3459-33-4

Basic information

• Product Name: 4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)butanamide
• Synonyms: 2H-isoindole-2-butanamide, 1,3-dihydro-1,3-dioxo-; 4-(1,3-Dioxo-1,3-dihydro-2H-isoindol-2-yl)butanamide
• CAS NO: 3459-33-4
• Molecular Formula: C₁₂H₁₂N₂O₃
• Molecular Weight: 232.2353
• Mol File: 3459-33-4.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 478.9°C at 760 mmHg
• Flash Point: 243.4°C
• Density: 1.334g/cm³
• Vapor Pressure: 2.48E-09mmHg at 25°C
• Refractive Index: 1.603
• CAS DataBase Reference: 4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)butanamide(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)butanamide(3459-33-4)
• EPA Substance Registry System: 4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)butanamide(3459-33-4)

Safety Data

• Hazardous Substances Data: 3459-33-4(Hazardous Substances Data)

Upstream product

• 3130-75-4 4-phthalimidobutyric acid 
• 85-44-9 phthalic anhydride 
• 10314-06-4 4-phthalimidobutyryl chloride 

Downstream Products

• 1353760-26-5 C₂₃H₂₀N₄O₃ 
• 1353760-25-4 C₂₂H₁₈N₄O₃ 

Relevant articles and documents

Synthesis and anticonvulsant activity of N,N-phthaloyl derivatives of central nervous system inhibitory amino acids

In order to study the influence of the length of the amino acid chain of N,N-phthaloyl-amino acid amides as analogues of the former anticonvulsant taltrimide on the seizure-antagonizing activity glycine, β-alanine and γ-aminobutyric acid (GABA) derivatives were synthesized. The corresponding taurine derivatives were also included. Generally, the glycine-derived amides showed a higher activity than the β-alanine and GABA derivatives in the maximal electroshock seizure (MES) test in mice upon intraperitoneal administration. The activity was comparable to the respective taurine derivatives. The N,N-phthaloyl-glycine amides were also active in the MES test upon oral administration to rats. No significant activity was noted in the seizure threshold test with subcutaneous pentylene-tetrazole. The ED50 of N,N-phthaloyl-glycine ethyl amide (4b) in the MES test upon intraperitoneal administration to mice was 19.1 mg/kg. On a molar basis this activity is comparable to the activity of phenytoin with little toxicity in the rotorod test. In conclusion, N,N-phthaloyl-glycine amides might represent promising antiepileptic drugs.

Cyclic amides

Cyclic amides are inhibitors of tumor necrosis factor and can be used to combat cachexia, endotoxic shock, and retrovirus replication. A typical embodiment is 3-phenyl-3-(1-oxoisoindolin-2-yl)propionamide.

SYNTHESIS AND BIOLOGICAL ACTIVITY OF AMIDES OF ω-(PHTHALIMIDO)-ALKYL CARBOXYLIC ACIDS

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