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Merck
CN

P6740

17-Phenyl-tri-norprostaglandin F2α-ethyl amide

≥95%, solid

Synonym(s):

Bimatoprost

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About This Item

Empirical Formula (Hill Notation):
C25H37NO4
CAS Number:
155206-00-1
Molecular Weight:
415.57
NACRES:
NA.77
PubChem Substance ID:
329820253
UNSPSC Code:
12352211
MDL number:
MFCD03411999

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InChI

1S/C25H37NO4/c1-2-26-25(30)13-9-4-3-8-12-21-22(24(29)18-23(21)28)17-16-20(27)15-14-19-10-6-5-7-11-19/h3,5-8,10-11,16-17,20-24,27-29H,2,4,9,12-15,18H2,1H3,(H,26,30)/b8-3-,17-16+/t20-,21+,22+,23-,24+/m0/s1

SMILES string

CCNC(=O)CCC\C=C/C[C@H]1[C@@H](O)C[C@@H](O)[C@@H]1\C=C\[C@@H](O)CCc2ccccc2

InChI key

AQOKCDNYWBIDND-FTOWTWDKSA-N

assay

≥95%

form

solid

storage temp.

−20°C

Quality Level

200

Gene Information

human ... PTGFR(5737)

Application

Potent FP prostanoid receptor agonist used in animal models for glaucoma.

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Repr. 1B

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000467313
0000467313
0000467312
0000467312
0000455458

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Marta Zezula et al.
Journal of pharmaceutical and biomedical analysis, 174, 348-359 (2019-06-17)
A simple, rapid and accurate ultra-high performance liquid chromatographic (UHPLC) method with a UV detection for the determination of the chemical purity and assay of bimatoprost (BT-1) was developed. The chromatographic separation was achieved with the use of an Acquity
Felipe A Medeiros et al.
Ophthalmology, 127(12), 1627-1641 (2020-06-17)
To evaluate the intraocular pressure (IOP)-lowering efficacy and safety of 10- and 15-μg bimatoprost implant in subjects with open-angle glaucoma (OAG) and ocular hypertension (OHT) after initial and repeated administrations. Randomized, 20-month, multicenter, subject- and efficacy evaluator-masked, parallel-group, phase 3
Lindsay Machen et al.
Expert opinion on pharmacotherapy, 21(10), 1269-1282 (2020-04-02)
Fixed-combination glaucoma medications have altered the paradigm of ocular hypertension and glaucoma treatment and are in widespread use today. A comprehensive review of fixed-combination medications will help educate and inform providers for optimal patient care. In this review, the authors
Hong Liang et al.
Molecular vision, 15, 1690-1699 (2009-08-28)
Using an established rabbit toxicological model, this in vivo study compared the ocular cytotoxicity of four topical intraocular pressure (IOP)-lowering agents: the commercial benzalkonium chloride (BAC)-containing solutions of 0.005% latanoprost, 0.004% travoprost, 0.03% bimatoprost (containing 0.02%, 0.015%, and 0.005% BAC
Hong Liang et al.
The British journal of ophthalmology, 95(6), 869-875 (2011-03-25)
Using an established three-dimensional (3D) toxicological model based on reconstituted human corneal epithelium (HCE), this study investigated the tolerability of four topical intraocular-pressure-lowering agents: the commercial solutions of benzalkonium chloride (BAC)-containing 0.005% latanoprost, 0.004% travoprost, 0.03% bimatoprost containing 0.02%, 0.015%
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