T5200

Triparanol

≥97% (HPLC), D24 reductase inhibitor, powder

• Synonym(s): 1-(4-(2-Diethylaminoethoxy)phenyl)-1-p-tolyl-2-(4-chlorophenyl)ethanol
• Empirical Formula (Hill Notation): C₂₇H₃₂NO₂Cl
• CAS Number: 78-41-1
• Molecular Weight: 438.00
• NACRES: NA.77
• PubChem Substance ID: 24724632
• UNSPSC Code: 12352200
• EC Number: 201-115-0
• MDL number: MFCD00865748
• Assay: ≥97% (HPLC)
• Form: powder

Properties

• Product Name: Triparanol, ≥97% (HPLC), powder
• Quality Segment: 100
• assay: ≥97% (HPLC)
• form: powder
• color: white to off-white
• mp: 102.9-103.7 °C
• solubility: DMSO: 20 mg/mL, H₂O: insoluble, alcohol: soluble, olive oil: slightly soluble
• storage temp.: 2-8°C
• SMILES string: CCN(CC)CCOc1ccc(cc1)C(O)(Cc2ccc(Cl)cc2)c3ccc(C)cc3
• 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
• InChI key: SYHDSBBKRLVLFF-UHFFFAOYSA-N
• Gene Information: human ... DHCR24(1718), EBP(10682)

Description

Application

Triparanol has been used to inhibit cholesterol biosynthesis in lipid rafts¹. Triparanol has also been used as a 3β-hydroxysterol-Δ24-reductase inhibitor to study its effect on delayed-rectifier potassium current (I_ks) channels².

Biochem/physiol Actions

Desmosterol Delta24 (D24) reductase inhibitor.

Triparanol is known to repress Hedgehog signaling in cancer cells and can also inhibit tumor growth³.

Preparation Note

Triparanol is soluble in DMSO at 20 mg/ml and is also soluble in alcohol. It is slightly soluble in olive oil and is insoluble in water.

Safety Information

• pictograms: GHS05,GHS07
• signalword: Danger
• hcodes: H302,H318
• pcodes: P280 - P301 + P312 + P330 - P305 + P351 + P338 + P310
• Hazard Classifications: Acute Tox. 4 Oral - Eye Dam. 1
• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves