72509-76-3 Usage
Description
Felodipine is a vasodilatory calcium antagonist with a high degree of vascular selectivity.
It is currently indicated for use only in hypertension, either as monotherapy or in
conjunction with diuretics or beta blockers.
Originator
Astra (Sweden)
Uses
Different sources of media describe the Uses of 72509-76-3 differently. You can refer to the following data:
1. vasodilator, Ca channel blocker
2. Zanarnivir influenza prophylaxis and therapy
3. Felodipine is used as a dihydropyridine calcium channel blocker. It displays high vascular selectivity; lowers arterial blood pressure without altering cardiac contractility. Antihypertensive.
Definition
ChEBI: The mixed (methyl, ethyl) diester of 4-(2,3-dichlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylic acid. A calcium-channel blocker, it lowers blood pressure by reducing peripheral vascular resistance through a highly selective action on smooth m
scle in arteriolar resistance vessels. It is used in the management of hypertension and angina pectoris.
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.
Brand name
Plendil (AstraZeneca).
Therapeutic Function
Antihypertensive
General Description
Felodipine, 4-(2,3-dichlorophenyl)-1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylic acid ethylmethyl ester (Plendil), is a second-generation dihydropyridinechannel blocker of the nifedipine type. It is more selectivefor vascular smooth muscle than for myocardial tissueand serves as an effective vasodilator.
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
-
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.
