Bimatoprost
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Bimatoprost
structure -
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CAS No:
155206-00-1
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Formula:
C25H37NO4
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Chemical Name:
Bimatoprost
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Synonyms:
5-Heptenamide,7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxy-5-phenyl-1-penten-1-yl]cyclopentyl]-N-ethyl-,(5Z)-;5-Heptenamide,7-[3,5-dihydroxy-2-(3-hydroxy-5-phenyl-1-pentenyl)cyclopentyl]-N-ethyl-,[1R-[1α(Z),2β(1E,3S*),3α,5α]]-;5-Heptenamide,7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxy-5-phenyl-1-pentenyl]cyclopentyl]-N-ethyl-,(5Z)-;(5Z)-7-[(1R,2R,3R,5S)-3,5-Dihydroxy-2-[(1E,3S)-3-hydroxy-5-phenyl-1-penten-1-yl]cyclopentyl]-N-ethyl-5-heptenamide;Bimatoprost;AGN 192024;Lumigan;Prostamide;Latisse;17-Phenyltrinor-PGF2α ethylamide;267244-98-4
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Categories:
Active Pharmaceutical Ingredients > Hormones and the Endocrine System
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CAS No:
Description
Crystalline SolidBimatoprost was first introduced in the US and Brazil as Lumigan, an ophthalmic solution (0.03%) for the reduction of elevated intraocular pressure (IOP) in patients with open-angle glaucoma or ocular hypertension, a proven risk of glaucomatous visual field loss. Bitamoprost is a new agent belonging to the PGF2α analog class of prostamides launched in this indication after latanoprost, the most efficaceous topical medication currently available.
Characteristics
89.8
solid
1.145±0.06 g/cm3(Predicted)
67-68 °C
629.8±55.0 °C(Predicted)
334.7±31.5 °C
1.591
−20°C
Safety Information
NONH for all modes of transport
3
|Danger|H302 (11.76%): Harmful if swallowed [Warning Acute toxicity, oral]|P201, P202, P264, P270, P280, P281, P301+P312, P302+P352, P305+P351+P338, P308+P313, P312, P322, P330, P337+P313, P363, P405, and P501|Aggregated GHS information provided by 17 companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Bimatoprost Use and Manufacturing
17-phenyl trinor Prostaglandin F2α ethyl amide (17-phenyl trinor PGF2α ethyl amide) is an F-series PG analog which has been approved for use as an ocular hypotensive drug. Investigations in our lab have shown that 17-phenyl trinor PGF2α ethyl amide is converted by an amidase enzymatic activity in the bovine and human cornea to yield the corresponding free acid, with a conversion rate of about 40 μg/g corneal tissue/24 hours. The free acid, 17-phenyl trinor PGF2α, is a potent FP receptor agonist. In human and animal models of glaucoma, FP receptor agonist activity corresponds very closely with intraocular hypotensive activity.[Cayman Chemical]
Computed Properties
Molecular Weight:415.6
XLogP3:2.8
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:12
Exact Mass:415.27225866
Monoisotopic Mass:415.27225866
Topological Polar Surface Area:89.8
Heavy Atom Count:30
Complexity:541
Defined Atom Stereocenter Count:5
Undefined Bond Stereocenter Count:2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
Drug Function and Efficacy
Unspecified
Registered Holders
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CAYMAN PHARMA SRO
Active
United States
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EVERLIGHT CHEMICAL INDUSTRIAL CORP
Active
United States
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EUROAPI Hungary Ltd
Active
United States
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