(3R,5S,7s)-1-(5-bromo-2-methoxyphenyl)adamantane

• ChemBase ID: 159535
• Molecular Formular: C17H21BrO
• Molecular Mass: 321.25204
• Monoisotopic Mass: 320.07757729
• SMILES: C12(C[C@H]3C[C@@H](C1)C[C@H](C2)C3)c1cc(ccc1OC)Br
• Canonical SMILES: COc1ccc(cc1C12C[C@@H]3C[C@@H](C2)C[C@H](C1)C3)Br
• InChI: InChI=1S/C17H21BrO/c1-19-16-3-2-14(18)7-15(16)17-8-11-4-12(9-17)6-13(5-11)10-17/h2-3,7,11-13H,4-6,8-10H2,1H3/t11-,12+,13-,17?
• InChIKey: QQAMHHZQONQBFZ-CPALDKLRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,5S,7s)-1-(5-bromo-2-methoxyphenyl)adamantane
• IUPAC Traditional name: (3R,5S,7s)-1-(5-bromo-2-methoxyphenyl)adamantane
• Synonyms: 1-(5-Bromo-2-methoxyphenyl)-tricyclo[3.3.1.13,7]decane; 2-(1-Adamantyl)-4-bromoanisole

Database IDs

• CAS Number: 104224-63-7
• PubChem SID: 162253670
• PubChem CID: 3285024

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 4.932969
• LogD (pH = 7.4): 4.932969
• Log P: 4.932969
• Molar Refractivity: 80.8521 cm^3
• Polarizability: 31.691801 Å^3
• Polar Surface Area: 9.23 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate
• Apperance: White Solid
• Melting Point: 139-141°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - A208300

Adapalene (A225000) impurity.

REFERENCES

• Charpentier, B., et al.: J. Med. Chem., 38, 4993 (1995)
• Cincinelli, R., et al.: Bioorg. Med. Chem., 15, 4863 (1995)
• Brenna, E., et al.: J. Pharm. Biomed. Anal., 43, 1161 (1995)