Amrinone

ChemicalBook > CAS DataBase List > Amrinone

Product Name: Amrinone
CAS No.: 60719-84-8
Chemical Name: Amrinone
Synonyms: inocor;AMRINONE;win40680;Cartonic;Vesistol;Wincoram;Imrinone;awd08-250;Amirinone;INAMRINONE
CBNumber: CB3774164
Molecular Formula: C10H9N3O
Formula Weight: 187.2
MOL File: 60719-84-8.mol

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Amrinone Property

Melting point:: 294-297°C (dec.)
Boiling point:: 321.94°C (rough estimate)
Density: 1.2025 (rough estimate)
refractive index: 1.4830 (estimate)
storage temp.: Keep in dark place,Sealed in dry,2-8°C
solubility: DMF: 0.3 mg/ml; DMSO: 0.5 mg/ml
form: Crystals
pka: 12.05±0.10(Predicted)
color: Crystals from DMF
Water Solubility: Insoluble in water or chloroform. Slightly soluble in acetic acid or DMF. Soluble in DMSO
CAS DataBase Reference: 60719-84-8(CAS DataBase Reference)

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Safety

Hazard Codes: T,Xn
Risk Statements: 25-36/37/38-20/21/22
Safety Statements: 28-45-36-26
RIDADR: UN 2811 6.1/PG 3
WGK Germany: 3
RTECS: DW2500000
HazardClass: 6.1(b)
PackingGroup: III
HS Code: 29333999
Toxicity: LD50 orl-rat: 102 mg/kg NDADD8 1,259,83

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word: Danger
Hazard statements: H301Toxic if swalloed

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 1034308
Product name: Amrinone
Purity: United States Pharmacopeia (USP) Reference Standard
Packaging: 500mg
Price: $396
Updated: 2022/05/15

Alfa Aesar

Product number: J62655
Product name: Amrinone, 98%
Packaging: 250mg
Price: $74.6
Updated: 2023/06/20

Alfa Aesar

Product number: J62655
Product name: Amrinone, 98%
Packaging: 1g
Price: $232
Updated: 2023/06/20

Cayman Chemical

Product number: 23898
Product name: Amrinone
Purity: ≥98%
Packaging: 250mg
Price: $44
Updated: 2024/03/01

Cayman Chemical

Product number: 23898
Product name: Amrinone
Purity: ≥98%
Packaging: 500mg
Price: $84
Updated: 2024/03/01

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Amrinone Chemical Properties,Usage,Production

Description

Amrinone is a positive inotropic agent useful in the management of severe congestive heart failure. It is effective even in unresponsive, fully digitalized patients.

Description

Amrinone is an inhibitor of phosphodiesterase 3 (PDE3; IC₅₀ = 19.5 μM). It increases developed tension and contractile force in isolated cat papillary muscle. Amrinone (1-10 mg/kg) has positive inotropic effects, increasing the rate and force of heart contraction in anesthetized and unanesthetized dogs.

Chemical Properties

Crystalline Solid

Originator

Sterling-Winthrop (USA)

Uses

analgesic, antipyretic, antiinflammatory

Uses

A selective cAMP phosphodiesterase (PDE-3) inhibitor with positive inotropic and vasodilatory activity. Cardiotonic

Uses

Amrinone is used for short-term treatment of cardiac insufficiency that does not respond to treatment of other drugs.

Definition

ChEBI: Amrinone is a 3,4'-bipyridine substituted at positions 5 and 6 by an amino group and a keto function respectively. A pyridine phosphodiesterase 3 inhibitor, it is a drug that may improve the prognosis in patients with congestive heart failure. It has a role as an EC 3.1.4.* (phosphoric diester hydrolase) inhibitor.

Manufacturing Process

A mixture containing 10g of 3-nitro-5-(4-pyridinyl)-2(1H)-pyridinone, 200 ml of dimethylformamide and 1.5 g of 10% palladium-on-charcoal was hydrogenated under pressure (50 psi) at room temperature until the uptake of hydrogen ceased (about 30 minutes). The reaction mixture was filtered through infusorial earth and the filtrate was heated in vacuum to remove the solvent. The residual material was crystallized from dimethylformamide, washed successively with ethanol and ether, and dried in a vacuum oven at 80°C for 8 hours to yield 6 g of 3-amino-5-(4-pyridinyl)-2(1H)-pyridinone, melting point 294° to 297°C with decomposition.

brand name

Inocor (Sterling Winthrop).

Therapeutic Function

Cardiotonic

General Description

During normal heart function, cAMP performsimportant roles in regulating intracellular calcium levels.That is, certain calcium channels and storage sites forcalcium must be activated by cAMP-dependant protein kinases.Because cAMP plays an indirect role in the contractilityprocess, agents that inhibit its degradation will providemore calcium for cardiac contraction. One phosphodiesteraseenzyme that is involved in the hydrolysis of myocardiumcAMP is F-III. Amrinone, 5-amino (3,4 -dipyridin)-6 1 (H)-one (Inocor), possesses positive isotropic effects as aresult of its ability to inhibit this phosphodiesterase. In 1999,the USP Nomenclature Committee and the United StatesAdopted Names (USAN) Council approved changing thenonproprietary name and the current official monograph titleof amrinone to inamrinone. This change in nomenclature wasa result of amrinone being confused with amiodarone becauseof the similarity of the names. This was reported to cause confusionbetween the products that led to medication errors,some of which resulted in serious injury or death.

