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112924-45-5

112924-45-5 Structure

112924-45-5 Structure
IdentificationBack Directory
[Name]

1,1-Dimethylheptyl-11-hydroxytetrahydrocannabinol
[CAS]

112924-45-5
[Synonyms]

Dexanabinol
1,1-Dimethylheptyl-11-hydroxytetrahydrocannabinol
(6aS,10aS)-3-(1,1-dimethylheptyl)-6,6-dimethyl-9-methylol-6a,7,10,10a-tetrahydrobenzo[c]chromen-1-ol
(6aS,10aS)-9-(hydroxymethyl)-6,6-dimethyl-3-(2-methyloctan-2-yl)-6a,7,10,10a-tetrahydrobenzo[c]chromen-1-ol
(6aS)-6aα,7,10,10aβ-Tetrahydro-6,6-dimethyl-1-hydroxy-3-(1,1-dimethylheptyl)-6H-dibenzo[b,d]pyran-9-methanol
(6AR,10AR)-3(1,1-DIMETHYLHEPTYL)-6A,7,10,10A-TETRAHYDRO-1-HYDROXY-6,6-DIMETHYL-6H-DIBENZO[B,D]PYRAN-9-METHANOL
(6aS,10aS)-3-(1,1-Dimethylheptyl)-6a,7,10,10a-tetrahydro-1-hydroxy-6,6-dimethyl-6H-dibenzo[b,d]pyran-9-methanol
[6aS,(+)]-6a,7,10,10aβ-Tetrahydro-1-hydroxy-6,6-dimethyl-3-(1,1-dimethylheptyl)-6H-dibenzo[b,d]pyran-9-methanol
(6AR)-TRANS-3-(1,1-DIMETHYLHEPTYL)-6A,7,10,10A-TETRAHYDRO-1-HYDROXY-6,6-DIMETHYL-6H-DIBENZO[B,D]PYRAN-9-METHANOL
(6AR,10AR)-3-(1,1'-DIMETHYLHEPTYL)-6A,7,10,10A-TETRAHYDRO-1-HYDROXY-6,6-DIMETHYL-6H-DIBENZO[B,D]PYRAN-9-METHANOL
(6aS,10aS)-3-(1,1-Dimethylheptyl)-6a,77,10,10a-tetrahydro-1-hydroxy-6,6-dimethyl-6H-dibenzo[b,d]pyran-9-methanol
6H-Dibenzo[b,d]pyran-9-Methanol,3-(1,1-diMethylheptyl)-6a,7,10,10a-tetrahydro-1-hydroxy-6,6-diMethyl-,(6aS,10aS)-
[Molecular Formula]

C25H38O3
[MDL Number]

MFCD01074786
[MOL File]

112924-45-5.mol
[Molecular Weight]

386.57
Chemical PropertiesBack Directory
[Melting point ]

141-142°
[alpha ]

D +227° (CHCl3)
[Boiling point ]

470.1±45.0 °C(Predicted)
[density ]

1.030±0.06 g/cm3(Predicted)
[storage temp. ]

−20°C
[solubility ]

DMSO: soluble
[form ]

solid
[pka]

9.72±0.60(Predicted)
Safety DataBack Directory
[WGK Germany ]

3
Hazard InformationBack Directory
[Uses]

HU 211-d6 is labelled HU-211 (H673505) which is a novel TNF-α inhibitor and an effective neuroprotectant. It might be a useful agent for the treatment of stroke patients, by protecting neuronal lysosomes from nitric oxide (NO)-mediated toxicity.
[Biological Activity]

NMDA antagonist (IC 50 = 11 μ M for inhibition of [ 3 H]MK-801 binding to rat forebrain membranes). Protects against NMDA- and quisqualate-induced neurotoxicity (EC 50 = 3.8 μ M) and enhances dopamine D 1 receptor activity. Inhibits NF- κ B, reducing TNF- α , IL-6 and nitric oxide production, and acts as a free radical scavenger. Exhibits beneficial effects in experimental models of multiple sclerosis, bacterial meningitis, septic shock, epilepsy, and traumatic and ischemic brain injury. Brain penetrant.
[storage]

Store at -20°C
[References]

[1]. eshhar n, striem s, biegon a. hu-211, a non-psychotropic cannabinoid, rescues cortical neurones from excitatory amino acid toxicity in culture. neuroreport, 1993, 5(3): 237-240.
[2]. bar-joseph a, berkovitch y, adamchik j, et al. neuroprotective activity of hu-211, a novel nmda antagonist, in global ischemia in gerbils. mol chem neuropathol, 1994, 23(2-3): 125-135.
[3]. shohami e, novikov m, bass r. long-term effect of hu-211, a novel non-competitive nmda antagonist, on motor and memory functions after closed head injury in the rat. brain res, 1995, 674(1): 55-62.
[4]. gallily r, yamin a, waksmann y, et al. protection against septic shock and suppression of tumor necrosis factor alpha and nitric oxide production by dexanabinol (hu-211), a nonpsychotropic cannabinoid. j pharmacol exp ther, 1997, 283(2): 918-924.
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