72509-76-3 Usage
Description
Felodipine, also known as Plendil, is a second-generation dihydropyridine calcium channel blocker of the nifedipine type. It is a vasodilatory calcium antagonist with a high degree of vascular selectivity, making it an effective treatment for hypertension and angina pectoris. Felodipine is more selective for vascular smooth muscle than for myocardial tissue, which allows it to lower arterial blood pressure without altering cardiac contractility.
Uses
Used in Pharmaceutical Industry:
Felodipine is used as a vasodilator and calcium channel blocker for the management of hypertension. It lowers blood pressure by reducing peripheral vascular resistance through a highly selective action on smooth muscle in arteriolar resistance vessels.
Used in Cardiovascular Applications:
Felodipine is used as an antihypertensive agent, particularly in the treatment of hypertension. It is indicated for use either as monotherapy or in conjunction with diuretics or beta blockers to effectively manage high blood pressure.
Used in Antiviral Applications:
Felodipine has been explored for its potential use in the prophylaxis and therapy of Zanamivir influenza, showcasing its versatility in different medical applications.
Originator
Astra (Sweden)
Manufacturing Process
Preparation of 2,3-dichlorobenzylideneacetylacetic acid-methylester.2,3-Dichlorobenzaldehyde is reacted with methyl acetoacetate in a suitable
solvent in the presence of a catalytic amount of acetic acid and piperidine.
Water is azeotropically separated off during the reaction. The reaction mixture
is extracted in order to remove the catalysts. The solvent is evaporated and
methanol is added. The product is crystallized by cooling the solution, isolated
by filtration and finally washed with methanol.
Therapeutic Function
Antihypertensive
Biological Activity
L-type Ca 2+ channel blocker that is selective over N-, R-, P/Q- and T-type channels. Displays high vascular selectivity; lowers arterial blood pressure without altering cardiac contractility. Antihypertensive.
Clinical Use
Felodipine is used inthe treatment of angina and mild-to-moderate essential hypertension.Felodipine, like most of the dihydropyridines,exhibits a high degree of protein binding and has a half-liferanging from 10 to 18 hours.
References
1) Todd and Faulds, (1992)?Felodipine. A review of the pharmacology and therapeutic use of the extended release formulation in cardiovascular disorders; Drugs?44?251
2) Furukawa?et al. (1999)?Selectivities of Dihydropyridine Derivatives in Blocking Ca2+ Channel Subtypes Expressed in Xenopus Oocytes; J. Pharmacol. Exp. Ther.?291?464
Check Digit Verification of cas no
The CAS Registry Mumber 72509-76-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,2,5,0 and 9 respectively; the second part has 2 digits, 7 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 72509-76:
(7*7)+(6*2)+(5*5)+(4*0)+(3*9)+(2*7)+(1*6)=133
133 % 10 = 3
So 72509-76-3 is a valid CAS Registry Number.
InChI:InChI=1/C18H19Cl2NO4/c1-5-25-18(23)14-10(3)21-9(2)13(17(22)24-4)15(14)11-7-6-8-12(19)16(11)20/h6-8,15,21H,5H2,1-4H3
72509-76-3Relevant articles and documents
An improved synthesis of high-purity felodipine
Yiu, Sai-Hay,Knaus, Edward E.
, p. 91 - 95 (1996)
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Preparation method for felodipine
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Paragraph 0014; 0040-0042; 0045-0048; 0051-0053, (2018/12/13)
The invention discloses a preparation method for felodipine. The method includes the following steps: taking 2,3-dichlorobenzaldehyde, beta-ethyl amino crotonate and methyl acetoacetate as raw materials and putting the raw materials into a reaction vessel; adding a catalyst; starting heating, and keeping the reaction at a stable temperature after slow heating; adding absolute ethanol while hot after the reaction time arrives; and obtaining a high-quality product of felodipine after cooling. The raw materials, solvents and catalysts used by the method are all commercial products, so that pricesare cheap and costs are low; toxic or dangerous reagents are not used, so that production safety is high; synthetic routes are short, and total yield is high; the method is simple in operation and convenient for industrialization; and waste water is not generated, and the method can be applied after solvent recovery.
Metal-free-mediated oxidation aromatization of 1,4-dihydropyridines to pyridines using visible light and air
Wei, Xiaojing,Wang, Lin,Jia, Wenliang,Du, Shaofu,Wu, Lizhu,Liu, Qiang
supporting information, p. 1245 - 1250 (2015/02/05)
A metal-free and environmentally friendly aerobic aromatization photosensitized by organic dye eosin Y bis(tetrabutyl ammonium salt) (TBA-eosinY) has been developed. With the aid of K2CO3, the aerobic catalytic system converts 1,4-dihydropyridines to their corresponding pyridine derivatives efficiently under visible light irradiation (λ=450 nm) at room temperature.