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P6740

Sigma-Aldrich

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
MDL number:
MFCD03411999
UNSPSC Code:
12352211
PubChem Substance ID:
329820253
NACRES:
NA.77

Quality Level

200

assay

≥95%

form

solid

storage temp.

−20°C

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

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

InChI key

AQOKCDNYWBIDND-FTOWTWDKSA-N

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

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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
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
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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