55357-38-5

Usage

Uses

Used in Pharmaceutical Industry:
Choline tosylate is used as an intermediate in the synthesis of various pharmaceutical compounds. Its ability to act as a substrate for choline acetyltransferase (CHAT) makes it a valuable component in the development of drugs targeting the nervous system and related conditions.
Used in Research Applications:
In the field of scientific research, Choline tosylate is utilized as a substrate for studying the activity and function of choline acetyltransferase, an enzyme that plays a crucial role in the synthesis of the neurotransmitter acetylcholine. This application aids in understanding the mechanisms of various neurological disorders and the development of potential therapeutic agents.
Used in Chemical Synthesis:
Choline tosylate serves as a versatile building block in the synthesis of a wide range of organic compounds, including those with potential applications in the pharmaceutical, agrochemical, and material science industries. Its reactivity and functional group compatibility make it a valuable starting material for the creation of novel molecules with diverse properties and applications.

Synthesis

A 500 mL reactor was charged at 25 °C with 50 g (268.5 mmol) methyl tosylate and 100 mL acetone to which a solution of 25.1 g (281.6 mmol) N,N-dimethyl ethanolamine in 50.3 g acetone was added continuously at 25 °C over 3 h. The dropping funnel was rinsed with additional acetone. The reaction mixture was stirred at 25 °C for 20 h and the reaction progress was monitored by HPLC. When the level of methyltosylate was lower than 500 ppm the resulting suspension was cooled to 0 °C over 150 min and the suspension was stirred at 0 °C for 60 min. The product was collected by fdtration, washed two times with 175 mL acetone and dried under vacuum at 25 °C to obtain 73.1 g (99 %) of choline tosylate as a white crystalline solid.

InChI:InChI=1/C7H8O3S.C5H14NO/c1-6-2-4-7(5-3-6)11(8,9)10;1-6(2,3)4-5-7/h2-5H,1H3,(H,8,9,10);7H,4-5H2,1-3H3/q;+1/p-1

Upstream product

• 108-01-0 2-(N,N-dimethylamino)ethanol 
• 80-48-8 methyl p-toluene sulfonate 

Downstream Products

• 816-94-4 distearoylphosphatidylcholine 
• 18678-98-3 Rac_. 1-O-Hexadecyl-2-O-benzylglycero-3-phosphocholin 
• 69483-37-0 1,2-di-O-hexadecyl-3-O-<<2-(trimethylamino)ethyl>phosphoryl>-rac-glycerol 
• 108587-39-9 C₂₉H₃₉N₂O₅P 
• 103304-64-9 1-S-hexadecyl-2-O-ethyl-rac-thioglycero-3-phosphocholine 
• 171597-35-6 1-stearoyl-2-benzylglycerophosphocholine 
• 82507-07-1 Toluene-4-sulfonate{2-[((R)-2-acetoxy-3-hexadecyloxy-propoxy)-(2-chloro-phenoxy)-phosphoryloxy]-ethyl}-trimethyl-ammonium; 
• 63-89-8 L-dipalmitoylphosphatidylcholine 
• 91326-84-0 1-O-hexadecyl-2-O-benzyl-sn-glycero-3-phosphocholine 
• 96998-53-7 3-O-hexadecyl-2-O-benzyl-sn-glycero-1-phosphocholine 
• 65492-82-2 (+)-Edelfosine 
• 74389-69-8 1-O-octadecyl-2-acetyl-sn-glycero-3-phosphocholine 
• 115523-47-2 Toluene-4-sulfonate(2-{[(E)-(2S,3R)-3-(tert-butyl-diphenyl-silanyloxy)-2-octadecanoylamino-octadec-4-enyloxy]-methoxy-phosphanyloxy}-ethyl)-trimethyl-ammonium; 
• 115523-49-4 Toluene-4-sulfonate(2-{[(E)-(2S,3R)-3-(tert-butyl-diphenyl-silanyloxy)-2-octadecanoylamino-octadec-4-enyloxy]-methoxy-phosphoryloxy}-ethyl)-trimethyl-ammonium; 

Relevant academic research and scientific papers

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Environment-friendly choline ionic liquid and preparation method therefor

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The silane compound surface modification material phosphorylcholine-

PROBLEM TO BE SOLVED: To provide a novel compound serving as a surface modifying material for a high sensitivity biosensing element, which enables forming of a monomolecular film capable of inhibiting nonspecific adsorption of protein. SOLUTION: The compound is a phosphorylcholine-silane compound represented by chemical formula 1, wherein X1to X3each independently represent halogen, 1-3C alkoxy or 1-3C alkyl, provided that at least one of X1to X3is halogen or 1-3C alkoxy; R1represents -(CH2)m- or -(CH2CH2O)n-(CH2)2-; R2represents -(CH2)s- or -(CH2)3-(OCH2CH2)p-; m is an integer of 2-20, n is an integer of 1-5, s is an integer of 3-20, and p is an integer of 1-5. COPYRIGHT: (C)2013,JPOandINPIT

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