Tìm theo
Tafluprost
Các tên gọi khác (2) :
  • AFP-168
  • Zioptan
prostaglandins synthetic, ophthalmics
Thuốc Gốc
Small Molecule
CAS: 209860-87-7
ATC: S01EE05
CTHH: C25H34F2O5
PTK: 452.5313
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.
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C25H34F2O5
Phân tử khối
452.5313
Monoisotopic mass
452.237430608
InChI
InChI=1S/C25H34F2O5/c1-18(2)32-24(30)13-9-4-3-8-12-20-21(23(29)16-22(20)28)14-15-25(26,27)17-31-19-10-6-5-7-11-19/h3,5-8,10-11,14-15,18,20-23,28-29H,4,9,12-13,16-17H2,1-2H3/b8-3-,15-14+/t20-,21-,22+,23-/m1/s1
InChI Key
InChIKey=WSNODXPBBALQOF-VEJSHDCNSA-N
IUPAC Name
propan-2-yl (5Z)-7-[(1R,2R,3R,5S)-2-[(1E)-3,3-difluoro-4-phenoxybut-1-en-1-yl]-3,5-dihydroxycyclopentyl]hept-5-enoate
Traditional IUPAC Name
tafluprost
SMILES
CC(C)OC(=O)CCC\C=C/C[C@H]1[C@@H](O)C[C@@H](O)[C@@H]1\C=C\C(F)(F)COC1=CC=CC=C1
Độ tan chảy
87.5 °C
Độ sôi
100°C
Độ hòa tan
Insoluble
logP
4.05
logS
-4.9
pKa (strongest acidic)
14.51
pKa (Strongest Basic)
-2.9
PSA
75.99 Å2
Refractivity
120.59 m3·mol-1
Polarizability
48.65 Å3
Rotatable Bond Count
13
H Bond Acceptor Count
4
H Bond Donor Count
2
Physiological Charge
0
Number of Rings
2
Bioavailability
1
Rule of Five
true
Ghose Filter
true
pKa
5.5-6.7
Dược Lực Học : 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.
Cơ Chế Tác Dụng : 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 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.
Dược Động Học :
▧ Absorption :
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.
▧ Volume of Distribution :
The highest concentration of tafluprost acid was found in the cornea and conjunctiva.
▧ Metabolism :
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.
▧ Route of Elimination :
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.
Độc Tính : Most common ocular adverse reaction is conjunctival hyperemia (range 4% – 20%).
Chỉ Định : Tafluprost is indicated for reducing elevated intraocular pressure in patients with open-angle glaucoma or ocular hypertension.
Liều Lượng & Cách Dùng : Solution - Ophthalmic - 0.0015%
Dữ Kiện Thương Mại
Nhà Sản Xuất
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB08819
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C12599
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D06274
BindingDB
http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=50008984
National Drug Code Directory
http://www.hipaaspace.com/Medical_Billing/Coding/National.Drug.Codes/PDF/0006-3931-30
PharmGKB
http://www.pharmgkb.org/drug/PA165958432
Wikipedia
http://en.wikipedia.org/wiki/Tafluprost
RxList
http://www.rxlist.com/zioptan-drug.htm
PDRhealth
http://www.pdrhealth.com/drug_info/rxdrugprofiles/drugs/vir1605.shtml
Drugs.com
http://www.drugs.com/zioptan.html
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