WordNet
- street name for lysergic acid diethylamide (同)back breaker, battery-acid, dose, dot, Elvis, loony toons, Lucy in the sky with diamonds, pane, superman, window pane, Zen
- any of various water-soluble compounds having a sour taste and capable of turning litmus red and reacting with a base to form a salt
- having the characteristics of an acid; "an acid reaction"
PrepTutorEJDIC
- 酸性の / 酸味のある,すっぱい(sour) / (言葉・態度などが)厳しい,しんらつな / 酸 / すっぱいもの / 《俗》=LSD
Wikipedia preview
出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2015/12/18 03:48:52」(JST)
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Iopanoic acid
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Systematic (IUPAC) name |
(RS)-2-[(3-Amino-2,4,6-triiodophenyl)methyl]butanoic acid
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Clinical data |
AHFS/Drugs.com |
Micromedex Detailed Consumer Information |
Identifiers |
CAS Number |
96-83-3 |
ATC code |
V08AC06 |
PubChem |
CID: 3735 |
DrugBank |
DB08946 N |
ChemSpider |
3604 |
UNII |
FE9794P71J Y |
KEGG |
D01014 |
ChEMBL |
CHEMBL867 Y |
Chemical data |
Formula |
C11H12I3NO2 |
Molecular mass |
570.93 g/mol |
SMILES
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CCC(CC1=C(C(=C(C=C1I)I)N)I)C(=O)O
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InChI
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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)
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Key:OIRFJRBSRORBCM-UHFFFAOYSA-N
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Iopanoic acid is an iodine-containing radiocontrast medium used in cholecystography. Both iopanoic acid and ipodate sodium are potent inhibitors of thyroid hormone release from thyroid gland, as well as of peripheral conversion of thyroxine (T4) to triiodothyronine (T3). These compounds inhibit 5'deiodinase (5'DID-1 and 5'DID-2) enzymes, which catalyse T4-T3 conversion in the thyroid cell, liver, kidney, skeletal muscle, heart, brain, pituitary. This accounts for the dramatic improvement in both subjective and objective symptoms of hyperthyroidism, particularly when they are used as an adjunctive therapy with thioamides (propylthiouracil, carbimazole). These are less toxic, as iodine is covalently bound in these compounds. They can be used in the treatment of patients with severe thyrotoxicosis (thyroid storm) and significant morbidity (e.g., myocardial infarction, or stroke) for rapid control of elevated plasma triiodothyronine concentrations. The use of iopanoic acid for treatment of thyrotoxicosis has been discontinued in the United States.
In addition to inhibiting deiodinase enzymes, iopanoic acid is also a substrate of type 1 deiodinase. Iopanoic acid underwent monodeiodination in the presence of type 1 deiodinase in a microsomal mouse liver preparation.[1]
References
- ^ Renko, K.; Hoefig, C. S.; Hiller, F.; Schomburg, L.; Kohrle, J. (20 March 2012). "Identification of Iopanoic Acid as Substrate of Type 1 Deiodinase by a Novel Nonradioactive Iodide-Release Assay". Endocrinology 153 (5): 2506–2513. doi:10.1210/en.2011-1863.
