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QuickView for bimatoprost (compound)


PubChem
Name: bimatoprost
PubChem Compound ID: 5311027
Molecular formula: C25H37NO4
Molecular weight: 415.566 g/mol
Synonyms:
AGN-192024; Lumigan (TN); 15M; 155206-00-1; 5-Heptenamide, 7-(3,5-dihydroxy-2-(3-hydrdoxy-5-phenyl-1-pentenyl)cyclopentyl)-N-ethyl-, (1R-(1alpha(Z),2beta(1E,3S*),3alpha,5alpha))-; LS-181817; 5-Heptenamide, 7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((1E,3S)-3-hydroxy-5-phenyl-1-pentenyl)cyclopentyl)-N-ethyl-, (5Z)-; D02724; 267244-98-4; AGN 192024.
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DrugBank
Identification
Name: bimatoprost
Name (isomeric): DB00905
Drug Type: small molecule
Synonyms:
AGN 192024
Brand: Lumigan
Category: Antiglaucomic Agents, Antihypertensive Agents
CAS number: 155206-00-1
Pharmacology
Indication: For the reduction of elevated intraocular pressure in patients with open angle glaucoma or ocular hypertension who are intolerant of other intraocular pressure lowering medications or insufficiently responsive (failed to achieve target IOP determined after multiple measurements over time) to another intraocular pressure lowering medication.
Pharmacology:
Bimatoprost is a prostamide, a synthetic structural analog of prostaglandin with ocular hypotensive activity, that is chemically related to prostamide F. It selectively mimics the effects of naturally occurring substances, prostamides. Bimatoprost lowers intraocular pressure (IOP) in humans. Elevated IOP presents a major risk factor for glaucomatou...
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Mechanism of Action:
Bimatoprost is believed to lower intraocular pressure (IOP) in humans by increasing outflow of aqueous humor through both the trabecular meshwork and uveoscleral routes. Bimatoprost reduces the pressure in the eye by mimicking the action of a naturally-occuring prostaglandin. Prostaglandins are a group of chemicals found in many places in the body....
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Absorption: Systemically absorbed when administered to the eye.
Protein binding: Approximately 88% of bimatoprost is bound in human plasma.
Biotransformation: Bimatoprost undergoes oxidation, N-deethylation and glucuronidation to form a variety of metabolites.
Route of elimination: Up to 67% of the administered dose was excreted in the urine while 25% of the dose was recovered in the feces.
Half Life: Elimination half-life is approximately 45 minutes.
Clearance: 1.5 L/hr/kg [Healthy subjects receiving IV administration of 3.12 ug/kg]
Toxicity: In oral (by gavage) mouse and rat studies, doses up to 100 mg/kg/day did not produce any toxicity. This dose expressed as mg/m2 is at least 70 times higher than the accidental dose of one bottle of bimatoprost for a 10 kg child.
Affected organisms: Humans and other mammals
Interactions
Drug interaction:
LatanoprostThe concomitant use of bimatoprost and latanoprost may result in increased intraocular pressure. Consider avoiding this combination of therapy. Monitor for paradoxical increases in intraocular pressure during concomitant use.

Targets