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Details

Stereochemistry ACHIRAL
Molecular Formula C20H15NO3
Molecular Weight 317.338
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of OXYPHENISATIN

SMILES

OC1=CC=C(C=C1)C2(C(=O)NC3=CC=CC=C23)C4=CC=C(O)C=C4

InChI

InChIKey=SJDACOMXKWHBOW-UHFFFAOYSA-N
InChI=1S/C20H15NO3/c22-15-9-5-13(6-10-15)20(14-7-11-16(23)12-8-14)17-3-1-2-4-18(17)21-19(20)24/h1-12,22-23H,(H,21,24)

HIDE SMILES / InChI

Description

Oxyphenisatin is a stimulant laxative that has been used by mouth and as an enema. Oxyphenisatin was introduced as Lavema by Winthrop in US in 1959. Oxyphenisatin was used as a cleansing enema apart from x-ray studies and prior to urinary, gastro-intestinal and cholecystography x-ray examination. Oxyphenisatin was also used for preoperative preparation of the large intestine and colon. May be mixed with barium for x-ray examination of the large intestine. Oxyphenisatin may cause jaundice. Oxyphenisatin-induced liver damage usually occurs when the drug has been taken for at least six months and usually two years. Oxyphenisatin was withdrawn in most countries in the early 1970s.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
LAVEMA
Diagnostic
LAVEMA

Doses

AEs

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
Cleansing enema: Lavema (Oxyphenisatin) in a dosage of from 1.5 to 3 g. should be thoroughly mixed in 1 to 2 quarts of water. Radiopaque (barium) enema adjuvant: Lavema in a dosage of from 1.5 to 3 g. should be added to the usu-al 1 to 2 quarts of barium enema suspension and well mixed, preferably in an electric mixer, to obtain uniform dispersion (1/2 packet for elderly and debilitated patients).
Route of Administration: Other
In Vitro Use Guide
Oxyphenisatin (10(-5) M, mucosal side) and deoxycholate (3 X 10(-4) M, mucosal side) completely blocked net water and sodium absorption in an everted sac preparation of stripped rat colon.