3-[3-methyl-5-(propan-2-yl)-4H-1,2,4-triazol-4-yl]-8-azabicyclo[3.2.1]octane

• ChemBase ID: 165855
• Molecular Formular: C13H22N4
• Molecular Mass: 234.34058
• Monoisotopic Mass: 234.18444672
• SMILES: C12NC(CC(C1)n1c(nnc1C)C(C)C)CC2
• Canonical SMILES: Cc1nnc(n1C1CC2CCC(C1)N2)C(C)C
• InChI: InChI=1S/C13H22N4/c1-8(2)13-16-15-9(3)17(13)12-6-10-4-5-11(7-12)14-10/h8,10-12,14H,4-7H2,1-3H3
• InChIKey: CEIRCCADSFHOQD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[3-methyl-5-(propan-2-yl)-4H-1,2,4-triazol-4-yl]-8-azabicyclo[3.2.1]octane
• IUPAC Traditional name: 3-(3-isopropyl-5-methyl-1,2,4-triazol-4-yl)-8-azabicyclo[3.2.1]octane
• Synonyms: (3-Exo)-3-[3-methyl-5-(1-methylethyl)-4H-1,2,4-triazol-4-yl]-8-Azabicyclo[3.2.1]octane; UK 408027; Des[1-(4,4-difluorocyclohexanecarboxamido)-1-phenylpropyl] Maraviroc; N-(1-Methylethyl)carbamic Acid 2-(Hydroxymethyl)-2-(methyl-d3)pentyl Ester; N-Isopropyl-2-methyl-d3-2-propyl-3-hydroxypropyl Carbamate

Database IDs

• CAS Number: 1189878-05-4; 423165-07-5
• PubChem SID: 162259988
• PubChem CID: 9813426

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -2.4661684
• LogD (pH = 7.4): -2.3404748
• Log P: 0.77674156
• Molar Refractivity: 69.2463 cm^3
• Polarizability: 26.35012 Å^3
• Polar Surface Area: 42.74 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate
• Apperance: Colourless Oil; Off-White to Pale Yellow Solid
• Melting Point: 165-169°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - I872627

A deuterated intermediate in the synthesis of Carisoprodol.

Toronto Research Chemicals - D288810

A metabolite of Maraviroc.

REFERENCES

• Beaumont, K., et al.: Eur. J. Pharm. Sci., 12, 41 (2000)
• Walker, D.K., et al.: Drug Metab. Dispos., 33, 587 (2005).