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(+/-)-4R-[4-(1,1-DIMETHYLHEPTYL)-2,6-DIMETHOXYPHENYL]-6,6-DIMETHYL-1R,5R-BICYCLO[3.1.1]HEPT-2-ENE-2-METHANOL

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(+/-)-4R-[4-(1,1-DIMETHYLHEPTYL)-2,6-DIMETHOXYPHENYL]-6,6-DIMETHYL-1R,5R-BICYCLO[3.1.1]HEPT-2-ENE-2-METHANOL Basic information

Product Name:
(+/-)-4R-[4-(1,1-DIMETHYLHEPTYL)-2,6-DIMETHOXYPHENYL]-6,6-DIMETHYL-1R,5R-BICYCLO[3.1.1]HEPT-2-ENE-2-METHANOL
Synonyms:
  • HU-308
  • 4-[4-(1,1-Dimethylheptyl)-2,6-dimethoxyphenyl]-6,6-dimethylbicyclo[3.1.1]hept-2-ene-2-methanol
  • (+/-)-4R-[4-(1,1-DIMETHYLHEPTYL)-2,6-DIMETHOXYPHENYL]-6,6-DIMETHYL-1R,5R-BICYCLO[3.1.1]HEPT-2-ENE-2-METHANOL
  • (1R,4R,5R)-rel-(+)-4-[4-(1,1-DiMethylheptyl)-2,6-diMethoxyphenyl]-6,6-diMethylbicyclo[3.1.1]hept-2-ene-2-Methanol
  • [(1S,2S,5S)-2-[2,6-dimethoxy-4-(2-methyloctan-2-yl)phenyl]-6,6-dimethyl-4-bicyclo[3.1.1]hept-3-enyl]methanol
  • Bicyclo[3.1.1]hept-2-ene-2-methanol, 4-[4-(1,1-dimethylheptyl)-2,6-dimethoxyphenyl]-6,6-dimethyl-, (1R,4R,5R)-rel-(+)-
  • Bicyclo[3.1.1]hept-2-ene-2-methanol, 4-[4-(1,1-dimethylheptyl)-2,6-dimethoxyphenyl]-6,6-dimethyl-, (1S,4S,5S)-
  • (+/-)-4R-[4-(1,1-DIMETHYLHEPTYL)-2,6-DIMETHOXYPHENYL]-6,6-DIMETHYL-1R,5R-BICYCLO[3.1.1]HEPT-2-ENE-2-METHANOL
CAS:
256934-39-1
MF:
C27H42O3
MW:
414.62
Product Categories:
  • Aromatics
  • Chiral Reagents
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Neurochemicals
  • Pharmaceuticals
Mol File:
256934-39-1.mol
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(+/-)-4R-[4-(1,1-DIMETHYLHEPTYL)-2,6-DIMETHOXYPHENYL]-6,6-DIMETHYL-1R,5R-BICYCLO[3.1.1]HEPT-2-ENE-2-METHANOL Chemical Properties

Boiling point:
508.7±50.0 °C(Predicted)
Density 
0.999
storage temp. 
Store at -20°C
solubility 
Soluble in DMSO
form 
solution in methyl acetate
pka
14.77±0.10(Predicted)
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(+/-)-4R-[4-(1,1-DIMETHYLHEPTYL)-2,6-DIMETHOXYPHENYL]-6,6-DIMETHYL-1R,5R-BICYCLO[3.1.1]HEPT-2-ENE-2-METHANOL Usage And Synthesis

Uses

A specific CB2-specific agonist that inhibits forskolin-stimulated cAMP production in CB2-transfected cells. It reduces blood pressure, blocks defecation, and elicits anti-inflammatory and peripheral analgesic activity and thus may lead to new therapies for hypertension, inflammation, and pain. Controlled Substance.

Definition

ChEBI: HU-308 is a carbobicyclic compound that is bicyclo[3.1.1]hept-2-ene which is substituted by a hydroxymethyl group at position 2, a 2,6-dimethoxy-4-(2-methyloctan-2-yl)phenyl group at position 4, and two methyl groups at position 6 (the 1S,4S,5S stereoisomer). A highly selective and effective cannabinoid type-2 agonist and the enantiomer of HU-433. It has a role as a CB2 receptor agonist, an anti-inflammatory agent, a bone density conservation agent, an apoptosis inhibitor and an antihypertensive agent. It is a bridged compound, a carbobicyclic compound, an aromatic ether, a synthetic cannabinoid and a primary allylic alcohol.

Biological Activity

Potent and selective CB 2 receptor agonist (K i values are 22.7 nM and > 10 μ M for CB 2 and CB 1 receptors respectively, EC 50 = 5.57 nM). Displays antiallodynic activity in the rat hindpaw incision model of postoperative pain.

storage

Store at -20°C

(+/-)-4R-[4-(1,1-DIMETHYLHEPTYL)-2,6-DIMETHOXYPHENYL]-6,6-DIMETHYL-1R,5R-BICYCLO[3.1.1]HEPT-2-ENE-2-METHANOLSupplier

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(+/-)-4R-[4-(1,1-DIMETHYLHEPTYL)-2,6-DIMETHOXYPHENYL]-6,6-DIMETHYL-1R,5R-BICYCLO[3.1.1]HEPT-2-ENE-2-METHANOL(256934-39-1)Related Product Information