4-ACETAMIDOANTIPYRINE

Base Information

• Chemical Name: 4-ACETAMIDOANTIPYRINE
• CAS No.: 83-15-8
• Molecular Formula: C13H15N3O2
• Molecular Weight: 245.281
• Hs Code.: 2933199090
• European Community (EC) Number: 201-457-0
• NSC Number: 331807
• UNII: 535H9N144Z
• DSSTox Substance ID: DTXSID40232106
• Nikkaji Number: J47.302B
• Wikidata: Q27156901
• ChEMBL ID: CHEMBL1831257
• Mol file: 83-15-8.mol

Synonyms:Acetamidoantipyrine; Acetamide,N-antipyrinyl; Acetylaminoantipyrine; 4-Acetaminoantipyrine; 4-Acetylaminophenazone; 4-acetylamino-1,5-dimethyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-one; N-(1,5-dimethyl-3-oxo-2-phenylpyrazol-4-yl)acetamide; Antipyrine,4-acetamido; N-Acetyl-4-aminoantipyrine; N-Acetylaminoantipyrine; 4-Acetamidoantipyrine; 4-Acetoaminoantipyrine; 4-acetamido-2,3-dimethyl-1-phenylpyrazol-5-one; 查看更多英文别名 收起

Chemical Property of 4-ACETAMIDOANTIPYRINE

Chemical Property:

• Appearance/Colour: yellow powder
• Melting Point: 200-203 °C
• Refractive Index: 1.62
• Boiling Point: 388.24°C (rough estimate)
• PKA: 12.84±0.20(Predicted)
• PSA: 56.03000
• Density: 1.26 g/cm³
• LogP: 1.51580
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 0
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 245.116426730
• Heavy Atom Count: 18
• Complexity: 397

Purity/Quality:

96% 1H NMR ^*data from raw suppliers

4-Acetamido Antipyrine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=O)N(N1C)C2=CC=CC=C2)NC(=O)C
• Uses: A metabolite of Metamizol. Metabolism of Metamizol in early stages of the incubated hen's egg. A labelled metabolite of Metamizol. Metabolism of Metamizol in early stages of the incubated hen's egg.

Technology Process of 4-ACETAMIDOANTIPYRINE

There total 11 articles about 4-ACETAMIDOANTIPYRINE 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: 98.5%

4-aminoantipyrine hydrochloride (22198-72-7) + acetic anhydride (108-24-7) → 4-acetylaminoantipyrine (83-15-8)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; nickel dichloride; In CH₃Cl;

DOI:10.1021/bi101797v

Reference yield: 95.0%

4-amino-2,3-dimethyl-1-phenylpyrazolin-5-one (83-07-8) + acetic anhydride (108-24-7) → 4-acetylaminoantipyrine (83-15-8)

Guidance literature:

for 1h; Reflux;

DOI:10.1016/j.ejmech.2011.07.035

Reference yield: 58.5%

acetic acid (64-19-7,77671-22-8) + N-antipyrine-glutaramic acid (37833-20-8) → 4-acetylaminoantipyrine (83-15-8) + N-antipyrine-glutarimide

Guidance literature:

Heating;

upstream raw materials:

4-amino-2,3-dimethyl-1-phenylpyrazolin-5-one

acetic anhydride

acetic acid

acetyl chloride

Downstream raw materials:

Ho(C₆H₅C₃N₂(CH₃)2ONHCOCH₃)2Br₃

Yb(C₆H₅C₃N₂(CH₃)2ONHCOCH₃)2Cl₃

Gd(C₆H₅C₃N₂(CH₃)2ONHCOCH₃)2Cl₃

4-N-acetyl-N-methylaminoantipyrine

Refernces

• 1、 Iqbal, Jamshed,Ejaz, Syeda Abida,Saeed, Aamer,al-Rashida, Mariya. "Detailed investigation of anticancer activity of sulfamoyl benz(sulfon)amides and 1H–pyrazol–4–yl benzamides: An experimental and computational study". . p. 11 - 24. Retrieved 2018/05/28.
• 2、 Lopez-Munoz, Francisco Javier,Soria-Arteche, Olivia,Lopez, Jose Raul Medina,Hurtado Y De La Pena, Marcela,Garcia, Ma. Concepcion Lozada,Moreno-Rocha, Luis Alfonso,Dominguez-Ramirez, Adriana Miriam. "Antinociceptive activity of metamizol metabolites in a rat model of arthritic pain". . p. 332 - 338. Retrieved 2013/08/23.