Introduction to medicinal chemisry
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1 st edition Introduction to medicinal chemisry Med Chem I Mohammed Nooraldeen (PhD) كيمياء دوائية )1 ) محمد نورالدين محمود
2 Introduction to medicinal chemistry Medicinal Chemistry Biology Medicine Biochemistry Physics Chemistry
3 Q) Please give me simple principle answer, how drugs in pharmacy do work? س( ارجو ان تجيبني باجابة بسيطة واساسية كيف تعمل االدوية في الصيدلية A) By either activating or deactivating a biochemical reaction. + A + B Enzyme AB Pharmacological effect
4 Like any science, the development of medicinal chemistry depends on Ideas + knowledge + tools The discoveries in medicinal chemistry were usually achieved by either of two kinds of people 1. Genius of predictive logic, who have opened a new field by interpreting correctly a few well-placed experiments, whether they pertained to the design or the mechanism of action of drugs. 2. Those who have varied patiently the chemical structures of physiologically active compounds until a useful drug could be evolved as a tool in medicine. Burger 1970 Burger A. The practice of medicinal chemistry. In: Burger A, ed. Medicinal Chemistry. New York: Wiley, 1970:4 9.
5 The primary objective of medicinal chemistry is the design and discovery of new compounds that are suitable for use as drugs. This process involves a team of workers from a wide range of disciplines such as chemistry, biology, biochemistry, pharmacology, mathematics, medicine and computing, amongst others. The medicinal compounds can be referred as drugs However drugs are usually used to refer to those medicinal compounds which have potential for abuse like morphine and heroin
6 Question) What are drugs and what are drug parameters? Answer) Drugs are strictly defined as chemical substances that are used to prevent or cure diseases in humans, animals and plants. The activity of a drug is its pharmacological effect on the subject (e.g. analgesic or β-blocker) The potency of a drug is the quantitative measure of the activity. The duration of action of a drug is the period of time during which the activity is exerted at certain potency range. Other terms include The side effect of a drug is the unwanted pharmacological effect (e.g. tachycardia, palpitation) The tolerance to a drug is the resistance (tachyphylaxis) occurs when a drug is no longer effective in controlling a medical condition. +
7 Is it food, drug or poison? Drugs act by interfering with biological processes, so no drug is completely safe. Food can act like a drug. Junk foods and fizzy drinks have been blamed for causing hyperactivity in children. It is believed that junk foods have high concentrations of certain amino acids which can be converted in the body to neurotransmitters. Poison can act like a drug if used in small quantities, e.g. cytotoxic compounds used to treat cancers. Remember pharmacy logo. Drug can act as food, example taking vitamin C as additive to juices. Drug can act as poison if taken in excess, for example overdose of paracetamol may cause coma and death Food act as poison. Example taking high salty food. Poison act as food..
8 Mid- to late 20 th century has seen many discoveries that help in understanding the chemistry of disease states, biological structures and metabolic processes. Drug distribution Humans were able to understand throughout body Drug transportation across membranes Drug mode of action (receptor binding) Drug metabolism
9 Question ) How people know there are biological receptors? Answers) Only molecules of similar structures produce similar biological activities. Thus, there should be a receptor which recognizes the structural differences.
10 A anti-tuberculosis compound has antidepressant effect????? Iproniazid Hmmmm, - It is weakly basic - It has aromatic ring - It has hyrazide group - It is hydrophobic Sooo, Other compounds which have similar properties may have similar antidepressant effects. Phenelzine Tranylcypromine
11 Azepine ring Chlorpromazine (Monoamino oxidase inhibitor) Discovery of tricyclic antidepressant chlorpromazine (Phenothiazines) in 1950 followed by imipramine (dibenzazepine) in 1957 and zimelidene in 2 benzene rings Imipramine (Monoamino oxidase inhibitor) Zimelidene (Selective serotonin reuptake inhibitor)
12 New drugs can also be isolated as human metabolites, then subjected to further chemical modification to prepare new analogues. Thyroid gland Epinephrine Thyroxine (T4) Posterior pituitary Pancreas Vasopressin Oxytocin
13 Biosynthetic pathway Introduction to medicinal chemistry (Cont.) New drugs can also be isolated as human metabolites, then subjected to further chemical modification to prepare new analogues. Adrenal cortex Epinephrine Discovery of propranolol antihypertensive agent Norepinephrine Nervous system Dopamine Dopa Discovery of apomorphine to be used as sympathomimetics and for Parkinsonism Used as supplement for biosynthesis of dopamine in Parkinsonism
14 + Dynamics is everywhere. Drug kinetics includes dynamics. Absorption Distribution Metabolism Excretion Metabolism Absorption Distribution Excretion Metabolism Absorption Distribution Metabolism Absorption Distribution Excretion Excretion Note: Drug-receptor interaction theory is in absorption, distribution, metabolism and excretion. Regardless whether the receptor is specific or not
15 Physicochemical properties of drug controls almost all Structure E.g. Make drug more lipophilic Nonpolar + Pharmacodynamics Dissociates slowly from fatty tissue Pharmacokinetics Long duration of action +
16 Dissociation from lipids Tissue distribution Penetration membranes Tissue residence t 0.5 Dissociation from hydrogen (Ionization) Solubility Acidity and basicity H K a P K d Dissociation from spc receptor Pharmacological effect Metabolism t 0.5 H kinetics Dynamics (molecular interactions) Descriptors for molecular structure Q) How drug molecular structure affects kinetics through dynamics? A) The structural properties controls the dissociation constants from H, lipid, specific and non-specific receptors (dynamics) which in turn affects the observed kinetics. See the scheme above. - Weight - Conformation - Flexibility - Chemical reactivity
17 Physicochemical properties Pharmacodynamics Pharmacokinetics
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