Iopamidol

Iopamidol Properties

Melting point	>3200C (dec)
alpha	D20 -2.01° (c = 10 in water)
Boiling point	740.14°C (rough estimate)
Density	2.0203 (estimate)
storage temp.	Keep in dark place,Sealed in dry,2-8°C
solubility	Freely soluble in water, very slightly soluble in methanol, practically insoluble in ethanol (96 per cent) and in methylene chloride
form	Solid
pka	pKa (25°) 10.70
color	White to off-white
Water Solubility	473.7g/L(25 ºC)
CAS DataBase Reference	60166-93-0(CAS DataBase Reference)
FDA UNII	JR13W81H44
NCI Drug Dictionary	Isovue

SAFETY

Risk and Safety Statements

Symbol(GHS)	GHS07
Signal word	Warning
Hazard statements	H302-H315-H319-H335
Precautionary statements	P261-P280-P301+P312-P302+P352-P305+P351+P338
HS Code	2924296000
Toxicity	LD50 in mice, rats, rabbits, dogs (g/kg): 44.5, 28.2, 19.6, 34.7 i.v. (Felder); LD50 in mice (mg iodine/kg body wt): 21,800 i.v.; 20,000 i.p.; 1500 intracerebral (Felder, Pitre).

Iopamidol price More Price(12)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
Sigma-Aldrich	I0329000	Iopamidol European Pharmacopoeia (EP) Reference Standard	60166-93-0	i0329000	$153	2024-03-01	Buy
Sigma-Aldrich	1344702	Iopamidol	60166-93-0	200mg	$436	2024-03-01	Buy
Sigma-Aldrich	PHR1985	Iopamidol Pharmaceutical Secondary Standard; Certified Reference Material	60166-93-0	500mg	$218	2024-03-01	Buy
TRC	I735600	Iopamidol	60166-93-0	2mg	$60	2021-12-16	Buy
American Custom Chemicals Corporation	API0003016	IOPAMIDOL 95.00%	60166-93-0	1MG	$152.25	2021-12-16	Buy

Product number	Packaging	Price	Buy
I0329000	i0329000	$153	Buy
1344702	200mg	$436	Buy
PHR1985	500mg	$218	Buy
I735600	2mg	$60	Buy
API0003016	1MG	$152.25	Buy

Iopamidol Chemical Properties,Uses,Production

Chemical Properties

White Crystalline Powder

Originator

Iopamiro,Bracco,Italy,1981

Uses

Iopamidol is an organic iodine compound and used as a nonionic radiocontrast medium. Diagnostic aid (radiopaque medium). Iopamidol blocks x-rays as they pass through the body, thereby allowing body structures not containing iodine to be visualized. The degree of opacity produced by iopamidol is directly proportional to the total amount of the iodinated contrast agent in the path of the x-rays. The visualization of body structures is dependent upon the distribution and elimination of iopamidol. (NCI05)

Definition

ChEBI: Iopamidol 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 (2S)-2-hydroxypropanamido group at the 5-position. It has a role as a radioopaque medium, an environmental contaminant and a xenobiotic. It is a benzenedicarboxamide, an organoiodine compound and a pentol.

Manufacturing Process

400 g (0.72 mol) 5-amino-2,4,6-triiodo-isophthalic acid was added to 200 ml thionyl chloride, the mixture was stirred at a boil for 6 hours, and the resulting solution was evaporated. The residue was dissolved in anhydrous ethyl acetate, and the solution was again evaporated to dryness. The solid material was dissolved in 4,000 ml ethyl acetate, and the solution was stirred into an ice-cold solution of 500 g sodium chloride and 200 g sodium bicarbonate in 2.5 liters water. The organic phase was separated from the aqueous solution, washed with aqueous sodium solution, dried by contact with anhydrous calcium chloride, and evaporated to dryness.
The residue of 420 g 5-amino-2,4,6-triiodo-isophthalyl chloride (97.5% yield) had a melting point above 300°C when recrystallized from toluene.
300 g (0.503 mol) 5-amino-2,4,6-triiodo-isophthalyl chloride was dissolved in 1,200 ml dimethylacetamide, and 187 g (126 mol) DL-2-acetoxypropionyl chloride was added dropwise to the solution with agitation. The mixture was permitted to stand overnight at ambient temperature and was then evaporated in a vacuum to approximately 400 ml. The oily residue was stirred into ice water to precipitate 353 g crystalline DL-5-(α-acetoxypropionylamino)- 2,4,6-triiodo-isophthalyl chloride (98% yield) which was purified by suspension in warm chloroform free alcohol.
The purified intermediate melted at 210°C. 70.9 g (0.10 mol) of the intermediate was dissolved in 150 ml dimethylacetamide, and 15 g (0.08 mol) tributylamine was added. The mixture was heated to 50°C, and 56.6 g (0.62 mol) 1,3-dihydroxyisopropylamine (2-amino-1,3-propanediol) dissolved in 80 ml dimethylacetamide was added drop by drop. The reaction went to completion within a few hours, and the reaction mixture was evaporated to dryness in a vacuum. The oily residue was added to 350 ml methylene chloride with vigorous agitation, and the resulting precipitate was filtered off and purified by repeated suspension of warm methylene chloride.
Work-up of the reaction mixture yielded 56.5 g (73.5%) DL-5-α- hydroxypropionylamino-2,4,6-triiodo-isophthalic acid di-(1,3- dihydroxyisopropylamide) which was recrystallized from aqueous ethanol and melted with decomposition above 300°C.

brand name

Isovue (Bracco).

