ChemicalBook > CAS DataBase List > VESNARINONE

VESNARINONE

Product Name: VESNARINONE
CAS No.: 81840-15-5
Chemical Name: VESNARINONE
Synonyms: Arkin;CS-2139;0PC-8212;OPC 8212;VESNARINONE;Piteranometozine;Vesnarinone(OPC8212);VESNARINONE USP/EP/BP;OPC8212;OPC 8212;OPC-8212;Vesnarinone, 10 mM in DMSO
CBNumber: CB6750484
Molecular Formula: C22H25N3O4
Formula Weight: 395.45
MOL File: 81840-15-5.mol

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VESNARINONE Property

Melting point:: 238.1-239.5° (Tominaga); mp 238.1-239.8° (Shimizu)
Boiling point:: 519.41°C (rough estimate)
Density: 1.2414 (rough estimate)
refractive index: 1.6500 (estimate)
storage temp.: Store at -20°C
solubility: DMSO:9.84(Max Conc. mg/mL);24.88(Max Conc. mM)
DMSO:PBS (pH 7.2) (1:1):0.5(Max Conc. mg/mL);1.26(Max Conc. mM)
DMF:3.0(Max Conc. mg/mL);7.59(Max Conc. mM)
form: A crystalline solid
pka: 2.86(at 25℃)
color: White to off-white

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Cayman Chemical

Product number: 23489
Product name: Vesnarinone
Purity: ≥98%
Packaging: 1mg
Price: $32
Updated: 2024/03/01

Cayman Chemical

Product number: 23489
Product name: Vesnarinone
Purity: ≥98%
Packaging: 5mg
Price: $139
Updated: 2024/03/01

Cayman Chemical

Product number: 23489
Product name: Vesnarinone
Purity: ≥98%
Packaging: 10mg
Price: $243
Updated: 2024/03/01

Cayman Chemical

Product number: 23489
Product name: Vesnarinone
Purity: ≥98%
Packaging: 25mg
Price: $533
Updated: 2024/03/01

ChemScene

Product number: CS-5387
Product name: Vesnarinone
Purity: 96.06%
Packaging: 100mg
Price: $750
Updated: 2021/12/16

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VESNARINONE Chemical Properties,Usage,Production

Description

Vesnarinone is a new orally-active positive inotropic agent introduced for the treatment of congestive heart failure. It exerts a positive inotropic effect on the heart and has a peripheral vasodilatory effect. Vesnarinone is claimed not to affect heart rate or aggravate arrhythmia.

Description

Vesnarinone is an inhibitor of phosphodiesterase 3 (PDE3; IC₅₀s = 10.7 and 13.2 μM for PDE3A and PDE3B, respectively). It also inhibits ether-a-go-go-related gene 1 (ERG1) channels (IC₅₀ = 1.1 μM in HEK293T cells expressing human ERG1). Vesnarinone (3-300 μM) increases contractile tension in isolated ventricular muscles of dog, cat, rabbit, and guinea pig in a dose-dependent manner. Oral and i.v. administration of vesnarinone increases right ventricular pressure with no effect on heart rate in dog models of tricuspid insufficiency- and pulmonary stenosis-induced congestive heart failure. It also increases contractility and coronary flow while decreasing heart rate in a guinea pig model of aortic stenosis-induced congestive heart failure. Formulations containing vesnarinone have been used for the treatment of congestive heart failure.

Chemical Properties

Colorless granular crystals from ethanol-chloroform, melting point 238.1-239.5°C; also odorless and tasteless light yellow crystalline powder, melting point 238.1-239.8°C. UV maximum absorption (methanol, ethanol, chloroform): 271 nm (ε25100, 25200, 23000, C=10μg/m1). Solubility % (25°C): glacial acetic acid 18.68, chloroform 14.19, benzyl alcohol 5.913, N-methyl-2-pyrrolidone 3.407, dimethyl sulfoxide 2.509, cyclobutanesulfone 1.229, dimethylformamide 1.179, dioxane 0.1653, methanol 0.1151, acetone 0.06389, ethanol 0.04005, water 0.002086. pKa 2.86.

