Iomeprol
Grundinformationen
- CAS
78649-41-9- Standard-SMILES
CN(C(=O)CO)c1c(I)c(C(=O)NCC(O)CO)c(I)c(C(=O)NCC(O)CO)c1I- InChIKey
NJKDOADNQSYQEV-UHFFFAOYSA-N- Summenformel
- C17H22I3N3O8
- Durchschnittliche Molmasse
- 777,1 g/mol
- Monoisotopische Masse
- 776,8541
Überblick
Iomeprol is a benzenedicarboxamide compound having N-substituted carbamoyl groups at the 1- and 3-positions, iodo substituents at the 2-, 4- and 6-positions and a glycoloyl(methyl)amino group at the 5-position. It has a role as a xenobiotic, a radioopaque medium and an environmental contaminant. It is an organoiodine compound and a benzenedicarboxamide.
Namen und Bezeichner
- Bevorzugter Name
- Iomeprol
- IUPAC
- 1-N,3-N-bis(2,3-dihydroxypropyl)-5-[(2-hydroxyacetyl)-methylamino]-2,4,6-triiodobenzene-1,3-dicarboxamide
- Englischer Name
- IOMEPROL
- Summenformel
- C17H22I3N3O8
- Molmasse
- 777.09
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
78649-41-9- PubChem CID
- 3731
- DTXSID
DTXSID1049061- ChEMBL
CHEMBL2107214- ChEBI
CHEBI:31710- UNII
- 17E17JBP8L
- Nikkaji
- J277.762B
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- -2,3
- Polarare Oberfläche (TPSA)
- 180 Ų
- H-Brücken-Donoren
- 7
- H-Brücken-Akzeptoren
- 8
- Frei drehbare Bindungen
- 10
- Schwere Atome
- 31
- Formalladung
- 0
- Komplexität
- 591
Experimentelle und physikochemische Eigenschaften
Human Drugs
Breast Feeding; Lactation; Milk, Human; Contrast Media; Diagnostic Agents
FDA approved drugs -> Active ingredient
FDA approved drugs -> Active ingredient
Physikochemische Eigenschaften
- Schmelzpunkt
- 263 · 263-265C
- Siedepunkt
- 813.2 · 813.2±65.0 °C(Predicted)
- Dichte
- 420 · d420 1.166; d437 1.161; d420 1.334; d437 1.329; d420 1.446; d437 1.441
- Brechungsindex
- 20 · nD20 1.3828; nD20 1.4327; nD20 1.4660
- storage temp.
- -20 °C · -20°C Freezer
- Löslichkeit
- DMSO (Slightly), Methanol (Slightly)
- pka
- 11.36 · 11.36±0.46(Predicted)
- Aggregatzustand
- Solid
- Farbe
- White to Off-White
- InChI
- InChI=1S/C17H22I3N3O8/c1-23(9(29)6-26)15-13(19)10(16(30)21-2-7(27)4-24)12(18)11(14(15)20)17(31)22-3-8(28)5-25/h7-8,24-28H,2-6H2,1H3,(H,21,30)(H,22,31)
- InChIKey
- NJKDOADNQSYQEV-UHFFFAOYSA-N
- SMILES
- C1(C(NCC(O)CO)=O)=C(I)C(N(C(CO)=O)C)=C(I)C(C(NCC(O)CO)=O)=C1I
- CAS Datenbank
- 78649 · 78649-41-9(CAS DataBase Reference)
- EPA chemische Informationen
- 1 · 1,3-Benzenedicarboxamide, N1,N3-bis(2,3-dihydroxypropyl)-5-[(2-hydroxyacetyl)methylamino]-2,4,6-triiodo- (78649-41-9)
Sicherheit und Regulatorisches
Toxikologische Informationen
Sicherheitsdaten
- Toxizität
- LD50 (400 mgI/ml soln) i.v. in mice, rats (gI/kg): 19.9, 14.5; LD50 (370 mgI/ml soln) i.v. in dogs (gI/kg): >12.5 (Morisetti)
Chemie und Industrie
Pharmakologische Informationen
ATC Code
V08AB10
V - Various
QV - Various
Pharmacodynamics
The degree of radiographic enhancement by iomeprol is related to the iodine concentration in the tissue of interest following the administration of iomeprol. However, the exposure-response relationships and time course of pharmacodynamic response of iomeprol have not been fully characterized. At therapeutic concentrations, iomeprol was not shown to cause significant effects on the cardiovascular, central nervous, renal, and complement systems.
Mechanism of Action
Iomeprol is a radiographic iodinated contrast agent that opacifies the vessels and body structures where the contrast agent is present following intravenous or intra-arterial administration, permitting radiographic visualization of the internal structures through attenuation of X-ray photons. In imaging of the body, iodinated contrast agents diffuse from the vessels into the extravascular space. In normal brain with an intact blood-brain barrier, the contrast agent does not diffuse into the extravascular space and contrast enhancement is generally due to the presence of contrast within the vascular space. In patients with a disrupted blood-brain barrier, the contrast agent accumulates in the extravascular space in the region of disruption.
FDA Pharmacological Classification
17E17JBP8L
IOMEPROL
Established Pharmacologic Class [EPC] - Radiographic Contrast Agent
Mechanisms of Action [MoA] - X-Ray Contrast Activity
Iomeprol is a Radiographic Contrast Agent. The mechanism of action of iomeprol is as a X-Ray Contrast Activity.
IOMEPROL INJECTION
Absorption, Distribution and Excretion
The maximum concentration (Cmax) and area under the concentration-time curve (AUC) are doseproportional across the dose range of 250 mg iodine/kg to 1,250 mg iodine/kg body weight.
Approximately 90% of the iomeprol dose is excreted unchanged in urine within 24 hours.
The volume of distribution of iomeprol is 0.28 (0.05) L/kg. In rats, iomeprol was shown to cross the placenta and be excreted into breast milk.
The total body clearance is 0.10 (0.01) L/hr/kg.
Verwendung und Herstellung
Vor- und nachgelagerte Produkte
Vorgelagerte Rohstoffe
Anbieter74 Anbieter
Ergänzende Hinweise
DefinitionChEBI: A benzenedicarboxamide compound having N-substituted carbamoyl groups at the 1- and 3-positions, iodo substituents at the 2-, 4- and 6-positions and a glycoloyl(methyl)amino group at the 5-position.
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