Acylurea

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General chemical structure of an acylurea

Acylureas (also called N-acylureas or ureides) are a class of chemical compounds formally derived from the acylation of urea.[1]

Uses[edit]

Insecticides[edit]

A subclass of acylureas known as benzoylureas are insecticides. They act as insect growth regulators by inhibiting the synthesis of chitin resulting in weakened cuticles and preventing molting.[2] Members of this class include diflubenzuron, flufenoxuron, hexaflumuron, lufenuron, and teflubenzuron.

Anticonvulsants and sedatives[edit]

The acylurea functional group is also found in some pharmaceutical drugs such as the anticonvulsants phenacemide, pheneturide, chlorphenacemide, and acetylpheneturide (which are phenylureides),[3] and the sedatives acecarbromal, bromisoval, and carbromal (which are bromoureides). Others include apronal (apronalide), capuride, and ectylurea. Barbiturates (a class of cyclic ureas) are structurally and mechanistically related to them.[4] The phenylureides are also closely related to the hydantoins, such as phenytoin, and may be considered ring-opened analogues of them.[5]

Related[edit]

Diureides[edit]

A diureide is a complex nitrogenous substance regarded as containing two molecules of urea or their radicals, e.g. uric acid or allantoin.

Hydantoins[edit]

Hydantoin, or glycolylurea, can be considered the cyclic form of acylurea.

References[edit]

  1. ^ "N-acylurea". European Molecular Biology Laboratory.
  2. ^ Vincent H. Resh and Ring T. Cardé, ed. (2009). Encyclopedia of Insects. Academic Press. p. 157. ISBN 9780080920900.
  3. ^ Hans-Hasso Frey; D. Janz (6 December 2012). Antiepileptic Drugs. Springer Science & Business Media. pp. 601–. ISBN 978-3-642-69518-6.
  4. ^ David A. Williams; William O. Foye; Thomas L. Lemke (January 2002). Foye's Principles of Medicinal Chemistry. Lippincott Williams & Wilkins. pp. 380–. ISBN 978-0-683-30737-5.
  5. ^ Dr. S. S. Kadam (1 July 2007). PRINCIPLES OF MEDICINAL CHEMISTRY Vol. - II. Pragati Books Pvt. Ltd. pp. 147–. ISBN 978-81-85790-03-9.