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Clonazepam vs Alprazolam: what is the difference?

Clonazepam lasts far longer than alprazolam, a half-life of 30 to 40 hours against about 11, so it is used for seizures and alprazolam for acute episodes.

ClonazepamC15H10ClN3O3
AlprazolamC17H13ClN4
Sources and notes
  • The sentence under the titlefrom sourceMoleculeFinder comparison notesThe pair's answer line.
  • The two drawingscomputedMoleculeFinder rule (RDKit MCS)Drawn the same way round on the skeleton they share. Aligned; 10 atoms differ, too many to mark as one group.

Side by side

 ClonazepamAlprazolam
Molecular weightCalculated PubChem315.71 g/molC15H10ClN3O3308.8 g/molC17H13ClN4
Hydrogen-bond donorsCalculated PubChem10
FamilyEditorial MoleculeFinder curatedBenzodiazepinesBenzodiazepines
Everyday groupEditorial MoleculeFinder curatedPrescription medicinePrescription medicine
Chemical groupsCalculated Found by rule (RDKit)Aromatics, Amides, HalogenatedAromatics, Halogenated
Hazard labelReported ECHA via PubChem; ECHA, HSDB via PubChemDangerWarning
The supplier-filed hazard label's signal word, not a statement about ordinary use.
Oral LD50Measured HSDB via PubChem15,000 mg/kgpure clonazepam, rat, oral1,220 mg/kgpure alprazolam, rat, oral
A single acute animal measure. It ranks nothing about human safety.
Sources and notes
  • Molecular weightcomputedPubChemComputed from the structure; the formula is under each weight.
  • Hydrogen-bond donorscomputedPubChemThe hydrogens on nitrogen or oxygen that each molecule can lend to a hydrogen bond, counted from its structure.
  • Familyfrom sourceMoleculeFinder curated
  • Everyday groupfrom sourceMoleculeFinder curated
  • Chemical groupscomputedFound by rule (RDKit)Each group is found in the structure by a chemical pattern.
  • Hazard labelfrom sourceECHA via PubChem; ECHA, HSDB via PubChem
  • Oral LD50from sourceHSDB via PubChem
  • ECHAfrom sourceAttributionSource: European Chemicals Agency, echa.europa.eu.
  • Identifiersfrom sourcePubChemPubChem CID 2802 (Clonazepam) and 2118 (Alprazolam).

In more detail

Both are high-potency benzodiazepines with a triazolo or nitro group that sets them apart from the older members of the class, and both act on the same GABA-A receptor. Clonazepam lasts substantially longer, with a half-life in the range of 30 to 40 hours against alprazolam's 11, which is why it is used for seizure disorders and long-acting anxiety control where alprazolam is used for acute episodes. The shorter action of alprazolam is also why it is the more associated with between-dose rebound. Both are controlled substances in the US and in most of Europe. Clonazepam carries a nitro group and a chlorine at 315.7; alprazolam has the triazole ring at 308.8.

Sources and notes
  • The paragraphfrom sourceMoleculeFinder comparison notes

Questions

What is the difference between Clonazepam and Alprazolam?
Clonazepam lasts far longer than alprazolam, a half-life of 30 to 40 hours against about 11, so it is used for seizures and alprazolam for acute episodes.
Is Clonazepam bigger than Alprazolam?
Clonazepam is the heavier molecule, 315.71 g/mol against 308.8 g/mol for Alprazolam. Clonazepam is C15H10ClN3O3 and Alprazolam is C17H13ClN4.
Which has the lower reported LD50, Clonazepam or Alprazolam?
Alprazolam, at 1,220 mg/kg (oral, rat), against 15,000 mg/kg (oral, rat) for Clonazepam. An LD50 is one acute animal measurement, and the two here were not necessarily measured in the same species, so it is a data point rather than a ranking of how dangerous either is to a person.
Sources and notes
  • The answersfrom sourceMoleculeFinderThe first is the pair's answer line; the others are read off the table above.

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