9-amino-1,2,3,4-tetrahydro(5,6,7,8-2H4)acridin-1-ol hydrochloride

• ChemBase ID: 160255
• Molecular Formular: C13H15ClN2O
• Molecular Mass: 250.724
• Monoisotopic Mass: 250.08729079
• SMILES: c1ccc2c(c1)c(c1c(n2)CCCC1O)N.Cl
• Canonical SMILES: OC1CCCc2c1c(N)c1c(n2)cccc1.Cl
• InChI: InChI=1S/C13H14N2O.ClH/c14-13-8-4-1-2-5-9(8)15-10-6-3-7-11(16)12(10)13;/h1-2,4-5,11,16H,3,6-7H2,(H2,14,15);1H
• InChIKey: IJWCYOSTVLKCCX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 9-amino-1,2,3,4-tetrahydro(5,6,7,8-^2H₄)acridin-1-ol hydrochloride
• IUPAC Traditional name: 9-amino-1,2,3,4-tetrahydro(5,6,7,8-^2H₄)acridin-1-ol hydrochloride
• Synonyms: 9-Amino-1,2,3,4-tetrahydro-1-acridinol-d3 Hydrochloride; HP 029-d3; Mentane-d3; P 83-6029A-d3; Velnacrine-d3 Hydrochloride; 1-hydroxy tacrine maleate-d3; 9-Amino-1,2,3,4-tetrahydroacridin-1-ol-d3 Hydrochloride

Database IDs

• PubChem SID: 162254390
• PubChem CID: 71313300

CALCULATED PROPERTIES

• Acid pKa: 14.237208
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.3788231
• LogD (pH = 7.4): 0.39972323
• Log P: 1.3973336
• Molar Refractivity: 63.2536 cm^3
• Polarizability: 25.292418 Å^3
• Polar Surface Area: 59.14 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A629903

A potential Alzheimer's Disease therapeutic of low toxicity. Exhibits biochemical and pharmacological profile similar to THA except that it is far less toxic and without measurable liver toxicity in humans.

REFERENCES

• Alon, R., et al.: J. Cell Biol., 128, 1243 (1995)
• Min, W., et al.: J .Immunol., 159, 3508 (1995)
• Lum, A., et al.: J. Biol. Chem., 277, 20660 (1995)
• Carvalho, F., et al.: J. Appl. Toxicol., 24, 419 (1995)