イソプロピルウノプロストン
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出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2017/02/11 04:08:25」(JST)
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Unoprostone
|
Clinical data |
Trade names |
Rescula |
AHFS/Drugs.com |
Micromedex Detailed Consumer Information |
Pregnancy
category |
- US: C (Risk not ruled out)
|
Routes of
administration |
Topical (eye drops) |
ATC code |
S01EE02 (WHO) |
Legal status |
Legal status |
|
Pharmacokinetic data |
Biological half-life |
14 min |
Excretion |
Renal |
Identifiers |
IUPAC name
- (Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-(3-oxodecyl)
cyclopentyl]hept-5-enoic acid
|
CAS Number |
120373-36-6 Y 120373-24-2 (isopropyl ester) |
PubChem (CID) |
5311236 |
DrugBank |
DB06826 N |
ChemSpider |
4470755 N |
UNII |
6X4F561V3W N |
KEGG |
D08661 Y |
ChEMBL |
CHEMBL1201407 N |
ECHA InfoCard |
100.227.145 |
Chemical and physical data |
Formula |
C22H38O5 |
Molar mass |
382.534 g/mol |
3D model (Jmol) |
Interactive image |
SMILES
-
O=C(O)CCC/C=C\C[C@H]1[C@@H](O)C[C@@H](O)[C@@H]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 N
-
Key:TVHAZVBUYQMHBC-SNHXEXRGSA-N N
|
NY (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, but is now discontinued in the US.[1]
References
- ^ Micromedex Detailed Consumer Information
Drugs used for glaucoma preparations and miosis (S01E)
|
|
Sympathomimetics |
- Apraclonidine
- Brimonidine (+timolol)
- Clonidine
- Dipivefrine
- Epinephrine
|
|
Parasympathomimetics |
muscarinic |
|
|
muscarinic/nicotinic |
|
|
acetylcholinesterase inhibitors |
- Demecarium
- Ecothiopate
- Stigmine (Fluostigmine
- Neostigmine
- Physostigmine)
- Paraoxon
|
|
|
Carbonic anhydrase inhibitors/
(sulfonamides) |
- Acetazolamide
- Brinzolamide (+timolol)
- Diclofenamide
- Dorzolamide (+timolol)
- Methazolamide
|
|
Beta blocking agents |
- Befunolol
- Betaxolol
- Carteolol
- Levobunolol
- Metipranolol
- Timolol
- Mepindolol
|
|
Prostaglandin analogues (F2α) |
- Bimatoprost (+timolol)
- Latanoprost (+timolol)
- Tafluprost
- Travoprost (+timolol)
- Unoprostone
|
|
Other agents |
- Dapiprazole
- Guanethidine
- Ripasudil
|
Eicosanoids
|
|
Precursor |
|
|
Prostanoids |
Prostaglandins (PG) |
Precursor |
|
|
Active |
D/J |
|
|
E/F |
|
|
I |
- I2 (Prostacyclin/Epoprostenol):
|
|
|
|
Thromboxanes (TX) |
|
|
|
Leukotrienes (LT) |
Precursor |
- Arachidonic acid 5-hydroperoxide
|
|
Initial |
|
|
SRS-A |
|
|
|
Eoxins (EX) |
Precursor |
- Arachidonic acid 15-hydroperoxide
|
|
Eoxins |
|
|
|
Nonclassic |
- Lipoxins (LX) (A4, B4)
- Virodhamine
|
|
By function |
- vasoconstriction
- vasodilation
- platelets: induce
- inhibit
- leukocytes: induce
- inhibit
- labor stimulation:
- PGE2 (Dinoprostone)
- PGF2α (Dinoprost)
|
Prostanoid signaling modulators
|
|
Receptor
(ligands) |
|
|
Enzyme
(inhibitors) |
COX (PTGS) |
|
|
PGD2 synthase |
- Retinoids
- Selenium (selenium tetrachloride, sodium selenite, selenium disulfide)
|
|
PGE synthase |
HQL-79
|
|
PGF synthase |
Bimatoprost
|
|
PGI2 synthase |
Tranylcypromine
|
|
TXA synthase |
- Camonagrel
- Dazmegrel
- Dazoxiben
- Furegrelate
- Isbogrel
- Midazogrel
- Nafagrel
- Nicogrelate
- Ozagrel
- Picotamide
- Pirmagrel
- Ridogrel
- Rolafagrel
- Samixogrel
- Terbogrel
- U63557A
|
|
|
Others |
- Precursors: Linoleic acid
- γ-Linolenic acid (gamolenic acid)
- Dihomo-γ-linolenic acid
- Diacylglycerol
- Arachidonic acid
- Prostaglandin G2
- Prostaglandin H2
|
|
See also: Leukotrienergics
|
UpToDate Contents
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English Journal
- Intraocular pressure and visual field changes in normal-tension glaucoma patients treated using either unoprostone or latanoprost: a prospective comparative study.
- Takemoto D1, Higashide T1, Saito Y1, Ohkubo S1, Udagawa S1, Takeda H1, Sugiyama K1.
- Clinical ophthalmology (Auckland, N.Z.).Clin Ophthalmol.2017 Sep 1;11:1617-1624. doi: 10.2147/OPTH.S144344. eCollection 2017.
- PMID 28979091
- Physicochemical and biological characterization of sustained isopropyl unoprostone-release device made of poly(ethyleneglycol) dimethacrylates.
- Nagai N1, Izumida Y1, Yamazaki Y1, Kaji H2, Kawasaki J3, Nishizawa M2, Abe T4.
- Journal of materials science. Materials in medicine.J Mater Sci Mater Med.2017 Jul;28(7):107. doi: 10.1007/s10856-017-5919-2. Epub 2017 May 22.
- PMID 28534288
- Effect of topical isopropyl unoprostone on macular atrophy progression in eyes with exudative age-related macular degeneration.
- Shiragami C1, Miyake M, Fujiwara A, Morizane Y, Tsujikawa A, Yamashita A, Shiraga F.
- Medicine.Medicine (Baltimore).2017 Mar;96(12):e6422. doi: 10.1097/MD.0000000000006422.
- PMID 28328847
Japanese Journal
- 正常眼圧緑内障に対するイソプロピル ウノプロストン3年間点眼の眼圧およびセクター別の視野に及ぼす効果
- 井上 賢治,澤田 英子,増本 美枝子 [他],若倉 雅登,富田 剛司
- あたらしい眼科 = Journal of the eye 27(11), 1593-1597, 2010-11-30
- NAID 10028246726
- 正常眼圧緑内障に対するイソプロピル ウノプロストンの2年間投与
- 増本 美枝子,井上 賢治,若倉 雅登,井上 治郎,富田 剛司
- 緑内障 : 日本緑内障学会雑誌 : journal of Japan Glaucoma Society 19(1), 28-31, 2009-12-25
- NAID 10027069318
- 臨床報告 イソプロピルウノプロストンにより自覚症状の改善がみられた網膜色素変性の1例
Related Links
- Learn about the prescription medication Rescula (Unoprostone isopropyl), drug uses, dosage, side effects, drug interactions, warnings, reviews and patient labeling. ... Recall of Non-expired Sterile Drugs » "The U.S. Food and Drug ...
- Unoprostone Isopropyl reference guide for safe and effective use from the American Society of Health-System Pharmacists (AHFS DI). ... References 1. Sucampo Pharma Americas. Rescula (unoprostone isopropyl) ophthalmic ...
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