Transcript Methadone
General Properties and Utility
Identify the unique pharmacological properties
of methadone that distinguish it from other
opioids
Learn key properties of methadone lending
itself to treatment of cancer pain, neuropathy
pain, and opioid addiction.
Recognize potential side effects and unique
challenges to properly managing methadone
for analgesia
Schedule II opioid developed in Germany in 1940s as
spasmolytic
Synthetically derived
6-dimethylamino-4,4-diphenyl-3-heptanone
1960s - usage in treatment of heroin addiction
Mid 1970s - usage as general analgesic
Today –treatment of opioid addiction, chronic pain,
cancer pain, neuropathy, renal and hepatic failure.
social stigma and lack of familiarity amongst
physicians
Differs from other opioids in terms of bioavailability,
multiple receptor affinities, low cost, lack of toxic
metabolites
Structurally unrelated to other opioids
Racemic mixture 2 isomers:
D-isomer: (S-met) – NMDA receptor antagonist +
inhibits uptake of norepi & serotonin
L-isomeer (R-met) – mu and delta agonist
High lipophilicity with oral bioavailability 40-99%
Large tissue reservoir
Acts as both IR (onset 20-30min) and SR
Exists in all conventional formulations
Pka 9.2 (basic)
Highly bound to alpha-1-acid-glycoprotein,
unbound fraction 12% highly variable
Peak plasma conc 2.5-4 hrs
T ½ 30
Analgesic 4-6 hrs initially, up to8-12 with repeated dosing
Biphasic Elimination
Alpha – 8-12 hr, rapid redistribution (analgesia)
Beta – 30-60hrs, sufficient to prevent withdrawal only
Extensive hepatic metabolism by cytochrome P450
family via N-methylation
Traditionally attributed to CYP3A isoenzyme
2009 Evan et al. Demonstrated >90% inhibition of hepatic &
intestinal CYP3A activity by ritonavir/indinavir lead to
slighltly increased N-demethylation but no significant effect
on methadone plasma concentration, bioavailability, hepatic
extraction orsystemic clearance, suggesting little or no role of
CYP3A in methadone clearance and metabolism
Suggests CYP3A-based guidelines may be incorrect
Totah et al. suggests CYP2B6 primary isoenzyme for bulk of
methadone metabolism
P450 metabolism
Methadone metabolism produces no active
metabolites!
Fecal elimination (primary)
Renal elimination (minor)
Varies depending on urinary pH
Cancer Pain
Neuropathic Pain
Drug interactions
Opioid Addiction
>80% Cancer pts require opioid analgesics for
intractable pain prior to death
No ceiling effect
Efficacy limited by toxicity:
N, V, constipation, sedation, hallucinations, myoclonus
Opioid Rotation Indications:
Toxicity
Tolerance
Refractory pain
Advantages of Methadone
Excellent oral & rectal bioavailability
Incomplete cross tolerance
Long T ½ with rapid onset
No toxic metabolites
Multpile Receptors involved
Mu and delta agonist
NMDA antagonist – hyperalgesia, chronic pain states,
neuropathic pain
Less constipation
Methadone may be first-line opioid choice
NMDA antagonism
-neuropathic pain modulator
-believed to attenuate development of morphine
tolerance
Inhibition of Seretonin & Norepi reuptake
Ie TCA’s
High lipophilicity = 3x bioavailability of MSO4
IR & SR action
Duration up to 10h with chronic dosing
Minimal renal excretion & lack of metabolites
well suited for diabetic neuropathy w/ renal
insufficiency
Evidence of efficacy largely anecdotal
Limited to case studies
Nadege et al. retrospective study with questionair
(n=13) patients with neuropathic pain poorly controlled
on conventional analgesic. S/p 12 mo methadone
therapy avg 43% pain relief, 47% improvement quality
of life, 30% improvement quality of sleep. 62%
experienced improvement all areas.
Comprehensive literture review by Sandoval et
all Clin. Jounal of pain 2005
1 randomized trial, 13 case reports, 7 case
series, 545 pts
“no consistent evidence-based substantiation of
methadone’s clinical impact in the treatment of
noncancer pain”
Usage Trends:
1.) failed convention opioid therapy from toxicity,
tolerance, side effects
2.) first-line tx for certain classes of chronic pain
3.) pain treatment in addicts
Estimated 1 million long term opioid users in
U.S.A.
Methadone Maintenance Programs
GOALS
Block effect of other opiods
Ie 80-120mg/day blocks effects of IV heroin, hydromorphone,
methadone (“agonist blockade”)
10-20 mg/day to stems withdrawal but not craving
Reduced cravings
Relieves withdrawal symptoms
BENEFITS
Mortality reduction: U.S. untreated heroin addicts 8.3%
yearly mortality versus 0.8% treated.
