Iopansure

Iopanoic Acid

HCID 3735CAS 96-83-3

Grundinformationen

Standard-SMILES
CCC(Cc1c(I)cc(I)c(N)c1I)C(=O)O
InChIKey
OIRFJRBSRORBCM-UHFFFAOYSA-N
Summenformel
C11H12I3NO2
Durchschnittliche Molmasse
570,93 g/mol
Monoisotopische Masse
570,8002

Namen und Bezeichner

Bevorzugter Name
Iopanoic Acid
IUPAC
2-[(3-amino-2,4,6-triiodophenyl)methyl]butanoic acid
Lokaler Name
Iopansure
Englischer Name
Iopanoic acid
Summenformel
C11H12I3NO2
Molmasse
570.93

Namen und Synonyme

IOPANOIC ACID96-83-3Iodopanoic acidTelepaqueCholevidIopagnostCholadineCistobilCopanoicJopagnostColepaxBilijodon
Weitere Namen anzeigen
Iopanoicwin2011BilipacBilumbal
Iopanoicum2-(3-Amino-2,4,6-triiodobenzyl)butyric acidJopanoic acidAcidum iopanoicumAcido iopanoicoAcide iopanoique2-[(3-amino-2,4,6-triiodophenyl)methyl]butanoic acidIopanoate

Datenbank-Bezeichner

CAS
96-83-3
PubChem CID
3735
DTXSID
DTXSID6023159
ChEMBL
CHEMBL867
ChEBI
CHEBI:5951
UNII
FE9794P71J
EC Number
202-539-9
Nikkaji
J3.973J

Eigenschaften

Berechnete Struktureigenschaften

XLogP
3,9
Polarare Oberfläche (TPSA)
63,3 Ų
H-Brücken-Donoren
2
H-Brücken-Akzeptoren
3
Frei drehbare Bindungen
4
Schwere Atome
17

Experimentelle und physikochemische Eigenschaften

OdorFAINTLY AROMATIC
TasteTASTELESS
Color/FormPOWDER
Solubility · 2 Einträge

CREAM-COLORED SOLID; SOL IN DIL ALKALI, 95% ALC, OTHER ORG SOLVENTS /DL-ISOMER/

INSOL IN WATER; SOL IN CHLOROFORM & ETHER; SOL IN SOLN OF ALKALI HYDROXIDES & CARBONATES

Melting Point · 3 Einträge

MELTS WITH DECOMP BETWEEN 152 DEG & 158 °C

CRYSTALS; SPECIFIC OPTICAL ROTATION (ETHANOL, 2%): -5.2 +/- 0.1 DEG @ 20 °C/D; MP: 162-163 °C /L-ISOMER/

CRYSTALS; SPECIFIC OPTICAL ROTATION (ETHANOL, 2%): +5.1 +/- 0.1 DEG @ 20 °C/D; MP: 162 °C /D-ISOMER/

Stability/Shelf LifeDARKENS ON EXPOSURE TO LIGHT

Physikochemische Eigenschaften

Schmelzpunkt
153 °C · 153 °C
Siedepunkt
529.1 · 529.1±50.0 °C(Predicted)
Dichte
2.2567 · 2.2567 (estimate)
storage temp.
2 · 2-8°C
Löslichkeit
DMSO, Methanol
pka
4.8 · 4.8(at 25℃)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 5 Einträge

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 40 reports by companies from 1 notifications to the ECHA C&L Inventory.;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Gefahrenhinweise

Other Safety InformationIMAP assessments - Benzenepropanoic acid, 3-amino-.alpha.-ethyl-2,4,6-triiodo-: Environment tier I assessment;IMAP assessments - Benzenepropanoic acid, 3-amino-.alpha.-ethyl-2,4,6-triiodo-: Human health tier I assessment
Hazard Classes and CategoriesAcute Tox. 4 (100%)

Toxikologische Informationen

Interactions · 5 Einträge

RESULTS INDICATE THAT HEPATIC METABOLISM OF IOPANOATE TO ITS GLUCURONIDE IS DECREASED BY ETHER & PENTOBARBITAL ANESTHESIA IN COMPARISON TO URETHANE ANESTHESIA OR DECEREBRATION.

A SINGLE CASE HAS BEEN REPORTED OF POOR RADIOGRAPHIC VISUALIZATION OF THE GALL BLADDER DUE APPARENTLY TO AN INTERACTION BETWEEN IOPANOIC ACID AND CHOLESTYRAMINE WITHIN THE GUT.

IOPANOIC ACID ADMIN RESULTS IN INCR SULFOBROMOPHTHALEIN (BSP) RETENTION, PROBABLY BY COMPETING WITH BSP FOR CONCN AND EXCRETION BY THE LIVER.

