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Gemeprost

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
Gemeprost
Clinical data
Trade namesCervagem
Other namesmethyl (E)-7-[(1R,2S,3R)-3-hydroxy-2-[(E,3R)-3-hydroxy-4,4-dimethyl-oct-1-enyl]-5-oxo-cyclopentyl]hept-2-enoate
AHFS/Drugs.comInternational Drug Names
Pregnancy
category
Routes of
administration
Pessary
ATC code
Legal status
Legal status
Identifiers
  • methyl (2E,11α,13E,15R)-11,15-dihydroxy-16,16-dimethyl-9-oxoprosta-2,13-dien-1-oate
CAS Number
PubChemCID
DrugBank
ChemSpider
UNII
KEGG
CompTox Dashboard(EPA)
ECHA InfoCard100.058.869Edit this at Wikidata
Chemical and physical data
FormulaC23H38O5
Molar mass394.552 g·mol−1
3D model (JSmol)
  • O=C1C[C@@H](O)[C@H](/C=C/[C@@H](O)C(C)(C)CCCC)[C@H]1CCCC\C=C\C(=O)OC
  • InChI=1S/C23H38O5/c1-5-6-15-23(2,3)21(26)14-13-18-17(19(24)16-20(18)25)11-9-7-8-10-12-22(27)28-4/h10,12-14,17-18,20-21,25-26H,5-9,11,15-16H2,1-4H3/b12-10+,14-13+/t17-,18-,20-,21-/m1/s1 checkY
  • Key:KYBOHGVERHWSSV-VNIVIJDLSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Gemeprost (16, 16-dimethyl-trans-delta2 PGE1 methyl ester) is ananalogue ofprostaglandin E1.

Clinical use

[edit]

It is used as a treatment forobstetric bleeding.[citation needed]

It is used withmifepristone to terminate pregnancy up to 24 weeks gestation.[2]

Side effects

[edit]

Vaginal bleeding, cramps, nausea, vomiting,[3] loose stools or diarrhea,[3] headache, muscle weakness; dizziness; flushing; chills; backache; dyspnoea; chest pain; palpitations and mildpyrexia.[3] Rare: Uterine rupture, severehypotension, coronary spasms with subsequentmyocardial infarctions.[citation needed]

References

[edit]
  1. ^"Cervagem 1 mg Pessary - Summary of Product Characteristics (SmPC)".(emc). 16 August 2019. Retrieved7 September 2020.[permanent dead link]
  2. ^Bartley J, Brown A, Elton R, Baird DT (October 2001)."Double-blind randomized trial of mifepristone in combination with vaginal gemeprost or misoprostol for induction of abortion up to 63 days gestation".Human Reproduction.16 (10):2098–102.doi:10.1093/humrep/16.10.2098.PMID 11574498.
  3. ^abcAronson, J. K. (2015).Meyler's Side Effects of Drugs: The International Encyclopedia of Adverse Drug Reactions and Interactions. Elsevier Science. p. 524.ISBN 978-0-4445-3716-4.

External links

[edit]
  • "Gemeprost".Drug Information Portal. U.S. National Library of Medicine. Archived fromthe original on September 27, 2022.
Precursor
Prostanoids
Prostaglandins (PG)
Precursor
Active
D/J
E/F
I
Thromboxanes (TX)
Leukotrienes (LT)
Precursor
Initial
SRS-A
Eoxins (EX)
Precursor
Eoxins
Nonclassic
By function
Cervical ripening
Ergot alkaloids
Prostaglandins and
analogues
Contraction induction
Receptor
(ligands)
DP (D2)Tooltip Prostaglandin D2 receptor
DP1Tooltip Prostaglandin D2 receptor 1
DP2Tooltip Prostaglandin D2 receptor 2
EP (E2)Tooltip Prostaglandin E2 receptor
EP1Tooltip Prostaglandin EP1 receptor
EP2Tooltip Prostaglandin EP2 receptor
EP3Tooltip Prostaglandin EP3 receptor
EP4Tooltip Prostaglandin EP4 receptor
Unsorted
FP (F)Tooltip Prostaglandin F receptor
IP (I2)Tooltip Prostacyclin receptor
TP (TXA2)Tooltip Thromboxane receptor
Unsorted
Enzyme
(inhibitors)
COX
(
PTGS)
PGD2STooltip Prostaglandin D synthase
PGESTooltip Prostaglandin E synthase
PGFSTooltip Prostaglandin F synthase
PGI2STooltip Prostacyclin synthase
TXASTooltip Thromboxane A synthase
Others
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