Originator

Otsuka (Japan)

Uses

Cardiotonic.

Definition

ChEBI: Arkin (TN) is an organic molecular entity.

brand name

Arkin (Otsuka America);Arkin-Z.

References

[1] MOHSEN NIKPOUR . Design, synthesis and biological evaluation of 6-(benzyloxy)-4-methylquinolin-2(1H)-one derivatives as PDE3 inhibitors[J]. Bioorganic & Medicinal Chemistry, 2010, 18 2: Pages 855-862. DOI: 10.1016/j.bmc.2009.11.044
[2] Y KATAYAMA. Inhibitory effects of vesnarinone on cloned cardiac delayed rectifier K(+) channels expressed in a mammalian cell line.[J]. Journal of Pharmacology and Experimental Therapeutics, 2000, 294 1: 339-346.
[3] FELDMAN A M. Pharmacologic Properties and Clinical Evaluation of the New Inotropic Agent OPC-8212 (Vesnarinone)[J]. Cardiovascular Therapeutics, 1993, 11 1: 1-11. DOI: 10.1111/j.1527-3466.1993.tb00264.x
[4] MD S E R, FACC James B Y M Richard Holubkov PhD, FACC Jay N C M B G White PhD, et al. Estrogen is associated with improved survival in aging women with congestive heart failure: analysis of the vesnarinone studies[J]. Journal of the American College of Cardiology, 2000, 36 2: Pages 529-533. DOI: 10.1016/s0735-1097(00)00738-5

VESNARINONE Preparation Products And Raw materials

Raw materials

4-Methylanisole 3,4-DIHYDROQUINOLIN-2(1H)-ONE Piperazine Formamide

Preparation Products

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VESNARINONE Suppliers

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81840-15-5, VESNARINONERelated Search:

MK-8931 DOBUTAMINE Pimobendan Olprinone Losartan potassium (4-HYDROXY-PHENYL)-PIPERAZIN-1-YL-METHANONE ETHAMIVAN 1-(4-METHOXYBENZOYL)-PIPERAZINE VESNARINONE 1-[4-(4-AMINO-PHENYL)-PIPERAZIN-1-YL]-ETHANONE 6-AMINO-3,4-DIHYDRO-1H-QUINOLIN-2-ONE 6''-AMINO-1,2,3,4-TETRAHYDROQUINOLINE 4-(4-BENZYLPIPERAZINO)ANILINE (3-METHOXY-PHENYL)-PIPERAZIN-1-YL-METHANONE 2-METHYL-4-(4-METHYLPIPERAZIN-1-YL)ANILINE 1-(3-METHOXYBENZYL)PIPERAZINE 1-(4-METHOXYBENZYL)PIPERAZINE 1-(4-HYDROXYBENZOYL)-4-METHYL-PIPERAZINE

VESNARINONE

Arkin

Piteranometozine

OPC 8212

6-[4-(3,4-Dimethoxybenzoyl)-1-piperazinyl]-3,4-dihydro-2(1H)-quinolinone

2(1H)-Quinolinone, 6-[4-(3,4-dimethoxybenzoyl)-1-piperazinyl]-3,4-dihydro-

0PC-8212

3，4-Dihydro-6-[4-(3，4-dimethoxybenzoyl)-1-piperazinyl]-2(1H)-quinolinone

Vesnarinone(OPC8212)

OPC8212;OPC 8212;OPC-8212

CS-2139

6-[4-(3,4-dimethoxybenzoyl)piperazin-1-yl]-3,4-dihydro-1H-quinolin-2-one

VESNARINONE USP/EP/BP

OPC8212,phosphodiesterase 3,Inhibitor,OSC5,OPC 8212,oral activity,OSC4,OSC3,positive inotropic activity,Vesnarinone,heart failure,inhibit,Phosphodiesterase (PDE)

6-(4-(3,4-Dimethoxybenzoyl)piperazin-1-yl)-3,4-dihydroquinolin-2(1H)-one

Vesnarinone, 10 mM in DMSO

81840-15-5