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Iopamidol

Product Name
Iopamidol
CAS No.
60166-93-0
Chemical Name
Iopamidol
Synonyms
isovue;niopam;b-15000;lamide);sq13396;iopamiro;Jopamiro;Solutras;iopamido;IPAMIDOL
CBNumber
CB5384796
Molecular Formula
C17H22I3N3O8
Formula Weight
777.09
MOL File
60166-93-0.mol
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Iopamidol Property

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
pka
pKa (25°) 10.70
form 
Solid
color 
White to off-white
Water Solubility 
473.7g/L(25 ºC)
CAS DataBase Reference
60166-93-0(CAS DataBase Reference)
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Safety

HS Code 
2924296000
Hazardous Substances Data
60166-93-0(Hazardous Substances Data)
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).
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
I0329000
Product name
Iopamidol
Purity
European Pharmacopoeia (EP) Reference Standard
Packaging
i0329000
Price
$153
Updated
2024/03/01
Sigma-Aldrich
Product number
1344702
Product name
Iopamidol
Packaging
200mg
Price
$436
Updated
2024/03/01
Sigma-Aldrich
Product number
PHR1985
Product name
Iopamidol
Purity
Pharmaceutical Secondary Standard; Certified Reference Material
Packaging
500mg
Price
$218
Updated
2024/03/01
TRC
Product number
I735600
Product name
Iopamidol
Packaging
2mg
Price
$60
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
API0003016
Product name
IOPAMIDOL
Purity
95.00%
Packaging
1MG
Price
$152.25
Updated
2021/12/16
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Iopamidol Chemical Properties,Usage,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 Preparation Products And Raw materials

Raw materials

Preparation Products

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Iopamidol Suppliers

ZHEJIANG HICHIPHARMACEUTICALCORPORATION LIMITED
Tel
13958554356 15715702293
Email
sales@hichipharm.com
Country
China
ProdList
11
Advantage
58
Wuhan Xingzhongcheng Technology Co., Ltd.
Tel
027-83383318 15549490740
Fax
027-83389957
Email
358174403@qq.com
Country
China
ProdList
441
Advantage
58
Brother Enterprises Holding Co., Ltd.
Tel
0573-87006360
Email
pharm@brother.com.cn
Country
China
ProdList
20
Advantage
58
Hubei widely chemical technology Co., Ltd.
Tel
027-59402396 13419635609
Fax
027-83989310
Email
13419635609@163.com
Country
China
ProdList
1992
Advantage
55
Changzhou Xianglong Pharmaceutical Technology Co., LTD
Tel
18661161657
Email
yaoxiangqiu2021@163.com
Country
China
ProdList
9996
Advantage
58
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
LGM Pharma
Tel
1-(800)-881-8210
Fax
615-250-9817
Email
inquiries@lgmpharma.com
Country
United States
ProdList
2123
Advantage
70
Chemsky(shanghai)International Co.,Ltd.
Tel
021-50135380
Email
shchemsky@sina.com
Country
China
ProdList
32321
Advantage
50
Sinopharm Chemical Reagent Co,Ltd.
Tel
86-21-63210123
Fax
86-21-63290778 86-21-63218885
Email
sj_scrc@sinopharm.com
Country
China
ProdList
9815
Advantage
79
BOC Sciences
Tel
1-631-485-4226; 16314854226
Email
info@bocsci.com
Country
United States
ProdList
14055
Advantage
65
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View Lastest Price from Iopamidol manufacturers

Dideu Industries Group Limited
Product
Iopamidol 60166-93-0
Price
US $1.10/g
Min. Order
1g
Purity
99.9%
Supply Ability
100 Tons min
Release date
2021-08-13
Career Henan Chemical Co
Product
Iopamidol 60166-93-0
Price
US $1.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1kg,5kg,100kg
Release date
2019-07-10

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