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Unoprostone

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This is the current revision of this page, as edited by Citation bot (talk | contribs) at 18:37, 24 April 2024 (Removed parameters. | Use this bot. Report bugs. | Suggested by AManWithNoPlan | #UCB_toolbar). The present address (URL) is a permanent link to this version.

Revision as of 18:37, 24 April 2024 by Citation bot (talk | contribs) (Removed parameters. | Use this bot. Report bugs. | Suggested by AManWithNoPlan | #UCB_toolbar)(diff) ← Previous revision | Latest revision (diff) | Newer revision → (diff) Chemical compound Pharmaceutical compound
Unoprostone
Clinical data
Trade namesRescula
AHFS/Drugs.comMicromedex Detailed Consumer Information
Routes of
administration		Topical (eye drops)
ATC code
Legal status
Legal status
  • US: Discontinued
Pharmacokinetic data
Elimination half-life14 min
ExcretionRenal
Identifiers
IUPAC name
  • (Z)-7-hept-5-enoic acid
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.227.145 Edit this at Wikidata
Chemical and physical data
FormulaC22H38O5
Molar mass382.541 g·mol
3D model (JSmol)
SMILES
  • O=C(O)CCC/C=C\C1(O)C(O)1CCC(=O)CCCCCCC
InChI
  • InChI=1S/C22H38O5/c1-2-3-4-5-8-11-17(23)14-15-19-18(20(24)16-21(19)25)12-9-6-7-10-13-22(26)27/h6,9,18-21,24-25H,2-5,7-8,10-16H2,1H3,(H,26,27)/b9-6-/t18-,19-,20+,21-/m1/s1
  • Key:TVHAZVBUYQMHBC-SNHXEXRGSA-N
  (what is this?)  (verify)

Unoprostone (INN) is a prostaglandin analogue. Its isopropyl ester, unoprostone isopropyl, was marketed under the trade name Rescula for the management of open-angle glaucoma and ocular hypertension.

It was approved by the Food and Drug Administration in 2000.

In 2009, Sucampo Pharmaceuticals acquired the rights to the drug in the U.S. and Canada.

In 2015, the drug was discontinued in the U.S.

References

  1. Micromedex Detailed Consumer Information
  2. Fung DS, Whitson JT (2014). "An evidence-based review of unoprostone isopropyl ophthalmic solution 0.15% for glaucoma: place in therapy". Clinical Ophthalmology. 8. Auckland, N.Z.: 543–54. doi:10.2147/OPTH.S41562. PMC 3958522. PMID 24648719.
  3. "Drug Approval Package". Food and Drug Administration.
  4. "Sucampo Pharmaceuticals, Inc. Acquires Rights to Rescula for U.S. and Canada" (Press release). Business Wire. April 24, 2009.
Drugs used for glaucoma preparations and miosis (S01E)
Sympathomimetics
Parasympathomimetics
muscarinic
muscarinic/nicotinic
acetylcholinesterase inhibitors
Carbonic anhydrase inhibitors/
(sulfonamides)
Beta blocking agents
Prostaglandin analogues (F2α)
Other agents
Eicosanoids
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
Prostanoid signaling modulators
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 (F2α)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 synthaseHQL-79
PGFSTooltip Prostaglandin F synthaseBimatoprost
PGI2STooltip Prostacyclin synthaseTranylcypromine
TXASTooltip Thromboxane A synthase
Others
See also
Receptor/signaling modulators
Leukotriene signaling modulators
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