Menbutone

Base Information

• Chemical Name: Menbutone
• CAS No.: 3562-99-0
• Molecular Formula: C15H14O4
• Molecular Weight: 258.274
• NSC Number: 53969
• UNII: 341YM32546
• DSSTox Substance ID: DTXSID8046240
• Nikkaji Number: J8.141H
• Wikidata: Q27256323
• NCI Thesaurus Code: C66087
• Metabolomics Workbench ID: 155677
• ChEMBL ID: CHEMBL1972268
• Mol file: 3562-99-0.mol

Synonyms:4-(4-methoxy-1-naphthyl)-4-oxobutyric acid;Genabil;menbutone

Chemical Property of Menbutone

Chemical Property:

• Appearance/Colour: COA
• Vapor Pressure: 3.04E-09mmHg at 25°C
• Melting Point: 172-173°
• Refractive Index: 1.629
• Boiling Point: 511.5 °C at 760 mmHg
• PKA: 4.44±0.17(Predicted)
• Flash Point: 196.6 °C
• PSA: 63.60000
• Density: 1.249 g/cm³
• LogP: 2.89590
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 258.08920892
• Heavy Atom Count: 19
• Complexity: 339

Purity/Quality:

99% ^*data from raw suppliers

Menbutone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C2=CC=CC=C21)C(=O)CCC(=O)O
• Uses: Menbutone is a cholerectic compound which is used for stimulating gastro-intestinal function by promoting secretory processes in animals including that of cattle, sheep, goats, horses and dogs. It is used in treatment of hepatic dysfunction of dogs by promoting bile secretion.
• Therapeutic Function: Choleretic

Technology Process of Menbutone

There total 9 articles about Menbutone 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: 86.4%

succinic acid anhydride (108-30-5) + 1-Methoxynaphthalene (2216-69-5) → 4-(4-methoxynaphthalen-1-yl)-4-oxobutanoic acid (3562-99-0)

Guidance literature:

With aluminum (III) chloride; In dichloromethane; at 33 - 37 ℃; for 6h;

Reference yield:

α-naphthol (90-15-3) → 4-(4-methoxynaphthalen-1-yl)-4-oxobutanoic acid (3562-99-0)

Guidance literature:

Multi-step reaction with 2 steps

1: AlCl₃; 1,1,2,2-tetrachloro-ethane

With aluminium trichloride; 1,1,2,2-tetrachloroethane;

DOI:10.1021/ja01154a505

Reference yield:

4-(4-hydroxy-[1]naphthyl)-4-oxo-butyric acid (10441-51-7) + dimethyl sulfate (77-78-1) → 4-(4-methoxynaphthalen-1-yl)-4-oxobutanoic acid (3562-99-0)

Guidance literature:

DOI:10.1021/ja01154a505

upstream raw materials:

succinic acid anhydride

1-Methoxynaphthalene

4-(4-hydroxy-[1]naphthyl)-4-oxo-butyric acid

dimethyl sulfate

Downstream raw materials:

γ-(4-methoxy-1-naphthyl)butyric acid

4-(4-methoxy-[1]naphthyl)-4-oxo-butyric acid ethyl ester

9-methoxy-1-oxo-1,2,3,4-tetrahydrophenanthrene