iopromide

Names

[ Name ]:
iopromide

[Synonym ]:
iopromide
N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodo-5-[(méthoxyacétyl)amino]-N-méthylbenzène-1,3-dicarboxamide
N,N'-Bis(2,3-dihydroxypropyl)-2,4,6-triiodo-5-[(methoxyacetyl)amino]-N-methylisophthalamide
Ultravist
1,3-Benzenedicarboxamide, N,N-bis(2,3-dihydroxypropyl)-2,4,6-triiodo-5-[(2-methoxyacetyl)amino]-N-methyl-
iopromida
5-Methoxyacetylamino-2,4,6-triiodoisophthalic Acid [(2,3-Dihydroxy-N-methylpropyl)-(2,3-dihydroxypropyl)]diamide
N,N'-Bis(2,3-dihydroxypropyl)-2,4,6-triiod-5-[(methoxyacetyl)amino]-N-methylbenzol-1,3-dicarboxamid
iopromidum
N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodo-N-methyl-5-{[(methyloxy)acetyl]amino}benzene-1,3-dicarboxamide
1,3-benzenedicarboxamide, N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodo-5-[(methoxyacetyl)amino]-N-methyl-
EINECS 277-385-9
Ultravist 300
N,N'-Bis(2,3-dihydroxypropyl)-2,4,6-triiodo-5-[(methoxyacetyl)amino]-N-methyl-1,3-benzenedicarboxamide
N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodo-5-[(methoxyacetyl)amino]-N-methylbenzene-1,3-dicarboxamide
Ultravist 370
UNII:712BAC33MZ
SHL 414C
1-N,3-N-bis(2,3-dihydroxypropyl)-2,4,6-triiodo-5-[(2-methoxyacetyl)amino]-3-N-methylbenzene-1,3-dicarboxamide
MFCD00867924

Biological Activity

[Description]:

Iopromide is a water-soluble, non-ionic, monomeric, low-osmolar, iodine-based contrast medium for intravascular administration.

[Related Catalog]:

Signaling Pathways >> Others >> Others

Research Areas >> Cardiovascular Disease

[In Vivo]

Contrast medium-induced nephropathy can be induced by tail intravenous administration of iopromide[1]. In randomized controlled trials, the global image quality and diagnostic quality with iobitridol does not differ from those with other low-osmolar contrast media (iohexol, iopromide, iopamidol, iomeprol and ioxaglate) or the iso-osmolar contrast medium iodixanol in adults or children undergoing radiographic imaging. Large post-marketing surveillance studies have confirmed that iobitridol produces good or excellent opacification and is an effective contrast agent in the vast majority of patients. Iobitridol is generally well tolerated and had a tolerability profile similar to that of other low-osmolar and iso-osmolar contrast media. Thus, iobitridol is an effective intravascular agent for contrast enhancement in diagnostic imaging[2].

[Animal admin]

Mice: Male C57/BL6J mice are randomly divided into 7 groups: control, diabetes mellitus (D), CIN, diabetes mellitus+CIN (DC), diabetes mellitus+Breviscapine (DB), CIN+Breviscapine (CIN+B) and diabetes mellitus+CIN+Breviscapine (DCB). After the model of diabetes mellitus is established, mice are prohibited drinking water for one night, and then mice are injected at a dose of 10 mL/kg iopromide via tail vein administration over the course of 1 minute. Then the mice are treated intragastrically with or without Breviscapine (10 mg/kg/d) for 4 weeks. Other mice groups except for Breviscapine treatment groups (DB, DCB and CIN+B) are administered the same volume of phosphate buffered solution intragastrically for 4 weeks. Then mice are sacrificed by an intraperitoneal injection of chloral hydrate[1].

[References]

[1]. Jiang W, et al. Breviscapine attenuatted contrast medium-induced nephropathy via PKC/Akt/MAPK signalling in diabetic mice. Am J Transl Res. 2016 Feb 15;8(2):329-41.

[2]. McCormack PL, et al. Iobitridol: a review of its use as a contrast medium in diagnostic imaging. Clin Drug Investig. 2013 Feb;33(2):155-66.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
2.2±0.1 g/cm3

[ Boiling Point ]:
840.9±65.0 °C at 760 mmHg

[ Melting Point ]:
broad (160ºC transition)

[ Molecular Formula ]:
C₁₈H₂₄I₃N₃O₈

[ Molecular Weight ]:
791.112

[ Flash Point ]:
462.4±34.3 °C

[ Exact Mass ]:
790.869690

[ PSA ]:
168.66000

[ LogP ]:
-2.95

[ Vapour Pressure ]:
0.0±3.3 mmHg at 25°C

[ Index of Refraction ]:
1.710

[ Storage condition ]:
Hygroscopic, -20?C Freezer, Under Inert Atmosphere

[ Stability ]:
Hygroscopic

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: CZ2230000

CHEMICAL NAME :: 1,3-Benzenedicarboxamide, N,N'-bis(2,3-dihydroxypropyl)-5-((methoxyacetyl)amino )-N-methyl- 2,4,6-triiodo-

CAS REGISTRY NUMBER :: 73334-07-3

LAST UPDATED :: 199612

DATA ITEMS CITED :: 3

MOLECULAR FORMULA :: C18-H24-I3-N3-O8

MOLECULAR WEIGHT :: 791.15

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 21403 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: ARASA5 Acta Radiologica, Supplementum. (Acta Radiologica, POB 7449, S-10391 Stockholm, Sweden) No.1- 1921- Volume(issue)/page/year: 370,41,1987

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 34 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: AAJNDL AJNR, American Journal of Neuroradiology. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1980- Volume(issue)/page/year: 4,350,1983

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: >21 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 44,1275,1994

Safety Information

[ Symbol ]:

GHS09

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H410

[ Precautionary Statements ]:
P273-P501

[ Hazard Codes ]:
N

[ Risk Phrases ]:
50/53

[ Safety Phrases ]:
60-61

[ RIDADR ]:
NONH for all modes of transport

[ RTECS ]:
CZ2230000

[ HS Code ]:
2924299090

Synthetic Route

Click to get detail synthetic route

Customs

[ HS Code ]: 2924299090

[ Summary ]:
2924299090. other cyclic amides (including cyclic carbamates) and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

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