CAS Number96-83-3
SynonymsCholadine; iopanoic acid; Iopagnost; Polognost; MFCD00038687; EINECS 202-539-9; Iodopanoic acid; Telepaque; Cholevid; Jopanoic acid; Bilijodon
Molecular FormulaC11H12I3NO2
Molecular Weight570.93
Purity98.00%
Density2.426g/cm3
Boiling Point529.1ºC at 760mmHg
Melting Point153 °C
AppearanceWhite - slightly light yellow-red crystal - powder
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 96-83-3 |
| Catalog No. | 2A-9017990 |
| Chinese Name | 碘番酸 |
| Synonyms | Choladine; iopanoic acid; Iopagnost; Polognost; MFCD00038687; EINECS 202-539-9; Iodopanoic acid; Telepaque; Cholevid; Jopanoic acid; Bilijodon |
| Molecular Formula | C11H12I3NO2 |
| Molecular Weight | 570.93 |
| Purity | 98.00 |
| Density | 2.426g/cm3 |
| Boiling Point | 529.1ºC at 760mmHg |
| Melting Point | 153 °C |
| Appearance | White - slightly light yellow-red crystal - powder |
| Storage Condition | 2-8°C |
| Application | Iopanoic acid is a 5'-Deiodinase inhibitor and an iodine contrast agent. |
| HTC | 2922499990 |
| PubChem ID | 329815308 |
| MDL Number | MFCD00038687 |
| SMILES | O=C(O)C(CC)CC1=C(I)C(N)=C(I)C=C1I |
| InChI | 1S/C11H12I3NO2/c1-2-5(11(16)17)3-6-7(12)4-8(13)10(15)9(6)14/h4-5H,2-3,15H2,1H3,(H,16,17) |
| InChI Key | OIRFJRBSRORBCM-UHFFFAOYSA-N |
| NACRES Code | NA.24 |
| UNSPSC | 41116107 |
| MSDS | msds/17990_1_96_83_3.pdf |
| Bioactivity | Iopanoic acid is an inhibitor of 5'-Deiodinase and also an iodinated contrast medium. Related Catalog Signaling Pathways >> Others >> Others Research Areas >> Endocrinology Target 5'-Deiodinase[1] In Vitro The thyrotropin-releasing-hormone (TRH)-induced thyrotropin (TSH) release from the pituitary fragments is inhibited by 3,5,3'-triiodothyronin (T3) (10-7 M), by triiodothyroacetic acid (10-7 to 10-7 M), and by high concentrations of iodide (10-4 or 10-5 M). Iopanoic acid has no significant effect at the concentrations tested[2]. In Vivo Iopanoic acid (IOP) administration to pregnant rats during days 18 and 19 postconception does not modify litter size (controls: 11.8±0.5 fetusesldam, Iopanoic acid-treated: 11.6±0.6 fetusesldam) or body weight at day 20 (controls: 3.27±0.12 g, Iopanoic acid-treated: 3.42±0.20 g). Iopanoic acid treatment produces a significant blockage of 5'-Deiodinase (5'D) activity in interscapular brown adipose tissue (IBAT) and brain; in contrast, liver 5'D is not modified. 3,5,3'-triiodothyronin (T3) content is similar in IBAT and slightly increased in brain and liver nuclei of Iopanoic acid-treated fetuses when compare with control fetuses at day 20 (p<0.05). However, when administered to adult rats, Iopanoic acid produces a significant reduction in IBAT nuclear T3 content and plasma T3 concentration. Iopanoic acid inhibition of IBAT 5'D activity in fetuses at term is as effective as at day 20[1]. Cell Assay Rat pituitary fragments are superfused by Medium-199. After a 90 min equilibration period, the superfusion is continued for 135 min with or without inclusion into the superfusion medium of 3,5,3'-triiodothyronin (T3) 10-7 M, triiodothyroacetic acid (TRIAC) (stock solution 10-4 M in 20% methanol, final concentrations 10-8 to 10-6 M), Iopanoic acid (stock solution 10-3 M in 0.2 M NaOH, final concentrations 10-7 to 10-5 M), or potassium iodide 10-7 to 10-4 M. The superfusion is followed by a 6-min pulse of thyrotropin-releasing-hormone (TRH)[2]. Animal Admin Wistar rats initially weighing 180 to 200 