Adrenergic (Sympathomimetic) Bronchodilators

 

History and Development

 

The drugs known as adrenergic bronchodilators are all analogues of epinephrine, the naturally occurring neuromediator.

 

Agent

Date

Event

Epinephrine

1910

Used as an aerosol for asthma

Ephedrine

1927

Used as an aerosol for asthma in US

Isoproterenol

1940

Used as a bronchodilator

Isoetharine

1951

Used as an aerosol for asthma

Metaproterenol

1973

Used in US in a metered dose inhaler

Metaproterenol

1981

Used in US as a solution for nebulization

Terbutaline, albuterol, bitolterol, pirbuterol

1980s

ß2 specific agents used in the US that are available as solution, MDI, oral or injectable

Salmeterol

1994

First long-acting bronchodilator available in the US

Levalbuterol

1999

First single-isomer B2 agonist released

 

 

Clinical Indications for Adrenergic Bronchodilators

I.                  General Indications

a.    Relaxation of airway smooth muscle in the presence of reversible airway obstruction associated with acute and chronic asthma, bronchitis, emphysema, bronchiectasis, and other obstructive airway diseases

II.              Indications for Short-Acting Agents

a.    Relief of acute reversible airflow obstruction in asthma or other obstructive airway diseases

                                                             i.      Ultra-short-acting (<3 hours duration)

1.    epinephrine

2.    isoproterenol

3.    isoetharine

                                                           ii.      Short-acting (4 to 6 hours duration)

1.    metaproterenol

2.    terbutaline

3.    albuterol

4.    bitolterol

5.    pirbuterol

6.    levalbuterol

III.           Indications for Long-Acting Agents (12 hours duration)

a.    Maintenance bronchodilation

b.     Control of Bronchospasm

c.     Control of Nocturnal symptoms

d.    Specific Agents

                                                             i.      Salmeterol

                                                           ii.      Formoterol

IV.            Indications for Racemic Epinephrine

a.    Used for its potent alpha-adrenergic vasoconstricting effect to

                                                             i.      Reduce airway swelling after extubation

                                                           ii.      Reduce airway swelling during  epiglottitis, croup or  bronchiolitis

                                                         iii.      Control airway bleeding during endoscopy

b.    Administered by inhaled aerosol or direct tracheal instillation

       

 

Specific Adrenergic Agents and Formulations

I.                  Catecholamines

a.    The sympathomimetic bronchodilators are all either catecholamines or derivatives

b.    The basic structure is composed of a benzene ring with hydroxyl groups at the third and fourth carbon sites and an amine side chain attached to the first carbon position

c.     Specific Agents

                                                             i.      Epinephrine

1.     both α and ß receptor stimulation

2.    occurs naturally in the adrenal medulla

3.    used for severe asthma, anaphylaxis and as a cardiac stimulant

                                                           ii.      Racemic Epinephrine

1.    both α and ß receptor stimulation

2.    Used for its potent alpha-adrenergic vasoconstricting effect (see above)

                                                         iii.      Isoproterenol

1.    ß1 and ß2 receptor stimulation

2.    Widely used for bronchodilation until the advent of more ß2 specific agents

3.    Main disadvantages are its short duration and strong cardiac effect

                                                        iv.       Isoetharine

1.    ß2 > ß1 receptor stimulation

2.    Cardiac (ß1) is minimal compared to epinephrine or isoproterenol

3.    First ß2-specific bronchodilator in the US

d.    Effects of Catecholamines

                                                             i.      Increased heart rate

                                                           ii.      Increased blood pressure

                                                         iii.      Bronchodilation

                                                        iv.      Vasodilation of skeletal muscle blood vessels

                                                          v.      Glycogenolysis – conversion of glycogen to glucose in the liver and muscles

