ECS modulator (research)
UnscheduledAM251
Aliases.AM-251
The reference CB1 antagonist/inverse agonist in the laboratory. 300× selectivity for CB1 over CB2.
Updated on
Level of detail
Identifiers
- Formula
- C₂₂H₂₁Cl₂IN₄O
- Molar mass
- 555.24 g·mol⁻¹
- CAS
- 183232-66-8
- PubChem CID
- 2125
- First described
- 1996
- Origin
- Pharmaceutical research (Makriyannis)
- InChIKey
- BUZAJRPLUGXRAB-UHFFFAOYSA-N
In plain terms
AM251 is used in the laboratory to block the effect of other cannabinoids - an experimental tool. Not marketed.
Receptors and activity
- CB1Ki ≈ 7,5 nMInverse agonist
- CB2Ki ≈ 2290 nMInverse agonist
- GPR55Agonist
- Agonist
- Partial agonist
- Antagonist
- Modulator
- Inverse agonist
Hover over a row for the precise value (Ki, EC50…)
Subjective signature
Hover over an axis to read its definition.
- Calm25
- Clarity60
- Sleep25
- Appetite15
- High20
Editorial estimate, not clinical.
Pharmacology
AM251 is the iodinated analogue of rimonabant developed by the Makriyannis group (Lan et al., J Med Chem 1999, PMID 9925732). A selective CB1 antagonist / inverse agonist (Ki = 7.5 nM at CB1 vs 2290 nM at CB2; ratio ≈ 305×). The standard pharmacological tool for demonstrating CB1 mediation of an observed effect: if the effect is blocked by AM251, it is CB1-dependent. Note: it is an unexpected GPR55 agonist - do not use it as a « clean » antagonist in studies involving GPR55.
Key sources.
Origin (research tool)
CB1 antagonist / inverse agonist obtained by iodinated modification of rimonabant; organic synthesis (University of Massachusetts)
Legal framework
International
Non listé
European Union
Non listé, outil de recherche
France
Non listé, outil de recherche
Sources: EUR-Lex, UNODC, CND, ANSM, IUPHAR/BPS, ChEBI, EUDA. Our method.
Structural classification
- Class
- ECS modulator (research)
- Origin
- Pharmaceutical research (Makriyannis)
- Status
- Unscheduled
References
- 1.Lan · J Med Chem 1999PMID 9925732
Structured data
- InChIKey
- BUZAJRPLUGXRAB-UHFFFAOYSA-N
- SMILES
- CC1=C(N(N=C1C(=O)NN2CCCCC2)C3=C(C=C(C=C3)Cl)Cl)C4=CC=C(C=C4)I
- Formula
- C22H21Cl2IN4O
- Molar mass
- 555.24 g·mol⁻¹
- CAS
- 183232-66-8
- PubChem CID
- 2125
LLM ingestion format: a structured superset of the entry (identifiers, binding, versioned legal status). Full corpus.