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Iopamidol
Cas No: 60166-93-0
No Data 100 Gram 100 Kilogram/Month ShangHai Jin Dun Industrial CO., LTD Contact Supplier
Iopamidol
Cas No: 60166-93-0
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USD $ 1.0-10.0 / Kilogram 1 Kilogram 5000 Kilogram/Month WUHAN MULEI NEW MATERIAL CO., LTD Contact Supplier
60166-93-0 Iopamidol
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USD $ 2.0-2.0 / Kilogram 1 Kilogram 100 Metric Ton/Year Hebei yanxi chemical co.,LTD. Contact Supplier
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Iopamidol usp30
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New production CAS 60166-93-0 with best quality
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USD $ 139.0-210.0 / Kilogram 1 Kilogram 1000 Kilogram/Day Zhuozhou Wenxi import and Export Co., Ltd Contact Supplier
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USD $ 1.0-2.0 / Gram 10 Gram 200 Kilogram/Month Hubei Jusheng Technology Co., Ltd., Contact Supplier

60166-93-0 Usage

Uses

Nonionic radiocontrast medium. Diagnostic aid (radiopaque medium)

Definition

ChEBI: 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.

Chemical Properties

White Crystalline Powder

Brand name

Isovue (Bracco).

60166-93-0 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
USP (1344702)  Iopamidol  United States Pharmacopeia (USP) Reference Standard 60166-93-0 1344702-200MG 4,662.45CNY Detail
Sigma-Aldrich (I0329000)  Iopamidol  European Pharmacopoeia (EP) Reference Standard 60166-93-0 I0329000 1,880.19CNY Detail

60166-93-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name (S)-N,N′-Bis[2-hydroxy-1-(hydroxymethyl)ethyl]-2,4,6-triiodo-5-lactamidoisophthalamide

1.2 Other means of identification

Product number -
Other names Iopamidol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:60166-93-0 SDS

60166-93-0Synthetic route

S-N,N'-bis[2-hydroxy-1-(hydroxymethyl)ethyl]-5-[(2-(acetyloxy)-1-oxo-propyl)amino]-2,4,6-triiodo-1,3-benzenedicarboxamide

S-N,N'-bis[2-hydroxy-1-(hydroxymethyl)ethyl]-5-[(2-(acetyloxy)-1-oxo-propyl)amino]-2,4,6-triiodo-1,3-benzenedicarboxamide

Iopamidol
60166-93-0

Iopamidol

Conditions
ConditionsYield
With sodium hydroxide for 0.166667h;99%
With water; sodium hydroxide at 40℃; pH=~ 11;76.4%
With water; sodium hydroxide at 40℃; pH=Ca. 11;76.4%
Stage #1: S-N,N'-bis[2-hydroxy-1-(hydroxymethyl)ethyl]-5-[(2-(acetyloxy)-1-oxo-propyl)amino]-2,4,6-triiodo-1,3-benzenedicarboxamide With water; sodium hydroxide In ISOPROPYLAMIDE at 35℃; for 7h;
Stage #2: With hydrogenchloride In ISOPROPYLAMIDE; water pH=~ 7;
With water; sodium hydroxide at 35℃; pH=12;159 g
(S)-5-(2-amino-1-methyl-2-oxoethoxy)-N,N'-bis[2-hydroxy-1-(hydroxymethyl)ethyl]-2,4,6-triiodo-1,3-benzenedicarboxamide

(S)-5-(2-amino-1-methyl-2-oxoethoxy)-N,N'-bis[2-hydroxy-1-(hydroxymethyl)ethyl]-2,4,6-triiodo-1,3-benzenedicarboxamide

Iopamidol
60166-93-0

Iopamidol

Conditions
ConditionsYield
With Amberlite IRA400 In water for 32h; pH=6 - 7; Product distribution / selectivity; Smiles Rearrangement;95%
With Amberlite IRA400 In water for 32h; Smiles Aromatic Rearrangement;95%
With sodium methylate In methanol; N,N-dimethyl-formamide at 25℃; Smiles rearrangement;89%
With potassium hydroxide In methanol; water
S-(-)-5-[[2-(acetyloxy)-1-oxopropyl]amino]-2,4,6-triiodo-1,3-benzenedicarboxylic acid dichloride
60166-91-8

