1866-16-6

Basic information

• Product Name: S-BUTYRYLTHIOCHOLINE IODIDE
• Synonyms: n,n,n-trimethyl-2-[(1-oxobutyl)thio]-ethanaminiuiodide;BUTYRYLTHIOCHOLINE IODIDE;(2-MERCAPTOETHYL)TRIMETHYLAMMONIUM IODIDE BUTYRATE;2-(butyrylthio)-N,N,N-triMethylethanaMiniuM iodide;S- thiocholine iodide butyrylcholinesterase;S-N-BUTYRYLTHIOCHOLINE IODIDE;S-BUTYRYLTHIOCHOLINE IODIDE;N-BUTYRYLTHIOCHOLINE IODIDE
• CAS NO: 1866-16-6
• Molecular Formula: C₉H₂₀NOS*I
• Molecular Weight: 317.23
• EINECS: 217-475-7
• Product Categories: Ammonium Iodides (Quaternary);Quaternary Ammonium Compounds
• Mol File: 1866-16-6.mol
• Article Data: 1

Chemical Properties

• Melting Point: 171-174 °C(lit.)
• Appearance: White/Crystals or Crystalline Powder
• Density: 1.3969 (estimate)
• Storage Temp.: 2-8°C
• Water Solubility: almost transparency
• Sensitive: Air & Moisture Sensitive & Hygro
• BRN: 3729509
• CAS DataBase Reference: S-BUTYRYLTHIOCHOLINE IODIDE(CAS DataBase Reference)
• NIST Chemistry Reference: S-BUTYRYLTHIOCHOLINE IODIDE(1866-16-6)
• EPA Substance Registry System: S-BUTYRYLTHIOCHOLINE IODIDE(1866-16-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• F: 1-8-10-13
• TSCA: Yes
• Hazardous Substances Data: 1866-16-6(Hazardous Substances Data)

Usage

Chemical Properties

WHITE CRYSTALS OR CRYSTALLINE POWDER

Uses

Different sources of media describe the Uses of 1866-16-6 differently. You can refer to the following data:
1. A chromogenic substrate for cholinesterases.
2. S-Butyrylthiocholine Iodide is a chromogenic substrate for AChE(cholinesterases) and BChE(cholinesterases). Cleavage is measured colorimetrically at 405 nm.

Purification Methods

Recrystallise S-butyryl thiocholine iodide from propan-1-ol and dry it in vacuo; store it in the dark under N2. The bromide has m 150o (from Me2CO) or m 140-143o (from butan-1-ol). [Gillis Chem Ind (London) 111 1957, Hansen Acta Chem Scand 11 537 1957, Beilstein 4 IV 1586.]

InChI:InChI=1/C9H20NOS.HI/c1-5-6-9(11)12-8-7-10(2,3)4;/h5-8H2,1-4H3;1H/q+1;/p-1

Upstream product

• 63512-62-9 S-2-(dimethylamino)ethylbutanoylsulfane 
• 74-88-4 methyl iodide 

Downstream Products

• 7161-73-1 β-mercaptoethyltrimethylammonium iodide 

Relevant articles and documents

Synthetic method for s-butyrylthiocholine iodide

The invention belongs to the technical field of organic synthesis, and provides a synthetic method for s-butyrylthiocholine iodide. The synthetic method comprises the following steps: (1) performing an acylation reaction: performing an esterification reaction on 2-(boc-amino)ethanethiol and butanoyl chloride by using the 2-(boc-amino)ethanethiol as a raw material to obtain s-2-(tert-butoxycarbonylamino)butyryl thiol ethyl ester; (2) performing a deprotection reaction: performing deprotection in the presence of hydrogen chloride by using the s-2-(tert-butoxycarbonylamino)butyryl thiol ethyl ester as a raw material to obtain s-2-aminobutyryl thiol ethyl ester hydrochloride; (3) performing a methylation reaction: performing a reductive amination reaction on the s-2-aminobutyryl thiol ethyl ester hydrochloride and formaldehyde by using the s-2-aminobutyryl thiol ethyl ester hydrochloride as a raw material to obtain s-2-(dimethylamino) butyryl thiol ethyl ester; and 4) performing a quaternization reaction: performing a reaction on the s-2-(dimethylamino) butyryl thiol ethyl ester and iodomethane by using the s-2-(dimethylamino) butyryl thiol ethyl ester as a raw material to obtain the s-butyrylthiocholine iodide. The synthetic method provided by the invention has simple operation, a higher yield and lower costs, and is green, environmentally friendly and suitable for mass preparation.