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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

Signal Word

Danger

Hazard Statements

H302,H360F

Hazard Classifications

Acute Tox. 4 Oral - Repr. 1B

Storage Class Code

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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
M Abramovitz et al.
Biochimica et biophysica acta, 1483(2), 285-293 (2000-01-15)
Stable cell lines that individually express the eight known human prostanoid receptors (EP(1), EP(2), EP(3), EP(4), DP, FP, IP and TP) have been established using human embryonic kidney (HEK) 293(EBNA) cells. These recombinant cell lines have been employed in radioligand
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