g are used. The administration of Iopanoic acid (IOP) is started at day 18 of gestation. Pregnant rats are injected subcutaneously with 10 mg of Iopanoic acid every 12 h, from day 18 of gestation to 12 h before they are killed on the morning of day 20 or 22 of gestation. Control animals receive the vehicle solution with identical timing. Iopanoic acid effectiveness in decreasing interscapular brown adipose tissue (IBAT) nuclear 3,5,3'-triiodothyronin (T3) is assessed by Iopanoic acid (IOP) administration to adult male rats (220 to 250 g body weight) following the same dose and time schedule as in pregnant dams during two days. Caesarean sections are performed at 18 (only untreated animals), 20 and 22 days of gestation. Fetuses are killed by decapitation, and IBAT, brain, and liver are removed. Tissue samples are immediately frozen in liquid nitrogen with the exception of brown fat from several 22 day-old fetuses, which is directly homogenized in 0.25 M sucrose for mitochondria isolation[1]. References [1]. Tuca A, et al. Inhibition of iodothyronine 5'-deiodinase by iopanoic acid does not block nuclear T3 accumulation during rat fetal development. Pediatr Res. 1994 Jan;35(1):91-5. [2]. Szabolcs I, et al. Effects of triiodothyronine, triiodothyroacetic acid, iopanoic acid and iodide on the thyrotropin-releasing hormone-induced thyrotropin release from superfused rat pituitary fragments. Acta Endocrinol (Copenh). 1991 Oct;125(4):427-34. Chemical & Physical Properties Density 2.426g/cm3 Boiling Point 529.1ºC at 760mmHg Melting Point 153 °C Molecular Formula C11H12I3NO2 Molecular Weight 570.93200 Flash Point 273.8ºC Exact Mass 570.80000 PSA 63.32000 LogP 4.31710 Index of Refraction 1.732 Storage condition 2-8°C |
| Use of | Iopanoic acid is an inhibitor of 5'-Deiodinase and also an iodinated contrast medium. Properties Articles28 Name 2-[(3-amino-2,4,6-triiodophenyl)methyl]butanoic acid Synonym More Synonyms Iopanoic acid Biological Activity Description Iopanoic acid is an inhibitor of 5'-Deiodinase and also an iodinated contrast medium. Related Catalog Signaling Pathways >> Others >> Others Research Areas >> Endocrinology 5'-Deiodinase[1] In Vitro The thyrotropin-releasing-hormone (TRH)-induced thyrotropin (TSH) release from the pituitary fragments is inhibited by 3,5,3'-triiodothyronin (T3) (10-7 M), by triiodothyroacetic acid (10-7 to 10-7 M), and by high concentrations of iodide (10-4 or 10-5 M). Iopanoic acid has no significant effect at the concentrations tested[2]. References [1]. Tuca A, et al. Inhibition of iodothyronine 5'-deiodinase by iopanoic acid does not block nuclear T3 accumulation during rat fetal development. Pediatr Res. 1994 Jan;35(1):91-5. [2]. Szabolcs I, et al. Effects of triiodothyronine, triiodothyroacetic acid, iopanoic acid and iodide on the thyrotropin-releasing hormone-induced thyrotropin release from superfused rat pituitary fragments. Acta Endocrinol (Copenh). 1991 Oct;125(4):427-34. Chemical & Physical Properties Molecular Formula C11H12I3NO2 Exact Mass 570.80000 PSA 63.32000 LogP 4.31710 Index of Refraction 1.732 |
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| Transport Info | Product name: Purity: 98.0% |
| MSDS Transport Info | Module 14. Shipping information United Nations classification: inconsistent with United Nations classification standards UN number: not specified |
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