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
More
Less

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
More
Less

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.

More
Less

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
5mg
Price
$100
Updated
2021/12/16
More
Less

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

More
Less

VESNARINONE Suppliers

Canada 1 China 64 Europe 2 Germany 1 United Kingdom 3 United States 14 Global 85
Shanghai Boyle Chemical Co., Ltd.
Tel
Fax
86-21-57758967
Email
sales@boylechem.com
Country
China
ProdList
2922
Advantage
55
LGM Pharma
Tel
1-(800)-881-8210
Fax
615-250-9817
Email
inquiries@lgmpharma.com
Country
United States
ProdList
2123
Advantage
70
Haoyuan Chemexpress Co., Ltd.
Tel
021-58950125
Fax
(86) 21-58955996
Email
info@chemexpress.com
Country
China
ProdList
7552
Advantage
61
MedChemexpress LLC
Tel
021-58955995
Fax
609-228-5909
Email
sales@medchemexpress.cn
Country
United States
ProdList
4861
Advantage
58
Zhengzhou Saifun Biotechnology Co., Ltd.
Tel
022-60688926
Country
China
ProdList
60
Advantage
55
Shanghai YuanYe Biotechnology Co., Ltd.
Tel
021-61312847; 18021002903
Fax
QQ:3008007432
Email
3008007409@qq.com
Country
China
ProdList
71826
Advantage
60
ShangHai Biochempartner Co.,Ltd
Tel
177-54423994 17754423994
Fax
QQ:2853530913
Email
2853530910@QQ.com
Country
China
ProdList
8000
Advantage
62
Shanghai Rechem science Co., Ltd.
Tel
021-31433387 15618786686
Fax
QQ:1369748377
Email
sales@rechemscience.com
Country
China
ProdList
2989
Advantage
58
Amadis Chemical Company Limited
Tel
571-89925085
Fax
0086-571-89925065
Email
sales@amadischem.com
Country
China
ProdList
131957
Advantage
58
Beijing Jin Ming Biotechnology Co., Ltd.
Tel
010-60605840 18892239720
Fax
010-60605840
Email
psaitong@jm-bio.com
Country
China
ProdList
12306
Advantage
58

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