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SHEET /vs/naloxone-vs-naltrexone · COMPARISON

Naloxone vs Naltrexone: what is the difference?

NaloxoneC19H21NO4 NaltrexoneC20H23NO4

How they differ

from source

These two are constantly confused, they differ by one small chemical group, and what they are used for could hardly be less alike. Both are opioid antagonists: they occupy the mu-opioid receptor and switch nothing on, which displaces any opioid already there. Naloxone is poorly absorbed by mouth and acts within minutes when injected or sprayed into the nose, which is why it is the overdose reversal agent carried in emergency kits. Naltrexone survives the gut, lasts many hours, and is used to maintain a blocked receptor over time rather than to rescue anyone in an emergency. The structural difference is an allyl group on naloxone against a cyclopropylmethyl group on naltrexone, and the weights are 327.4 and 341.4.

Side by side

 NaloxoneNaltrexone
FormulaC19H21NO4C20H23NO4
Molecular weight327.4 g/mol341.4 g/mol
FamilyOpioid antagonistOpioid antagonist
Everyday groupOTC medicinePrescription medicine
Functional groupsAlcohols, Aromatics, Ketones, Phenols, EthersAlcohols, Aromatics, Ketones, Phenols, Ethers
GHS signal wordThe supplier-filed hazard label, not a statement about ordinary use.DangerDanger
LD50A single acute animal measure. It ranks nothing about human safety.90 mg/kg (iv, mouse)1,450 mg/kg (oral, rat)
CAS number465-65-616590-41-3
PubChem CID52845965360515

Structural similarity 0.75 of 1, computed as a Morgan fingerprint Tanimoto coefficient. It measures shape, not effect.

Common questions

What is the difference between Naloxone and Naltrexone?
These two are constantly confused, they differ by one small chemical group, and what they are used for could hardly be less alike. Both are opioid antagonists: they occupy the mu-opioid receptor and switch nothing on, which displaces any opioid already there. Naloxone is poorly absorbed by mouth and acts within minutes when injected or sprayed into the nose, which is why it is the overdose reversal agent carried in emergency kits.
Is Naloxone bigger than Naltrexone?
Naltrexone is the heavier molecule, 341.4 g/mol against 327.4 g/mol for Naloxone. Naloxone is C19H21NO4 and Naltrexone is C20H23NO4.

Read the full records: Naloxone and Naltrexone.