Pheniodol CAS 577-91-3

Introduction:Basic information about Pheniodol CAS 577-91-3, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Pheniodol Basic information

Product Name:Pheniodol
Synonyms:Iodoalphionic Acid;Pheniodol;Biliognost;Biliselectan;Dikol;Iodobil;Jodobil;Iodoalphionic
CAS:577-91-3
MF:C15H12I2O3
MW:494.06
EINECS:209-417-4
Product Categories:
Mol File:577-91-3.mol

Pheniodol Chemical Properties

Melting point 164°C
Boiling point 439.0±45.0 °C(Predicted)
density 1.9344 (estimate)
pka4.12±0.10(Predicted)
CAS DataBase Reference577-91-3

Safety Information

ToxicityLD50 orl-rat: 1100 mg/kg KLWOAZ 20,125,41

Pheniodol Usage And Synthesis

OriginatorPriodax,Schering,US,1943
DefinitionChEBI: Pheniodol sodium is a stilbenoid.
Manufacturing ProcessDextro-β-(4-hydroxyphenyl)-α-phenylpropionic acid (24 g) was dissolved in630 ml of water containing 8.0 g of sodium hydroxide, and, with good stirringat 25°C, 51 g of iodine and 51 g of potassium iodide dissolved in 240 ml ofwater was added dropwise over a period of 30 minutes. During this periodanother 8 g of sodium hydroxide dissolved in 60 ml of water was added inorder to keep the reaction mixture alkaline to phenolphthalein. Stirring wascontinued for 15 minutes longer. The resulting solution was made acid toCongo red with concentrated hydrochloric acid, and about 5 g of sodiumbisulfite was added to partially decolorize the resulting slurry. The solid wascollected by filtration and washed well with water.
The crude iodinated acid was then dissolved in 500 ml of 95% alcohol, 10 g ofdimethylaminoethanol was added, the solution was decolorized with activatedcharcoal and filtered at 70°C. After keeping the filtrate for several hours at5°C. the heavy crystalline precipitate which formed was collected by filtrationand washed with acetone. The mother liquors were concentrated to 150 mland cooled to give a second crop which was further purified byrecrystallization from 50 ml of 95% alcohol. In this way a total of 36.0 g ofdimethylaminoethanol salt of dextro-β-(3,5-diiodo-4-hydroxy)-α-phenylpropionic acid, MP 151° to 153°C, was obtained. The melting point ofthe dimethylaminoethanol salt of unresolved β-(3,5-diiodo-4-hydroxy)-α-phenylpropionic acid was 142° to 144°C.
The pure dimethylaminoethanol salt was dissolved in 400 ml of 50% aceticacid at 90°C and then cooled to 5°C. The solid which precipitated wascollected by filtration, washed with water, cold 50% acetic acid and finally withlow-boiling petroleum ether. After drying in vacuo there was obtained 24 g ofhydrated dextro-β-(3,5-diiodo-4-hydroxy)-α-phenylpropionic acid, MP 80° to85°C.
Brand namePriodax (Schering).
Therapeutic FunctionDiagnostic aid (radiopaque medium)
Safety ProfilePoison by intravenous route. Moderately toxic by ingestion, intraperitoneal, and subcutaneous routes. When heated to decomposition it emits very toxic fumes of Ií.

Pheniodol Preparation Products And Raw materials

Raw materialsAcetic acid-->2-Dimethylaminoethanol-->iodine
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