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Ethyl 8-bromo-5-methyl-6-oxo-5,6-dihydro-4h-benzo[f]imidazo[1,5-a][1,4]diazepine-3-carboxylate

  • CAS No. 78756-37-3

  • Cat. No. CS-0672058
  • Purity≥96%
  • MDL No.MFCD12911997

*For research and further manufacturing use only, not for direct human use.

Ethyl 8-bromo-5-methyl-6-oxo-5,6-dihydro-4h-benzo[f]imidazo[1,5-a][1,4]diazepine-3-carboxylate|CS-0672058

Structure of 78756-37-3

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General Information

  • CAS No. 78756-37-3
  • Cat. No. CS-0672058
  • Purity ≥96%
  • MDL No. MFCD12911997
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₁₄BrN₃O₃
  • Molecular Weight 364.19
  • Synonym(s) None
  • SMILES CCOC(=O)C1=C2CN(C(=O)C3=C(N2C=N1)C=CC(=C3)Br)C

Description

Ethyl 8-bromo-5-methyl-6-oxo-5,6-dihydro-4h-benzo[f]imidazo[1,5-a][1,4]diazepine-3-carboxylate features a sterically hindered brominated heterocyclic core with a bench-stable oxo group and a methyl-substituted imidazodiazepine scaffold. This electron-deficient system integrates readily into complex scaffolds for medicinal chemistry campaigns requiring halogenation handles and rigidified ring systems.

Application

Ethyl 8-bromo-5-methyl-6-oxo-5,6-dihydro-4h-benzo[f]imidazo[1,5-a][1,4]diazepine-3-carboxylate serves as a versatile building block for the synthesis of fused heterocyclic scaffolds. Its bromo and ester functionalities enable palladium-catalyzed cross-coupling and hydrolysis reactions, respectively, while the 6-oxo group supports enolization and nucleophilic addition. The molecule exhibits bench stability and facilitates efficient purification, making it suitable for iterative medicinal chemistry campaigns targeting kinase inhibitors and CNS-active compounds.

Safety Information

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Computational Chemistry Data

  • TPSA   64.43
  • LogP   2.3971
  • H_Acceptors   5
  • H_Donors   0
  • Rotatable_Bonds   2

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