Iopanoic acid structure
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Common Name | Iopanoic acid | ||
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CAS Number | 96-83-3 | Molecular Weight | 570.93200 | |
Density | 2.426g/cm3 | Boiling Point | 529.1ºC at 760mmHg | |
Molecular Formula | C11H12I3NO2 | Melting Point | 153 °C | |
MSDS | Chinese USA | Flash Point | 273.8ºC | |
Symbol |
GHS07 |
Signal Word | Warning |
Use of Iopanoic acidIopanoic acid is an inhibitor of 5'-Deiodinase and also an iodinated contrast medium. |
Name | 2-[(3-amino-2,4,6-triiodophenyl)methyl]butanoic acid |
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Synonym | More Synonyms |
Description | Iopanoic acid is an inhibitor of 5'-Deiodinase and also an iodinated contrast medium. |
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Related Catalog | |
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 |
Density | 2.426g/cm3 |
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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 |
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATAACUTE TOXICITY DATA
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Symbol |
GHS07 |
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Signal Word | Warning |
Hazard Statements | H302 |
Precautionary Statements | P301 + P312 + P330 |
Risk Phrases | 20/21/22 |
Safety Phrases | S22-S26-S36/37/39 |
RIDADR | NONH for all modes of transport |
RTECS | NW5075000 |
HS Code | 2922499990 |
~% Iopanoic acid CAS#:96-83-3 |
Literature: Journal of the American Chemical Society, , vol. 71, p. 3753 |
~% Iopanoic acid CAS#:96-83-3 |
Literature: Journal of the American Chemical Society, , vol. 71, p. 3753 |
Precursor 2 | |
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DownStream 1 | |
HS Code | 2922499990 |
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Summary | HS:2922499990 other amino-acids, other than those containing more than one kind of oxygen function, and their esters; salts thereof VAT:17.0% Tax rebate rate:9.0% Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward) MFN tariff:6.5% General tariff:30.0% |
Regulation and function of deiodinases during decidualization in female mice.
Endocrinology 155(7) , 2704-17, (2014) Thyroid dysfunction during human pregnancy is closely related to serious pregnancy outcome. However, the regulation and function of thyroid hormones during early pregnancy are largely unknown. We foun... |
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Crystallographic analysis reveals the structural basis of the high-affinity binding of iophenoxic acid to human serum albumin.
BMC Struct. Biol. 11 , 18, (2011) Iophenoxic acid is an iodinated radiocontrast agent that was withdrawn from clinical use because of its exceptionally long half-life in the body, which was due in part to its high-affinity binding to ... |
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Liquid chromatography-electrospray ionization mass spectrometry for direct identification and quantification of iophenoxic acid in serum.
J. Chromatogr. B. Analyt. Technol. Biomed. Life Sci. 832(1) , 144-57, (2006) A liquid chromatographic-electrospray ionization mass spectrometric technique was developed for direct quantitation of iophenoxic acid (IA) in serum. IA was spiked into canine, feline, bovine, equine,... |
Choladine |
iopanoic acid |
Iopagnost |
Polognost |
MFCD00038687 |
EINECS 202-539-9 |
Iodopanoic acid |
Telepaque |
Cholevid |
Jopanoic acid |
Bilijodon |