Tafluprost
-
Tafluprost
structure -
-
CAS No:
209860-87-7
-
Formula:
C25H34F2O5
-
Chemical Name:
Tafluprost
-
Synonyms:
5-Heptenoic acid,7-[(1R,2R,3R,5S)-2-[(1E)-3,3-difluoro-4-phenoxy-1-buten-1-yl]-3,5-dihydroxycyclopentyl]-,1-methylethyl ester,(5Z)-;5-Heptenoic acid,7-[(1R,2R,3R,5S)-2-[(1E)-3,3-difluoro-4-phenoxy-1-butenyl]-3,5-dihydroxycyclopentyl]-,1-methylethyl ester,(5Z)-;Tafluprost;AFP 168;MK 2452;Tapros;Taflotan;Saflutan;Ziotan
- Categories:
-
CAS No:
Description
Tafluprost(AFP-168) is an anti-glaucoma prostaglandin (PG) analog.Target:OthersTafluprost showed significant IOP-lowering effects without any safety concerns in patients with various types of glaucoma and OH in daily clinical practice and tafluprost is highly effective in any therapeutic patterns [1]. Tafluprost with reduced BAK has potential as a superior antiglaucoma drug, not only for its IOP-lowering effect, but also for its good corneal safety profile [2]. Tafluprost single-use vial
Liquid
Tafluprost is a prostaglandin Falpha that is prostaglandin F2alpha in which the carboxylic acid function has been converted to the corresponding isopropyl ester and the 3-hydroxy-1-octenyl side-chain is substituted by 3,3-difluoro-4-phenoxybut-1-enyl. Used for treatment of elevated intraocular pressure in patients with open-angle glaucoma or ocular hypertension. It has a role as a prostaglandin receptor agonist. It is a prostaglandins Falpha, an organofluorine compound and an isopropyl ester. It derives from a prostaglandin F2alpha.|A prostaglandin analogue ester prodrug used topically (as eye drops) to control the progression of glaucoma and in the management of ocular hypertension. Chemically, tafluprost is a fluorinated analog of prostaglandin F2-alpha. Tafluprost was approved for use in the U.S. on February 10, 2012.|Tafluprost is a Prostaglandin Analog. The mechanism of action of tafluprost is as a Prostaglandin Receptor Agonist. The physiologic effect of tafluprost is by means of Increased Prostaglandin Activity.
Characteristics
76
4.68300
1.2±0.1 g/cm3
87.5
552.9°C at 760 mmHg
288.2±30.1 °C
1.549
Insoluble|5.28e-03 g/L
4.62E-13mmHg at 25°C
5.5-6.7
Safety Information
|Danger|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P201, P202, P260, P264, P270, P273, P280, P281, P301+P312, P305+P351+P338, P307+P311, P308+P313, P314, P321, P330, P337+P313, P405, and P501|Aggregated GHS information provided by 49 companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Drug Information
Tafluprost is indicated for reducing elevated intraocular pressure in patients with open-angle glaucoma or ocular hypertension.|FDA Label|Treatment of glaucoma|Treatment of ocular hypertension, Treatment of glaucoma
Tafluprost is a novel prostaglandin analog with a high affinity for the fluoroprostaglandin (FP) receptor PGF2α. Tafluprost has an affinity for the FP receptor that is approximately 12 times higher than that of the carboxylic acid of latanoprost, but with almost no potential to bind to other receptors.
Following instillation, tafluprost is absorbed through the cornea and is hydrolyzed to the biologically active acid metabolite, tafluprost acid. Tafluprost is an ester which makes the drug lipophillic enough to be quickly absorbed through. When administered to the eye, the peak plasma concentration (Cmax) and time to peak plasma concentration (Tmax) of tafluprost acid in healthy subjects was 26 pg/mL and 10 minutes respectively. a AUC, tafluprost acid = 394 pg*min/mL - 432 pg*min/mL.|Mean plasma tafluprost acid concentrations were below the limit of quantification of the bioanalytical assay (10 pg/mL) at 30 minutes following topical ocular administration of tafluprost 0.0015% ophthalmic solution. In male rats, it was observed that tafluprost was excreted into the feces.|The highest concentration of tafluprost acid was found in the cornea and conjunctiva.
