CAS 155206-00-1|Bimatoprost

Introduction:Basic information about CAS 155206-00-1|Bimatoprost, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameBimatoprost
CAS Number155206-00-1Molecular Weight415.566
Density1.1±0.1 g/cm3Boiling Point629.8±55.0 °C at 760 mmHg
Molecular FormulaC25H37NO4Melting Point66-68°C
MSDSUSAFlash Point334.7±31.5 °C

Names

Namebimatoprost
SynonymMore Synonyms

Bimatoprost BiologicalActivity

DescriptionBimatoprost is a prostaglandin analog used topically (as eye drops) to control the progression of glaucoma and in the management of ocular hypertension.Target: Prostaglandin ReceptorBimatoprost is a prostaglandin analog/prodrug used topically (as eye drops) to control the progression of glaucoma and in the management of ocular hypertension. It reduces intraocular pressure (IOP) by increasing the outflow of aqueous fluid from the eyes. In December 2008, the indication to lengthen eyelashes was approved by the U.S. Food and Drug Administration (FDA); the cosmetic formulation of bimatoprost is sold as Latisse. In 2008-2011, at least three case series suggested that bimatoprost has the ability to reduce adipose (fat) tissue.Bimatoprost activates prostamide alpha F2 receptors found in the hair follicle to stimulate its growth rate. Research led by Professor Randall and the University of Bradford found that it may also offer a treatment for scalp hair regrowth in trials conducted on samples taken from men undergoing hair transplants. According to Allergan's package labeling, users of its Latisse cosmetic product didn't develop darker irises in clinical studies; however, "patients should be advised about the potential for increased brown iris pigmentation which is likely to be permanent."
Related CatalogSignaling Pathways >>GPCR/G Protein >>Prostaglandin ReceptorResearch Areas >>Others
References

[1]. Park J, et al. Changes to upper eyelid orbital fat from use of topical bimatoprost, travoprost, and latanoprost. Jpn J Ophthalmol. 2011 Jan;55(1):22-7.

[2]. Filippopoulos T, et al. Periorbital changes associated with topical bimatoprost. Ophthal Plast Reconstr Surg. 2008 Jul-Aug;24(4):302-7.

Chemical & Physical Properties

Density1.1±0.1 g/cm3
Boiling Point629.8±55.0 °C at 760 mmHg
Melting Point66-68°C
Molecular FormulaC25H37NO4
Molecular Weight415.566
Flash Point334.7±31.5 °C
Exact Mass415.272247
PSA89.79000
LogP1.98
Vapour Pressure0.0±1.9 mmHg at 25°C
Index of Refraction1.591
InChIKeyAQOKCDNYWBIDND-UDIRQSBCSA-N
SMILESCCNC(=O)CCCC=CCC1C(O)CC(O)C1C=CC(O)CCc1ccccc1
Storage condition−20°C

Safety Information

Personal Protective EquipmentEyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Hazard CodesXi
RIDADRNONH for all modes of transport
WGK Germany3

Articles28

More Articles
A retrospective review and observational study of outcomes and safety of bimatoprost ophthalmic solution 0.03% for treating eyelash hypotrichosis.

Dermatol. Surg. 40(10) , 1118-24, (2014)

The efficacy and safety of bimatoprost ophthalmic solution 0.03% for treating hypotrichosis were shown in a randomized controlled trial and in an open-label study. To date, no data on real-world exper...

Conjunctiva-associated lymphoid tissue (CALT) reactions to antiglaucoma prostaglandins with or without BAK-preservative in rabbit acute toxicity study.

PLoS ONE 7 , e33913, (2012)

Conjunctiva-associated lymphoid tissue (CALT) is closely associated with ocular surface immunity. This study investigated the effects of antiglaucoma prostaglandin analogs with or without benzalkonium...

Expression profile of inflammatory cytokines in aqueous from glaucomatous eyes.

Mol. Vis. 18 , 431-8, (2012)

To determine the proinflammatory cytokine profile of aqueous humor from glaucomatous eyes.Aqueous humor samples were prospectively collected from 38 eyes (26 primary open angle glaucoma [POAG] and 12 ...

Synonyms

(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 HOUSE STANDARD
BiMapnost
(5Z)-7-{(1R,2R,3R,5S)-3,5-Dihydroxy-2-[(1E,3S)-3-hydroxy-5-phenylpent-1-en-1-yl]cyclopentyl}-N-ethylhept-5-enamide
Prostamide
17-Phenyl-tri-norprostaglandin F2α-ethyl amide
MFCD03411999
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)-
Lumigan
Bimatoprost
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