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Key Documents

P6188

Sigma-Aldrich

Prostaglandin I2 sodium salt

≥96% (HPLC), synthetic, powder

Synonyme(s) :

Epoprostenol sodium

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About This Item

Formule empirique (notation de Hill):
C20H31NaO5
Numéro CAS:
Poids moléculaire :
374.45
Numéro Beilstein :
6472195
Numéro CE :
Code UNSPSC :
12352401
eCl@ss :
42020658
ID de substance PubChem :
Nomenclature NACRES :
NA.77

Source biologique

synthetic

Niveau de qualité

Pureté

≥96% (HPLC)

Forme

powder

Couleur

white to off-white

Solubilité

H2O: 1 mg/mL (Hydrolyzes to 6-ketoprostaglandin F in aqueous solution.)
ethanol: 50 mg/mL

Groupe fonctionnel

carboxylic acid
hydroxyl

Conditions d'expédition

ambient

Température de stockage

−20°C

Chaîne SMILES 

CCCCC[C@H](O)/C=C/[C@H]1[C@H](O)C[C@@](O/2)([H])[C@]1([H])CC2=C\CCCC(O)=O.[Na]

InChI

1S/C20H32O5.Na/c1-2-3-4-8-15(21)10-11-16-17(22)12-18-20(16)14(13-25-18)7-5-6-9-19(23)24;/h7,10-11,15-18,20-22H,2-6,8-9,12-13H2,1H3,(H,23,24);/q;+1/p-1/b11-10+,14-7-;/t15-,16-,17+,18-,20+;/m0./s1

Clé InChI

OURCVRVJQMLUNA-QFDVFERUSA-M

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Catégories apparentées

Application

Prostaglandin I2 sodium salt has been used:
  • in the preparation of stock solution for platelet washing procedure
  • as supplement in platelet-rich-plasma, for platelet preparation
  • to prevent platelet activation

Actions biochimiques/physiologiques

Prostacyclin is a short-lived product of the cyclooxygenase pathway in vascular endothelial cells. It is a potent inhibitor of platelet aggregation by antagonizing thromboxane A2 and stimulating platelet adenylyl cyclase. Nitric oxide is also produced in vascular endothelium where it inhibits platelet aggregation, regulates inducible cyclooxygenase production, and may work synergistically with prostacyclin to attenuate the thrombotic process. Prostacyclin is vasoprotective, protecting arterial walls from injury-induced lesions and cytoprotective in the liver and gastrointestinal tract.
Prostacyclin therapy improves hemodynamics in pulmonary arterial hypertension.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves


Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

Effects of ethanol on aggregation, serotonin release, and amyloid precursor protein processing in rat and human platelets
Ehrlich D and Humpel C
Platelets, 25(1), 16-22 (2014)
Seung-Jae Joo et al.
Korean circulation journal, 45(5), 378-385 (2015-09-29)
Residual platelet reactivity in patients who are taking clopidogrel is commonly measured with VerifyNow assay, which is based on the principle of light transmission aggregometry. However, to evaluate the residual platelet reactivity, it would be more accurate if the reactivity
G J Dusting et al.
Clinical and experimental pharmacology & physiology. Supplement, 25, S34-S41 (1998-11-11)
1. Nitric oxide (NO) has important roles in physiological vasodilatation, cytotoxicity and vascular disease. Nitric oxide and prostacyclin (PGI2), both released from the endothelium, act synergistically to inhibit platelet aggregation and adhesion. These autacoids also inhibit the adhesion and migration
Anna-Karin Larsson-Callerfelt et al.
Respiratory research, 14, 21-21 (2013-02-15)
Prostacyclin analogs are potent vasodilators and possess anti-inflammatory properties. However, the effect of prostacyclin on extracellular matrix (ECM) in COPD is not well known. Collagen fibrils and proteoglycans are essential ECM components in the lung and fibroblasts are key players
Paola Vitale et al.
Journal of medicinal chemistry, 56(11), 4277-4299 (2013-05-09)
3-(5-Chlorofuran-2-yl)-5-methyl-4-phenylisoxazole (P6), a known selective cyclooxygenase-1 (COX-1) inhibitor, was used to design a new series of 3,4-diarylisoxazoles in order to improve its biochemical COX-1 selectivity and antiplatelet efficacy. Structure-activity relationships were studied using human whole blood assays for COX-1 and

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