Introduction：Basic information about IOCETAMIC ACID (200 MG) CAS 16034-77-8, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
IOCETAMIC ACID (200 MG) Basic information
| Product Name: | IOCETAMIC ACID (200 MG) |
| Synonyms: | 3-(N-(3-Amino-2,4,6-triiodophenyl)acetamido)-2-methylpropanoic acid;3-[Acetyl(3-amino-2,4,6-triiodophenyl)amino]-2-methylpropionic acid;n-acetyl-n-(3-amino-2,4,6-triiodophenl)-2-methyl-beta-alanine;n-acetyl-n-(3-amino-2,4,6-triiodophenyl)-2-methyl-beta-alanin;n-acetyl-n-(3-amino-2,4,6-triiodophenyl)-2-methyl-beta-alanine;n-acetyl-n-(3-amino-2,4,6-triiodophenyl)-beta-aminoisobutyricacid;IOCETAMIC ACID (200 MG);3-(acetyl(3-amino-2,4,6-triiodophenyl)amino)-2-methyl-propanoicaci |
| CAS: | 16034-77-8 |
| MF: | C12H13I3N2O3 |
| MW: | 613.96 |
| EINECS: | 240-173-1 |
| Product Categories: | |
| Mol File: | 16034-77-8.mol |
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IOCETAMIC ACID (200 MG) Chemical Properties
| Melting point | 224-225° (NL 6515305); mp range 191-212° (Korver); Consists of 2 isomers having mps 232° and 200-201° |
| Boiling point | 658.2±55.0 °C(Predicted) |
| density | 2.2000 (rough estimate) |
| refractive index | 1.7400 (estimate) |
| pka | 4.0(at 25℃) |
| Water Solubility | 5.286g/L(37 ºC) |
| Stability: | Stable. Incompatible with strong oxidizing agents. |
Safety Information
| Hazardous Substances Data | 16034-77-8(Hazardous Substances Data) |
| Toxicity | LD50 in rats (g/kg): 7.1 orally; 0.70 i.v. (Janbroers) |
IOCETAMIC ACID (200 MG) Usage And Synthesis
| Originator | Cholebrine,Nicholas |
| Uses | Diagnostic aid (radiopaque medium). |
| Definition | ChEBI: 3-(N-acetyl-3-amino-2,4,6-triiodoanilino)-2-methylpropanoic acid is an aromatic amide. |
| Manufacturing Process | A mixture of equimolecular amounts of m-nitraniline (69.0 g), methacrylicacid (43.0 g), and pyridine (39.5 g) was heated to 125°C for 20 h, and wasthen poured into 500 ml water. A semi-crystalline product separated from theliquid. The supernatant liquid was decanted and 500 ml fresh water wasadded. The pH was adjusted to 7-7.5 by means of sodium hydroxide. Theprecipitate was filtered with suction and washed with water. When the filtratewas acidified with acetic acid, a precipitate of N-(3-nitrophenyl)-β-aminoisobutyric acid was formed. When filtered, washed with water and dried, itweighed 56.0 g and had a melting point of 130°-131°C (recryst. fromalcohol). The yield was 50% based on nitraniline.
0.25 mol (56.0 g) N-(3-nitrophenyl)-β-aminoisobutyric acid, prepared asdescribed above, 160 ml glacial acetic acid, and 40 ml acetic anhydride wereheated 48 h to 50°C, and the reaction mixture was poured into 600 ml water.A crystalline precipitate of N-acetyl-N-(3-nitrophenyl)-β-aminoisobutyric acidformed gradually. When recovered, it weighed 56.0 g (84% yield). Meltingpoint 146°-148°C.
100.0 g N-acetyl-N-(3-nitrophenyl)-β-amino-isobutyric acid were dissolved in1 L water and 40 ml 25% aqueous ammonia, and the solution washydrogenated in the presence of about 10.0 g Raney nickel at 20°C and about450 p.s.i. until the pressure drop indicated the complete conversion of theNO2 groups to NH2. Thus N-acetyl-N-(3-aminophenyl)-β-amino-isobutyric acidwas obtained.
The solution of N-acetyl-N-(3-aminophenyl)-β-amino-isobutyric acid wasfiltered after standing overnight, mixed with an equal volume of acetic acid,and there after with a solution of 275.0 g iodine monochloride and 200.0 gsodium chloride in 1 L water. The mixture was kept at 50°C with stirring for48 h. Light brown crystals of crude N-acetyl-N-(2,4,6-triiodo-3-aminophenyl)-β-amino-isobutyric acid precipitated, were filtered off, washed with water, anddried. They weighed 195.0 g (84.5% yield based on N-acetyl-N 3-nitrophenylp-amino-isobutyric acid). |
| Brand name | Cholebrine (Mallinckrodt). |
| Therapeutic Function | Diagnostic aid |
| Hazard | Low toxicity by ingestion. |
IOCETAMIC ACID (200 MG) Preparation Products And Raw materials
| Raw materials | Methacrylic acid-->Pyridine-->3-Nitroaniline-->Sodium chloride |