                                                        vi.      Skeletal muscle tremor

                                                      vii.      CNS stimulation

e.    Keyhole Theory of ß2 Specificity

                                                             i.      The larger the amine side chain attachment (“key”) to the catechol base, the greater the specificity to the ß2 receptors (“keyhole”)

f.      Metabolism of Catecholamines

                                                             i.      Rapidly inactivated by the enzyme COMT

1.    found in the liver, kidneys and throughout the body

2.    results in short duration

                                                           ii.      No effect if taken orally

1.    inactivated in the gut and liver

2.    can be administered by injection or inhalation only

                                                         iii.      Readily inactivated by heat, light, or air

1.    must store in amber bottle

2.    must refrigerate

3.    may leave a pink residue in the nebulizer or the patient’s sputum

II.              Resorcinol Agents

a.    A modification of the catecholamine structure

                                                             i.      A hydroxyl group is moved from the carbon-4 site to the carbon-5 site

                                                           ii.      Bulky side chain for increased ß2 specificity and minimal ß1 effects

                                                         iii.      Not inactivated by COMT

1.    have increased duration

2.    can be taken orally

b.    Specific Agents

                                                             i.      Metaproterenol

                                                           ii.      Terbutaline

III.           Saligenin Agents

a.    A different modification of the catechol nucleus at the carbon-3 site

b.    Bulky side chain for increased ß2 specificity and minimal ß1 effects

c.     Not inactivated by COMT

                                                             i.      Have increased duration

                                                           ii.      Can be taken orally

d.    Specific Agents

                                                             i.      Albuterol

                                                           ii.      Pirbuterol

IV.            Bitolterol

a.    Special case – converted slowly in the body to the catecholamine colterol

b.    Bulky side chain for increased ß2 specificity and minimal ß1 effects

c.     Sustained release with duration up to 8 hours

V.                Levalbuterol: The R-isomer of Albuterol

a.    Other adrenergic bronchodilators are racemic mixtures containing both the R-isomer and the S-isomer in equal amounts

b.    Levalbuterol is the pure R-isomer of racemic albuterol

c.     There is some evidence that the S-isomer may have undesirable effects

d.    Side effects of tremor and increased heart rate were less with Levalbuterol

e.    The 1.25 mg dose showed a higher peak effect on FEV1 with an 8 hour duration compared with racemic albuterol

VI.            Long-Acting ß-Adrenergic Agents

a.    Offer the advantages of less frequent dosing and protection through the night for asthmatic patients

b.    Specific Agents

                                                             i.      Sustained-Release Albuterol Tablets

                                                           ii.      Salmeterol

                                                         iii.      Formoterol

c.     Clinical Uses

                                                             i.      Long-acting ß-adrenergic agents are indicated for

1.    maintenance therapy of asthma, which is not controlled by regular low-dose inhaled steroids

2.    chronic obstructive lung disease needing daily inhaled bronchodilator therapy for reversible airway obstruction

                                                           ii.      Long-acting ß-adrenergic agents are NOT used for rescue treatment of bronchoconstriction in asthma

1.    shorter acting agents such as albuterol should be used

 

Mode of Action

1.                      α-Receptor stimulation

a.                vasoconstriction of mucosal vessels to reduce nasal and upper airway swelling and congestion

 

2.                      ß1-Receptor stimulation

a.                increased heart rate, force and contractility

 

3.                      ß2 -Receptor stimulation

a.                bronchodilation (cAMP)

b.                inhibition of inflammatory mediator release from mast cells

c.                 increased mucociliary clearance

 

 

Routes of Administration

 

I.                  Inhalation route

a.      Advantages

                                                             i.      Rapid onset

                                                           ii.      Smaller dose (than oral)

                                                         iii.      Less systemic side effects

                                                        iv.      Painless and safe

                                                          v.      Delivered directly where needed

b.    Disadvantages

                                                             i.      Therapist time

                                                           ii.      Coordination problems with MDI

                                                         iii.      Inexact dosage

c.     Continuous Nebulization:  Terbutaline and albuterol

                                                             i.       refilling of a small-volume nebulizer

                                                           ii.      volumetric infusion pump with an SVN

                                                         iii.      large-reservoir nebulizer  (HEART, HOPE)

II.              Oral Route - only for non-catecholamines

a.    Advantages

                                                             i.      Easy

                                                           ii.      Short administration time

                                                         iii.      Reproducible dosage

                                                        iv.      Familiar (compliance)

b.    Disadvantages

                                                             i.      Larger doses needed

                                                           ii.      More side effects

                                                         iii.      Catecholamines not effective

III.           Parenteral (SQ or IV)

a.    Advantages

                                                             i.      Very rapid onset

                                                           ii.      Controlled dose

b.    Disadvantages

                                                             i.      Not as safe

                                                           ii.      Systemic, more side effects

                                                         iii.      Pain from needle stick

c.     Agents

                                                             i.      SC: epinephrine, terbutaline

                                                           ii.      IV:  isuprel, albuterol - last resort, requires continuous cardiac monitoring