Safety Profile

Poison by ingestion andintravenous routes. Human systemic effects by ingestion:cardiac arrhythmias, liver function, thrombocytopenia. Anexperimental teratogen. Other experimental reproductiveeffects. When heated to decomposition it emits toxicfumes o

Synthesis

Amrinone, 3-amino-5-(4-piridinyl)-2(1H)-pyridinone (17.2.4), can be synthesized from piridine-4-acetic acid, the reaction of which with a mixture of diemthylformamide?a phosphorous oxychloride gives 2-(4-piridyl)-3-dimethylaminoacrolein (17.2.1). Reacting this with cyanoacetamide gives 3-cyano-5-(4-piridyl)-2(1H)-pyidinone (17.2.2). Hydrolysis of the cyano group of this product gives 3-carbamyl-5-(4-piridyl)-2(1H)-pyidinone (17.2.3). A Hofmann rearrangement of this product (using bromine in sodium hydroxide) gives amrinone (17.2.4).
An alternative method for the synthesis of amrinone from 3-cyano-5-(4-piridyl)-2(1H)- pyridinone (17.2.2) is based on it?ˉs acidic hydrolysis to the corresponding acid, 3-carboxy- 5-(4-piridyl)-2(1H)-pyridinone (17.2.5), nitration of which with nitrous acid in the presence of sulfuric acid forms 3-nitro-5-(4-piridyl)-2(1H)-pyridinone (17.2.6). Reducing the nitro group of this product with hydrogen gives the desired amrinone (17.2.4).

Amrinone Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Amrinone manufacturers

Shijiazhuang tongyang Import and Export Co., LTD

Product: Amrinone 60719-84-8
Price: US $15.00/Kg/Bag
Min. Order: 1g
Purity: 99
Supply Ability: 50ton
Release date: 2021-08-12

Dideu Industries Group Limited

Product: Amrinone 60719-84-8
Price: US $1.10/g
Min. Order: 1g
Purity: 99.9%
Supply Ability: 100 Tons min
Release date: 2021-08-06

Zhuozhou Wenxi import and Export Co., Ltd

Product: Amrinone 60719-84-8
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-07-10

60719-84-8, AmrinoneRelated Search:

ALTRENOGEST 2-Aminopyridine Glycine 3-Aminopyridine Zinc pyrithione Tris(hydroxymethyl)aminomethane 3-Aminophenol 3-Aminoacetophenone 6-Aminocaproic acid 4-Dimethylaminopyridine 2-Hydroxy-5-methylpyridine AMRINONE RELATED COMPOUND A (100 MG) (5-CARBOXAMIDE[3,4'-BIPYRIDIN]-6(1H)-ONE) AMINO ACIDS Amrinone AMRINONE RELATED COMPOUND B (100 MG) (N-(1,6-DIHYDRO-6-OXO-(3,4'-BIPYRIDINE)-5-YL)-2-HY- DROXYPROPANAMIDE) AMRINONE RELATED COMPOUND B (100 MG) (N-(1,6-DIHYDRO-6-OXO-(3,4'-BIPYRIDINE)-5-YL)-2-HY-DROXYPROPANAMIDE) AMRINONE RELATED COMPOUND C (50 MG) (1,6-DIHYDRO-6-OXO-(3,4'-BIPYRIDINE)-5-CARBONITRILE) AMRINONE RELATED COMPOUND C (50 MG) (1,6- DIHYDRO-6-OXO-(3,4'-BIPYRIDINE)-5-CARBONITRILE)

5-AMINO-[3,4'-BIPYRIDIN]-6[1H]-ONE

awd08-250

cordemcura

win40680

3-AMINO-5-(4-PYRIDINYL)-2(1H)-PYRIDINONE

AMRINONE

inocor

INAMRINONE

5-AMINO-(3,4''-BIPYRIDIN)-6(1H)-ONE (AMRINONE)

Amrinone,Vesistol,Wincavam

3-Amino-5-(4-pyridinyl)-1,2-dihydro-2-pyridone

5-Amino-1,6-dihydro-6-oxo-[3,4'-bipyridine]

Cartonic

Vesistol

Wincoram

Amrinone (500 mg)

Amirinone

4’-bipyridin)-6(1h)-one,5-amino-(

Imrinone

3-Amino-5-(pyridin-4-yl)pyridin-2(1H)-one

[3,4'-Bipyridin]-6(1H)-one, 5-amino-

Amrinone USP/EP/BP

TIANFU-CHEM 60719-84-8 Amrinone

Amrinone (Inamrinone) (1034308)

5-Amino-[3,4’-bipyridin]-6(1H)-one

60719-84-8

C10H9N3O

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