Therapeutic Function

Diagnostic aid (radiopaque medium)

General Description

Iopamidol is a low-osmolar, nonionicmonomer with 49% organically bound iodine. It is indicatedfor use in angiography, excretory urography, andnumerous CT procedures.

Side effects

Arm, back, or jaw pain; blurred vision; chest pain or discomfort; chest tightness or heaviness; confusion; dizziness, faintness, or lightheadedness when getting up suddenly from a lying or sitting position; fast or irregular heartbeat; feeling of warmth; hives; lightheadedness, dizziness, or fainting; nausea; redness of the face, neck, arms, and occasionally, upper chest; slow or irregular heartbeat; sudden sweating; trouble breathing; unusual tiredness or weakness

Toxicology

Serious skin reactions , including Stevens-Johnson syndrome, toxic epidermal necrolysis, drug reaction with eosinophilia and systemic symptoms (DRESS), and acute generalized exanthematous pustulosis can occur with this medicine. Results from in vitro HEK293T cell-based assays indicate that iopamidol affects mitochondrial function Treatment with iopamidol induces ATP depletion, reduces the mitochondrial membrane potential, and elevates mitochondrial superoxide and reactive oxygen species accumulation.

Mode of action

Iopamidol is a Radiographic Contrast Agent. The mechanism of action of iopamidol is as a X-Ray Contrast Activity.

Iopamidol synthesis

Synthesis of Iopamidol from (S)-5-[2-(acetyloxy)propanamido]-2,4,6-triiodo-1,3-di(chloroformyl)benzene and 2-Amino-1,3-propanediol

Iopamidol Preparation Products And Raw materials

Raw materials

Thionyl chloride 1,3-Propanediol, 2-(2,2-diethoxyethyl)-,monoacetate,(R)- 2-Amino-1,3,4-thiadiazole 5-Amino-2,4,6-triiodoisophthalic acid 5-amino-N1,N3-bis(1,3-dihydroxypropan-2-yl)isophthalamide

5-Amino-N,N'-bis[2-hydroxy-1-(hydroxymethyl) ethyl]-2,4,6-triiodobenzene-1,3-dicarboxamide (S)-5-[2-(acetyloxy)propanamido]-2,4,6-triiodo-1,3-di(chloroformyl)benzene 2-Amino-1,3-propanediol 5-Nitroisophthalic acid

1of2

Preparation Products

Iopamidol Suppliers

Global( 193)Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
Xilinglab Co., Ltd.	+8618381337976	bd@xilinglab.com	China	86	58
Henan Tianfu Chemical Co.,Ltd.	+86-0371-55170693 +86-19937530512	info@tianfuchem.com	China	21634	55
career henan chemical co	+86-0371-86658258 +8613203830695	sales@coreychem.com	China	29881	58
Hubei Jusheng Technology Co.,Ltd.	18871490254	linda@hubeijusheng.com	CHINA	28172	58
Xiamen AmoyChem Co., Ltd	+86-86-5926051114 +8618959220845	sales@amoychem.com	China	6383	58
Chongqing Chemdad Co., Ltd	+86-023-6139-8061 +86-86-13650506873	sales@chemdad.com	China	39894	58
Zhengzhou Alfa Chemical Co.,Ltd	+8618530059196	sale04@alfachem.cn	China	13461	58
TargetMol Chemicals Inc.	+1-781-999-5354 +1-00000000000	marketing@targetmol.com	United States	32165	58
Hefei TNJ Chemical Industry Co.,Ltd.	+86-0551-65418671 +8618949823763	sales@tnjchem.com	China	34563	58
ANHUI WITOP BIOTECH CO., LTD	+8615255079626	eric@witopchemical.com	China	23541	58

Supplier	Advantage
Xilinglab Co., Ltd.	58
Henan Tianfu Chemical Co.,Ltd.	55
career henan chemical co	58
Hubei Jusheng Technology Co.,Ltd.	58
Xiamen AmoyChem Co., Ltd	58
Chongqing Chemdad Co., Ltd	58
Zhengzhou Alfa Chemical Co.,Ltd	58
TargetMol Chemicals Inc.	58
Hefei TNJ Chemical Industry Co.,Ltd.	58
ANHUI WITOP BIOTECH CO., LTD	58

View Lastest Price from Iopamidol manufacturers

Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
2024-11-19	Iopamidol 60166-93-0	US $35.00-64.00 / mg		99.47%	10g	TargetMol Chemicals Inc.
2021-08-14	Iopamidol USP/EP/BP 60166-93-0	US $1.10 / g	1g	99.9%	100 Tons min	Dideu Industries Group Limited
2019-07-11	Iopamidol 60166-93-0	US $1.00 / KG	1KG	98%	1kg，5kg，100kg	Career Henan Chemical Co

Iopamidol
60166-93-0
US $35.00-64.00 / mg
99.47%
TargetMol Chemicals Inc.

