Menbutone

Menbutone Structure
CAS No.
3562-99-0
Chemical Name:
Menbutone
Synonyms
menbutone;genabil;menbuton;fel-bis;Icteryl;SC 1749;naftobil;epanaftol;genabilin;Meng Meng
CBNumber:
CB3489226
Molecular Formula:
C15H14O4
Molecular Weight:
258.27
MOL File:
3562-99-0.mol
MSDS File:
SDS
Modify Date:
2024/4/28 15:15:04

Menbutone Properties

Melting point 172-173°
Boiling point 361.52°C (rough estimate)
Density 1.2105 (rough estimate)
refractive index 1.4872 (estimate)
storage temp. Sealed in dry,Room Temperature
solubility DMSO (Slightly), Methanol (Slightly, Sonicated), Ethanol (Slightly, Heated)
form Solid
pka 4.44±0.17(Predicted)
color White to Off-White
InChI InChI=1S/C15H14O4/c1-19-14-8-6-11(13(16)7-9-15(17)18)10-4-2-3-5-12(10)14/h2-6,8H,7,9H2,1H3,(H,17,18)
InChIKey FHGJSJFIQNQBCK-UHFFFAOYSA-N
SMILES C12C=CC=CC1=C(OC)C=CC=2C(=O)CCC(=O)O

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P305+P351+P338

Menbutone Chemical Properties,Uses,Production

Originator

Hepalande, Delalande ,W. Germany ,1977

Manufacturing Process

395 parts of (α-methoxynaphthalene and 265 parts of succinic anhydride are dissolved in 8,000 parts of dry benzene at room temperature. The resulting solution is stirred and 710 parts of anhydrous aluminum chloride are added over a period of twenty minutes. During the addition the temperature of the reaction mixture rises to about 60°C to 70°C. After the addition the reaction mixture is stirred for fifteen or twenty minutes at 60°C to 70°C and then refluxed for one hour. The hot reaction mixture is then poured onto a mixture of 5,000 parts of ice and 900 parts of concentrated hydrochloric acid. The benzene is removed by steam distillation and the hot aqueous residue is filtered to remove the insoluble β-(1-methoxy-4-naphthoyl)-propionic acid. The residue of the latter is dried and then dissolved in 16,000 parts of hot water containing 300 parts of sodium carbonate. The hot solution is treated with activated charcoal, filtered while hot, chilled and acidified. The residue of purified acid is collected on a filter, washed with water, and dried at 65°C. A yield of 552 parts of purified β-(1-methoxy)-4-naphthoyl)propionic acid, melting at 172°C to 173°C is obtained.

Therapeutic Function

Choleretic

Synthesis

Menbutone is prepared by the reaction of succinic acid anhydride and 1-Methoxynaphthalene. The steps are as follows:
15.8 g of 1-methoxynaphthalene and 10.0 g of succinic anhydride were dissolved in 120 mL of dichloromethane,Stir, Cooling to 1 ~ 3 ° C, Divided into three batches of anhydrous aluminum trichloride 15.0 grams, The addition process takes about 20 minutes, The solution was then heated to 35 ± 2 ° C, Insulation reaction 6 hours (5.5 ~ 6.5 hours range), After the reaction is complete, The reaction solution was poured into an ice-water mixture (200 g of ice and 300 g of water) for 30 minutes,Standing, analysiscrystal, Filter, The filtrate was heated and distilled to recover dichloromethane, The cake is the crude of the ketone ketone; And then the crude ketoprofen water as a solvent by 2-3 times recrystallization, Activated carbon decolorization, Demon ketone boutique. The mass of the present product of the compound was 22.3 g, Melting point of 176 ~ 179 ° C, The yield was 86.4%.
Menbutone synthesis

Menbutone Preparation Products And Raw materials

Global( 129)Suppliers
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A.J Chemicals 91-9810153283 New Delhi, India 6124 58 Inquiry
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SIMAGCHEM CORP +86-13806087780 China 17367 58 Inquiry
TargetMol Chemicals Inc. +1-781-999-5354 +1-00000000000 United States 19892 58 Inquiry
genabilicacid genabilin ido-genabil naftobil 3-(4-methoxy-1-naphthoyl)-propionicaci 4-methoxy-gamma-oxo-1-naphthalenebutanoicaci acidebeta-(1-methoxy-4-naphthoyl)propionique beta-(1-methoxy-4-naphthoyl)-propionsaeure epanaftol fel-bis nafto-epatina P-METHOXYNAPHTHOYLPROPIONIC ACID 3-(4-METHOXY-1-NAPHTHOYL)PROPIONIC ACID Icteryl SC 1749 1-Methoxy-4-(.beta.-carboxyethylcarbonyl)-naphthalene 4-keto-4-(4-methoxy-1-naphthyl)butyric acid 4-(4-Methoxy-[1]naphthyl)-4-oxo-butyric acid 1-Naphthalenebutanoic acid, 4-methoxy-g-oxo- Meng Meng 3-(4'-METHOXYNAPHTHOYL) PROPIONIC ACID MENBUTONE STANDARD 1-Naphthalenebutanoic acid, 4-methoxy-γ-oxo- 3562-99-0 3-(4-METHOXY-1-NAPHTHOYL)PROPIONIC ACID C15H14O4 genabil menbuton menbutone Meng cloth ketone 3562-99-0 Aromatic Propionic Acids