STUDIES ON THE FACTORS THAT INFLUENCE THE INTESTINAL ABSORPTION OF CHOLECYSTOPAQUES REVEALED THAT CHOLESTYRAMINE DECREASED THE ABSORPTION OF IOPANOIC ACID. IOPANOIC ACID WAS ABSORBED RELATIVELY SLOWLY & EXCRETED AT A CONSTANT RATE.

IN HEALTHY SUBJECTS, TEMPORAL CHANGES IN THE RESPONSES OF SERUM TSH & PROLACTIN (PRL) TO A FIXED DOSE OF TRH (SYNTHETIC TSH-RELEASING HORMONE, 500 MUG, IV) WERE STUDIED & SERUM T4, T3, & RT3 CONCN WERE ASSESSED BEFORE, IMMEDIATELY AFTER, & THEN AT WEEKLY INTERVALS AFTER THE 3 DAILY DOSES OF IOPANOIC ACID. BOTH BASAL & TRH-STIMULTED TSH CONCN WERE INCREASED AT THE END OF THE PERIOD OF IP ADMIN. SERUM T3 CONCN WAS DECREASED.

Human Toxicity Excerpts · 4 Einträge

OCCASIONALLY, NAUSEA & DIARRHEA &, RARELY, DYSURIA HAVE FOLLOWED ITS ADMIN. A MILD STINGING SENSATION DURING URINATION MAY OCCUR. HYPERSENSITIVITY REACTIONS INVOLVING THE SKIN, MUCOUS MEMBRANE, AND A SYSTEMIC SERUM SICKNESS-TYPE REACTION HAVE BEEN REPORTED.

MEDIA USED FOR GI ROENTGENOGRAPHY & AGENTS ADMIN ORALLY MAY CAUSE NAUSEA, VOMITING, & DIARRHEA. ACUTE TUBULAR NECROSIS HAS BEEN REPORTED TO BE THE CONSEQUENCE OF INGESTION OF CERTAIN GALLBLADDER DYES. /IODINATED CONTRAST MEDIA/

ONSET OF ACUTE IODIDE POISONING MAY OCCUR IMMEDIATELY OR SEVERAL HR AFTER ADMIN. ANGIOEDEMA IS OUTSTANDING SYMPTOM, & SWELLING OF LARYNX MAY LEAD TO SUFFOCATION. MULTIPLE CUTANEOUS HEMORRHAGES MAY BE PRESENT. ALSO MANIFESTATIONS OF SERUM-SICKNESS TYPE HYPERSENSITIVITY, SUCH AS FEVER, ARTHRALGIA, LYMPH NODE ENLARGEMENT, & EOSINOPHILIA, MAY APPEAR. THROMBOTIC THROMBOCYTOPENIC PURPURA & FATAL PERIARTERITIS NODOSA ATTRIBUTED TO HYPERSENSITIVITY TO IODIDE HAS BEEN DESCRIBED. /IODINE PREPN/

AUTHORS REPORT A CASE OF A MIDDLE-AGED FEMALE WITH SEVERE THROMBOCYTOPENIA FOLLOWING ORAL CHOLECYSTOGRAPHY WITH IOPANOIC ACID, A WIDELY USED CONTRAST MEDIUM. A BONE MARROW ASPIRATE SHOWED INCREASED NUMBERS OF MEGAKARYOCYTES, SUGGESTING A THROMBOCYTOPENIA DUE TO ENHANCED PERIPHERAL DESTRUCTION OF PLATELETS.

Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).

Sicherheitsdaten

wgk
1
hs_code
2922.49.3700
RTECS-Nr.
NW5075000
risk_code
20/21/22
safety_code
22-26-36/37/39
Speicherklasse
11 - Combustible Solids

Chemie und Industrie

Pharmakologische Informationen

ATC Code · 2 Einträge

V - Various;V08 - Contrast media;V08A - X-ray contrast media, iodinated;V08AC - Watersoluble, hepatotropic x-ray contrast media;V08AC06 - Iopanoic acid

QV - Various;QV08 - Contrast media;QV08A - X-ray contrast media, iodinated;QV08AC - Watersoluble, hepatotropic x-ray contrast media;QV08AC06 - Iopanoic acid

Mechanism of Action · 4 Einträge

.../IT/ SUPPRESSES THYROID FUNCTION IN EUTHYROID AND HYPERTHYROID INDIVIDUALS.

TSH INDUCED SECRETION OF 3,3'-DIIODOTHYRONINE, 3',5'-T2, & 3,5-T2 BY PERFUSED DOG THYROID WAS DETERMINED. IOPANOATE (10-5 MOLAR) & IPODATE (10-5 MOLAR), BOTH INHIBITORS OF PERIPHERAL IODOTHYRONINE DEIODINATION, INHIBITED 3,3'-DIIODOTHYRONINE SECRETION.

