Opioids

Question 1

Methadone and Naloxone chemical structure.

This piperidine analgesic metabolizes to toxic metabolite Normeperidine causing what?

Answer 1

M- propoxyphene
N- allyl substitution for opioid antagonist action
Meperidine- causes seizures in renal disease patients

Question 2

Essential for analagesic activity of opioids.

Answer 2

p-phenyl n-methyl piperidine

Question 3

Naloxone as antidote has what functional group? And for its opioid antagonist action.
And it is given with this to prevent abuse.

Answer 3

N-allyl-group
Allyl substitution for opioid antagonist action
Pentazocine-kappa agonist to prevent abuse

Question 4

Hydrocodone and Hydromorphone derivatives of what?

Answer 4

Codeine and Morphine, respectively

Question 5

This opioid metabolism gives heroin.

Answer 5

Morphine diacetylation

Question 6

This opioid metabolism gives morphine by what cytochrome?

Answer 6

Codeine demethylation by CYP2D6

Question 7

Has short t1/2 abd lipid solubility helps to transdermal action.

Answer 7

Fentanyl

Question 8

By CYP2D6 (Demethylation) gives what from:
Codeine
Hydrocodone
Oxycodone

Answer 8

Codeine➡️Morphine
Hydrocodone➡️Hydromorphone
Oxycodone➡️Oxymorphone

Question 9

Reactive metabolite of morphine.

Answer 9

morphine-6-glucuronide

Question 10

Morphine’s SAR. Important for activity.

For analgesic activity.

Answer 10

Phenolic hydroxyl

p-phenyl-N-alkylpiperidine moiety (4-phenylpiperidine)

Question 11

Morphine’s chair-form conformation and aromatic ring. What amine group?

Answer 11

Piperidine chair-form conformation
Perpendicular aromatic ring.
Tertiary amine group (methyl)

Question 12

Opioid as antidiarrheal and dose.

Lomotil chemical substituents

Answer 12

Loperamide (Imodium) max dose 16mg/day

Lomotil: Diphenoxylate + Atropine

Question 13

Opioids that are more potent than Morphine but less effective.

Answer 13

Buprenorphine -mixed analgesic

Butrophenol- kappa and mu antagonist

Question 14

Antitussive that is the + isomer of the 3-methoxy form of synthetic opioids Levophanol

Answer 14

Dextromethorphan HBr

Question 15

Opioids as antitussives.

Answer 15

Codeine- cough suppressant
Hydrocodeine bitartrate- 3x more effective as antitussive
Dextromethorphan Br

Question 16

Heroin structure.

Answer 16

Diacetyl morphine

Question 17

Morphine overdose symptoms

Answer 17

Pinpoint pupils bluish fingernails lips, coma, constipation dyspnea

Question 18

This is a tripeptide that contain unusual tripeptide linkage between aa of L-glutamic acid, L-cysteine and glycine

Answer 18

Glutathione conjugation