MUSCARINIC RECEPTOR ANTAGONISTS:
General Uses:
1. To produce mydriasis (dilated pupils).
2. To treat COPD.
3. To treat smooth muscle spasma (associated with overactive bladder and urinary incontinence).
Classes:
A. Naturally Occurring alkaloids and smisynthetic derivatives
Drug / Description / Tx Application / Precautions/ Side effects / Duration1. Atropine – a natural product. S-enantiomer is the active form aka HYOSCAMINE, w/c is a therapeutic agent in itself. / · Tropine based.
· Contains bulky ester grp., which contributes to antagonist action.
· HYOSCAMINE – the active form. An antidote for AChE inhibitor poisoning.
· 3,tiary amine / · Cardiac stimulant effect
· To treat muscarine (mushroom) poisoning
· Combined with an opioid (Lomotil) for diarrhea
· Nerve gas poisoning
· HOMOTROPINE – shorter duration and is useful in eye exam / · 0.5 mg - dry mouth & skin
· 1.0 mg - Increased heart rate, thirst.
· 2 mg - pupillary dilation, blurred vision tachycardia
· 5 mg – Reduced peristalsis, urinary retention, hot dry skin, fatigue, flushing
· 10 mg - Rapid and weak pulse, ataxia, hallucinations, delirium, coma / Long: 7-10 days
2. Scopolamine / · Greater CNS action than atropine. Easily cross the blood/brain barrier
· Active S-enantiomer.
· Contains and epoxide grp.
· Natural derivative of atropine / · Transderm scope for motion sickness / · Amnesia
· Sedation
· Stupor and hallucinations (Criminally abused to render victims compliant)
3. Ipratropium – similar potency as atropin / · Atropine derivative.
· A 4’nary N which leads to poor absorption of swallowed dose, therefore minimizing the systemic effects. / · COPD by inhalation
· Local axn in the lung / · 90 % of the drug is swallowed (very inefficient) / Several days
4. Tiotropium / · a scopolamine derivative.
· Same therapeutic /pharmacologic profile as ipatropium
· contains synthetic ester ( a Thiophene ring) / · COPD use once daily
· Asthma
· (less effect on lung secretion) / Longer acting than 3.
B. Tertiary Amines Muscarinic Antagonists: functional selectivity for the urinary bladder. All are orally available and are typically absorbed well.
Drug / Description / Tx Application / Precautions/ Side-effects / Metabolism / Duration1. Oxybutynin / · Undergoes CYP3a4-N-deethylation giving an active metabolite (happens at 1st –pass metabolism) / · urinary incontinence
· bladder hyper irritability
· Overactive Bladder / · Ketoconazole is a 3A4 inhibitor – AUC will increase and so as S/E. If this happens, oxybutynin dose should be lowered.
2. Tolderodine / · Yields an active metabolite, a hydroxtmethyl metabolite, which have the similar activity as the parent drug.
· Single R-enantiomer, not racemic / · Overactive bladder / Metabolism:
· Cyp2D6 is the major p/w yielding active metabolite. (genetic polymorphism – 70 % of pop’n are poor metabolizers
· Cyp3A4 is the minor p/s
· Active N-dealkylation
3. Solifenacin / · Single enantiomer – 2 chiral center / · Overactive bladder / Metabolsm:
· Cyp3a4: Yeilds N-oxide and 4R-hydorxy metabolite but these metabolites don’t contribute to activity. 4R-hydroxy could be active but its [c] is not enough for activity / 45-68 hrs. Dosing is once daily
C: Quaternary Ammonium Muscarinic Antagonists:
Drug / Description / Tx Application / Precautions/ Side-effects / DurationGlycopyrrolate
/ For pediatric patients / Overactive bladderTrospium / Overactive bladder / 20 hrs
D. Antimuscarinic Antiparkinsonian Agents: Should be lipophilic, contains 3’tiary amine, and highly polarity to access/penetrate the CNS
Drug / Description / Tx Application / Precautions/ Side-effects / Duration1. Benztropine / · Has 3’tiary amines
· Highly lipophilic / · Duh!!!
2. Procyclidine / · Has 3’tiary Alohol
· Contains aromatic ring (makes the alcohol greasy)
E: Amine Muscarinic Antagonists:
1. Tropicamide / · Shorter duration of action than atropine / · Use in eye exams for papillary dilation and treatment of iritis / 6 hrs