 

Side Effects

 

1.                      Tremor

a.                stimulation of the ß2 receptors in skeletal muscle

b.                increased with oral administration

c.                 tolerance occurs in days to weeks

 

2.                      Cardiac effects

a.                Increased heart rate

b.                Palpitations

c.                 More common with the earlier bronchodilators

 

3.                      CNS effects

a.                Anxiety

b.                Nervousness

c.                 Insomnia

d.                Headache

e.                Dizziness

f.                  Nausea

g.                Irritability

h.                Need to adjust dose to reduce effects

 

4.                      Metabolic disturbances

a.                blood glucose (hyperglycemia)

b.                insulin

c.                 potassium (hypokalemia)

 

5.                      Tolerance to bronchodilator effect

a.                Decrease In peak effect

b.                The response is still significant and stabilizes in weeks

c.                 Mechanism

                                                             i.      Desensitization of ß2 receptors

                                                           ii.      Down regulation of ß2 receptors (decreased number)

 

6.                      Worsening ventilation-perfusion ratio (decrease in PaO2)

a.                ß2 pulmonary vasodilation causes perfusion of poorly ventilated lung units

b.                Usually < 10 mmHg drop in PaO2 with return to baseline within 30 minutes

 

 

Hazards

 

1.                      Propellant toxicity

a.                May cause Bronchospasm

b.                Use DPI, SVN or oral route

 

2.                      Sensitivity to Additives

a.                Sulfite preservatives may cause bronchospasm

                                                             i.      Use unit dose solutions, MDI or DPI

 

 

The ß-Agonist Controversy

 

1.                      Asthma Paradox

a.                Increasing incidence of morbidity and mortality from asthma despite advances in the understanding of asthma and availability of improved drugs to treat asthma

b.                Causes

                                                             i.      Use of ß agonists may allow allergic individuals to expose themselves to allergens and stimuli, with no immediate symptoms to warn them, but with development of progressive airway inflammation and increasing bronchial hyperresponsiveness

                                                           ii.      Repeated self-administration of ß agonists gives temporary relief of asthma symptoms through bronchodilation, which may cause underestimation of severity and delay in seeking medical help

                                                         iii.      Insufficient use, through poor patient education, poor patient compliance or both, of anti-inflammatory therapy with the use of ß agonists

                                                        iv.      Accumulation of S-isomer with racemic ß agonists could have a harmful effect on asthma control

                                                          v.      There is increased airway irritation with environmental pollution and lifestyle changes

 

Conclusions and Recommendations

 

1.                      ß-adrenergic agents should be given by inhalation when possible

 

2.                      Cardiac effects should be monitored closely

 

3.                      Good instruction should be provided in the use of MDI, DPI and SVN

 

4.                      Over-the-counter medications should not be used instead of medical help

 

Drug Calculations

 

1.                      How many milligrams of active ingredient are there in 0.3 ml of a 5% solution of metaproterenol (Alupent)?

 

50 mg /1 ml = x/0.3 ml

x = 50(0.3)

x = 15 mg

 

2.                      How many milliliters are needed to deliver 5.6 mg of a 2.25% solution of racemic epinephrine (Micro-Nefrin)?

 

22.5 mg /1 ml = 5.6 mg / x

22.5x = 5.6

x = 5.6 / 22.5

x = 0.25 ml

 

3.                      How many milligrams of active ingredient are there in 0.5 mL of a 1:200 (0.5%) solution of isoproterenol (Isuprel)?

 

5 mg / 1 ml = x / 0.5 ml

x = 5(0.5)

x = 2.5 mg

 

4.                      How many milliliters are needed to deliver 5 mg of a 1% solution of isoetharine (Bronkosol)?

 

10 mg / 1 ml = 5 mg / x

10x = 5

x = 5 / 10

x = 0.5 ml

 

5.                      How many milliliters are needed to deliver 2.5 mg of a 0.5% solution of albuterol (Proventil)?

               

5 mg / 1 ml = 2.5 mg / x

5x = 2.5

x = 0.5 ml