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SML1651

Iloprost

Name: Iloprost
Brand: SIGMA

≥98% (HPLC), Prostacyclin analog, film

Synonym(s):

(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

Empirical Formula (Hill Notation):

C₂₂H₃₂O₄

CAS Number:

78919-13-8

Molecular Weight:

360.49

UNSPSC Code:

51111800

PubChem Substance ID:

329825991

NACRES:

NA.77

MDL number:

MFCD00867145

Assay:

≥98% (HPLC)

Form:

film

Quality level:

100

Storage condition:

desiccated

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Product Name

Iloprost, ≥98% (HPLC)

Quality Level

100

assay

≥98% (HPLC)

form

film

storage condition

desiccated

color

colorless

solubility

DMSO: 10 mg/mL, clear

storage temp.

−20°C

SMILES string

[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

InChI key

HIFJCPQKFCZDDL-SGSAMSKHSA-N

Related Categories

Bioactive Small Molecules

Biochem/physiol Actions

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.

Iloprost is a potent prostacyclin PGI2 analog that binds with equal affinity to human prostacyclin (Prostanoid IP) and prostaglandin EP1 receptors.

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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

pictograms

GHS07

signalword

Warning

hcodes

H302

pcodes

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Regulatory Information

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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)

Meyler's Side Effects of Endocrine and Metabolic Drugs (2009)

Iloprost for children with pulmonary hypertension after surgery to correct congenital heart disease.

Xu Z, et al.

Pediatric Pulmonology, 50(6), 588-595 (2015)

CBP/p300 Drives the Differentiation of Regulatory T Cells through Transcriptional and Non-Transcriptional Mechanisms.

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

Global Trade Item Number

SKU	GTIN
SML1651-1MG	04061826694367
SML1651-5MG	04061832787244

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