N-ACETYLPROCAINAMIDE

Base Information

• Chemical Name: N-ACETYLPROCAINAMIDE
• CAS No.: 32795-44-1
• Molecular Formula: C15H23 N3 O2
• Molecular Weight: 277.367
• Hs Code.: 2924299090
• European Community (EC) Number: 622-754-5
• UNII: 910Q707V6F
• DSSTox Substance ID: DTXSID6048414
• Nikkaji Number: J33.405G
• Wikipedia: Acecainide
• Wikidata: Q4726688
• NCI Thesaurus Code: C75125
• Metabolomics Workbench ID: 49649
• ChEMBL ID: CHEMBL1097
• Mol file: 32795-44-1.mol

Synonyms:Acecainide;N-Acetylnovocainamide; N-Acetylprocainamide; N-Acetylprocaine amide; NAPA

Chemical Property of N-ACETYLPROCAINAMIDE

Chemical Property:

• Vapor Pressure: 3.93E-10mmHg at 25°C
• Melting Point: 138-140 °C(lit.)
• Boiling Point: 500°Cat760mmHg
• PKA: 14.54±0.46(Predicted)
• Flash Point: 256.2°C
• PSA: 61.44000
• Density: 1.097g/cm³
• LogP: 2.18050
• Storage Temp.: -20°C
• Solubility.: soluble1%, clear, colorless to faintly yellow (1N HCl)
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 277.17902698
• Heavy Atom Count: 20
• Complexity: 308

Purity/Quality:

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

N-Acetylprocainamide ≥99% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCN(CC)CCNC(=O)C1=CC=C(C=C1)NC(=O)C
• Uses: antiprotozoal N-acetylprocainamide (NAPA) was used as a model drug in the study of establishing a quantitative approach to predict the renal clearances of basic drugs using N-1-methylnicotinamide (NMN).
• Therapeutic Function: Antiarrhythmic

Technology Process of N-ACETYLPROCAINAMIDE

There total 8 articles about N-ACETYLPROCAINAMIDE 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: 81.0%

para-acetamidobenzaldehyde (122-85-0) + N,N-diethylethylenediamine (100-36-7) → N-acetylprocainamide (32795-44-1)

Guidance literature:

With hydrogenchloride; tert.-butylhydroperoxide; copper(ll) sulfate pentahydrate; calcium carbonate; In water; acetonitrile; at 20 ℃; Inert atmosphere;

DOI:10.1021/jo301252c DOI:10.1021/jo301252c

Reference yield: 75.0%

carbon monoxide (201230-82-2) + 4-bromoacetanilide (103-88-8) + N,N-diethylethylenediamine (100-36-7) → N-acetylprocainamide (32795-44-1)

Guidance literature:

With potassium carbonate; bis[2-(diphenylphosphino)phenyl] ether; In toluene; at 120 ℃; for 18h; under 7500.75 Torr;

DOI:10.1021/cs400232b

Reference yield: 68.0%

N-(4-hydroxymethylphenyl)acetamide (16375-88-5) + C6H15ClN2 → N-acetylprocainamide (32795-44-1)

Guidance literature:

With tert.-butylhydroperoxide; copper(ll) sulfate pentahydrate; Green chemistry;

DOI:10.1039/c6ra20732d

upstream raw materials:

procainamide hydrochloride

acetyl chloride

para-acetamidobenzaldehyde

N,N-diethylethylenediamine

Refernces

• 1、 Gu, Jiajia,Fang, Zheng,Yang, Yuhang,Yang, Zhao,Wan, Li,Li, Xin,Wei, Ping,Guo, Kai. "Copper-catalyzed one-pot oxidative amidation of alcohol to amide via C-H activation". . p. 89413 - 89416. Retrieved 2016/10/03.
• 2、 Dang, Tuan T.,Zhu, Yinghuai,Ngiam, Joyce S. Y.,Ghosh, Subhash C.,Chen, Anqi,Seayad, Abdul M.. "Palladium nanoparticles supported on ZIF-8 as an efficient heterogeneous catalyst for aminocarbonylation". . p. 1406 - 1410. Retrieved 2013/07/26.