Iopamidol USP/EP/BP
60166-93-0
US $1.10 / g
99.9%
Dideu Industries Group Limited

Iopamidol
60166-93-0
US $1.00 / KG
98%
Career Henan Chemical Co

Iopamidol Spectrum

Iopamidol(60166-93-0)¹HNMR

60166-93-0(Iopamidol)Related Search:

Tris(hydroxymethyl)aminomethane (Diacetoxyiodo)benzene P-AMINOBENZAMIDE GLUTAMIC ACID Glycine 3-Aminophenol

ALTRENOGEST 6-Aminocaproic acid 5-Amino-N,N'-bis[2-hydroxy-1-(hydroxymethyl) ethyl]-2,4,6-triiodobenzene-1,3-dicarboxamide L-ACYLASE N1,N3-Bis(1,3-dihydroxypropan-2-yl)-5-(2-hydroxypropanamido)-2,4,6-triiodoisophthalamide

3,5-DIMETHYL-4-IODOANILINE 5-AMINO-ISOPHTHALAMIDE (R)-Iopamidol,D-Iopamidol Iopamidol-d3 IOPAMIDOL IMPURITY A

IOPAMIDOL IMPURITY H AMINO ACIDS Iopamidol

1of4

N,N'-Bis(2-hydroxy-1-(hydroxymethyl)ethyl)-5-((2-hydroxy-1-oxopropyl)amino)-2,4,6-triiodo-1,3-Benzenedicarboxamide N,N'-BIS(1,3-DIHYDROXYPROPAN-2-YL)-5-(2-HYDROXYPROPANOYLAMINO)-2,4,6-TRIIODO-BENZENE-1,3-DICARBOXAMIDE 1,3-benzenedicarboxamide,n,n’-bis(2-hydroxy-1-(hydroxymethyl)ethyl)-5-((2-hydr -2-propylamide) 6-triiodo-(s)-oxy-1-oxopropyl)amino)- b-15000 hthalamide iopamiro iopamiron isovue isovue-370 jopamiron200 l-(+)-n,n’-bis(2-hydroxy-1-hydroxymethylethyl)-2,4,6-triiodo-5-lactamideisop l-5alpha-hydroxypropionylamino-2,4,6-triiodoisophthalicaciddi(1,3-dihydroxy l-5alpha-idrossipropionilamino-2,4,6-triiodoisoftal-di(1,3-diidrossi-2-propi lamide) niopam niopam300 solutrast solutrast370 sq13396 Iopamidol (S)-N,N'-bis[2-hydroxy-1-(hydroxymethyl)ethyl]-5-[(2-hydroxy-1-oxopropyl)amino]-2,4,6-triiodoisophthaldiamide Iomapidol Jopamiro N,NBis[2-hydroxy-1-(hydroxymethyl)ethyl]-5-[[(2S)-2-hydroxy-1-oxopropyl]amino]-2,4,6-triiodo-1,3-benzenedicarboxamide Solutras 1,3-Benzenedicarboxamide, N,N'-bis[2-hydroxy-1-(hydroxymethyl)ethyl]-5-[(2-hydroxy-1-oxopropyl)amino]-2,4,6-triiodo-, (S)- 1,3-Benzenedicarboxamide, N,N'-bis[2-hydroxy-1-(hydroxymethyl)ethyl]-5-[[(2S)-2-hydroxy-1-oxopropyl]amino]-2,4,6-triiodo- Iopamidol 300 Iopamiro 370 Iopamiron 300 Iopamiron 370 Isovue 300 (S)-N,N'-Bis(1,3-dihydroxypropan-2-yl)-5-[[(2S)-2-hydroxypropanoyl]amino]-2,4,6-triiodobenzene-1,3-dicarboxamide Iopamidol (200 mg) (S)-N,N′-Bis[2-hydroxy-1-(hydroxymethyl)ethyl]-2,4,6-triiodo-5-lactamidoisophthalamide Iopamidol ( for Contrast Agents ) IOPAMIRO;ISOVUE;IOPAMIRON;NIOPAM (2S)-Iopamidol, isomer mixture 1,3-Benzenedicarboxamide, N1,N3-bis[2-hydroxy-1-(hydroxymethyl)ethyl]-5-[[(2S)-2-hydroxy-1-oxopropyl]amino]-2,4,6-triiodo- (S)-N1,N3-bis(1,3-dihydroxypropan-2-yl)-5-(2-hydroxypropanamido)-2,4,6-triiodoisophthalamide Iopamidol USP/EP/BP iopamido (S)-N,N'-bis[2-hydroxy-1-(hydroxymethyl)ethyl]-5-[(2-hydroxy... Iopamidol (1344702) Iopomidol Iopamidol IPAMIDOL (2S)-Iopamidol in methanol C14348400 Iopamidol 60166-93-0 77709 Diagnostic Intermediates & Fine Chemicals Pharmaceuticals