#LoopDiuretics #Furosemide #MedicinalChemistry #Synthesis
Hello everyone welcome to the new lecture on medicinal chemistry this is me faraz gurban rajpur and in this video lecture i am going to discuss with you about the medicinal chemistry of loop diuretics there are the different example of glute diuretic like furosemide bumitinite etherchronic acid and other so in this video lecture i will discuss with you about
The basic chemical structure of these diuretics and their structure activity relationship and also the chemical synthesis of the furosemide diuretics furosemide furosemide is one of the well-known example of loop diuretic this is the chemical structure of furosemide its chemical name is the four chloro this one four chloro and for furoy this is the n for furore
Oil five sulfomol five sulforamide and thranillic acid so this is the chemical name and chemical structure of furosemide in this you may observe that we have the chlorine at the fourth position and the second position we have this for fury that is the heterocyclic ring and at the fifth position we have the sulphur mole group synthesis of furosemide as far as
Synthesis of furosemide is concerned it can be synthesized in a simpler manner from the 2 4-dichlorobenzoic acid so this 2-4-dichlorobenzoic acid can be used as a starting material for the synthesis of furosemide these two four dichloro benzoic acid is treated are reacted with the chlorosulfonic acid and ammonia we these are the two different steps or we can use
These two simultaneously in the single step when these chlorosulfonic acid and ammonia are reacted with the two four dichlorobenzoic acid then it will get converted into the five amino sulfonyl two 4 dichlorobenzoic acid so this is will be the product of the first step when this product that is the fibromyalgia sulfur my24 dichlorobenzoic acid is reacted with the
Fur fury amine then it will get converted into the furosemide that is our desired product that is the loop diuretic now let’s check out the reaction mechanism that is involved in the synthesis of furosemide this is the very first step this is the chemical structure of the two four dichlorobenzoic acid benzoic acid is you know that in which the benzene is directly
Bonded with the carboxylic functional group that is the benzoic acid and once benzoic acid is being substituted at the second and fourth position with the chlorine it is known as the two for dichlorobenzoic acid this two four dichlorobenzoic acid is reacted with the chlorosulfonic acid and ammonia chlorosulfonic acid in ammonia and now it will get converted into
This type of product that is the two four dichloro5 sulforamide benzoic acid you may observe that the structural changes that have occurred due to the reaction with chlorosulfonic acid and ammonia are the a involvement are the important of this functional group that is the fire position sulphur mile moiety and the next step when it is further reacted with the fur
Fury amine or that is the furon two oil methane amine this one this is the heterocyclic methylamine that is the furylamine when it is going to react it with the two four dichloro5 sulfomyel benzoic acid then this will attack at this position and it will get converted into the product that is the furosemide so this is the four chloro n for furore 5 sulforamide
Anthranilic acid this is the product that is formed by the reaction of the two four dichloro 5 sulfur my benzoic acid with the furon 2 methylamine bumatinide bumitinite is an also another example of blue diabetics the chemical structure of bumitonite is given here this is its chemical structure its chemical name is the three butyl amino that is the presence of
Butyl side chain at the third position amino group because this pumatenite comes under the class of the five sulforamide three minor derivative of the group diuretic the it beside this it has the fourth phenoxy this is the fourth position it has the phenoxy functional group or the ring and the five sulforamide five position have the sulfomyel and this is the
Benzoic acid so this is the overall chemical structure and chemical name of the pipa antennae pupitanite is one of the loop diuretic that comes under the class of five sulforamide iii aminobenzoic acid theory vectors so this is the positioning of the numbering of the bumitinite this is position one two three four and so on it’s a chronic acid this is also another
Example of loop priority the chemical name for ether chronic acid is the 2 3-dichloro 4-methylene butyric phenoxy acetic acid so overall the thyrnic acid is the phenoxy acetic acid derivative means this is the example of loop diuretic that is comes under the class of phenoxy acetic acid for your understanding i have mentioned the different colors in the chemical
Structure and chemical name of the ethacranic acid so that you can understand its chemical structure clearly like this red color region is indicating the four methylene butyrael part of the thyroic acid chemical structure so at this this is the fourth position we have this methylene butyrael that is the side chain ketone present in the thyroinic acid structure we
May observe that this ketone is the unsaturated and beside this this blue part region is indicating the phenoxy acidic or the oxyacetic acid region of the ethacarenic acid and beside this at the second and third position we have the halogen atom this are also essential for the low priority effect of the ethacranic acid so this was all about the medicinal chemistry
Of group diuretic in the next video lecture we will discuss about the structure activity relationship of the group diuretic
Transcribed from video
Loop Diuretics || Furosemide Bumetanide Ethacrynic Acid || Diuretics || Medicinal Chemistry By Faraz Qurban Rajper
