Pentetrazole

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Structural formula
Structural formula pentetrazole
General
Non-proprietary name Pentetrazole
other names
  • Leptazole
  • Pentylenetetrazole
  • Pentamethylene tetrazole
  • Metrazole
  • 6,7,8,9-tetrahydro-5 H -tetrazoloazepine ( IUPAC )
Molecular formula C 6 H 10 N 4
External identifiers / databases
CAS number 54-95-5
EC number 200-219-3
ECHA InfoCard 100,000,200
PubChem 5917
Wikidata Q412391
Drug information
ATC code

R07 AB03

properties
Molar mass 138.17 g · mol -1
Physical state

firmly

safety instructions
Please note the exemption from the labeling requirement for drugs, medical devices, cosmetics, food and animal feed
GHS labeling of hazardous substances
06 - Toxic or very toxic

danger

H and P phrases H: 301-315-319-335
P: 261-301 + 310-305 + 351 + 338
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Pentetrazole , INN , ( trade name Cardiazol ) is a bicyclic tetrazole derivative. It is used as a circulatory stimulant and stimulates the centers of breathing and heart activity in the brain . In high doses it triggers cramps, which is why it was also used in shock therapy in the past .

presentation

6,7,8,9-tetrahydro-5 H -tetrazolo-azepin produced by the action of two molecules of hydrazoic acid to a molecule of cyclohexanone.

meaning

Pentetrazole was discovered by the German chemist Karl-Friedrich Schmidt . The Hungarian-American neurologist and psychiatrist Ladislas J. Meduna used the analeptic pentetrazole for the first time in 1934. The application mainly caused convulsions, and so pentetrazole was mainly used in shock therapy . The approval for use was withdrawn in 1982 by the Food and Drug Administration . Recent studies show potential effectiveness in a mouse model of Down syndrome .

Individual evidence

  1. ↑ a b Data sheet 1,5-Pentamethylenetetrazole from Sigma-Aldrich , accessed on April 18, 2011 ( PDF ).
  2. ↑ Beyer, Walter: Textbook of organic chemistry . S. Hirzel Verlag, Stuttgart - 23rd edition 1998, page 812 ff.
  3. ^ Reports of the German Chemical Society 1925, vol. 57, p. 704.
  4. ↑ JR Minkel: Drug May Counteract Down Syndrome , Scientific American. February 25, 2007. Retrieved March 20, 2007. 

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