SML2579

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
• Empirical Formula (Hill Notation): C₂₂H₂₈F₂O₅
• CAS Number: 209860-88-8
• Molecular Weight: 410.45
• MDL number: MFCD08062149
• UNSPSC Code: 12352106
• NACRES: NA.77

Properties

• 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

Description

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.

Safety Information

• pictograms: GHS08
• signalword: Warning
• hcodes: H361d
• pcodes: P201 - P202 - P280 - P308 + P313 - P405 - P501
• Hazard Classifications: Repr. 2
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable