Propacetamol

Base Information

• Chemical Name: Propacetamol
• CAS No.: 66532-85-2
• Molecular Formula: C14H20N2O3
• Molecular Weight: 264.324
• Hs Code.: 2942000000
• European Community (EC) Number: 266-390-1
• UNII: 5CHW4JMR82
• DSSTox Substance ID: DTXSID3057800
• Nikkaji Number: J32.504J
• Wikipedia: Propacetamol
• Wikidata: Q907888
• NCI Thesaurus Code: C75081
• Metabolomics Workbench ID: 152311
• ChEMBL ID: CHEMBL1851805
• Mol file: 66532-85-2.mol

Synonyms:N, N-diethylglycine 4'-hydroxyacetanilide ester;Prodafalgan;propacetamol

Chemical Property of Propacetamol

Chemical Property:

• Appearance/Colour: White or sub-category of white powder
• Vapor Pressure: 9.46E-08mmHg at 25°C
• Melting Point: 55-57 °C
• Refractive Index: 1.547
• Boiling Point: 434.457 °C at 760 mmHg
• PKA: 14.20±0.70(Predicted)
• Flash Point: 216.552 °C
• PSA: 58.64000
• Density: 1.132 g/cm³
• LogP: 1.96520
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 264.14739250
• Heavy Atom Count: 19
• Complexity: 295

Purity/Quality:

99% ^*data from raw suppliers

Propacetamol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,Xn
• Hazard Codes: F,Xn

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Uses -> Pharmaceuticals
• Canonical SMILES: CCN(CC)CC(=O)OC1=CC=C(C=C1)NC(=O)C
• Recent ClinicalTrials: Propacetamol to Reduce Post Cesarean Section Uterine Contraction Pain
• Description: Propacetamol is the prodrug of paracetamol (acetaminophen), used for intravenous administration. It results from eombination of paracetamol and diethylglycine. Causes contact dermatitis and airborne dermatitis in nurses. Allergenic properties are due to the N,N' -diethylglycine moiety, and not to the paracetamol moiety.
• Uses: Propacetamol hydrochloride is a water-soluble prodrug for intravenous administration resulting in the liberation of paracetamol.

Technology Process of Propacetamol

There total 6 articles about Propacetamol 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: 78.0%

2-(4-acetamidophenoxy)-N,N-diethyl-2-oxaethan-1-aminium chloride (66532-86-3) → Prodafalgan (66532-85-2)

Guidance literature:

With sodium hydrogencarbonate; In water; at 0 - 4 ℃; for 0.00833333h;

DOI:10.1016/j.bmcl.2011.04.118

Reference yield: 69.4%

4-acetamidophenyl 2-chloroacetate (17321-63-0) + diethylamine (109-89-7) → Prodafalgan (66532-85-2)

Guidance literature:

With potassium iodide; In acetone; at 40 ℃; for 2h;

Reference yield:

4-acetamidophenyl 2-chloroacetate (17321-63-0) → Prodafalgan (66532-85-2)

Guidance literature:

In diethylamine;

upstream raw materials:

4-acetamidophenyl 2-chloroacetate

2-(4-acetamidophenoxy)-N,N-diethyl-2-oxaethan-1-aminium chloride

ethyl N,N-diethylglycinate

N,N-diethylaminoacetic acid hydrochloride

Refernces

• 1、 Devarajan-Ketha,Sloan. "N,N′-Dialkylaminoalkylcarbonyl (DAAC) prodrugs and aminoalkylcarbonyl (AAC) prodrugs of 4-hydroxyacetanilide and naltrexone with improved skin permeation properties". supporting information; experimental part. p. 4078 - 4082. Retrieved 2011/08/06.