ChemicalBook CAS DataBase List 112924-45-5

112924-45-5

Name	1,1-Dimethylheptyl-11-hydroxytetrahydrocannabinol
CAS	112924-45-5
Molecular Formula	C25H38O3
MDL Number	MFCD01074786
Molecular Weight	386.57
MOL File	112924-45-5.mol

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)-

Chemical Properties

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 Data

WGK Germany

Hazard Information

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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