Bimatoprost

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Bimatoprost chemical structure
Bimatoprost
Systematic (IUPAC) name
7-[3,5-dihydroxy-2- (3-hydroxy-5-phenyl-pent-1-enyl)- cyclopentyl]-N-ethyl-hept-5-enamide
Identifiers
CAS number 155206-00-1
ATC code S01EE03
PubChem 5311027
DrugBank APRD00826
Chemical data
Formula C25H37NO4 
Mol. weight 415.566 g/mol
Pharmacokinetic data
Bioavailability  ?
Metabolism  ?
Half life  ?
Excretion  ?
Therapeutic considerations
Pregnancy cat.

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Legal status
Routes Topical (eye drops)

Bimatoprost ophthalmic solution is a topical medication used for controlling the progression of glaucoma or ocular hypertension, by reducing intraocular pressure. It is a prostaglandin analogue that works by increasing the outflow of aqueous fluid from the eyes.[1] It is known by the brand name of Lumigan in USA, manufactured by Allergan Inc. Bimatoprost ophthalmic solution 0.03% is a synthetic prostamide analog with ocular hypotensive activity. Its chemical name is (Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[1E,3S) -3-hydroxy-5-phenyl-1-pentenyl]cyclopentyl]- 5-N-ethylheptenamide, and its molecular weight is 415.58. Its molecular formula is C25H37NO4.[2]

Possible side effects of this medication are:

  • May cause blurred vision;
  • May cause eyelid redness;
  • May permanently darken eyelashes;
  • May cause eye discomfort;
  • May eventually cause permanent darkening of the iris to brown (heterochromia).
  • May cause a temporary burning sensation during use.
  • May cause thickening of the eyelashes.

[edit] References

  • Chen M, Cheng C, Chen Y, Chou C, Hsu W (2006). "Effects of bimatoprost 0.03% on ocular hemodynamics in normal tension glaucoma.". J Ocul Pharmacol Ther 22 (3): 188-93. PMID 16808680.
  • Kruse P, Rieck P, Sherif Z, Liekfeld A (2006). "Cystoid macular edema in a pseudophakic patient after several glaucoma procedures. Is local therapy with bimatoprost the reason?". Klin Monatsbl Augenheilkd 223 (6): 534-7. PMID 16804825.
  • Steinhäuser S (2006). "Decreased high-density lipoprotein serum levels associated with topical bimatoprost therapy.". Optometry 77 (4): 177-9. PMID 16567279.

[edit] External links


Antiglaucoma preparations and miotics (S01E) edit
Sympathomimetics:

Apraclonidine, Brimonidine, Clonidine, Dipivefrine, Epinephrine

Parasympathomimetics:

Aceclidine, Acetylcholine, Carbachol, Demecarium, Echothiophate, Fluostigmine, Neostigmine, Paraoxon, Physostigmine, Pilocarpine

Carbonic anhydrase inhibitors:

Acetazolamide, Brinzolamide, Diclofenamide, Dorzolamide, Methazolamide

Beta blocking agents:

Befunolol, Betaxolol, Carteolol, Levobunolol, Metipranolol, Timolol

Prostaglandin analogues:

Bimatoprost, Latanoprost, Travoprost, Unoprostone

Other agents:

Dapiprazole, Guanethidine