THE ABILITY OF ROENTGENOGRAPHIC CONTRAST AGENTS TO INHIBIT BINDING OF (125)I-LABELED T3 TO NUCLEAR RECEPTORS WAS STUDIED DURING INCUBATION OF RAT LIVER NUCLEI OR NUCLEAR EXTRACTS IN VITRO & AFTER IP ADMIN OF THE AGENTS IN VIVO. IOPANOIC ACID INHIBITED BINDING OF T3-(125)I IN VITRO.

CHANGES IN CONCN OF TSH, THYROXINE, T3, & REVERSE T3 IN SERUM WERE EXAMINED IN 21 MALE EUTHYROID SUBJECTS AFTER ORAL ADMIN OF 3 G/DAY OF IOPANOIC ACID. CONCN OF TSH, THYROXINE, & REVERSE T3 INCREASED, WHEREAS CONCN OF T3 DECREASED AFTER ADMIN OF IOPANOIC ACID.

Metabolism/Metabolites · 1 Eintrag

...IOPANOIC ACID...& TYROPANOIC ACID...IN DOGS & MAN...IDENTIFIED AS ESTER GLUCURONIDES. ... POORLY ABSORBED IN CATS... IOPANOIC ACID...PREVIOUSLY... FOUND...TRANSFORMED INTO...WATER-SOL CONJUGATE IN CATS & RE-EXAMINATION OF PROBLEM ESTABLISHED LIMITED GLUCURONIC ACID CONJUGATION OF IOPANOIC & TYROPANOIC ACIDS.

MeSH Pharmacological ClassificationSubstances used to allow enhanced visualization of tissues.
Absorption, Distribution and Excretion · 5 Einträge

AFTER INGESTION, IT IS ABSORBED PROMPTLY, UNDERGOES CONJUGATION WITH GLUCURONIC ACID IN LIVER, IS CONCENTRATED & STORED IN GALLBLADDER, & IS ELIMINATED IN BILE.

FAILURE OF IOPANOIC ACID TO REACH DIAGNOSTIC CONCN IN BILE AFTER.../ORAL/ DOSES HAS BEEN SHOWN TO BE DUE, IN PART @ LEAST, TO IRREGULAR ABSORPTION. ABSORPTION OF.../ORAL/ DOSED IOPANOIC ACID IN DOGS WAS INCR IN PRESENCE OF BILE SALTS & SODIUM SALT FORM OF THIS AGENT IS ABSORBED MORE UNIFORMLY THAN FREE ACID.

BILIARY EXCRETION RATE OF SODIUM IOPANOATE FITTED BY COMPUTER TO MICHAELIS-MENTEN EQUATION AGAINST ITS UNBOUND PLASMA CONCN AVG MAX VALUE 0.85 MU MOLAR/KG/MIN, & KM VALUE 0.253 MU MOLAR. UNCHANGED IN MONKEY BLOOD & MAINLY NA IOPANOATE ESTER GLUCURONIDE IN BILE.

MAX EXCRETION OF IOPANOIC ACID INTO BILE OF UNANESTHETIZED DOGS WITH BILE FISTULA WAS CLOSELY CORRELATED TO EXCRETION RATE OF BILE SALTS.

For more Absorption, Distribution and Excretion (Complete) data for IOPANOIC ACID (6 total), please visit the HSDB record page.

Verwendung und Herstellung

UsesMEDICATION
Methods of Manufacturing · 1 Eintrag

A MIXT OF M-NITROBENZALDEHYDE, BUTYRIC ANHYDRIDE, AND SODIUM BUTYRATE IS HEATED IN XYLENE AT REFLUX FOR 12 HR TO EFFECT A PERKIN CONDENSATION YIELDING M-NITRO-ALPHA-ETHYLCINNAMIC ACID. THE ACID IS EXTRACTED WITH AQ ALKALI AND REDUCED WITH HYDROGEN IN THE PRESENCE OF RANEY NICKEL. THE RESULTING M-AMINO-ALPHA-ETHYLHYDROCINNAMIC ACID IS IODINATED WITH IODINE MONOCHLORIDE IN ACETIC ACID SOLN AND CRUDE IOPANOIC ACID THUS FORMED IS PURIFIED BY CRYSTALLIZATION FROM ETHYL ACETATE.

Formulations/PreparationsTABLETS USP: 500 MG.
General Manufacturing InformationUS PATENT 2,705,726 (1955 TO STERLING DRUG).

Anwendungen

Verwendenantiulcer

Anbieter50 Anbieter

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
陕西缔都化学有限公司029-029-81123119 17391733320 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
LGM Pharma1-(800)-881-8210 · [email protected]
Ark Pharm, Inc.847-367-3680 · [email protected]

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