2-(4-chlorophenyl)-1-{4-[2-(diethylamino)ethoxy]phenyl}-1-(4-methylphenyl)ethan-1-ol

• ChemBase ID: 154291
• Molecular Formular: C27H32ClNO2
• Molecular Mass: 438.00148
• Monoisotopic Mass: 437.21215695
• SMILES: CCN(CC)CCOc1ccc(cc1)C(Cc1ccc(cc1)Cl)(c1ccc(cc1)C)O
• Canonical SMILES: CCN(CCOc1ccc(cc1)C(c1ccc(cc1)C)(Cc1ccc(cc1)Cl)O)CC
• InChI: InChI=1S/C27H32ClNO2/c1-4-29(5-2)18-19-31-26-16-12-24(13-17-26)27(30,23-10-6-21(3)7-11-23)20-22-8-14-25(28)15-9-22/h6-17,30H,4-5,18-20H2,1-3H3
• InChIKey: SYHDSBBKRLVLFF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(4-chlorophenyl)-1-{4-[2-(diethylamino)ethoxy]phenyl}-1-(4-methylphenyl)ethan-1-ol
• IUPAC Traditional name: triparanol
• Synonyms: 1-(4-(2-Diethylaminoethoxy)phenyl)-1-p-tolyl-2-(4-chlorophenyl)ethanol; Triparanol; 4-Chloro-α-[4-[2-(diethylamino)ethoxy]phenyl]-α-(4-methylphenyl)benzeneethanol; 1-[4-[2-(Diethylamino)ethoxy]phenyl]-1-(p-tolyl)-2-(p-chlorophenyl)ethanol; Acosterina; Clotrox; Diticyl; Drenaren; Hipocolestina; MER 29; MER 2p; Metasclene; Metasqualene; Triparanol

Database IDs

• CAS Number: 78-41-1
• EC Number: 201-115-0
• MDL Number: MFCD00865748
• PubChem SID: 24724632; 162248430
• PubChem CID: 6536

CALCULATED PROPERTIES

• Acid pKa: 13.310831
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.1499264
• LogD (pH = 7.4): 4.568497
• Log P: 6.480375
• Molar Refractivity: 130.4404 cm^3
• Polarizability: 50.628147 Å^3
• Polar Surface Area: 32.7 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: soluble20 mg/mL; H2O: insoluble
• Apperance: white to off-white powder
• Melting Point: 102.9-103.7 °C

Safety Information

• RTECS: KK2400000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-41
• Safety Statements: 26-39
• GHS Pictograms: GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H302-H318
• GHS Precautionary statements: P280-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: human ... EBP(10682)

Product Information

• Purity: ≥97% (HPLC)
• Empirical Formula (Hill Notation): C27H32NO2Cl

DETAILS

Sigma Aldrich - T5200

Biochem/physiol Actions
Desmosterol Delta24 (D24) reductase inhibitor.

Toronto Research Chemicals - T808250

Desmosterol Delta 24 (D24) reductase inhibitor.

REFERENCES

• Vozeh, S., et al.: Clin. Pharmacol., 15, 254 (1988)
• Garcia March, F., et al.: J. Pharm. Pharmacol., 47, 232 (1988)
• Gofflot, F., et al.: Hum. Mol. Genet., 12, 1187 (1988)