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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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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
Lech Sedlak et al.
Medicina (Kaunas, Lithuania), 55(7) (2019-07-25)
Background and Objectives: Topically administered antiglaucoma medications, especially those containing benzalkonium chloride (BAC), may cause local adverse effects and compromise ocular surface. The aim of the study was to assess the effect of topical prostaglandin F2α analogs (PGAs): preservative-free latanoprost
Susan S Lee et al.
Veterinary ophthalmology, 21(4), 376-381 (2018-02-20)
To determine the effect of a bimatoprost sustained-release intracameral implant (Bimatoprost SR) on episcleral venous pressure (EVP) in normal dogs. Normotensive beagle dogs were randomized to receive Bimatoprost SR 30 μg (n = 7) or sham injection (needle insertion only
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
Hong Liang et al.
PloS one, 7(3), e33913-e33913 (2012-03-24)
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 chloride (BAK) preservative on organized CALT using an acute toxic model. A total of 48 albino
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