3-(Glutathion-S-yl)acetaminophen

Base Information

• Chemical Name: 3-(Glutathion-S-yl)acetaminophen
• CAS No.: 64889-81-2
• Molecular Formula: C18H24 N4 O8 S
• Molecular Weight: 456.477
• UNII: T3YTW02XCU
• DSSTox Substance ID: DTXSID40983464
• Nikkaji Number: J355.688C
• Wikidata: Q27115032
• Metabolomics Workbench ID: 54657
• Mol file: 64889-81-2.mol

Synonyms:3-(glutathion-S-yl)acetaminophen;3-(glutathion-S-yl)acetaminophen, monopotassium salt;3-GSH-acetaminophen;AA-glutathion;AA-GSH;acetaminophen glutathion;glutathione-S-acetaminophen conjugate

Chemical Property of 3-(Glutathion-S-yl)acetaminophen

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 218-220?C (dec.)
• Boiling Point: 928.1°C at 760 mmHg
• Flash Point: 515.1°C
• PSA: 233.45000
• Density: 1.5g/cm³
• LogP: 0.87550
• Storage Temp.: -20°C Freezer
• Solubility.: Water (Slightly)
• XLogP3: -3.8
• Hydrogen Bond Donor Count: 7
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 12
• Exact Mass: 456.13148491
• Heavy Atom Count: 31
• Complexity: 677

Purity/Quality:

98%,99%, ^*data from raw suppliers

AcetaminophenGlutathioneDisodiumSalt ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC1=CC(=C(C=C1)O)SCC(C(=O)NCC(=O)O)NC(=O)CCC(C(=O)O)N
• Isomeric SMILES: CC(=O)NC1=CC(=C(C=C1)O)SC[C@@H](C(=O)NCC(=O)O)NC(=O)CC[C@@H](C(=O)O)N

Technology Process of 3-(Glutathion-S-yl)acetaminophen

There total 3 articles about 3-(Glutathion-S-yl)acetaminophen which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

glutathion (70-18-8) + 4-acetaminophenol (103-90-2,8055-08-1) → S-(5'-Acetamido-2'-hydroxyphenyl)glutathion (64889-81-2)

Guidance literature:

With sodium sulfate; In [D₃]acetonitrile; water-d2; at 26.84 ℃; Electrochemical reaction;

DOI:10.1021/ac302152a

Reference yield:

glutathion (70-18-8) + N-acetyl-p-benzoquinoneimine (50700-49-7) → 4-acetaminophenol (103-90-2,8055-08-1) + S-(5'-Acetamido-2'-hydroxyphenyl)glutathion (64889-81-2)

Guidance literature:

In water; benzene; at 37 ℃; Product distribution;

DOI:10.1016/S0040-4039(00)71162-2

Reference yield:

→ S-(5'-Acetamido-2'-hydroxyphenyl)glutathion (64889-81-2)

Guidance literature:

entspr. Acetanilid 2, Glutathion;

upstream raw materials:

glutathion

N-acetyl-p-benzoquinoneimine

4-acetaminophenol

Refernces

• 1、 Blair,Boobis,Davies,Cresp. "Paracetamol oxidation: synthesis and reactivity of N-acetyl-p-benzoquinoneimine". . p. 4947 - 4950. Retrieved 2007/10/02.