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CAS No.: | 78649-41-9 |
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Name: | Iomeprol |
Article Data: | 8 |
Molecular Structure: | |
Formula: | C17H22I3N3O8 |
Molecular Weight: | 777.09 |
Synonyms: | 1,3-Benzenedicarboxamide,N1,N3-bis(2,3-dihydroxypropyl)-5-[(2-hydroxyacetyl)methylamino]-2,4,6-triiodo-;Iomeron;Iomeron 350;N,N'-Bis(2,3-dihydroxypropyl)-5-[glycoloyl(methyl)amino]-2,4,6-triiodoisophthalamide;Imeron; |
EINECS: | 1533716-785-6 |
Density: | 2.27 g/cm3 |
Melting Point: | 263-265 °C |
Boiling Point: | 813.185 °C at 760 mmHg |
Flash Point: | 445.599 °C |
Appearance: | White Solid |
PSA: | 179.66000 |
LogP: | -0.59670 |
N1,N3-bis(2,3-dihydroxypropyl)-5-(2-hydroxyacetamido)-2,4,6-triiodobenzene-1,3-dicarboxamide
methyl iodide
iomeprol
Conditions | Yield |
---|---|
With sodium hydroxide In N,N-dimethyl acetamide at 10 - 60℃; for 16h; | 95% |
With sodium hydroxide In N,N-dimethyl acetamide at 10 - 60℃; | 95% |
iomeprol
Conditions | Yield |
---|---|
With sodium hydroxide In water at 20℃; for 3h; Reagent/catalyst; Temperature; | 90% |
Multi-step reaction with 2 steps 1: pyridine / 20.5 h / 5 - 20 °C 2: calcium hydroxide / water / 4 h / 20 °C View Scheme |
iomeprol
Conditions | Yield |
---|---|
With sodium acetate In water for 17h; Time; Reflux; Large scale; | 88% |
iomeprol
Conditions | Yield |
---|---|
With calcium hydroxide In water at 20℃; for 4h; Reagent/catalyst; Temperature; | 84% |
With sulfuric acid In methanol for 3h; Solvent; Reflux; | 65% |
iomeprol
Conditions | Yield |
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With sodium hydroxide In water at 50℃; Smiles rearrangement; | 81% |
5-aminoisophthalic acid
iomeprol
Conditions | Yield |
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Multi-step reaction with 6 steps 1.1: sulfuric acid / chloroform / 7 h / 50 - 60 °C / Large scale 2.1: sulfuric acid / 9 h / Reflux; Large scale 3.1: sodium methylate / methanol / 12 h / 5 °C / Reflux 4.1: Iodine monochloride / water / 5 h / 64 - 90 °C / Large scale 4.2: 36 h / 5 - 50 °C / pH 2 / Large scale 5.1: N,N-dimethyl acetamide / 2 h / 10 - 70 °C / Large scale 5.2: 4 h / 30 - 50 °C / Large scale 6.1: sodium acetate / water / 17 h / Reflux; Large scale View Scheme |
iomeprol
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: sulfuric acid / 9 h / Reflux; Large scale 2.1: sodium methylate / methanol / 12 h / 5 °C / Reflux 3.1: Iodine monochloride / water / 5 h / 64 - 90 °C / Large scale 3.2: 36 h / 5 - 50 °C / pH 2 / Large scale 4.1: N,N-dimethyl acetamide / 2 h / 10 - 70 °C / Large scale 4.2: 4 h / 30 - 50 °C / Large scale 5.1: sodium acetate / water / 17 h / Reflux; Large scale View Scheme |
5-methylaminoisophthalic acid dimethyl ester
iomeprol
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: sodium methylate / methanol / 12 h / 5 °C / Reflux 2.1: Iodine monochloride / water / 5 h / 64 - 90 °C / Large scale 2.2: 36 h / 5 - 50 °C / pH 2 / Large scale 3.1: N,N-dimethyl acetamide / 2 h / 10 - 70 °C / Large scale 3.2: 4 h / 30 - 50 °C / Large scale 4.1: sodium acetate / water / 17 h / Reflux; Large scale View Scheme |
iomeprol