S-(-)-5-[[2-(acetyloxy)-1-oxopropyl]amino]-2,4,6-triiodo-1,3-benzenedicarboxylic acid dichloride

serinol
534-03-2

serinol

Iopamidol
60166-93-0

Iopamidol

Conditions
ConditionsYield
In ISOPROPYLAMIDE at 8 - 20℃; for 10h;94%
Stage #1: S-(-)-5-[[2-(acetyloxy)-1-oxopropyl]amino]-2,4,6-triiodo-1,3-benzenedicarboxylic acid dichloride; serinol at 44 - 48℃; for 48 - 70h;
Stage #2: With water at 52 - 57℃; for 2 - 4h;
78%
(S)-5-(2-acetoxypropanamido)-2,4,6-triiodoisophthalic acid

(S)-5-(2-acetoxypropanamido)-2,4,6-triiodoisophthalic acid

Iopamidol
60166-93-0

Iopamidol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: phosphorus pentachloride / ISOPROPYLAMIDE / 6 h / 40 °C
2: triethylamine / ISOPROPYLAMIDE / 6 h / 50 °C
3: sodium hydroxide; water / 40 °C / pH ~ 11
View Scheme
Multi-step reaction with 3 steps
1: phosphorus pentachloride / N,N-dimethyl acetamide / 6 h / 40 °C
2: triethylamine / N,N-dimethyl acetamide / 6 h / 50 °C
3: water; sodium hydroxide / 40 °C / pH Ca. 11
View Scheme
2,4,6-triiodo-5-aminoisophthalic acid
35453-19-1

2,4,6-triiodo-5-aminoisophthalic acid

Iopamidol
60166-93-0

Iopamidol

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: ISOPROPYLAMIDE / 22 h / 20 - 50 °C
2: phosphorus pentachloride / ISOPROPYLAMIDE / 6 h / 40 °C
3: triethylamine / ISOPROPYLAMIDE / 6 h / 50 °C
4: sodium hydroxide; water / 40 °C / pH ~ 11
View Scheme
Multi-step reaction with 4 steps
1: N,N-dimethyl acetamide / 22 h / 20 - 50 °C
2: phosphorus pentachloride / N,N-dimethyl acetamide / 6 h / 40 °C
3: triethylamine / N,N-dimethyl acetamide / 6 h / 50 °C
4: water; sodium hydroxide / 40 °C / pH Ca. 11
View Scheme
S-(-)-5-[[2-(acetyloxy)-1-oxopropyl]amino]-2,4,6-triiodo-1,3-benzenedicarboxylic acid dichloride
60166-91-8

S-(-)-5-[[2-(acetyloxy)-1-oxopropyl]amino]-2,4,6-triiodo-1,3-benzenedicarboxylic acid dichloride

Iopamidol
60166-93-0

Iopamidol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: triethylamine / N,N-dimethyl acetamide / 6 h / 50 °C
2: water; sodium hydroxide / 40 °C / pH Ca. 11
View Scheme
C28H28B2I3N3O6

C28H28B2I3N3O6

Iopamidol
60166-93-0

Iopamidol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: N,N-dimethyl acetamide / 18 h / 30 - 35 °C / Inert atmosphere; Large scale
2: sodium hydroxide; water / N,N-dimethyl acetamide / Large scale
View Scheme
C33H34B2I3N3O9

C33H34B2I3N3O9

Iopamidol
60166-93-0

Iopamidol

Conditions
ConditionsYield
With water; sodium hydroxide In N,N-dimethyl acetamide Large scale;992 g
C27H38B2I3N3O9

C27H38B2I3N3O9

Iopamidol
60166-93-0

Iopamidol

Conditions
ConditionsYield
With water; sodium hydroxide In N,N-dimethyl acetamide Large scale;992 g
C22H32B2I3N3O8

C22H32B2I3N3O8

Iopamidol
60166-93-0

Iopamidol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: N,N-dimethyl acetamide / 18 h / 20 °C / Inert atmosphere
2: water / N,N-dimethyl acetamide / 1 h
3: sodium hydroxide; water / 35 °C / pH 12
View Scheme
C27H38B2I3N3O11

C27H38B2I3N3O11

Iopamidol
60166-93-0

Iopamidol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: water / N,N-dimethyl acetamide / 1 h
2: sodium hydroxide; water / 35 °C / pH 12
View Scheme
5-nitrobenzene-1,3-dicarboxylic acid
618-88-2