Morbidity reduction: ↓ IVDU, recidivism, crime, ↓ sexual
risk behaviors
Controversial – Trading one addiction for another?
Methadone Maintenance Programs
Heavily regulated
By law, physician CANNOT prescribe methadone to tx
opioid withdrawal from office
Any M.D. with DEA # can prescribe “for pain”
Methadone’s unique physical and
pharmacological properties present unique
challenges to proper management in the areas
of:
Overdose
Equianalgesia
Interindiviual variability of metabolism
Dangerous side effects
Primary danger in prescribing for analgesia is
risk of delayed respiratory depression
Variable but long T ½ → steady state my take >1
week to achieve
Delayed side effects in outpatient setting
Methadone for analgesia ↑ 1,300% 1997-2003
Adverse events
↑ 1800% 1997-2007
Fatalities
↑ 390% 1997-2007
Widely variable plasma concentrations with
similar dosages
Mechanism no clearly understood
Possible explanations include
Differences in alpha-1-glycoprotein binding
Effects of urinary pH on renal clearance
Multiple drugs can affect P450 system
Methadone => hepatic autoinduction
Morphine:Methadone ratios vary depending
on prior opioid exposure.
Highly tolerant individuals require LESS
methadone for equianalgesia than opioid naïve
pts
incomplete cross tolerance
Methadone is a mixed mu-delta agonist
Methadone NMDA antagonism may also reduce
cross tolerance
END RESULT: patients tolerant to high dose opioids are
at increased risk of toxicity
Example of equianalgesia table
Daily MSO4
<100mg
101-300mg
301-600mg
601-800mg
801-1,000mg
>1,000mg
Coversion Ratio to Methadone
3:1
5:1
10:1
12:1
15:1
20:1
QTc prolongation dose dependent at
>60mg/day
Advised to check QTc interval prior to and
during methadone titration
Pain Medications that Prolong QTc Interval
Anticonvulsants
Gabapentin
Lyrica
Fosphenytoin
Pheytoin
SSRI
Citalopram
Sertraline
Fluoxetin
Paroxetine
Escitalopram
TCA
Amitriptyline
Doxepin
Nortiptyline
Desipramine
Clomipramine
Imipramin
Protriptyline
mirtazapin
Misc Antidepressants
Duloxetine (cymbalta)
Venlafaxine
Muscle Relaxants
Cyclobenzapine (Flexeril)
Tizanidine
NSAIDS
Celecoxib
Diclofenac
Etodolac
Ibuprofen
Meloxicam
Sulinda
Ketoprofen
OPIATES
Fentanyl
Sufentanil
Alfentanil
Hydromorphone
Levorphanol
Methadone
Methadone is unique among opioids in terms of its
high bioavailability, multiple receptor affinities ,
extended half-life, and lack of active metabolizes.
These properties lend itself to the treatment of
opioid tolerant pain syndromes such as cancer,
potentially neuropathic pain, and treatment of
opioid addiction.
Aside from social stigma, the unpredictable nature
of interindividual metabolism, counter intuitive
equianalgesic dosing, and risk of delayed toxicity
make methadone a challenging drug to manage in
the outpatient setting.
Benzon, HT. Essentials of Pain Medicine and Regional Anesthesia, Second Edition. Copyright
2005.
Hayes, Lewis et al. Use of Methadone for the Treatment of Diabetic Neuropathy. Diabetes
Care, Vol 28, No 2 February 2005, Pp 345-313
Mancini, Isabelle et al. Opioid Switch to Oral Methadone in Cancer Pain. Current Opinion
in Oncology, Vol 12, 2000. Pp 308-313
Nadege, Altier et al. Management of Chronic Neuruopathic Pain with Methadone: A
Review of 13 Cases. Clinical Journal of Pain, Vol 21, No 4, July/Aug 2005, Ps 364-369
Alberto, Juan et al. Oral Methadone for Chronic Noncancer Pain: A Systematic Literature
Review of Reasons for Administration, Prescription Pattersn, Effectiveness, and Side
Effects. Clinical Journal of Pain, Vol 21, No 6, Nov/Dec 2005, Pp503-512
Clifford Gevirtz, Methadone’s Role in Pain Management: New Dangers Revealed, Topics
in Pain Management, Vol 23, No 5, December 2007, Pp 1-5
Vocci, Frank et al. Medication Development for Addictive Disorders: The State of
Science. American Journal of Psychiatry, Vol 162, No 8, Aug 2008. Pp 1432-1440
Kharasch, Evan et al. Methadone Pharmacokinetic Are Independent of Cytochrome
P450A (CYP3A) Activity and Gastrointestinal Drug Transport: Insights from Methadone
Interactions with Ritonavir/Indinavir, Anesthesiology, Vol 110, No 3, March 2009, Pp660672