Bimatoprost

Catalog No.S1407

Bimatoprost Chemical Structure

Molecular Weight(MW): 415.57

Bimatoprost is a prostaglandin analog used topically (as eye drops) to control the progression of glaucoma and in the management of ocular hypertension.

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Biological Activity

Description Bimatoprost is a prostaglandin analog used topically (as eye drops) to control the progression of glaucoma and in the management of ocular hypertension.
In vitro

Bimatoprost mildly stimulates the rate of aqueous humor flow during the day (13%) and at night (14%), its ocular hypotensive action is due primarily to a 26% reduction in the tonographic resistance to outflow. Bimatoprost enhances the pressure-sensitive outflow pathway. [1] Bimatoprost displaces [3H]prostaglandin F(2alpha) from FP receptors with K(i) of 6.31 μM. Bimatoprost rapidly mobilizes intracellular Ca(2+) via cloned human FP receptors expressed in human embryonic kidney cells and via native FP receptors in 3T3 mouse fibroblasts with EC(50) of 2.94 μM and 2.2 μM. [2] Bimatoprost up-regulates Cyr61 mRNA expression in the cat iris. Bimatoprost-induced up-regulation of Cyr61 mRNA expression is not because of the activation of the prostaglandin FP receptor but a different receptor. [3] Bimatoprost consistently evokes responses in different cells within the same tissue preparation, whereas prostaglandin F(2 alpha) and 17-phenyl prostaglandin F(2 alpha) elicites signaling responses in the same cells. Bimatoprost selectively stimulates intracellular calcium signaling in different cat iris sphincter cells. [4]

In vivo Bimatoprost is the ethyl amide derivative of 17-phenyl trinor PGF2α, a potent prostaglandin FP receptor agonist. Bimatoprost elicits an immediate, robust spike in [Ca2+] that rapidly decayes back to baseline levels. Bimatoprost possess direct agonist activities at the rat, mouse, and human FP prostanoid receptor. [5]

Protocol

Solubility (25°C)

In vitro Ethanol 83 mg/mL (199.72 mM)
DMSO 36 mg/mL (86.62 mM)
Water Insoluble

* Please note that Selleck tests the solubility of all compounds in-house, and the actual solubility may differ slightly from published values. This is normal and is due to slight batch-to-batch variations.

Chemical Information

Molecular Weight 415.57
Formula

C25H37NO4

CAS No. 155206-00-1
Storage powder
Synonyms N/A

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Clinical Trial Information

NCT Number Recruitment Conditions Sponsor/Collaborators Start Date Phases
NCT02830776 Recruiting Dermatochalasis Tulane University|Allergan November 2016 Early Phase 1
NCT02848300 Completed Androgenetic Alopecia Allergan July 2016 Phase 1
NCT02863705 Recruiting Glaucoma, Open-Angle|Normal Tension Glaucoma Allergan July 2016 Phase 4
NCT02676310 Recruiting Alopecia|Alopecia, Androgenetic|Baldness Allergan March 2016 Phase 1
NCT02742649 Completed Open-Angle Glaucoma|Ocular Hypertension ForSight Vision5, Inc. March 2016 Phase 1|Phase 2
NCT02636946 Recruiting Glaucoma|Open-Angle Ocular Hypertension Allergan February 2016 Phase 3

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Cell Lines Assay Type Concentration Incubation Time Formulation Activity Description PMID