Phenicarbazide

Phenicarbazide is a semicarbazide and an antipyretic substance. It is carcinogenic in mice.[1]

Phenicarbazide
Clinical data
Other names1-Phenylsemicarbazide; Kryogenin
ATC code
  • none
Identifiers
IUPAC name
  • 2-Phenylhydrazinecarboxamide
CAS Number
ChemSpider
UNII
KEGG
CompTox Dashboard (EPA)
ECHA InfoCard100.002.794
Chemical and physical data
FormulaC7H9N3O
Molar mass151.169 g·mol−1
InChI
  • InChI=1S/C7H9N3O/c8-7(11)10-9-6-4-2-1-3-5-6/h1-5,9H,(H3,8,10,11) Y
  • Key:AVKHCKXGKPAGEI-UHFFFAOYSA-N Y
 NY (what is this?)  (verify)

Preparation

Phenicarbazide can be obtained by mixing phenylhydrazine with acetic acid in aqueous solution with the addition of potassium cyanide. It is also obtained from the reaction of phenylhydrazine with urea.[2]

Properties

Phenicarbazide is a flammable, hard to ignite, crystalline, beige solid that is practically insoluble in water. It decomposes on heating.[3]

Uses

Phenicarbazide is an intermediate in the syntheses of a series of chemical compounds by cyclocondensation reactions.[4] It was investigated as an analgesic and antipyretic in the 1970s and was used in combination preparations.

References
  1. "Phenicarbazide". International Agency for Research on Cancer (IARC) - Summaries & Evaluations. 25 March 1998.
  2. Bruchhausen F, Ebel S, Hackenthal E, Holzgrabe U, Albinus M, Amschler G, Angerer E (1999). Hagers Handbuch der Pharmazeutischen Praxis : Stoffe L-Z Folgeband 5 (5. vollständig neubearbeitete Auflage ed.). Berlin, Heidelberg. p. 420. ISBN 978-3-642-58388-9. OCLC 913646782.
  3. "Phenicarbazid". GESTIS-Stoffdatenbank. Retrieved 2022-10-18.
  4. "1-Phenylsemicarbazide". Sigma-Aldrich.


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