2-(4-amino-2-chlorophenyl)-2,3-dihydro-1H-isoindole-1,3-dione

• ChemBase ID: 155771
• Molecular Formular: C14H9ClN2O2
• Molecular Mass: 272.68646
• Monoisotopic Mass: 272.03525522
• SMILES: c1ccc2c(c1)C(=O)N(C2=O)c1ccc(cc1Cl)N
• Canonical SMILES: Nc1ccc(c(c1)Cl)N1C(=O)c2c(C1=O)cccc2
• InChI: InChI=1S/C14H9ClN2O2/c15-11-7-8(16)5-6-12(11)17-13(18)9-3-1-2-4-10(9)14(17)19/h1-7H,16H2
• InChIKey: DRZDMSPFGPTPER-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(4-amino-2-chlorophenyl)-2,3-dihydro-1H-isoindole-1,3-dione
• IUPAC Traditional name: 2-(4-amino-2-chlorophenyl)isoindole-1,3-dione
• Synonyms: N-(4-Amino-2-chlorophenyl)phthalimide; 2-(4-amino-2-chlorophenyl)-1H-isoindole-1,3(2H)-dione

Database IDs

• CAS Number: 19348-53-9
• MDL Number: MFCD00658249
• PubChem SID: 162249909; 24278244
• PubChem CID: 6603717

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.3497767
• LogD (pH = 7.4): 2.3501713
• Log P: 2.3501763
• Molar Refractivity: 73.4943 cm^3
• Polarizability: 27.136475 Å^3
• Polar Surface Area: 63.4 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble >5 mg/mL; H2O: insoluble
• Apperance: slightly yellow
• Melting Point: 204 - 206°C
• Hydrophobicity(logP): 1.763

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 95%
• Empirical Formula (Hill Notation): C14H9ClN2O2

DETAILS

Sigma Aldrich - A9345

Biochem/physiol Actions
Anticonvulsant