides Organic oxides Hydrocarbon derivatives Alkyl bromides
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Phthalimide - Isoindole - Carboxylic acid imide, n-substituted - Benzenoid - Carboxylic acid imide - Carboxylic acid derivative - Azacycle - Alkyl bromide - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Organobromide - Organohalogen compound - Organic oxide - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Alkyl halide - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as phthalimides. These are aromatic heterocyclic compounds containing a 1,3-dioxoisoindoline moiety. They are imide derivatives of phthalic anhydrides.
• 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: souble in Methanol
• Sensitivity: Air Sensitive
• Melt Point(°C): 72-74°C
• Molecular Weight: 268.110 g/mol
• XLogP3: 2.600
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 266.989 Da
• Monoisotopic Mass: 266.989 Da
• Topological Polar Surface Area: 37.400 Ų
• Heavy Atom Count: 15
• Formal Charge: 0
• Complexity: 256.000
• 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. Xuliang Guo, Fang Liu, Jian Deng, Peipei Dai, Yan Qin, Zhi Li, Bingbing Wang, Aiping Fan, Zheng Wang, Yanjun Zhao.  (2020)  Electron-Accepting Micelles Deplete Reduced Nicotinamide Adenine Dinucleotide Phosphate and Impair Two Antioxidant Cascades for Ferroptosis-Induced Tumor Eradication.  ACS Nano,      [PMID:33156626] [10.1021/acsnano.0c00764]

2. Hehe Xiong, Heng Zhang, Yatong Qin, Jinmin Ye, Fantian Zeng, Peng Xie, Changrong Shi, Changyuan Luo, Weizhuo Xu, Chunyang Yu, Zijian Zhou, Xiaoyuan Chen.  (2024)  Coassembly Nanomedicine Mediated by Intermolecular Interactions Between Methotrexate and Baricitinib for Improved Rheumatoid Arthritis Treatment.  ACS Nano,      [PMID:38437640] [10.1021/acsnano.3c12692]