Organic carbamates in drug design and medicinal chemistry

J Med Chem. 2015 Apr 9;58(7):2895-940. doi: 10.1021/jm501371s. Epub 2015 Jan 7.

Abstract

The carbamate group is a key structural motif in many approved drugs and prodrugs. There is an increasing use of carbamates in medicinal chemistry and many derivatives are specifically designed to make drug-target interactions through their carbamate moiety. In this Perspective, we present properties and stabilities of carbamates, reagents and chemical methodologies for the synthesis of carbamates, and recent applications of carbamates in drug design and medicinal chemistry.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't
  • Review

MeSH terms

  • Amyloid Precursor Protein Secretases / antagonists & inhibitors
  • Antiviral Agents / chemistry*
  • Antiviral Agents / pharmacology
  • Carbamates / chemical synthesis
  • Carbamates / chemistry*
  • Carbamates / pharmacology*
  • Chemistry Techniques, Synthetic
  • Chemistry, Pharmaceutical / methods*
  • Cysteine Proteinase Inhibitors / chemistry
  • Cysteine Proteinase Inhibitors / pharmacology
  • Drug Design
  • Drug Stability
  • HIV Protease
  • HIV Protease Inhibitors / chemistry
  • HIV Protease Inhibitors / pharmacology
  • Hepatitis C / drug therapy
  • Humans
  • Prodrugs / chemical synthesis
  • Serine Proteinase Inhibitors / chemistry
  • Serine Proteinase Inhibitors / pharmacology
  • Viral Nonstructural Proteins / antagonists & inhibitors

Substances

  • Antiviral Agents
  • Carbamates
  • Cysteine Proteinase Inhibitors
  • HIV Protease Inhibitors
  • Prodrugs
  • Serine Proteinase Inhibitors
  • Viral Nonstructural Proteins
  • NS-5 protein, hepatitis C virus
  • Amyloid Precursor Protein Secretases
  • HIV Protease
  • p16 protease, Human immunodeficiency virus 1