2-[(4-tert-butylcyclohexyl)methyl]-3-hydroxy-1,4-dihydronaphthalene-1,4-dione

• ChemBase ID: 163091
• Molecular Formular: C21H26O3
• Molecular Mass: 326.42934
• Monoisotopic Mass: 326.18819469
• SMILES: c1ccc2c(c1)C(=O)C(=C(C2=O)O)CC1CCC(CC1)C(C)(C)C
• Canonical SMILES: OC1=C(CC2CCC(CC2)C(C)(C)C)C(=O)c2c(C1=O)cccc2
• InChI: InChI=1S/C21H26O3/c1-21(2,3)14-10-8-13(9-11-14)12-17-18(22)15-6-4-5-7-16(15)19(23)20(17)24/h4-7,13-14,24H,8-12H2,1-3H3
• InChIKey: KLLIVCPQDTYMLC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(4-tert-butylcyclohexyl)methyl]-3-hydroxy-1,4-dihydronaphthalene-1,4-dione
• IUPAC Traditional name: buparvaquone
• Synonyms: 2-[[4-(1,1-Dimethylethyl)cyclohexyl]methyl]-3-hydroxy-1,4-naphthalenedione; Butalex; BW-720C; Buparvaquone; 2-((4-(1,1-dimethylethyl)cyclohexyl)methyl)-3-hydroxy-1,4-Naphthalenedione

Database IDs

• CAS Number: 88426-33-9
• PubChem SID: 162257226
• PubChem CID: 71768

CALCULATED PROPERTIES

• Acid pKa: 6.0287437
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 4.623442
• LogD (pH = 7.4): 3.349661
• Log P: 4.7360015
• Molar Refractivity: 96.4324 cm^3
• Polarizability: 36.974632 Å^3
• Polar Surface Area: 54.37 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate
• Apperance: Yellow Solid
• Melting Point: 178-184°C

Safety Information

• Storage Condition: Refrigerator

Product Information

• Purity: 98%

DETAILS

Toronto Research Chemicals - B689555

Analog of antimalarial hydroxynaphthoquinones; tert-butyl derivative of Parvaquone. Antiprotozoal (Theileria).

REFERENCES

• Hudson, A.T., et al.: Parasitology, 90, 45 (1985)
• Dhar, S., et al.: Vet. Rec., 119, 635 (1985)