UCM 707A selective inhibitor of anandamide uptake

UCM 707 (CAS 390824-20-1)

UCM 707 | CAS 390824-20-1 is rated 5.0 out of 5 by 1.
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Application: A selective inhibitor of anandamide uptake
CAS Number: 390824-20-1
Purity: >98%
Molecular Weight: 383.57
Molecular Formula: C25H37NO2
Supplemental Information: This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
* Refer to Certificate of Analysis for lot specific data (including water content).
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UCM 707 is a potent and selective anandamide uptake inhibitor (neuronal (C6 glioma cells): IC50=25 μM; non-neuronal (rat RBL-2H3 cells): IC50=41μM) with low affinity to CB1 receptor (CB1: Ki=4.8 μM; CB2: Ki=0.067 μM). Inhibits VR1(TRPV1) (Ki>5 μM) and FAAH (IC50 >100 μM).


References

Design, synthesis and biological evaluation of novel arachidonic acid derivatives as highly potent and selective endocannabinoid transporter inhibitors: M.L. Lopez-Rodriguez, et al.; J. Med. Chem. 44, 4505 (2001) UCM707, a potent and selective inhibitor of endocannabinoid uptake, potentiates hypokinetic and antinociceptive effects of anandamide: E. de Lago, et al.; Eur. J. Pharmacol. 449, 99 (2002) Design, synthesis and biological evaluation of new endocannabinoid transporter inhibitors: M.L. Lopez-Rodriguez, et al.; Eur. J. Med. Chem. 38, 403 (2003) Design, synthesis, and biological evaluation of new inhibitors of the endocannabinoid uptake: comparison with effects on fatty acid amidohydrolase: M.L. Lopez-Rodriguez, et al.; J. Med. Chem. 46, 1512 (2003) Selective inhibition of anandamide cellular uptake versus enzymatic hydrolysis-a difficult issue to handle: C.J. Fowler, et al.; Eur. J. Pharmacol. 492, 1 (2004)

Formulation :
Solution in methyl acetate
Physical State :
Liquid
Solubility :
Soluble in water (0.25 mg/ml at 25° C), ethanol, DMSO, DMF, and ethanol: PBS (ph 7.2) (1: 2).
Storage :
Store at -20° C
Boiling Point :
57° C
Refractive Index :
n20D 1.51 (Predicted)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
PubChem CID :
10199993
MDL Number :
MFCD04113033
SMILES :
CCCCCC=CCC=CCC=CCC=CCCCC(=O)NCC1=COC=C1

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UCM 707  Product Citations

See how others have used UCM 707. Click on the entry to view the PubMed entry .

Citations 1 to 9 of 9 total

PMID: # 19815071  Loría, F. et al. 2010. Neurobiol. Dis. 37: 166-176.

PMID: # 19661434  Pernía-Andrade, AJ. et al. 2009. Science. 325: 760-764.

PMID: # 17196181  García-Arencibia, M. et al. 2007. Brain Res. 1134: 162-170.

PMID: # 16006105  de Lago, E. et al. 2006. Eur Neuropsychopharmacol. 16: 7-7-1818.

PMID: # 15941768  Ortega-Gutiérrez, S. et al. 2005. FASEB J. 19: 1338-1340.

PMID: # 15963472  de Lago, E. et al. 2005. Biochem. Pharmacol. 70: 446-452.

PMID: # 15209515  Ortega-Gutiérrez, S. et al. 2004. Biochemistry. 43: 8184-8190.

PMID: # 12163112  de Lago, E. et al. 2002. Eur. J. Pharmacol. 449: 99-99-103103.

PMID: # 1  Makar, AB. et al. 1975. Biochem Med. 13: 117-126.

Citations 1 to 9 of 9 total
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Rated 5 out of 5 by from Loria et al Loria et al. (PubMed ID 19815071) found UCM 707, an endocannabinoid uptake inhibitor, protected neurons against AMPA-induced neurotoxicity by activating CB(1) and CB(2) cannabinoid receptors, as well as PPARgamma. -SCBT Publication Review
Date published: 2015-05-04
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