Original: Anavex2-73 HCl 195615-84-0 , stock more than 100g

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Description: Anavex2-73 is a muscarinic/σ1 ligand. ANAVEX2-73 (0.01-3.0 mg/kg i.p.) alleviated the scopolamine- and dizocilpine-induced learning impairments. ANAVEX2-73 (300 µg/kg) also reversed the learning deficits in mice injected with Aβ(25-35) peptide, a non-transgenic Alzheimer's disease model. The neuroprotective activity of ANAVEX2-73, its mixed cholinergic/σ(1) activity, its low active dose range and its long duration of action together reinforce its therapeutic potential in Alzheimer's disease.

Name: Anavex2-73 HCl 

CAS#: 195615-84-0 (HCl) 

Chemical Formula: C19H24ClNO 

Exact Mass: 

Molecular Weight: 317.857 

Elemental Analysis: C, 71.80; H, 7.61; Cl, 11.15; N, 4.41; O, 5.03

Related CAS #: 195615-83-9 (free base)   195615-84-0 (HCl)    

Synonym: Anavex-2-73; Anavex2-73; Anavex 2-73; Anavex-273; Anavex273; Anavex 273; AE-37 hydrochloride

IUPAC/Chemical Name: 1-(2,2-diphenyltetrahydrofuran-3-yl)-N,N-dimethylmethanamine hydrochloride

InChi Key: FEQOLYDPQKHFTD-UHFFFAOYSA-N

InChi Code: InChI=1S/C19H23NO.ClH/c1-20(2)15-18-13-14-21-19(18,16-9-5-3-6-10-16)17-11-7-4-8-12-17;/h3-12,18H,13-15H2,1-2H3;1H

SMILES Code: CN(C)CC1C(C2=CC=CC=C2)(C3=CC=CC=C3)OCC1.[H]Cl

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

Harmonized System Code: 293490

REFERENCES

1: Goguadze N, Zhuravliova E, Morin D, Mikeladze D, Maurice T. Sigma-1 Receptor Agonists Induce Oxidative Stress in Mitochondria and Enhance Complex I Activity in Physiological Condition but Protect Against Pathological Oxidative Stress. Neurotox Res. 2017 Nov 10. doi: 10.1007/s12640-017-9838-2. [Epub ahead of print] PubMed PMID: 29127580.

2: Maurice T. Protection by sigma-1 receptor agonists is synergic with donepezil, but not with memantine, in a mouse model of amyloid-induced memory impairments. Behav Brain Res. 2016 Jan 1;296:270-278. doi: 10.1016/j.bbr.2015.09.020. Epub 2015 Sep 16. PubMed PMID: 26386305.

3: Mason VL. Alzheimer's Association International Conference on Alzheimer's Disease 2015 (AAIC 2015) (July 18-23, 2015 - Washington, D.C., USA). Drugs Today (Barc). 2015 Jul;51(7):447-52. doi: 10.1358/dot.2015.51.7.2375989. PubMed PMID: 26261847.

4: Lahmy V, Long R, Morin D, Villard V, Maurice T. Mitochondrial protection by the mixed muscarinic/σ1 ligand ANAVEX2-73, a tetrahydrofuran derivative, in Aβ25-35 peptide-injected mice, a nontransgenic Alzheimer's disease model. Front Cell Neurosci. 2015 Jan 20;8:463. doi: 10.3389/fncel.2014.00463. eCollection 2014. PubMed PMID: 25653589; PubMed Central PMCID: PMC4299448.

5: Lahmy V, Meunier J, Malmström S, Naert G, Givalois L, Kim SH, Villard V, Vamvakides A, Maurice T. Blockade of Tau hyperphosphorylation and Aβ₁₋₄₂ generation by the aminotetrahydrofuran derivative ANAVEX2-73, a mixed muscarinic and σ₁ receptor agonist, in a nontransgenic mouse model of Alzheimer's disease. Neuropsychopharmacology. 2013 Aug;38(9):1706-23. doi: 10.1038/npp.2013.70. Epub 2013 Mar 14. PubMed PMID: 23493042; PubMed Central PMCID: PMC3717544.

6: Villard V, Espallergues J, Keller E, Vamvakides A, Maurice T. Anti-amnesic and neuroprotective potentials of the mixed muscarinic receptor/sigma 1 (σ1) ligand ANAVEX2-73, a novel aminotetrahydrofuran derivative. J Psychopharmacol. 2011 Aug;25(8):1101-17. doi: 10.1177/0269881110379286. Epub 2010 Sep 9. PubMed PMID: 20829307.