78-41-1 Usage
Description
TRIPARANOL, also known as Desmosterol Delta 24 (D24) reductase inhibitor, is a compound that has been utilized in various applications due to its ability to inhibit specific enzymes and processes. It has garnered interest in the fields of pharmaceuticals and medical research for its potential effects on cholesterol biosynthesis and ion channel regulation.
Uses
Used in Cholesterol Biosynthesis Inhibition:
TRIPARANOL is used as a Desmosterol Delta 24 (D24) reductase inhibitor for inhibiting cholesterol biosynthesis in lipid rafts. This application is significant in understanding the role of cholesterol in cellular processes and its implications in various diseases.
Used in Ion Channel Regulation:
In the field of ion channel research, TRIPARANOL is used as a 3β-hydroxysterol-Δ24-reductase inhibitor to study its effect on delayed-rectifier potassium current (Iks) channels. This application aids in comprehending the relationship between cholesterol biosynthesis and ion channel function, which can be crucial for developing targeted therapies for various conditions.
Originator
Mer-29,Merrell National,US,1960
Manufacturing Process
4-(β-diethylaminoethoxy)-4-methylbenzophenone was prepared as follows: a
mixture of 200 g of 4-hydroxy-4-methylbenzophenone, 55 g of powdered
sodium methoxide and 400 ml of ethanol was stirred for 30 minutes. A
solution of 150 g of β-diethylaminoethyl chloride in 300 ml of toluene was
added and the mixture was refluxed four hours. The solvent was removed, the
residue was taken up in ether, extracted with 5% NaOH solution, twice with
water, the ether was removed and the residue was distilled. The product was
obtained as an oil boiling at 232°C at 0.6 mm.
1 liter of a 0.45 N ethereal solution of p-chlorobenzyl magnesium chloride was
added in 30 minutes to a stirred solution of 104 g (0.35 mol) of 4-(β-
diethylaminoethoxy)-4-methylbenzophenone in 400 ml of dry ether. After
stirring an additional hour, the mixture was decomposed by pouring onto 1
liter of cold 10% ammonium chloride solution, the ether solution was washed
with water, and the ether was replaced with hot isopropanol containing a trace
of ammonia. 1-[p-(β-diethylaminoethoxy)phenyl]-1-phenyl-2-p-tolyl-2-p_x0002_chloroethanol separated as white crystals, melting at 104% to 106°C.
Therapeutic Function
Antihyperlipidemic
Biochem/physiol Actions
Triparanol is known to repress Hedgehog signaling in cancer cells and can also inhibit tumor growth3.
Check Digit Verification of cas no
The CAS Registry Mumber 78-41-1 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 7 and 8 respectively; the second part has 2 digits, 4 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 78-41:
(4*7)+(3*8)+(2*4)+(1*1)=61
61 % 10 = 1
So 78-41-1 is a valid CAS Registry Number.
InChI:InChI=1/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
78-41-1Relevant articles and documents
From Anilines to Aryl Ethers: A Facile, Efficient, and Versatile Synthetic Method Employing Mild Conditions
Wang, Dong-Yu,Yang, Ze-Kun,Wang, Chao,Zhang, Ao,Uchiyama, Masanobu
supporting information, p. 3641 - 3645 (2018/03/13)
We have developed a simple and direct method for the synthesis of aryl ethers by reacting alcohols/phenols (ROH) with aryl ammonium salts (ArNMe3+), which are readily prepared from anilines (ArNR′2, R′=H or Me). This reaction proceeds smoothly and rapidly (within a few hours) at room temperature in the presence of a commercially available base, such as KOtBu or KHMDS, and has a broad substrate scope with respect to both ROH and ArNR′2. It is scalable and compatible with a wide range of functional groups.