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Menbutone

Menbutone structure

CAS No:
3562-99-0
Formula:
C15H14O4
Chemical Name:
Menbutone
Synonyms:
1-Naphthalenebutanoic acid,4-methoxy-γ-oxo-;Propionic acid,3-(4-methoxy-1-naphthoyl)-;4-Methoxy-γ-oxo-1-naphthalenebutanoic acid;Menbutone;Genabilic acid;Genabil;Ido-Genabil;3-(4-Methoxy-1-naphthoyl)propionic acid;Menbuton;Epanaftol;Fel-bis;Genabilin;Naftobil;Nafto-Epatina;Sintobilina;Icteryl;NSC 53969;4-(4-Methoxynaphthalen-1-yl)-4-oxobutanoic acid
Categories:
Pharmaceutical Intermediates > Bulk Drug Intermediates

Description

Menbutone is an oxobutyric acid derivative, and is a choleretic.Menbutone has a rapid onset of action, reaching its maximum plasma level within 1 hour and lasting for roughly 10 hours.

Menbutone is a butanone.

Menbutone Basic Attributes

Molecular Weight：

258.27

Exact Mass：

258.27

EC Number：

222-631-2

UNII：

341YM32546

NSC Number：

53969

DSSTox ID：

DTXSID8046240

Characteristics

PSA：

63.6

XLogP3：

2.3

Density：

1.249 g/cm3

Melting Point：

172.5 °C

Boiling Point：

511.5°C at 760 mmHg

Flash Point：

196.6ºC

Refractive Index：

1.629

Drug Information

MeSH Entry Terms：

4-(4-methoxy-1-naphthyl)-4-oxobutyric acid

Menbutone Use and Manufacturing

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 chamballone was 22.3 g, Melting point of 176 ~ 179 ° C, The yield was 86.4percent.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 chamballone was 22.3 g, Melting point of 176 ~ 179 ° C, The yield was 86.4percent.EXAMPLE 31 [4R]-3-[3-Acetylthio-3-(4-methoxy-1-naphthoyl)propionyl]-4-thiazolidinecarboxylic acid Substituting 3-(4-methoxy-1-naphthoyl)propionic acid for 3-benzoylpropionic acid in the procedure of Example 21 gives the product of the Example.

Computed Properties

Molecular Weight:258.27
XLogP3:2.3
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:5
Exact Mass:258.08920892
Monoisotopic Mass:258.08920892
Topological Polar Surface Area:63.6
Heavy Atom Count:19
Complexity:339
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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3-(4-METHOXY-1-NAPHTHOYL)PROPIONIC ACID

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CAS No.: 3562-99-0

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