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Key Documents

P6740

Sigma-Aldrich

17-Phenyl-tri-norprostaglandin F-ethyl amide

≥95%, solid

Synonym(s):

Bimatoprost

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About This Item

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

Quality Level

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

Signal Word

Danger

Hazard Statements

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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Monika Yadav et al.
Materials science & engineering. C, Materials for biological applications, 103, 109730-109730 (2019-07-28)
Primary treatment for glaucoma relies on chronic instillation (daily) of intraocular pressure (IOP) lowering eye drops. Present study tends to develop and assess a novel sustained release bimatoprost loaded nanovesicular (BMT-NV) - thermosensitive in-situ gelling implant (BMT-NV-GEL-IM), for subconjunctival delivery.
Wenquan Tang et al.
Medicine, 98(30), e16597-e16597 (2019-07-28)
To evaluated and compared the efficacy and safety of 3 prostaglandin analogues (0.005% latanoprost, 0.004% travoprost, and 0.03% bimatoprost) in treatment of primary open-angle glaucoma (POAG) or ocular hypertension (OHT). PubMed, Embase, Cochrane library, Web of science, CNKI, Wanfang, and
Jocelyn Chua et al.
Molecular vision, 18, 431-438 (2012-02-23)
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 primary angle closure glaucoma [PACG] eyes) of 37 medically treated glaucoma
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
Marilita M Moschos et al.
Drug design, development and therapy, 10, 3977-3981 (2016-12-21)
The aim of this study was to investigate the effect of different prostaglandin analogs on platelet-activating factor (PAF) levels. Three prostaglandin analogs were selected: bimatoprost 0.3 mg/mL, latanoprost 50 μg/mL, and tafluprost 15 μg/mL. Each drug sample was tested for

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