Amrinone
- CAS No.
- 60719-84-8
- Chemical Name:
- Amrinone
- Synonyms
- inocor;Amrinon;AMRINONE;win40680;Cartonic;Vesistol;Wincoram;Imrinone;awd08-250;Amirinone
- CBNumber:
- CB3774164
- Molecular Formula:
- C10H9N3O
- Molecular Weight:
- 187.2
- MDL Number:
- MFCD00083228
- MOL File:
- 60719-84-8.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| 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 |
| Major Application | pharmaceutical |
| InChI | InChI=1S/C10H9N3O/c11-9-5-8(6-13-10(9)14)7-1-3-12-4-2-7/h1-6H,11H2,(H,13,14) |
| InChIKey | RNLQIBCLLYYYFJ-UHFFFAOYSA-N |
| SMILES | C1NC(=O)C(N)=CC=1C1C=CN=CC=1 |
| CAS DataBase Reference | 60719-84-8(CAS DataBase Reference) |
| FDA UNII | JUT23379TN |
| ATC code | C01CE01 |
| UNSPSC Code | 41116107 |
| NACRES | NA.24 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS06 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H301 | |||||||||
| Precautionary statements | P301+P330+P331+P310 | |||||||||
| 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 | |||||||||
| Storage Class | 6.1C - Combustible acute toxic Cat.3 toxic compounds or compounds which causing chronic effects |
|||||||||
| Hazard Classifications | Acute Tox. 3 Oral | |||||||||
| Toxicity | LD50 orl-rat: 102 mg/kg NDADD8 1,259,83 | |||||||||
| NFPA 704 |
|
Amrinone price More Price(64)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | PHR3466 | Amrinone certified reference material, pharmaceutical secondary standard | 60719-84-8 | 1G | $248 | 2026-04-30 | Buy |
| Sigma-Aldrich | 1034308 | Amrinone United States Pharmacopeia (USP) Reference Standard | 60719-84-8 | 500mg | $399 | 2026-04-30 | Buy |
| TCI Chemical | A3625 | Amrinone | 60719-84-8 | 500MG | $107 | 2026-04-30 | Buy |
| Cayman Chemical | 23898 | Amrinone ≥98% | 60719-84-8 | 250mg | $49 | 2026-04-30 | Buy |
| Cayman Chemical | 23898 | Amrinone ≥98% | 60719-84-8 | 500mg | $93 | 2026-04-30 | Buy |
Amrinone Chemical Properties, Uses, 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 diemthylformamidea
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 itˉs 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).
References
[1] T KARIYA R C D L J Wille. Biochemical studies on the mechanism of cardiotonic activity of MDL 17,043.[J]. Journal of Cardiovascular Pharmacology, 1982, 4 3: 509-514. DOI: 10.1097/00005344-198205000-00024
[2] A A ALOUSI. Cardiotonic activity of amrinone–Win 40680 [5-amino-3,4’-bipyridine-6(1H)-one].[J]. Circulation research, 1979, 45 5: 666-677. DOI: 10.1161/01.res.45.5.666
Amrinone Preparation Products And Raw materials
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Shandong Qilu Pharmaceutical Co., Ltd. | -- | agent@qilu-pharma.com | China | 82 | 75 |
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Pure Chemistry Scientific Inc. | 001-857-928-2050 or 1-888-588-9418 | sales@chemreagents.com | United States | 10174 | 62 |
| Shanghai Longsheng chemical Co.,Ltd. | 58099637 13585536065 | sales@shlschem.com | China | 9880 | 59 |
| Chemsky（shanghai）International Co.,Ltd. | 021-50135380 | shchemsky@sina.com | China | 32273 | 50 |
| Spectrum Chemical Manufacturing Corp. | 021-021-021-67601398-809-809-809 15221380277 | marketing_china@spectrumchemical.com | China | 9643 | 60 |
| Dalian Meilun Biotech Co., Ltd. | 0411-62910999 13889544652 | sales@meilune.com | China | 4765 | 58 |
| Beijing HuaMeiHuLiBiological Chemical | 010-56205725 | waley188@sohu.com | China | 12323 | 58 |
| 9ding chemical ( Shanghai) Limited | 4009209199 | sales@9dingchem.com | China | 22497 | 55 |
| Shanghai Aladdin Bio-Chem Technology Co.,LTD | 400-6206333 13167063860 | anhua.mao@aladdin-e.com | China | 29977 | 65 |
View Latest Price from Amrinone manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2026-07-27 | Amrinone
60719-84-8
|
$39.00-133.00 | 99.45% | 10g | TargetMol Chemicals Inc. | ||
 |
2026-07-27 | Amrinone
60719-84-8
|
$39.00-133.00 | 99.45% | 10g | TargetMol Chemicals Inc. | ||
 |
2021-08-13 | Amrinone
60719-84-8
|
$15.00 | 1g | 99 | 50ton | Shijiazhuang tongyang Import and Export Co., LTD |
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