Piroctone olamine

Base Information

• Chemical Name: Piroctone olamine
• CAS No.: 68890-66-4
• Molecular Formula: C14H23NO2^.C2H7NO
• Molecular Weight: 298.426
• Hs Code.: 2933399090
• European Community (EC) Number: 272-574-2,934-687-1
• UNII: A4V5C6R9FB
• Wikipedia: Piroctone_olamine
• NCI Thesaurus Code: C66430
• RXCUI: 33783
• ChEMBL ID: CHEMBL2107154
• Mol file: 68890-66-4.mol

Synonyms:octopirox;piroctone olamine

Chemical Property of Piroctone olamine

Chemical Property:

• Appearance/Colour: White or slightly yellow crystalline powder
• Vapor Pressure: 4.31E-06mmHg at 25°C
• Melting Point: 130 - 135oC
• Boiling Point: 344.1 °C at 760 mmHg
• PKA: 5.9-7.4[at 20 ℃]
• Flash Point: 161.9 °C
• PSA: 88.48000
• Density: 1.1[at 20℃]
• LogP: 2.64650
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly, Sonicated), Methanol (Slightly)
• Water Solubility.: 400-50000mg/L at 20-25℃
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 298.22564282
• Heavy Atom Count: 21
• Complexity: 371

Purity/Quality:

99% ^*data from raw suppliers

Piroctone Olamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC(=O)N(C(=C1)CC(C)CC(C)(C)C)O.C(CO)N
• Description: Piroctone olamine (INN; also known as piroctone ethanolamine; brand name Octopirox) is a compound sometimes used in the treatment of fungal infections.Piroctone olamine is the ethanolamine salt of the hydroxamic acid derivative piroctone.
• Uses: Piroctone olamine is used in combination with other substances as a part of shampoo effectively reduced the amount of dandruff and, at the same time, provided hair conditioning advantages. Recently was shown, that piroctone olamine could induce apoptosis and possessed a significant in vivo effect against myeloma. Piroctone Olamine is an anti-dandruff agent used in shampoo formulations.

Technology Process of Piroctone olamine

There total 12 articles about Piroctone olamine 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: 99.1%

piroctone olamine (68890-66-4) → 6-(2,4,4-trimethylpentyl)-1-hydroxy-4-methyl-2(1H)-pyridone (68890-66-4,50650-76-5)

Guidance literature:

With hydrogenchloride; In ethanol; at 32 - 50 ℃; for 1.5h; Solvent;

Reference yield: 91.0%

4-methyl-6-(2,4,4-trimethylpentyl)-2H-pyran-2-one (50650-75-4) → 6-(2,4,4-trimethylpentyl)-1-hydroxy-4-methyl-2(1H)-pyridone (68890-66-4,50650-76-5)

Guidance literature:

With dmap; hydroxylamine hydrochloride; In methanol; dichloromethane; at 40 ℃; for 8h; Time;

Reference yield: 89.7%

6-(2,4,4-trimethylpentyl)-1-hydroxy-4-methyl-2(1H)-pyridone (68890-66-4,50650-76-5) + ethanolamine (141-43-5) → piroctone olamine (68890-66-4)

Guidance literature:

In ethyl acetate; at 40 ℃;

upstream raw materials:

4-methyl-6-(2,4,4-trimethylpentyl)-2H-pyran-2-one

2-aminopyridine

Methyl 3,3-dimethylacrylate

isononanoyl chloride

Downstream raw materials:

6-(2,4,4-trimethylpentyl)-1-hydroxy-4-methyl-2(1H)-pyridone

Refernces

• 1、 -. "Synthetic method of pyridone ethylamine salt". . . Retrieved 2021/11/06.
• 2、 -. "Continuous synthesis method of piroctone". Paragraph 0049-0105. . Retrieved 2020/04/17.