Tafluprost (Standard)

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Description

Tafluprost (Standard) is the analytical standard of Tafluprost. This product is intended for research and analytical applications. Tafluprost (AFP-168) is an anti-glaucoma prostaglandin (PG) analog. Tafluprost can inhibit the apoptosis of retinal ganglion cells (RGCs) and rat RGCs cells. Tafluprost promotes axon regeneration by regulating Zn2+-mTORpathway, inhibits intracellular lipid accumulation in human preorbital adipocytes. Tafluprost can be used in the study of optic nerve injury in glaucoma[1][2][3][4][5].

CAS Number

209860-87-7

Product Name Alternative

AFP-168 (Standard) ; MK2452 (Standard)

UNSPSC

12352005

Hazard Statement

H361

Target

Prostaglandin Receptor; Reference Standards

Type

Reference Standards

Related Pathways

GPCR/G Protein; Others

Field of Research

Others; Cardiovascular Disease

Assay Protocol

https://www.medchemexpress.com/tafluprost-standard.html

Smiles

O=C(OC(C)C)CCC/C=C\C[C@@H]1[C@@H](/C=C/C(F)(F)COC2=CC=CC=C2)[C@H](O)C[C@@H]1O

Molecular Formula

C25H34F2O5

Molecular Weight

452.53

Precautions

P280-P405-P501

References & Citations

[1]Kuwayama, Y. and A. Nomura, Prospective observational post-marketing study of tafluprost for glaucoma and ocular hypertension: short-term efficacy and safety. Adv Ther, 2014. 31 (4) : p. 461-71.|[2]Kumagami, T., et al., Comparison of corneal safety and intraocular pressure-lowering effect of tafluprost ophthalmic solution with other prostaglandin ophthalmic solutions. J Ocul Pharmacol Ther, 2014. 30 (4) : p. 340-5.|[3]Inoue, K., A. Tanaka, and G. Tomita, Effects of tafluprost treatment for 3 years in patients with normal-tension glaucoma. Clin Ophthalmol, 2013. 7: p. 1411-6.|[4]Kanamori A, et al. Tafluprost protects rat retinal ganglion cells from apoptosis in vitro and in vivo. Graefes Arch Clin Exp Ophthalmol. 2009 Oct;247 (10) :1353-60.|[5]Ota T, et al. The IOP-lowering effects and mechanism of action of tafluprost in prostanoid receptor-deficient mice. Br J Ophthalmol. 2007 May;91 (5) :673-6.

Shipping Conditions

Room temperature

Scientific Category

Reference Standards

Chemical Information

Tafluprost

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 an isopropyl ester, a prostaglandins Falpha and an organofluorine compound. It is functionally related to a prostaglandin F2alpha.

CAS Number	209860-87-7
PubChem CID	9868491
IUPAC Name	propan-2-yl (Z)-7-[(1R,2R,3R,5S)-2-[(E)-3,3-difluoro-4-phenoxybut-1-enyl]-3,5-dihydroxycyclopentyl]hept-5-enoate
Molecular Formula	C25H34F2O5
Molecular Weight	452.5
XLogP	4.5
Topological Polar Surface Area	76
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	13
Heavy Atom Count	32
Formal Charge	0
Complexity	613

SMILES

CC(C)OC(=O)CCC/C=C\C[C@H]1[C@H](C[C@H]([C@@H]1/C=C/C(COC2=CC=CC=C2)(F)F)O)O

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

InChIKey

WSNODXPBBALQOF-VEJSHDCNSA-N

Chemical Structure

2D Structure

CAS: 209860-87-7

CID: 9868491

Formula: C25H34F2O5

MW: 452.5

Interactive 3D Structure

Loading 3D structure...

View on PubChem Raw 3D data

Computed Properties

Property	Value
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 Å²
Heavy Atom Count	32
Formal Charge	0
Complexity	613
Isotope Atom Count	0
Defined Atom Stereocenter Count	4
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	2
Undefined Bond Stereocenter Count	0
Covalently-Bonded Unit Count	1
Compound Is Canonicalized	Yes

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HY-B0601-01	Tafluprost acid
HY-118294	15-OH Tafluprost
HY-168802	9-Keto tafluprost
HY-116733	Tafluprost ethyl ester
HY-139420-01	Tafluprost ethyl amide
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Alternative Products

Catalog	Name
TRC-T004820-1MG	Tafluprost
TRC-T004825-100MG	Tafluprost Acid
A17442-500	Tafluprost 500mg
A17442-25	Tafluprost 25mg

Tafluprost (Standard)

Chemical Information

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