Tafluprost is an ester prodrug which is rapidly hydrolyzed by corneal esterases to form its biologically active acid metabolite. Tafluprost acid is further metabolized via fatty acid β-oxidation and phase II conjugation into 1,2,3,4-tetranor acid.
Tafluprost acid is a prostanoid selective FP receptor agonist that is believed to reduce the intraocular pressure (IOP) by increasing the outflow of aqueous humor. Studies in animals and humans suggest that the main mechanism of action is increased uveoscleral outflow.
1-methylethyl (5Z)-7-((1R,2R, 3R,5S)-2-((1E)-3,3-difluoro-4-phenoxy -1-butenyl)-3,5-dihydroxycyclopentyl)-5-heptenoate
Tafluprost Use and Manufacturing
Tafluprost is a novel prostanoid used in the treatment of glaucoma and is the first prostanoid to be released in a preservative free-formula.
Human Drugs -> EU pediatric investigation plans|Human Drugs -> FDA Approved Drug Products with Therapeutic Equivalence Evaluations (Orange Book) -> Active Ingredients
Computed Properties
Molecular Weight:452.5
XLogP3:4.5
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:13
Exact Mass:452.23743050
Monoisotopic Mass:452.23743050
Topological Polar Surface Area:76
Heavy Atom Count:32
Complexity:614
Defined Atom Stereocenter Count:4
Defined Bond Stereocenter Count:2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
Drug Function and Efficacy
Extract from the above information
Registered Holders
-
CAYMAN PHARMA SRO
Active
United States
-
EVERLIGHT CHEMICAL INDUSTRIAL CORP
Active
United States
-
CHIROGATE INTERNATIONAL INC.
Active
Philippines
Recommended Suppliers of Tafluprost
-
![China]()
CN
5 YRS
Business licensedTrader Supplier of API,nutrition supplements,plant extract,peptide,HCGInquiryCAS No.: 209860-87-7Grade: Pharmaceutical GradeContent: 99% -
![China]()
CN
1 YR
Business licensedTrader Supplier of pregabalin,Tirzepatide,Retatrutide,Food Additives,semaglutide,Cosmetics material,Food additive,Chemical intermediate,Active pharmaceutical ingredientsInquiryUnit Price: $1 /KG FOBCAS No.: 209860-87-7Grade: USP / EP / BP / JP GradeContent: 99.9% -
![China]()
CN
5 YRS
Business licensed Certified factoryManufactory Supplier of Herb Extracts,Cosmetic raw materails,API -
![China]()
CN
5 YRS
Business licensedTrader Supplier of PVC resin,pvc paste resin,melamineInquiryCAS No.: 209860-87-7Grade: Industrial GradeContent: 99% -
![China]()
CN
3 YRS
Business licensedTrader Supplier of api,Intermediates,Organic Chemistry,Inorganic Chemistry,Daily Chemicals,Cosmetic Raw Materals,CATALYST AND AUXILIARY,FLAVORS AND FRAGRANCES,Chemical Pesticides,ADDITIVE
Learn More Other Chemicals
-
Chondroitin sulfate
9007-28-7
-
Sodium chondroitin sulfate
9082-07-9
-
Collagens
9007-34-5
-
Pelargonium graveolens, ext. Formula
90082-51-2
-
Oils, geranium Formula
8000-46-2
-
Silk powder Formula
9009-99-8
-
Soybean proteins Structure
9010-10-0
-
Rose, Rosadamascena, ext. Structure
90106-38-0
-
What is Zeins
9010-66-6
-
What is Almond, sweet, ext.
90320-37-9