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Merck
CN

F8549

Fluprostenol

10 mg/mL in ethanol, 98%

Synonym(s):

(±)-16-(3-Trifluoromethylphenoxy)tetranorprostaglandin F2α

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About This Item

Empirical Formula (Hill Notation):
C23H29F3O6
CAS Number:
40666-16-8
Molecular Weight:
458.47
NACRES:
NA.77
PubChem Substance ID:
24894969
UNSPSC Code:
12352202
EC Number:
200-578-6
MDL number:
MFCD03427566
Assay:
98%
Quality level:
100

Key Documents

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InChI key

WWSWYXNVCBLWNZ-CHPNCWRZSA-N

InChI

1S/C23H29F3O6/c24-23(25,26)15-6-5-7-17(12-15)32-14-16(27)10-11-19-18(20(28)13-21(19)29)8-3-1-2-4-9-22(30)31/h1,3,5-7,10-12,16,18-21,27-29H,2,4,8-9,13-14H2,(H,30,31)/b3-1-,11-10+/t16-,18-,19-,20+,21-/m0/s1

SMILES string

O[C@H](COc1cccc(c1)C(F)(F)F)\C=C\[C@@H]2[C@@H](O)C[C@@H](O)[C@H]2C\C=C/CCCC(O)=O

assay

98%

concentration

10 mg/mL in ethanol

storage temp.

−20°C

Quality Level

100

Application

Fluprostenol has been used as a prostaglandin F (FP) receptor agonist to study its effects on osteoclast development. It has also been used as a prostaglandin F2α (PGF2α) receptor agonist to study its effects on mitogen-activated protein kinase (MAPK) signaling in rat aorta.

Biochem/physiol Actions

Fluprostenol is a selective prostaglandin F2-α (PGF2α) receptor or prostaglandin F (FP) receptor agonist.

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Danger

hcodes

H225,H319

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2

Storage Class

3 - Flammable liquids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
MKBX2808V
MKBT8782V
MKBS1064V
MKBQ7644V
SLBB5907V

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Clayton S Spada et al.
Experimental eye research, 75(2), 155-163 (2002-07-26)
Prostanoid analogs have recently been introduced into clinical use for the management of increased intraocular pressure (IOP). This class of compounds is known to exert effects on vascular components and some endogenous parent prostaglandins have been shown to alter regional
David Lindsey Soper et al.
Advances in experimental medicine and biology, 507, 303-307 (2003-04-01)
A series of prostaglandins selective for the human FP receptor have been synthesized and evaluated as potential therapeutics for the treatment of osteoporosis. The compounds proved to be potent (nanomolar binding affinity) and selective (> 100x) ligands for the human
Shuangyi Zhang et al.
Reproduction, fertility, and development, 29(11), 2195-2205 (2017-03-17)
The endometrium of domestic animals undergoes regular periods of regeneration and degeneration and exhibits a remarkable capacity for self-repair during the oestrous cycle. The endometrial growth pattern is also observed during in the implantation period and early pregnancy, but the
P M Camargo et al.
Journal of periodontology, 76(2), 303-309 (2005-06-25)
The prostaglandins (PG) E(2) and PGF(2alpha) are important cytokines in periodontal physiology and pathology. PGE(2) and PGF(2alpha) alter cell function by binding and activating the plasmamembrane G-protein-coupled PG receptors. In this study, we examined the PGE(2) and PGF(2alpha) effects on
H Kaneko et al.
Prostaglandins, leukotrienes, and essential fatty acids, 77(3-4), 181-186 (2007-10-24)
Prostaglandins (PGs) can act on both hematopoietic and osteoblastic lineages to enhance osteoclast formation. We examined PGE2 stimulated osteoclastogenesis in RAW 264.7 cells and the role of endogenous PGE2 in lipopolysaccharide (LPS) stimulated osteoclastogenesis. RANKL (1-100 ng/ml) increased formation of
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