Molecular structure of Bimatoprost amide, CAS Number: 155205-89-3
Bimatoprost amide (CAS 155205-89-3)
Alternate Names:
17-phenyl trinor Prostaglandin F2α amide
Application:
Bimatoprost amide is an F-series prostaglandin (PG) amide analog
CAS Number:
155205-89-3
Molecular Weight:
387.5
Molecular Formula:
C23H33NO4
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
An F-series prostaglandin (PG) analog in which the C-1 carboxyl group has been modified to an unsubstituted amide. PG N-ethyl amides were recently introduced as alternative PG hypotensive prodrugs.2 Although it has been claimed that PG amides are not converted to the free acids in vivo,2 studies have shown that bovine and human corneal tissue converts the amides of various PGs to the free acids with a conversion efficiency of about 10-20% relative to the hydrolysis of isopropyl esters.3 Bimatoprost amide would be expected to show the typical intraocular effects of latanoprost, but with the much slower hydrolysis pharmacokinetics of the PG N-amides.
Bimatoprost amide (CAS 155205-89-3) References
- The pharmacology of bimatoprost (Lumigan). | Woodward, DF., et al. 2001. Surv Ophthalmol. 45 Suppl 4: S337-45. PMID: 11434936
- The hydrolysis of bimatoprost in corneal tissue generates a potent prostanoid FP receptor agonist. | Maxey, KM., et al. 2002. Surv Ophthalmol. 47 Suppl 1: S34-40. PMID: 12204699
- Human trabecular meshwork cell responses induced by bimatoprost, travoprost, unoprostone, and other FP prostaglandin receptor agonist analogues. | Sharif, NA., et al. 2003. Invest Ophthalmol Vis Sci. 44: 715-21. PMID: 12556403
- Interaction of ocular hypotensive agents (PGF2 alpha analogs-bimatoprost, latanoprost, and travoprost) with MDR efflux pumps on the rabbit cornea. | Hariharan, S., et al. 2009. J Ocul Pharmacol Ther. 25: 487-98. PMID: 20028257
- Prostaglandin FP receptor antagonists: discovery, pharmacological characterization and therapeutic utility. | Sharif, NA. and Klimko, PG. 2019. Br J Pharmacol. 176: 1059-1078. PMID: 29679483
- Tear biomarkers in latanoprost and bimatoprost treated eyes. | Reddy, S., et al. 2018. PLoS One. 13: e0201740. PMID: 30080906
- Discovery to Launch of Anti-allergy (Emadine; Patanol/Pataday/Pazeo) and Anti-glaucoma (Travatan; Simbrinza) Ocular Drugs, and Generation of Novel Pharmacological Tools Such as AL-8810. | Sharif, NA. 2020. ACS Pharmacol Transl Sci. 3: 1391-1421. PMID: 33344909
- Latanoprost PF vs. Bimatoprost PF: Which Treats the Ocular Surface Better? | Dimtsas, GS., et al. 2023. J Clin Med. 12: PMID: 37959198
- From Eye Care to Hair Growth: Bimatoprost. | Zeppieri, M., et al. 2024. Pharmaceuticals (Basel). 17: PMID: 38794131
- Comparison of the ocular hypotensive efficacy of eicosanoids and related compounds. | Bito, LZ. 1984. Exp Eye Res. 38: 181-94. PMID: 6370708
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Bimatoprost amide, 1 mg | sc-205225 | 1 mg | $60.00 | |||
Bimatoprost amide, 5 mg | sc-205225A | 5 mg | $272.00 |