Bucetin

Base Information

• Chemical Name: Bucetin
• CAS No.: 1083-57-4
• Deprecated CAS: 156674-12-3
• Molecular Formula: C12H17 N O3
• Molecular Weight: 223.272
• Hs Code.: 2924299090
• European Community (EC) Number: 214-109-8
• NSC Number: 759243,320045
• UNII: 6M7CVQ8PF8,1Z23WB033I,PLF54F8S2F
• DSSTox Substance ID: DTXSID6020721
• Nikkaji Number: J7.245A
• Wikipedia: Bucetin
• Wikidata: Q4982520
• NCI Thesaurus Code: C72112
• Metabolomics Workbench ID: 154104
• ChEMBL ID: CHEMBL1697856
• Mol file: 1083-57-4.mol

Synonyms:beta-hydroxybutyric acid-p-phenetidide;bucetin;N-(beta-hydroxybutyryl)-p-phenetidine;NHB-PPT

Chemical Property of Bucetin

Chemical Property:

• Vapor Pressure: 2.77E-08mmHg at 25°C
• Melting Point: 160oC
• Refractive Index: 1.558
• Boiling Point: 433.5oC at 760 mmHg
• PKA: 14.07±0.70(Predicted)
• Flash Point: 216oC
• PSA: 58.56000
• Density: 1.151g/cm3
• LogP: 1.86770
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly, Heated, Sonicated)
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 223.12084340
• Heavy Atom Count: 16
• Complexity: 212

Purity/Quality:

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

Bucetin ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 45-46-20/21/22
• Safety Statements: 53-22-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC1=CC=C(C=C1)NC(=O)CC(C)O
• Uses: Bucetin is an antipyretic and analgesic drug that is chemically similar to phenacetin. The use of Bucetin has been withdrawn due to renal toxicity. 3-Hydroxy-p-butyrophenetidine is an antipyretic and analgesic drug that is chemically similar to phenacetin (P294580). The use of 3-Hydroxy-p-butyrophenetidine has been withdrawn due to renal toxicity.
• Therapeutic Function: Analgesic

Technology Process of Bucetin

There total 3 articles about Bucetin 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:

4-Ethoxyaniline (156-43-4) + 3-Hydroxybutyric acid (300-85-6,625-71-8,26063-00-3,29435-48-1) → isoetharine (1083-57-4)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 14h;

DOI:10.1021/acs.orglett.8b03014

Reference yield:

3-oxo-N-(4'-ethoxyphenyl)butanamide (122-82-7) → isoetharine (1083-57-4)

Guidance literature:

With methanol; nickel; Hydrogenation;

Reference yield:

→ isoetharine (1083-57-4)

Guidance literature:

Acetessigsaeurephenetidid (Red.);

upstream raw materials:

3-oxo-N-(4'-ethoxyphenyl)butanamide

4-Ethoxyaniline

3-Hydroxybutyric acid

Refernces