Hexetidine

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Structural formula
Structural formula of hexetidine
Mixture of four stereoisomers - structural formula without stereochemistry
General
Non-proprietary name Hexetidine
other names

1,3-bis (2-ethylhexyl) -5-methyl-1,3-diazinan-5-amine ( IUPAC )

Molecular formula C 21 H 45 N 3
Brief description

colorless to pale yellow, oily liquid

External identifiers / databases
CAS number 141-94-6
EC number 205-513-5
ECHA InfoCard 100.005.012
PubChem 3607
ChemSpider 3481
DrugBank DB08958
Wikidata Q419749
Drug information
ATC code

A01 AB12

Drug class

Antiseptic

properties
Molar mass 339,60 g · mol -1
density

0.8889 g cm −3

pK s value

8.3

solubility

soluble in petroleum ether, methanol , benzene, acetone , n -hexane and chloroform, practically insoluble in water

safety instructions
Please note the exemption from the labeling requirement for drugs, medical devices, cosmetics, food and animal feed
GHS labeling of hazardous substances
07 - Warning

Caution

H and P phrases H: 302-315-319-335
P: 261-305 + 351 + 338
Toxicological data

1430 mg kg −1 ( LD 50ratoral )

As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Hexetidine is an antiseptic that is used in 0.1 or 0.2% solution in the mouth and throat . It is available as a gargle solution and as a spray .

Chemical properties

Hexetidine is a hexa hydro - pyrimidine - derivative . It is an amphiphilic compound .

Analytics

The following methods were used to characterize the substance: UV spectroscopy , infrared spectroscopy , nuclear magnetic resonance spectroscopy , mass spectrometry , gas chromatography and thin layer chromatography . Capillary electrophoresis can be used to analyze the substance and possible decomposition products .

effect

Hexetidine has a broad spectrum of antiseptic effects against bacteria and fungi , but mainly against gram-positive bacteria. It also has local anesthetic , astringent and deodorant effects.

Trade names

Monopreparations

Drossadin (CH), Hexoral (D, A), Hextril (CH), Isozid-H (A), Vagi-Hex (D, CH), Oraldene (GB)

literature

  • CJ Estler (Ed.): Pharmacology and Toxicology . 4th ed., Schattauer, Stuttgart a. New York, 1995. p. 601.
  • E. Kapić et al .: “Hexetidine - an oral antiseptic”. Medicinski arhiv 56 (1) (2002), pp. 43-48. (in Croatian ) PMID 11917691
  • HJ Roth, H. Fenner: Medicines . Thieme, Stuttgart a. New York, 1988. pp. 169-170, 176.

Individual evidence

  1. a b HEXETIDINE CRS data sheet (PDF) at EDQM , accessed on August 30, 2008.
  2. a b c The Merck Index . An Encyclopaedia of Chemicals, Drugs and Biologicals. 14th edition, 2006, pp. 812-813, ISBN 978-0-911910-00-1 .
  3. a b Datasheet Hexetidine, mixture of stereoisomers from Sigma-Aldrich , accessed on April 3, 2011 ( PDF ).
  4. Satzinger G, Herrmann W, Zimmermann F: Analytical profile of purified hexetidine , drug research. 1975; 25 (12): 1849-53, PMID 3183
  5. Jouyban A, Ye J, Clark BJ: Nonaqueous capillary electrophoretic analysis of hexetidine in a commercial liquid formulation. , Pharmacy. 2002 Apr; 57 (4): 248-9, PMID 11998443