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URB937

A FAAH inhibitor excluded from the brain by the ABCG2 transporter, a research tool with no human data.

Level of detail

Harm-reduction warning

No characterised human dose: animal / in vitro data only. Effect profile, safety margin and acute toxicity are not documented in human clinical practice. Extremely potent compound: severe effects, seizures and deaths reported in the literature.

C₂₀H₂₂N₂O₄

CID 53394762

Family
ECS pharmacological toolEnzyme inhibitor
Molar mass
354.40 g/mol

Updated on

In plain terms

URB937 is a laboratory molecule, made by synthesis and absent from hemp. It blocks an enzyme that destroys anandamide, a cannabinoid the body makes itself, but only outside the brain: a transporter pushes it back at the gates of the nervous system. Everything published concerns rats and mice; no study in humans was found.

Receptors and activity

Target network

FAAHInhibitorIC50 = 26.8 nM · ratrat brain membranes (Wistar); covalent inhibition; ex vivo 50% inhibitory dose of 0.2 mg/kg (liver) versus 40 mg/kg (brain) in the mouse
  • Blocks or inhibits

The lower the cited value, the closer the target sits to URB937: one ring per factor of 100. A target with no measured value stays on the edge.

Where these targets live

Where each target has been found in humans, according to the cited studies. The map shows the target, not an effect of URB937.

Brain, side view
Body, front view
Blood

FAAHFAAH found in 7 regions of the body

  1. CortexpresentCortical pyramidal neurons1
  2. Basal gangliapresentStriatal neurons1
  3. HypothalamuspresentPresent in hypothalamic nuclei1
  4. CerebellumpresentPurkinje cells and cerebellar layers1
  5. BrainstempresentInferior olivary nuclei1
  6. Adipose tissuepresentExpressed in mature adipocytes2
  7. BonepresentPresent on osteoclasts3

Cited values

  1. FAAHInhibitorIC50 = 26.8 nM · rat60 out of 100

    Clapper et al., Nat Neurosci 2010 (table 1) (new tab) · rat brain membranes (Wistar); covalent inhibition; ex vivo 50% inhibitory dose of 0.2 mg/kg (liver) versus 40 mg/kg (brain) in the mouse

  2. MAGLInhibitorno measured value cited

    No inhibition: IC50 above 100 µM (Clapper et al. 2010)

Bar length follows the measured value (Ki, Kd, EC50 or IC50), on one scale shared by every entry, from 100 µM to 0.1 nM. A target with no cited value has no bar.

Pharmacology

URB937 is an O-aryl carbamate that inhibits FAAH, the enzyme that degrades anandamide. On rat brain membranes, its IC50 is 26.8 nM; monoacylglycerol lipase is not inhibited (IC50 above 100 µM) and tissue 2-AG does not change. The molecule does not bind CB1 or CB2 itself: its action goes through accumulation of anandamide, and the antinociceptive effect seen in mice was blocked by CB1 antagonists but not by a CB2 antagonist (Clapper et al. 2010). Its particularity is to be a substrate of the efflux transporter ABCG2, which pushes it out of the brain and spinal cord: in mice, the dose inhibiting half of FAAH is 0.2 mg/kg in liver against 40 mg/kg in brain (a 200-fold ratio), and, at 25 mg/kg intraperitoneally, the compound reached the brain and spinal cord of Abcg2-deficient mice but not of wild-type mice (Moreno-Sanz et al. 2011). This peripheral restriction made it a tool to study the role of peripheral anandamide in nociception: in rodents, URB937 attenuated pain-like behaviours in models of nerve injury and inflammation without access to the central nervous system, effects prevented by CB1 blockade (Clapper et al. 2010). In pregnant females, access to placental and fetal tissues is restricted (Moreno-Sanz et al. 2012). The literature found is preclinical; no clinical trial registered on ClinicalTrials.gov was found and human data are lacking.

History

Source
An entirely synthetic compound with no known natural occurrence: it was designed as a peripherally restricted FAAH inhibitor, by adding polar groups to the proximal phenyl ring of URB597, a FAAH inhibitor that crosses the blood-brain barrier (Clapper et al. 2010).

Origin

Research tool

No biosynthesis: URB937 is produced by no organism. It is a synthetic derivative of the aryl carbamate URB597 carrying an extra hydroxyl, which makes it a substrate of an efflux transporter (Clapper et al. 2010).

Classification

Family, origin and source verification

Family

ECS pharmacological tool › Enzyme inhibitor

Verification

Classification, sources and binding values checked on 20 October 2026; text read against its sources and Wikipedia.

Wikipedia (English)

No dedicated article.

References

Identifiers

Names

IUPAC name
[3-(3-carbamoylphenyl)-4-hydroxyphenyl] N-cyclohexylcarbamate
Other names
URB-937 · URB 937

Identifiers

Formula
C₂₀H₂₂N₂O₄
InChIKey
CMEQHOXCIGFZNJ-UHFFFAOYSA-N
SMILES
C1CCC(CC1)NC(=O)OC2=CC(=C(C=C2)O)C3=CC(=CC=C3)C(=O)N

Machine-readable entry (JSON)

LLM ingestion format: a structured superset of the entry (identifiers, binding, versioned legal status). Full corpus.