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Unoprostone

From Wikipedia, the free encyclopedia
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
Pharmacokinetic data
Eliminationhalf-life14 min
ExcretionRenal
Identifiers
  • (Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-(3-oxodecyl)
    cyclopentyl]hept-5-enoic acid
CAS Number
PubChemCID
DrugBank
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard(EPA)
ECHA InfoCard100.227.145Edit this at Wikidata
Chemical and physical data
FormulaC22H38O5
Molar mass382.541 g·mol−1
3D model (JSmol)
  • O=C(O)CCC/C=C\C[C@H]1[C@@H](O)C[C@@H](O)[C@@H]1CCC(=O)CCCCCCC
  • 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 ☒N
  • Key:TVHAZVBUYQMHBC-SNHXEXRGSA-N ☒N
 ☒NcheckY (what is this?)  (verify)

Unoprostone (INN) is aprostaglandin analogue. Itsisopropylester,unoprostone isopropyl, was marketed under the trade nameRescula for the management ofopen-angle glaucoma andocular hypertension.[1][2]

It was approved by theFood and Drug Administration in 2000.[3]

In 2009,Sucampo Pharmaceuticals acquired the rights to the drug in the U.S. and Canada.[4]

In 2015, the drug was discontinued in the U.S.[citation needed]

References

[edit]
  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 forglaucoma preparations andmiosis (S01E)
Sympathomimetics
Parasympathomimetics
muscarinic
muscarinic/nicotinic
acetylcholinesterase inhibitors
Carbonic anhydrase inhibitors/
(sulfonamides)
Beta blocking agents
Prostaglandin analogues (F)
Other agents
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
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
Stub icon

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