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O7389

Sigma-Aldrich

Olprinone hydrochloride

≥98% (HPLC), solid

Synonym(s):

1,2-Dihydro-5-(imidazo[1,2-a]pyridin-6-yl)-6-methyl-2-oxo-3-pyridinecarbonitrile hydrochloride, Loprinone hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C14H10N4O · HCl
CAS Number:
Molecular Weight:
286.72
MDL number:
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.77

assay

≥98% (HPLC)

form

solid

color

beige

solubility

DMSO: ≤4 mg/mL
H2O: 6.8 mg/mL

storage temp.

2-8°C

SMILES string

Cl[H].CC1=C(C=C(C#N)C(=O)N1)c2ccc3nccn3c2

InChI

1S/C14H10N4O.ClH/c1-9-12(6-11(7-15)14(19)17-9)10-2-3-13-16-4-5-18(13)8-10;/h2-6,8H,1H3,(H,17,19);1H

InChI key

PWTBMBAQRAOAFF-UHFFFAOYSA-N

Biochem/physiol Actions

Selective phosphodiesterase 3 (PDE3) inhibitor.

Features and Benefits

This compound is a featured product for Cyclic Nucleotide research. Click here to discover more featured Cyclic Nucleotide products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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[Protection from pulmonary apoptosis: a new therapeutic choice for septic acute lung injury].
Ken-ichi Takano et al.
Nihon yakurigaku zasshi. Folia pharmacologica Japonica, 138(4), 146-150 (2011-10-12)
Emanuela Esposito et al.
PloS one, 5(9), e12170-e12170 (2010-09-11)
Olprinone hydrochloride is a newly developed compound that selectively inhibits PDE type III and is characterized by several properties, including positive inotropic effects, peripheral vasodilatory effects, and a bronchodilator effect. In clinical settings, olprinone is commonly used to treat congestive
Controlled reperfusion.
Hajime Ichikawa
General thoracic and cardiovascular surgery, 60(2), 65-67 (2012-02-14)
Rosanna Di Paola et al.
European journal of pharmacology, 650(2-3), 612-620 (2010-11-03)
Coronary ischemia and subsequent reperfusion result in deleterious effects, one of the principal ones being vascular and myocardial inflammation. Olprinone hydrochloride, a specific phosphodiesterase III inhibitor, has anti-inflammatory effects in addition to its inotropic and vasodilator effects. The purpose of
Kenya Yamanaka et al.
The Journal of surgical research, 183(1), 391-396 (2012-12-19)
Donor safety is a major concern in living-donor liver transplantation. However, partial grafts do not meet the functional demands of recipients and lead to small-for-size syndrome (SFSS). In a previous study, we showed that olprinone (OLP), a selective phosphodiesterase ІІІ

Articles

Cyclic nucleotide phosphodiesterases (PDEs) catalyze the hydrolysis of cAMP and/or cGMP. There are 11 different mammalian PDE families.

Cyclic nucleotides like cAMP modulate cell function via PKA activation and ion channels.

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