Dopaminergic agents Medicinal Chemistry th Year

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Presentation transcript:

Dopaminergic agents Medicinal Chemistry 2018-2019 4th Year Drugs Acting On CNS Dopaminergic agents Medicinal Chemistry 2018-2019 4th Year Mohammed N. Sabir College of Pharmacy-UOS mohammed.sabir@univsul.edu.iq

Your reference… Chapters 12 & 13

Introduction… The majority of CNS drugs act on specific receptors that modulate synaptic transmission, however; anesthetics and alcohol exhibit non-specific action.

Introduction… Their are two types of channels:- www.zoology.ubc.ca. Their are two types of channels:- Voltage-gated ion channels Ligand gated (ionotropic receptors) www.dreamstime.com

Introduction… Dopamine (DA) is a CNS NT controlling emotion, movement and reward mechanisms and is metabolic precursor for EN and NE.

Introduction… DA production from L-Tyrosine

Introduction… DA storage & release… D2 DAT D1

Introduction… Modulation of DA release and DA receptors…

Introduction… D1 receptors family D2 receptors family

D1 & D2-receptors DA superimposition on D1/D2 receptors domain… https://www.google.com/url?sa=i&rct=j&q=&esrc=s&source=images&cd=&cad=rja&uact=8&ved=2ahUKEwiTlrqrz-

Introduction… Postsynaptic DA receptors and subtypes, (GABA)ergic, Glutaminergic and Cholinergic.

Introduction… DA transporter (deactivator)

Dopaminergic pathways in brain… Nigrostriatal Mesocortical Mesolimbic Tuberohypophyseal

Introduction… Parkinson Disease (PD) and DA neurons.

Introduction… DA metabolism - MAO - COMT

Introduction… HVA & DOPAC

Introduction… DA pathways in brain Nigrastriatal Mesocortical Mesolimbic Tuberohypophyseal

Parkinson disease (PD)

Antiparkinson agents… PD & L-Dopa/Carbidopa

SAR & metabolism of L-Dopa and Carbidopa

Selective MAO-Is… MAO-Is - Selegiline - Rasagiline

MAO-I SAR & Metabolism

DA agonists… Ergot derivatives Pergolide Cabergolide Bromocriptine

DA agonists… SAR & Metabolism

DA agonists… Nonergot derivatives Apomorphine Pramipexole Rapinirole Rotigotine

DA agonists… SAR & Metabolism

DA agonists… COMT-Inhibitors Tolcapon Entacapone

DA agonists… SAR & Metabolism

Antipsychotic agents… Disease state and causes DA hypothesis of Schizophrenia (DHS) D1, D2 receptors, DA, Glutamate and serotonin

Antipsychotic agents… 1st generation antipsychotics… 1-Phenothiazenes 2-Thioxanthenes 3-Butyrophenones 4-Dihydroindolones (Molindone)

1st generation antipsychotics… Phenothiazenes

1st generation antipsychotics… Phenothiazenes

1st generation antipsychotics… Phenothiazenes SAR…

1st generation antipsychotics… Thioxanthenes

1st generation antipsychotics… Thioxanthenes Thioxanthene Chlorprothixene

1st generation antipsychotics… Thioxanthenes SAR & Metabolism

1st generation antipsychotics… Phase I reaction Oxidative N-demethyhlation Aromatic hydroxylation Tertiary amine oxidation of the side chain Oxidative deamination N-10 Alkylation

1st generation antipsychotics… Butyrophenones and related agents - Haloperidol - Droperidol - Pimozide

1st generation antipsychotics… Haloperidol

1st generation antipsychotics… Droperidol

1st generation antipsychotics… Pimozide

1st generation antipsychotics… Metabolism of butyrophenones 1st pass mechanism include:- N-dealkylation Reduction (ketone) Oxidation N-Oxidation

1st generation antipsychotics… Haloperidol decanoate