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115-33-3

115-33-3 Structure

115-33-3 Structure
IdentificationBack Directory
[Name]

oxyphenisatine di(acetate)
[CAS]

115-33-3
[Synonyms]

sbfd
Levema
Isacen
Isaphen
Laxocol
Isocrin
Fenisan
Lisagal
Sanapert
Purgaceen
NSC-59687
Isaphenin
Puragaceen
NSC 117186
Phenlaxine
Promassolax
Diphesatine
Isapheninum
Laxo-Isatin
Dipropumarate
Prulet Liquitab
OXYPHENISATIN ACETATE
Oxyphenisatin diacetate
oxyphenisatine di(acetate)
Isatin, O,O'-diacetyldiphenol-
Oxyphenisatin Diacetate (>90%)
oxyphenisatine di(acetate) USP/EP/BP
(2-oxoindoline-3,3-diyl)bis(4,1-phenylene) diacetate
3,3-Bis[4-(acetyloxy)phenyl]-1,3-dihydro-2H-indol-2-one
2H-Indol-2-one, 3,3-bis[4-(acetyloxy)phenyl]-1,3-dihydro-
[4-[3-(4-acetyloxyphenyl)-2-oxo-1H-indol-3-yl]phenyl] acetate
[4-[3-(4-acetyloxyphenyl)-2-oxo-1H-indol-3-yl]phenyl] ethanoate
(2-Oxo-2,3-dihydro-1H-indole-3,3-diyl)di-4,1-phenylene diacetate
acetic acid [4-[3-(4-acetoxyphenyl)-2-keto-indolin-3-yl]phenyl] ester
[EINECS(EC#)]

204-083-6
[Molecular Formula]

C24H19NO5
[MOL File]

115-33-3.mol
[Molecular Weight]

401.41
Chemical PropertiesBack Directory
[Melting point ]

244℃
[Boiling point ]

566.5±50.0 °C(Predicted)
[density ]

1.282±0.06 g/cm3(Predicted)
[storage temp. ]

-20°C Freezer
[solubility ]

Chloroform (Slightly), DMSO (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
[form ]

Solid
[pka]

13.55±0.40(Predicted)
[color ]

White to Off-White
Hazard InformationBack Directory
[Originator]

Lavema,Winthrop,US,1959
[Uses]

Laxative.
[Definition]

ChEBI: Oxyphenisatine acetate is a member of phenols and a benzoate ester.
[Manufacturing Process]

235 gravimetrical parts of acetic acid anhydride (90%) are poured over 106 gravimetrical parts of diphenolisatin (Berichte der Deutschen Chemischen Gesselschsft, 18, 1885, p. 2641) and the mixture is heated on the water-bath while stirring. The solid starting material temporarily dissolves almost entirely and shortly afterwards the reaction product turns into a crystalline paste. In order to complete the reaction the heating on the water-bath is continued for a short time and then the whole is left to get cold. The reaction product may, for instance, be separated in the following manner: To the cold reaction mixture is gradually added about the same volumetrical quantity of alcohol; in this manner the excess of acetic acid anhydride is destroyed and the paste becomes thinner. Then the fluid is drawn off and the product washed with alcohol. For complete cleansing another extraction is made with warm alcohol and the product crystallized, for instance, from 10 parts of acetic acid. The product represents a light, fine crystalline powder, which is difficultly soluble or even insoluble in the usual organic solvents. Its melting point lies at 242°C.
[Brand name]

Isocrin (Parke-Davis); Lavema (Sterling Winthrop);Acelax;Acetalax;Alophen pills;Ameiax;Api-slender;Artzone;Belloform;Biivectan;Bisflatan;Boxogetten;Brocatine;Buta pirone;Buteril;Butofen;Butolfen;Bydolax;Chlofel;Chur-lax;Ciracen;Cirotex;Cirotyl;Contax;Critex;Curolax;Darmoletten;Deililax;Dialose plus;Diasatin;Ditinil;Ditmedol;Eulaxin;Evac-u-lax;Ex-lax pills;Febutolo;Fibutrox;Fim-a-mint;Fin-a-mint gum;Fisiolax;Flib 518;Inlax;Ipebutona;Isaaxan;Isaphenyn;Izaman;Laveman;Laxan-vomoxin;Laxaseptol;Laxem;Laxnormal;Laxocoleva;Laxon;Laxos;Laxyl;Med-laxan;Menabil complex;Muxol;Naleran;Neocervulax;Neo-favmadol;Neo-soldana;Nourilax;Nurilaksi;Obstilax;Otone;Oxybutazone;Phlogase;Phlogistol;Phlogont;Potsilo;Promassoletten;Prusol;Rheumapax;Rivolax;Schokilax;Syndian;Tanderil-alka;Tete-lax;Validil.
[Therapeutic Function]

Laxative
[World Health Organization (WHO)]

Oxyphenisatine acetate was widely used as a laxative after its cathartic activity was first described in 1925. In 1969 its use was first associated with cases of acute and chronic liver disease. This association is considered by some, but not all, national drug regulatory authorities to warrant the withdrawal from the market of preparations containing oxyphenisatine and its derivatives.
Safety DataBack Directory
[Toxicity]

LD50 oral in rat: 1900mg/kg
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