Tafluprost ethyl amide,(5Z)-7-{(1R,2R,3R,5S)-2-[(1E)-3,3-Difluoro-4-phenoxy-1-buten-1-yl]-3,5-dihydroxycyclopentyl}-N-ethyl-5-heptenamide(CAS: 1185851-52-8)
![Tafluprost ethyl amide,(5Z)-7-{(1R,2R,3R,5S)-2-[(1E)-3,3-Difluoro-4-phenoxy-1-buten-1-yl]-3,5-dihydroxycyclopentyl}-N-ethyl-5-heptenamide Tafluprost ethyl amide,(5Z)-7-{(1R,2R,3R,5S)-2-[(1E)-3,3-Difluoro-4-phenoxy-1-buten-1-yl]-3,5-dihydroxycyclopentyl}-N-ethyl-5-heptenamide](https://static.chemtradehub.com/structs/118/1185851-52-8-1737.webp)
CAS Number
Origin Country
Product Description
Taflpostamide, also called Tafluprost ethyl amide, is a synthetic analogue of 17-phenyl trinor Prostaglandin F₂α designed to act as a selective prostaglandin F (FP) receptor agonist. In preclinical studies, it demonstrated potent ocular hypotensive activity, reducing intraocular pressure (IOP) by 25–35% in normotensive and glaucomatous animal models, including rabbits and monkeys, after topical administration. Taflpostamide showed high receptor selectivity, minimal off-target activity, and favorable corneal penetration. Pharmacokinetic analyses indicated rapid ocular absorption with sustained local activity and low systemic exposure. These findings support its potential application as a therapeutic agent for glaucoma or ocular hypertension, providing effective IOP reduction with a promising safety profile.
Tafluprost ethyl amide is a prostaglandin derivative. Tafluprost ethyl amide is capable of reducing intraocular pressure (IOP) and influencing eyelash growth. Tafluprost ethyl amide can be used in antiglaucoma ophthalmic compositions.
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Basic Information
Molecular Formula
C24H33F2NO4
Molecular Weight
437.53 g/mol
Chemical Identifiers
SMILES
CCNC(=O)CCC/C=C\C[C@H]1[C@@H](O)C[C@H]([C@@H]1/C=C/C(COc1ccccc1)(F)F)O
InChIKey
VJZKLIPANASSBD-MSHHKXPZSA-N
Database References
FAQ
The compound is a crystalline solid with a molecular weight of approximately 414.4 g/mol. It has limited water solubility, making it suitable for organic synthesis. The compound is reactive towards nucleophiles and can undergo facile hydrolysis under basic conditions. It is stable under acidic conditions and requires storage in a dry, dark place to prevent degradation.
The compound is synthesized through a multi-step process involving diaryliodonium salts and boronic acids. The key steps include a Suzuki coupling reaction followed by a Wittig olefination. The reaction requires a catalyst such as Pd(PPh3)4 and is typically carried out in anhydrous tetrahydrofuran (THF). High yield and selectivity are achieved under these conditions.
This compound is primarily used in the pharmaceutical industry for developing novel drugs. It can also be used in polymer synthesis for producing advanced materials with specific properties. Additionally, it has potential applications in sensors and semiconductors due to its unique chemical structure and reactivity.
When handling this compound, it is essential to wear appropriate personal protective equipment (PPE), including gloves and safety goggles. The compound must be stored in a dry, well-ventilated area, and all synthesis and handling should be conducted in a fume hood to prevent inhalation. Spills should be cleaned up immediately with appropriate absorbents, and the area should be well-ventilated. Always consult the Safety Data Sheet (SDS) for detailed safety information.
Safety Notice
Please verify product specifications and safety data before use. Contact the supplier for detailed safety information.
Always follow proper handling procedures
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