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Merck
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Documenti fondamentali

SML1651

Sigma-Aldrich

Iloprost

≥98% (HPLC)

Sinonimo/i:

(E)-(3aS, 4R, 5R, 6aS)-Hexahydro-5-hydroxy-4-[(E)-(3S,4RS)-3-hydroxy-4-methyl-1-octen-6-ynyl]-Δ2(1H),Δ-pentalenevaleric acid, Cilaprost, ZK 36374; (5E)-5-[(3aS,4R,5R,6aS)-Hexahydro-5-hydroxy-4-[(1E,3S)-3-hydroxy-4-methyl-1-octen-6-ynyl]-2(1H)-pentalenylidene]pentanoic acid

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About This Item

Formula empirica (notazione di Hill):
C22H32O4
Numero CAS:
Peso molecolare:
360.49
Numero MDL:
Codice UNSPSC:
51111800
ID PubChem:
NACRES:
NA.77

Livello qualitativo

Saggio

≥98% (HPLC)

Stato

film

Condizioni di stoccaggio

desiccated

Colore

colorless

Solubilità

DMSO: 10 mg/mL, clear

Temperatura di conservazione

−20°C

Stringa SMILE

[H][C@@]12[C@@](C/C(C2)=C/CCCC(O)=O)([H])[C@@H](/C=C/[C@@H](O)C(C)CC#CC)[C@H](O)C1

InChI

1S/C22H32O4/c1-3-4-7-15(2)20(23)11-10-18-19-13-16(8-5-6-9-22(25)26)12-17(19)14-21(18)24/h8,10-11,15,17-21,23-24H,5-7,9,12-14H2,1-2H3,(H,25,26)/b11-10+,16-8+/t15?,17-,18?,19-,20+,21+/m0/s1
HIFJCPQKFCZDDL-SGSAMSKHSA-N

Azioni biochim/fisiol

Iloprost is a potent prostacyclin PGI2 analog that binds with equal affinity to human prostacyclin (Prostanoid IP) and prostaglandin EP1 receptors. Iloprost acts as a vasodilator and antihypertensive, and inhibits the ADP, thrombin, and collagen-induced aggregation of human platelets. Iloprost dilates systemic and pulmonary arterial vascular beds and has been used clinically for pulmonary arterial hypertension (PAH), scleroderma, and Raynaud′s syndrome.
Iloprost is used to treat children with PH (pulmonary hypertension) after the surgery to clear CHD (congenital heart disease). In transplant patients, this prostacyclin analogue is used to inhibit renal dysfunction. Iloprost performs various functions like vasodilatation and cytoprotection. It has higher stability than prostacyclin.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable


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Meyler's Side Effects of Endocrine and Metabolic Drugs (2009)
A review of the use of iloprost, a synthetic prostacyclin, in the prevention of radiocontrast nephropathy in patients undergoing coronary angiography and intervention.
Kassis HM, et al.
Clinical Cardiology, 38(8), 492-498 (2015)
Iloprost for children with pulmonary hypertension after surgery to correct congenital heart disease.
Xu Z, et al.
Pediatric Pulmonology, 50(6), 588-595 (2015)
Joseph Castillo et al.
Cancer research, 79(15), 3916-3927 (2019-06-12)
Regulatory T cells (Treg) are immunosuppressive and negatively impact response to cancer immunotherapies. CREB-binding protein (CBP) and p300 are closely related acetyltransferases and transcriptional coactivators. Here, we evaluate the mechanisms by which CBP/p300 regulate Treg differentiation and the consequences of

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