2-[(carbamoyloxy)(2H2)methyl]-4-hydroxy-2-methyl(1,1-2H2)pentyl carbamate

• ChemBase ID: 170728
• Molecular Formular: C9H18N2O5
• Molecular Mass: 234.24962
• Monoisotopic Mass: 234.12157169
• SMILES: NC(=O)OCC(COC(=O)N)(CC(O)C)C
• Canonical SMILES: CC(CC(COC(=O)N)(COC(=O)N)C)O
• InChI: InChI=1S/C9H18N2O5/c1-6(12)3-9(2,4-15-7(10)13)5-16-8(11)14/h6,12H,3-5H2,1-2H3,(H2,10,13)(H2,11,14)
• InChIKey: KYFPTQOMOYSVDJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(carbamoyloxy)(^2H₂)methyl]-4-hydroxy-2-methyl(1,1-^2H₂)pentyl carbamate
• IUPAC Traditional name: 2-[(carbamoyloxy)(^2H₂)methyl]-4-hydroxy-2-methyl(1,1-^2H₂)pentyl carbamate
• Synonyms: 2-[[(Aminocarbonyl)oxy]methyl]-2-methyl-1,4-pentanediol 1-Carbamate-d4; Carbamic Acid 2-(2-Hydroxypropyl)-2-methyltrimethylene Ester-d4; Hydroxy Meprobamate-d4

Database IDs

• PubChem SID: 164226638
• PubChem CID: 71749114

CALCULATED PROPERTIES

• Acid pKa: 14.926449
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): -0.5374194
• LogD (pH = 7.4): -0.5374194
• Log P: -0.5374194
• Molar Refractivity: 54.7832 cm^3
• Polarizability: 21.90501 Å^3
• Polar Surface Area: 124.87 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H945102

Labelled Hydroxy Meprobamate (H945100). Hydroxy Meprobamate is the major metabolite of Meprobamate (M227750).

REFERENCES

• Ludwig, B.J., et al.: J. Med. Pharmaceut. Chem., 3, 53 (1961)
• Douglas, J.F.., et al: J. Pharmacol. Exp. Therap., 138, 21 (1961)