IOPENTOL

Details

Stereochemistry	MIXED
Molecular Formula	C20H28I3N3O9
Molecular Weight	835.1644
Optical Activity	UNSPECIFIED
Defined Stereocenters	0 / 3
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

COCC(O)CN(C(C)=O)C1=C(I)C(C(=O)NCC(O)CO)=C(I)C(C(=O)NCC(O)CO)=C1I

InChI

InChIKey=IUNJANQVIJDFTQ-UHFFFAOYSA-N

InChI=1S/C20H28I3N3O9/c1-9(29)26(5-12(32)8-35-2)18-16(22)13(19(33)24-3-10(30)6-27)15(21)14(17(18)23)20(34)25-4-11(31)7-28/h10-12,27-28,30-32H,3-8H2,1-2H3,(H,24,33)(H,25,34)

HIDE SMILES / InChI

Molecular Formula	C20H28I3N3O9
Molecular Weight	835.1644
Charge	0
Count

Stereochemistry	MIXED
Additional Stereochemistry	No
Defined Stereocenters	0 / 3
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/9204353 | https://www.ncbi.nlm.nih.gov/books/NBK26367/

Iopentol is a non-ionic X-ray contrast medium. It contains a tri-iodinated benzene ring, which, due to a high atomic density of iodine, causes hight attenuation of X-rays. Iopentol It has been used in various radiologic procedures to aid the radiographic visualization of selected tissues and organs. Iopentol is not commercially available in the United States, but was marketed in Europe under tradename Imagopaque for arteriography, urography, phlebography and computed tomography enhancement, arthrography, endoscopic retrograde cholangiopancreatography, hysterosalpingography, and gastrointestinal studies.

Approval Year

PubMed

Title	Date	PubMed
[Semiquantitative detection of pain and heat sensations in evaluation of contrast media in pelvic/leg angiography. Intraindividual double-blind study with iomeprol 350 and iopentol 350].	1996 Feb	8867434
Neurotolerability of nonionic X-ray contrast media. The role of chemotoxicity.	1996 Jun	8761866
Dose effect of nitrendipine on urinary enzymes and microproteins following non-ionic radiocontrast administration.	1996 Mar	8671813
Iomeprol: current and future profile of a radiocontrast agent.	2001 Feb	11224756
[Severe reactions to iodinated contrast agents: is anaphylaxis responsible?].	2001 Sep	11591924
Angiography for renal artery stenosis: no additional impairment of renal function by angioplasty.	2002 Apr	11960230
Effect of iomeprol on rat hippocampal slice synaptic transmission: comparison with other X-ray contrast agents.	2002 Apr	11923645
Gadobutrol: an alternative contrast agent for digital subtraction dacryocystography.	2002 Aug	12136327
[Determination of the distribution volume of contrast media solutions injected intrahepatically: pre-pilot studies for intratumoral gene therapy].	2002 Mar	11885016
Influence of two non-ionic radiographic contrast media with different osmolalities on coagulation in invasive cardiology. A prospective, randomised comparative study.	2002 Nov	12485262
[Prospects of the use of non-ionic X-ray contrast media during endoscopic retrograde cholangiopancreatography].	2002 Nov-Dec	12722628
Continuous veno-venous hemofiltration for the treatment of contrast-induced acute renal failure after percutaneous coronary interventions.	2003 Jan	12508197
Multi-detector row CT: effect of iodine dose reduction on hepatic and vascular enhancement.	2004 Apr	15088181
[Intravenous contrast medium application in elderly patients -- evaluation of Iopentol (Imagopaque 300)].	2004 Dec	15573295
Severe Stevens-Johnson syndrome induced by contrast medium iopentol (Imagopaque).	2004 Feb	14996121
Confluent hepatic fibrosis as the presenting imaging sign in nonadvanced alcoholic cirrhosis.	2004 Mar-Apr	15050225
Detection of liver metastases under 2 cm: comparison of different acquisition protocols in four row multidetector-CT (MDCT).	2005 Sep	15868125
Low-high and high-low biphasic injection forms in computed tomography examinations of the upper abdomen.	2006 Feb	16498927
Value of single-dose contrast-enhanced magnetic resonance angiography versus intraarterial digital subtraction angiography in therapy indications in abdominal and iliac arteries.	2007 May-Jun	17278036
Influence of contrast media on red blood cell deformability.	2008	18503114
Anaphylaxis to iodinated contrast material: nonallergic hypersensitivity or IgE-mediated allergy?	2008 Mar	18287437
Postmortem whole-body CT angiography: evaluation of two contrast media solutions.	2008 May	18430859
Contrast-induced acute kidney injury in patients with renal dysfunction undergoing a coronary procedure and receiving non-ionic low-osmolar versus iso-osmolar contrast media.	2010 Jan	19996728

Substance Class	Chemical Created by `admin` on `Sat Dec 16 16:31:27 GMT 2023` Edited by `admin` on `Sat Dec 16 16:31:27 GMT 2023`
Record UNII	7D6XWX076T
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

IOPENTOL

Official Name

English

CPD. 5411

Code

English

IODIXANOL RELATED COMPOUND D [USP IMPURITY]

Common Name

English

IODIXANOL RELATED COMPOUND D [USP-RS]

Common Name

English

1,3-BENZENEDICARBOXAMIDE, 5-(ACETYL(2-HYDROXY-3-METHOXYPROPYL)AMINO)-N,N'-BIS(2,3-DIHYDROXYPROPYL)-2,4,6-TRIIODO-

Systematic Name

English

CPD-5411

Code

English

IODIXANOL RELATED COMPOUND D

Common Name

English

Iopentol [WHO-DD]

Common Name

English

IOPENTOL [MI]

Common Name

English

N,N'-BIS(2,3-DIHYDROXYPROPYL)-5-(N-(2-HYDROXY-3-METHOXYPROPYL)ACETAMIDO)-2,4,6-TRIIODOISOPHTHALAMIDE

Systematic Name

English

IOPENTOL [MART.]

Common Name

English

IOPENTOL [USAN]

Common Name

English

iopentol [INN]

Common Name

English

Classification Tree Code System Code

WHO-VATC

QV08AB08