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: Iodine monochloride / water / 5 h / 64 - 90 °C / Large scale 1.2: 36 h / 5 - 50 °C / pH 2 / Large scale 2.1: N,N-dimethyl acetamide / 2 h / 10 - 70 °C / Large scale 2.2: 4 h / 30 - 50 °C / Large scale 3.1: sodium acetate / water / 17 h / Reflux; Large scale View Scheme |
5-amino-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide
iomeprol
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: dmap / ethyl acetate / 2 h / Reflux 2: N,N-dimethyl-formamide / 4 h / 40 °C 3: potassium carbonate / acetone / 12 h / -5 - 20 °C 4: sulfuric acid / methanol / 3 h / Reflux View Scheme | |
Multi-step reaction with 4 steps 1: dmap / ethyl acetate / 2 h / Reflux 2: N,N-dimethyl-formamide / 4 h / 40 °C 3: potassium carbonate / acetone / 5 h / 20 °C 4: sulfuric acid / methanol / 3 h / Reflux View Scheme |
The Iomeprol, with the CAS registry number 78649-41-9, is also known as 1,3-Benzenedicarboxamide,N1,N3-bis(2,3-dihydroxypropyl)-5-[(2-hydroxyacetyl)methylamino]-2,4,6-triiodo-. It belongs to the product categories of Pharmacetical; Intermediates & Fine Chemicals; Pharmaceuticals. This chemical's molecular formula is C17H22I3N3O8 and molecular weight is 777.09. What's more, its systematic name is N,N'-Bis(2,3-dihydroxypropyl)-5-[glycoloyl(methyl)amino]-2,4,6-triiodoisophthalamide. Its classification codes are: (1)Contrast media; (2)Diagnostic aid [radiopaque medium].
Physical properties of Iomeprol are: (1)ACD/LogP: -2.928; (2)# of Rule of 5 Violations: 3; (3)ACD/LogD (pH 5.5): -2.93; (4)ACD/LogD (pH 7.4): -2.93; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 1.00; (8)ACD/KOC (pH 7.4): 1.00; (9)#H bond acceptors: 11; (10)#H bond donors: 7; (11)#Freely Rotating Bonds: 15; (12)Polar Surface Area: 179.66 Å2; (13)Index of Refraction: 1.735; (14)Molar Refractivity: 137.318 cm3; (15)Molar Volume: 342.272 cm3; (16)Polarizability: 54.437×10-24cm3; (17)Surface Tension: 86.83 dyne/cm; (18)Density: 2.27 g/cm3; (19)Flash Point: 445.599 °C; (20)Enthalpy of Vaporization: 123.936 kJ/mol; (21)Boiling Point: 813.185 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25°C.
You can still convert the following datas into molecular structure:
(1)SMILES: Ic1c(c(I)c(c(I)c1N(C(=O)CO)C)C(=O)NCC(O)CO)C(=O)NCC(O)CO
(2)Std. InChI: InChI=1S/C17H22I3N3O8/c1-23(9(29)6-26)15-13(19)10(16(30)21-2-7(27)4-24)12(18)11(14(15)20)17(31)22-3-8(28)5-25/h7-8,24-28H,2-6H2,1H3,(H,21,30)(H,22,31)
(3)Std. InChIKey: NJKDOADNQSYQEV-UHFFFAOYSA-N
The toxicity data is as follows:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
dog | LD | intravenous | > 12500mg/kg (12500mg/kg) | BEHAVIORAL: FLUID INTAKE BEHAVIORAL: FOOD INTAKE (ANIMAL) KIDNEY, URETER, AND BLADDER: URINE VOLUME INCREASED | Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 36, Pg. 2410, 1994. |
mouse | LD50 | intracrebral | 1186mg/kg (1186mg/kg) | Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 36, Pg. 2410, 1994. | |
mouse | LD50 | intravenous | 19700mg/kg (19700mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES BLOOD: HEMORRHAGE | Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 36, Pg. 2410, 1994. |
rat | LD50 | intracervical | 5100mg/kg (5100mg/kg) | Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 36, Pg. 2410, 1994. | |
rat | LD50 | intravenous | 14300mg/kg (14300mg/kg) | BLOOD: HEMORRHAGE LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 36, Pg. 2410, 1994. |