Gemeprost

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Structural formula
Structural formula of Gemeprost
General
Surname Gemeprost
other names
  • Methyl (2 E , 11a, 13 E , 15 R ) -11,15-dihydroxy-16,16-dimethyl-9-oxoprosta-2,13-diene-1-oate
  • trans -2,3-didehydro-16,16-dimethyl-PGE 1 methyl ester
  • Methyl ( E ) -7 - [(1 R , 2 R , 3 R ) -3-hydroxy-2 - [( E ) - (3 R ) -3-hydroxy 4,4-dimethyl-1-octenyl] -5 oxocyclopentyl] -2-heptenoate
Molecular formula C 23 H 38 O 5
External identifiers / databases
CAS number 64318-79-2
ECHA InfoCard 100,058,869
PubChem 5282237
ChemSpider 4445416
DrugBank DB08964
Wikidata Q2760221
Drug information
ATC code

G02 AD03

properties
Molar mass 394.548 g mol −1
safety instructions
Please note the exemption from the labeling requirement for drugs, medical devices, cosmetics, food and animal feed
GHS labeling of hazardous substances
08 - Dangerous to health 06 - Toxic or very toxic

danger

H and P phrases H: 301-312-332-360
P: ?
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Gemeprost is a synthetically produced derivative of the naturally occurring tissue hormone prostaglandin E 1 and is used in gynecology .

application areas

Gemeprost is used topically in gynecology - for example in the form of vaginal suppositories - to soften and expand the cervix . This is used in preparation for diagnostic interventions such as endometrial biopsy and hysteroscopy , or in preparation for the insertion of an intrauterine device or other instrumental interventions on the uterine cavity . A suppository can induce dilation that lasts at least 6 hours.

In order to bring about an abortion , Gemeprost is used in the first trimester of pregnancy (i.e. up to the 12th week of pregnancy) in preparation for curettage or vacuum aspiration, among other things. In the second trimester it is used in combination with mifepristone for this purpose .

Gemeprost is also used to treat peripartum bleeding .

Comparison with misoprostol

Misoprostol costs less than Gemeprost and is more stable even at room temperature . Gemeprost should be stored frozen for up to half an hour before vaginal use. Some studies suggest that severe pain is more common after using Gemeprost than with misoprostol. Misoprostol is formulated for oral use, although it appears to be more effective when administered vaginally or sublingually.

Trade names

Cervagem (S), Cervageme (F)

Individual evidence

  1. ↑ Template: CL Inventory / not harmonized There is not yet a harmonized classification for this substance . A labeling of Gemeprost in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), which was accessed on November 6, 2018, is reproduced from a self-classification by the distributor .
  2. ↑ a b Franz v. Bruchhausen, Gerd Dannhardt, Siegfried Ebel, August W. Frahm, Eberhard Hackenthal, Ulrike Holzgrabe: Hagers Handbook of Pharmaceutical Practice Volume 8: Substances EO . Springer-Verlag, 2013, ISBN 978-3-642-57994-3 , pp. 331 ( limited preview in Google Book search).
  3. ↑ Svendsen PF et al. Comparison of gemeprost and vaginal misoprostol in first trimester mifepristone-induced abortion. Contraception, 2005, 72: 28-32. doi : 10.1016 / j.contraception.2004.11.010 PMID 15964289
  4. ↑ Celentano C et al. Oral misoprostol vs. vaginal gemeprost prior to surgical termination of pregnancy in nulliparae. Acta Obstetrica et Gynecologica Scandinavica, 2004, 83: 764-768 doi : 10.1111 / j.0001-6349.2004.00441.x PMID 15255850