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Merck

D2255000

Dinoprost trometamol

European Pharmacopoeia (EP) Reference Standard

Synonym(s):

Prostaglandin F tris salt, (5Z,9α,11α,13E,15S)-9,11,15-Trihydroxyprosta-5,13-dienoic acid tris salt, PGF−Tris

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About This Item

Empirical Formula (Hill Notation):
C20H34O5 · C4H11NO3
CAS Number:
Molecular Weight:
475.62
Beilstein:
4087514
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.24

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grade

pharmaceutical primary standard

API family

dinoprost

manufacturer/tradename

EDQM

application(s)

pharmaceutical (small molecule)

format

neat

SMILES string

NC(CO)(CO)CO.[H][C@]1(C\C=C/CCCC(O)=O)[C@@H](O)C[C@@H](O)[C@]1([H])\C=C\[C@@H](O)CCCCC

InChI

1S/C20H34O5.C4H11NO3/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25;5-4(1-6,2-7)3-8/h4,7,12-13,15-19,21-23H,2-3,5-6,8-11,14H2,1H3,(H,24,25);6-8H,1-3,5H2/b7-4-,13-12+;/t15-,16+,17+,18-,19+;/m0./s1

InChI key

IYGXEHDCSOYNKY-RZHHZEQLSA-N

Gene Information

human ... PTGFR(5737)

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This Item
1213001D2250000T2550000
manufacturer/tradename

EDQM

manufacturer/tradename

USP

manufacturer/tradename

EDQM

manufacturer/tradename

EDQM

grade

pharmaceutical primary standard

grade

pharmaceutical primary standard

grade

pharmaceutical primary standard

grade

pharmaceutical primary standard

application(s)

pharmaceutical (small molecule)

application(s)

pharmaceutical (small molecule)

application(s)

pharmaceutical (small molecule)

application(s)

pharmaceutical (small molecule)

format

neat

format

neat

format

neat

format

neat

API family

dinoprost

API family

dinoprost

API family

dinoprostone

API family

trometamol, tromethamine

Gene Information

human ... PTGFR(5737)

Gene Information

human ... PTGFR(5737)

Gene Information

human ... PTGER1(5731), PTGER2(5732), PTGER3(5733), PTGER4(5734)

Gene Information

-

General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the Issuing Pharmacopoeia. For further information and support please go to the website of the issuing Pharmacopoeia.

Application

Dinoprost trometamol EP Reference standard, intended for use in laboratory tests only as specifically prescribed in the European Pharmacopoeia.

Biochem/physiol Actions

Luteolytic prostaglandin that induces parturition. Potent vasoconstrictor of pulmonary, coronary, and cerebral arteriole beds.
Luteolytic prostaglandin that induces parturition. Potent vasoconstrictor of pulmonary, coronary, and cerebral arteriole beds. A positive feedback loop between endometrial PG F and luteal oxytocin is responsible for completion of luteolysis.
Luteolytic prostaglandin that induces parturition. Potent vasoconstrictor of pulmonary, coronary, and cerebral arteriole beds. Also stimulates contraction of smooth muscle, such as in bronchi, with possible involvement in asthma. This effect is at least partially mediated through tachykinin release.

Packaging

The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue.

Other Notes

Sales restrictions may apply.

comparable product

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


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J P N Martins et al.
Journal of dairy science, 94(6), 2806-2814 (2011-05-25)
The probability of a pregnancy decreases substantially in lactating dairy cows treated with Ovsynch if luteolysis is delayed or incomplete. Two PGF(2α) products are currently approved in the United States for luteolysis in lactating dairy cattle, dinoprost tromethamine and cloprostenol
J P N Martins et al.
Journal of dairy science, 94(6), 2815-2824 (2011-05-25)
Luteolysis is a key event in Ovsynch programs of lactating dairy cows. Studies indicate that as many as 20% of cows treated with a Presynch/Ovsynch program have delayed or incomplete luteolysis using dinoprost tromethamine. Cows must have complete luteolysis to
J F Bader et al.
Journal of animal science, 83(1), 136-143 (2004-12-08)
The experimental objective was to compare pregnancy rates after fixed-time AI in postpartum suckled beef cows following administration of two progestin-based protocols to synchronize ovulation. Cows (n = 424) at three locations (n = 208, 122, and 92 per location)
R T Gemmell
Reproduction (Cambridge, England), 123(2), 291-300 (2002-02-28)
As in eutherians, maturation of the fetal pituitary and adrenal glands together with an increase in prostaglandin and mesotocin or oxytocin production initiates birth in marsupials. In this study, prostaglandin (Lutalyse) or oxytocin (Syntocinon) were administered to pregnant bandicoots at
Y Nak et al.
Transboundary and emerging diseases, 58(1), 31-36 (2010-11-03)
Forty cows between day 1 and day 21 post-calving were examined for the presence of postpartum metritis in a dairy herd that had recently experienced an increase in metritis and that had previously tested positive against bovine herpes virus 4

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