5-nitrobenzene-1,3-dicarboxylic acid

Iopamidol
60166-93-0

Iopamidol

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: toluene-4-sulfonic acid / 125 °C
2: hydrogen; 5%-palladium/activated carbon / 50 - 70 °C
3: sodium methylate / methanol / 55 - 60 °C
4: sulfuric acid; Iodine monochloride / water / 70 - 90 °C
5: N,N-dimethyl acetamide / 1 h / 90 - 95 °C
6: N,N-dimethyl acetamide / 18 h / 30 - 35 °C / Inert atmosphere; Large scale
7: sodium hydroxide; water / N,N-dimethyl acetamide / Large scale
View Scheme
Multi-step reaction with 7 steps
1: toluene-4-sulfonic acid / 125 °C
2: hydrogen; 5%-palladium/activated carbon / 50 - 70 °C
3: sodium methylate / methanol / 55 - 60 °C
4: sulfuric acid; Iodine monochloride / water / 70 - 90 °C
5: N,N-dimethyl acetamide / 90 - 95 °C / Large scale
6: N,N-dimethyl acetamide / 18 h / 20 - 25 °C / Inert atmosphere; Large scale
7: sodium hydroxide; water / N,N-dimethyl acetamide / Large scale
View Scheme
Multi-step reaction with 7 steps
1: toluene-4-sulfonic acid / 125 °C
2: hydrogen; 5%-palladium/activated carbon / 50 - 70 °C
3: sodium methylate / methanol / 55 - 60 °C
4: sulfuric acid; Iodine monochloride / water / 70 - 90 °C
5: N,N-dimethyl acetamide / 90 - 95 °C / Large scale
6: N,N-dimethyl acetamide / 18 h / 30 - 35 °C / Inert atmosphere; Large scale
7: sodium hydroxide; water / N,N-dimethyl acetamide / Large scale
View Scheme
dibutyl 5-nitroisophthalate
10552-75-7

dibutyl 5-nitroisophthalate

Iopamidol
60166-93-0

Iopamidol

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: hydrogen; 5%-palladium/activated carbon / 50 - 70 °C
2: sodium methylate / methanol / 55 - 60 °C
3: sulfuric acid; Iodine monochloride / water / 70 - 90 °C
4: N,N-dimethyl acetamide / 1 h / 90 - 95 °C
5: N,N-dimethyl acetamide / 18 h / 30 - 35 °C / Inert atmosphere; Large scale
6: sodium hydroxide; water / N,N-dimethyl acetamide / Large scale
View Scheme
Multi-step reaction with 6 steps
1: hydrogen; 5%-palladium/activated carbon / 50 - 70 °C
2: sodium methylate / methanol / 55 - 60 °C
3: sulfuric acid; Iodine monochloride / water / 70 - 90 °C
4: N,N-dimethyl acetamide / 90 - 95 °C / Large scale
5: N,N-dimethyl acetamide / 18 h / 20 - 25 °C / Inert atmosphere; Large scale
6: sodium hydroxide; water / N,N-dimethyl acetamide / Large scale
View Scheme
Multi-step reaction with 6 steps
1: hydrogen; 5%-palladium/activated carbon / 50 - 70 °C
2: sodium methylate / methanol / 55 - 60 °C
3: sulfuric acid; Iodine monochloride / water / 70 - 90 °C
4: N,N-dimethyl acetamide / 90 - 95 °C / Large scale
5: N,N-dimethyl acetamide / 18 h / 30 - 35 °C / Inert atmosphere; Large scale
6: sodium hydroxide; water / N,N-dimethyl acetamide / Large scale
View Scheme
5-amino-isophthalic acid dibutyl ester
25351-79-5

5-amino-isophthalic acid dibutyl ester

Iopamidol
60166-93-0

Iopamidol

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: sodium methylate / methanol / 55 - 60 °C
2: sulfuric acid; Iodine monochloride / water / 70 - 90 °C
3: N,N-dimethyl acetamide / 1 h / 90 - 95 °C
4: N,N-dimethyl acetamide / 18 h / 30 - 35 °C / Inert atmosphere; Large scale
5: sodium hydroxide; water / N,N-dimethyl acetamide / Large scale
View Scheme
Multi-step reaction with 5 steps
1: sodium methylate / methanol / 55 - 60 °C
2: sulfuric acid; Iodine monochloride / water / 70 - 90 °C
3: N,N-dimethyl acetamide / 90 - 95 °C / Large scale
4: N,N-dimethyl acetamide / 18 h / 20 - 25 °C / Inert atmosphere; Large scale
5: sodium hydroxide; water / N,N-dimethyl acetamide / Large scale
View Scheme
Multi-step reaction with 5 steps
1: sodium methylate / methanol / 55 - 60 °C
2: sulfuric acid; Iodine monochloride / water / 70 - 90 °C
3: N,N-dimethyl acetamide / 90 - 95 °C / Large scale
4: N,N-dimethyl acetamide / 18 h / 30 - 35 °C / Inert atmosphere; Large scale
5: sodium hydroxide; water / N,N-dimethyl acetamide / Large scale
View Scheme
5-amino-N,N'-bis[2-hydroxy-1-(hydroxymethyl)ethyl]-1,3-benzenedicarboxamide
267881-76-5

