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SML2579

Sigma-Aldrich

Tafluprost acid

≥98% (HPLC)

Synonym(s):

(5Z)-7-[(1R,2R,3R,5S)-2-[(1E)-3,3-difluoro-4-phenoxy-1-buten-1-yl]-3,5-dihydroxycyclopentyl]-5-Heptenoic acid, 9α,11α-dihydroxy-15,15-difluoro-16-phenoxy-17,18,19,20-tetranor-prosta-5Z,13E-dien-1-oic acid, AFP-172

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About This Item

Empirical Formula (Hill Notation):
C22H28F2O5
CAS Number:
Molecular Weight:
410.45
MDL number:
UNSPSC Code:
12352106
NACRES:
NA.77

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Assay

≥98% (HPLC)

form

oil

optical activity

[α]/D 17 to 22°, c = 1.0 in methanol

color

colorless

storage temp.

−20°C

SMILES string

FC(F)(COc2ccccc2)\C=C\[C@@H]1[C@H]([C@H](C[C@H]1O)O)C\C=C/CCCC(=O)O

InChI

1S/C22H28F2O5/c23-22(24,15-29-16-8-4-3-5-9-16)13-12-18-17(19(25)14-20(18)26)10-6-1-2-7-11-21(27)28/h1,3-6,8-9,12-13,17-20,25-26H,2,7,10-11,14-15H2,(H,27,28)/b6-1-,13-12+/t17-,18-,19+,20-/m1/s1

InChI key

KIQXRQVVYTYYAZ-VKVYFNERSA-N

Biochem/physiol Actions

Prostaglandin F2α agonist; Antiglaucoma agent
Taflupost acid is the active metabolite of Tafluprost, a prostaglandin F2α agonist that lowers intraocular pressure and is used in the treatment of glaucoma. Taflupost acid has high affinity and selectivity for the prostaglandin PGF2α (FP) receptor with a Ki of 0.4 nM.

Pictograms

Health hazard

Signal Word

Warning

Hazard Statements

Hazard Classifications

Repr. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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