WOBE437

Pharmaceutical compound From Wikipedia, the free encyclopedia

WOBE437 is a selective endocannabinoid reuptake inhibitor (SERI) which has been used in scientific research.[1][2]

Other namesWOBE-437
ATC code
  • None
Quick facts Clinical data, Other names ...
WOBE437
Clinical data
Other namesWOBE-437
Drug classSelective endocannabinoid reuptake inhibitor (SERI)
ATC code
  • None
Identifiers
  • (2E,4E)-N-[2-(3,4-dimethoxyphenyl)ethyl]dodeca-2,4-dienamide
CAS Number
PubChem CID
ChemSpider
Chemical and physical data
FormulaC22H33NO3
Molar mass359.510 g·mol−1
3D model (JSmol)
  • CCCCCCC/C=C/C=C/C(=O)NCCC1=CC(=C(C=C1)OC)OC
  • InChI=1S/C22H33NO3/c1-4-5-6-7-8-9-10-11-12-13-22(24)23-17-16-19-14-15-20(25-2)21(18-19)26-3/h10-15,18H,4-9,16-17H2,1-3H3,(H,23,24)/b11-10+,13-12+
  • Key:LAHLFCSEHHJQRN-AQASXUMVSA-N
Close

It is a highly potent and selective endocannabinoid reuptake inhibitor, with an IC50Tooltip half-maximal inhibitory concentration of 10 nM in terms of this action.[1][2][3] The drug produces anxiolytic-like, anti-inflammatory, analgesic, antiallodynic, and muscle relaxant effects in rodents.[1][2][4] These effects are mediated by increased endocannabinoid levels, including of anandamide (AEA) and 2-arachidonylglycerol (2-AG), and are dependent on cannabinoid receptors, for instance the cannabinoid CB1 receptor.[1][2] Conversely, WOBE437 did not produce catalepsy, affect locomotor activity, or produce the typical sedation of cannabinoid CB1 receptor agonists.[2][4] The drug also showed effectiveness in an animal model of multiple sclerosis.[4] Originally believed to be selective, off-target activities of WOBE437 have subsequently been identified and described.[5]

WOBE437 is orally bioavailable in rodents.[2]

Numerous analogues of WOBE437 have been explored in search of candidates with better drug-like properties, though a series of almost 80 compounds found none that were more potent than WOBE437 itself.[3]

WOBE437 was first described in the scientific literature by 2013.[6][1]

See also

References

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