5-amino-N,N'-bis[2-hydroxy-1-(hydroxymethyl)ethyl]-1,3-benzenedicarboxamide

Iopamidol
60166-93-0

Iopamidol

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: sulfuric acid; Iodine monochloride / water / 70 - 90 °C
2: N,N-dimethyl acetamide / 1 h / 90 - 95 °C
3: N,N-dimethyl acetamide / 18 h / 30 - 35 °C / Inert atmosphere; Large scale
4: sodium hydroxide; water / N,N-dimethyl acetamide / Large scale
View Scheme
Multi-step reaction with 4 steps
1: sulfuric acid; Iodine monochloride / water / 70 - 90 °C
2: N,N-dimethyl acetamide / 90 - 95 °C / Large scale
3: N,N-dimethyl acetamide / 18 h / 20 - 25 °C / Inert atmosphere; Large scale
4: sodium hydroxide; water / N,N-dimethyl acetamide / Large scale
View Scheme
Multi-step reaction with 4 steps
1: sulfuric acid; Iodine monochloride / water / 70 - 90 °C
2: N,N-dimethyl acetamide / 90 - 95 °C / Large scale
3: N,N-dimethyl acetamide / 18 h / 30 - 35 °C / Inert atmosphere; Large scale
4: sodium hydroxide; water / N,N-dimethyl acetamide / Large scale
View Scheme
S-N,N'-bis[2-hydroxy-1-(hydroxymethyl)ethyl]-5-amino-2,4,6-triiodo-1,3-benzenedicarboxamide
60166-98-5

S-N,N'-bis[2-hydroxy-1-(hydroxymethyl)ethyl]-5-amino-2,4,6-triiodo-1,3-benzenedicarboxamide

Iopamidol
60166-93-0

Iopamidol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: N,N-dimethyl acetamide / 1 h / 90 - 95 °C
2: N,N-dimethyl acetamide / 18 h / 30 - 35 °C / Inert atmosphere; Large scale
3: sodium hydroxide; water / N,N-dimethyl acetamide / Large scale
View Scheme
Multi-step reaction with 3 steps
1: N,N-dimethyl acetamide / 90 - 95 °C / Large scale
2: N,N-dimethyl acetamide / 18 h / 20 - 25 °C / Inert atmosphere; Large scale
3: sodium hydroxide; water / N,N-dimethyl acetamide / Large scale
View Scheme
Multi-step reaction with 3 steps
1: N,N-dimethyl acetamide / 90 - 95 °C / Large scale
2: N,N-dimethyl acetamide / 18 h / 30 - 35 °C / Inert atmosphere; Large scale
3: sodium hydroxide; water / N,N-dimethyl acetamide / Large scale
View Scheme
C26H24B2I3N3O6

C26H24B2I3N3O6

Iopamidol
60166-93-0

Iopamidol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: N,N-dimethyl acetamide / 18 h / 30 - 35 °C / Inert atmosphere; Large scale
2: sodium hydroxide; water / N,N-dimethyl acetamide / Large scale
View Scheme
C31H30B2I3N3O9

C31H30B2I3N3O9

Iopamidol
60166-93-0

Iopamidol

Conditions
ConditionsYield
With water; sodium hydroxide In N,N-dimethyl acetamide Reagent/catalyst; Large scale;992 g
Iopamidol
60166-93-0

Iopamidol

2,2-dimethoxy-propane
77-76-9

2,2-dimethoxy-propane

C23H30I3N3O8

C23H30I3N3O8

Conditions
ConditionsYield
With sulfuric acid In N,N-dimethyl acetamide at 55℃; for 24h;45.6%
Iopamidol
60166-93-0

Iopamidol

C27H34I3N3O9

C27H34I3N3O9

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sulfuric acid / N,N-dimethyl acetamide / 24 h / 55 °C
2: triethylamine / N,N-dimethyl acetamide / 50 h / 20 - 55 °C
View Scheme
Iopamidol
60166-93-0

Iopamidol

C21H26I3N3O9

C21H26I3N3O9

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sulfuric acid / N,N-dimethyl acetamide / 24 h / 55 °C
2: triethylamine / N,N-dimethyl acetamide / 50 h / 20 - 55 °C
3: water; methanol / 2 h / 20 °C
View Scheme

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