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VESNARINONE, also known as Arkin or Arkin-Z, is a novel orally-active positive inotropic agent specifically introduced for the treatment of congestive heart failure. It possesses the unique ability to exert a positive inotropic effect on the heart, enhancing its contractility, while also providing a peripheral vasodilatory effect. Notably, VESNARINONE is distinguished by its lack of impact on heart rate and its non-aggravating nature towards arrhythmia, making it a promising pharmaceutical candidate for heart failure management.
VESNARINONE functions as an inhibitor of phosphodiesterase 3 (PDE3), with IC50 values of 10.7 and 13.2 μM for PDE3A and PDE3B, respectively. Additionally, it inhibits ether-a-go-go-related gene 1 (ERG1) channels, with an IC50 of 1.1 μM in HEK293T cells expressing human ERG1. These actions contribute to its efficacy in increasing contractile tension in isolated ventricular muscles across various species, including dogs, cats, rabbits, and guinea pigs, in a dose-dependent manner.
In different animal models of heart failure, VESNARINONE has demonstrated its cardiotonic properties. In dog models with tricuspid insufficiency and pulmonary stenosis-induced congestive heart failure, oral and intravenous administration of VESNARINONE increases right ventricular pressure without affecting heart rate. Similarly, in a guinea pig model of aortic stenosis-induced congestive heart failure, it enhances contractility and coronary flow while simultaneously decreasing heart rate.
Used in Pharmaceutical Industry:
VESNARINONE is used as a cardiotonic agent for the treatment of congestive heart failure. Its unique mechanism of action, which includes positive inotropic effects and peripheral vasodilation without influencing heart rate or exacerbating arrhythmia, makes it a valuable asset in managing heart failure conditions. Formulations containing VESNARINONE, such as those available under the brand names Arkin and Arkin-Z, have been specifically developed and utilized for this purpose, offering an effective therapeutic option for patients suffering from congestive heart failure.

81840-15-5

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81840-15-5 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 81840-15-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,1,8,4 and 0 respectively; the second part has 2 digits, 1 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 81840-15:
(7*8)+(6*1)+(5*8)+(4*4)+(3*0)+(2*1)+(1*5)=125
125 % 10 = 5
So 81840-15-5 is a valid CAS Registry Number.
InChI:InChI=1/C22H25N3O4/c1-28-19-7-3-16(14-20(19)29-2)22(27)25-11-9-24(10-12-25)17-5-6-18-15(13-17)4-8-21(26)23-18/h3,5-7,13-14H,4,8-12H2,1-2H3,(H,23,26)

81840-15-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 20, 2017

Revision Date: Aug 20, 2017

1.Identification

1.1 GHS Product identifier

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

1.2 Other means of identification

Product number -
Other names vesnarinone

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:81840-15-5 SDS

81840-15-5Relevant articles and documents

Pd-Catalyzed Site-Selective Borylation of Simple Arenes via Thianthrenation?

Chen, Xiao-Yue,Huang, Yu-Hao,Zhou, Jian,Wang, Peng

, p. 1269 - 1272 (2020/08/13)

Site-selective borylation of simple arenes was realized in one pot via an electrophilic thianthrenation/Pd-catalyzed borylation sequence. The key to achieve this operatically simple process is the use of Pd catalysis, which could tolerate the solvent and acidic conditions used in the thianthrenation step. This protocol features mild conditions, broad functional group tolerance, and simple manipulations, and is suitable for late-stage functionalization of a wide range of pharmaceuticals and complex bioactive molecules.

Concise Synthesis of Vesnarinone and Its Analogues by Using Pd-Catalyzed C-N Bond-Forming Reactions

See, Yi Yang,Dang, Tuan Thanh,Chen, Anqi,Seayad, Abdul Majeed

, p. 7405 - 7412 (2016/02/19)

An efficient and concise synthesis of vesnarinone and its analogues from readily available starting materials and by using catalytic C-N bond-forming reactions is reported. In this protocol, a homogeneous Pd-catalyzed Buchwald-Hartwig amination and a supported Pd nanoparticles catalyzed aminocarbonylation were utilized as the two key reactions to prepare vesnarinone in an overall yield of 73 %. Sixteen analogues were also synthesized in up to 89 % overall yield. An efficient and concise synthesis of vesnarinone was achieved in three steps by using palladium-catalyzed C-N bond-forming reactions, which included the Buchwald-Hartwig amination and an aminocarbonylation reaction. High overall yields were obtained by using this strategy for the preparation of several vesnarinone analogues.

Piperazinylcarbostyril compounds

-

, (2008/06/13)

A piperazinylcarbostyril compound of the formula (I) STR1 wherein R1 represents a hydrogen atom, a lower alkyl group, a lower alkenyl group, a lower alkynyl group, or a phenyl-lower alkyl group; R2 represents a hydrogen atom or a lower alkoxy group; R3 represents a hydrogen atom, a lower alkanoyl group, a furoyl group, a pyridylcarbonyl group, a lower alkanesulfonyl group, a lower alkoxycarbonyl group, a lower alkoxycarbonyl-lower alkyl group, a phenylsulfonyl group which may be substituted with a lower alkyl group on the benzene ring thereof, a lower alkyl group, a lower alkenyl group, a lower alkynyl group, a phenylcarbonyl group, a phenyl-lower alkyl group or a phenyl-lower alkanoyl group where each of said phenylcarbonyl group, phenyl-lower alkyl group and phenyl-lower alkanoyl group may be substituted with 1 to 3 of a lower alkoxy group, a halogen atom, a lower alkyl group, a cyano group, a nitro group, an amino group, a hydroxy group, a lower alkanoylamino group, a lower alkylthio group and a lower alkanoyloxy group, or with a lower alkylenedioxy group on the benzene ring thereof; and the bonding between the 3- and 4-positions of the carbostyril nucleus is a single bond or a double bond; or its pharmaceutically acceptable salt, useful as a cardiotonic agent.

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