Contrast media (V08)
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X-ray and CT |
Iodinated,
Water soluble
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Nephrotropic,
high osmolar
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- Diatrizoic acid#
- Metrizoic acid
- Iodamide
- Iotalamic acid
- Ioxitalamic acid
- Ioglicic acid
- Acetrizoic acid
- Iocarmic acid
- Methiodal
- Diodone
|
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Nephrotropic,
low osmolar
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- Metrizamide
- Iohexol#
- Ioxaglic acid
- Iopamidol
- Iopromide
- Iotrolan
- Ioversol
- Iopentol
- Iodixanol
- Iomeprol
- Iobitridol
- Ioxilan
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Hepatotropic
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- Iodoxamic acid
- Iotroxic acid
- Ioglycamic acid
- Adipiodone
- Iobenzamic acid
- Iopanoic acid
- Iocetamic acid
- Sodium iopodate
- Tyropanoic acid
- Calcium iopodate
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|
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Iodinated,
Water insoluble
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- Ethyl esters of iodised fatty acids
- Iopydol
- Propyliodone
- Iofendylate
- Lipiodol
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Non-iodinated
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MRI |
Paramagnetic
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- Gadolinium-based: Gadobenic acid
- Gadobutrol
- Gadodiamide
- Gadofosveset
- Gadolinium
- Gadopentetic acid
- Gadoteric acid
- Gadoteridol
- Gadoversetamide
- Gadoxetic acid
Other: Ferric ammonium citrate
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Superparamagnetic
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- Ferumoxsil
- Ferristene
- Iron oxide, nanoparticles
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Other
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Ultrasound |
- Microspheres of human albumin
- Microparticles of galactose
- Perflenapent
- Microspheres of phospholipids
- Sulfur hexafluoride
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- #WHO-EM
- ‡Withdrawn from market
- Clinical trials:
- †Phase III
- §Never to phase III
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|
UpToDate Contents
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English Journal
- An improved non-radioactive screening method identifies genistein and xanthohumol as potent inhibitors of iodothyronine deiodinases.
- Renko K1, Schäche S, Hoefig CS, Welsink T, Schwiebert C, Braun D, Becker NP, Koehrle J, Schomburg L.
- Thyroid : official journal of the American Thyroid Association.Thyroid.2015 May 12. [Epub ahead of print]
- Deiodinases (DIO1, 2 and 3) are key enzymes in thyroid hormone (TH) activation and inactivation with impact on energy metabolism, development, cell differentiation and a number of other physiological processes. The three DIO isoenzymes thus constitute sensitive rate-limiting components within the TH
- PMID 25962824
- Decreased thyroid hormone signaling accelerates the reinnervation of the optic tectum following optic nerve crush in adult zebrafish.
- Bhumika S1, Lemmens K2, Vancamp P1, Moons L2, Darras VM3.
- Molecular and cellular neurosciences.Mol Cell Neurosci.2015 Apr 22;68:92-102. doi: 10.1016/j.mcn.2015.04.002. [Epub ahead of print]
- The regenerative capacity of the adult mammalian central nervous system (CNS) is poor and finding ways to stimulate long distance axonal regeneration in humans remains a challenge for neuroscientists. Thyroid hormones, well known for their key function in CNS development and maturation, more recentl
- PMID 25913150
Japanese Journal
- Stereochemical Control in Microbial Reduction. XXVIII. Asymmetric Reduction of .ALPHA.,.BETA.-Unsaturated Ketones with Bakers' Yeast.
- Kawai Yasushi,Saitou Kentarou,Hida Kouichi,Dao Duc Hai,Ohno Atsuyoshi
- Bulletin of the Chemical Society of Japan 69(9), 2633-2638, 1996
- … The resulting optically active ketone was converted to the precursor of (S)-iopanoic acid, an inhibitor of thyroxine 5′-deiodinase that is a thyroid hormone-converting enzyme and an oral cholecystographic agent. …
- NAID 130004058035
- Inhibition of Placental Thyroxine 5-Deiodinase Activity Decreases Amniotic Fluid Concentration of 3,3',5'-Triiodothyronine in Rat.
- MORI KOUKI,YOSHIDA KATSUMI,KAISE KAZURO,KAISE NOBUKO,FUKAZAWA HIROSHI,KIKUCHI KYOU,ABE KEISHI,YOSHINAGA KAORU
- Endocrine Journal 40(4), 405-412, 1993
- … Iopanoic acid (TOP) was used to inhibit placental T4 5-D activity. …
- NAID 130003549359
Related Links
- [Iopanoic Acid] [96-83-3] | 価格や在庫、物性値などの詳細情報ページです。 ... 別名 (英名) 3-Amino-α-ethyl-2,4,6-triiodohydrocinnamic Acid 別名 (英名) 2-(3-Amino-2,4,6-triiodobenzyl)butyric Acid 別名 (英名) 3-(3-Amino-2,4,6 ...
- iopanoic acid [i″o-pah-no´ik] an iodinated radiopaque medium used in oral cholecystography and cholangiography. i·o·pa·no·ic ac·id (ī'ō-pa-nō'ik as'id), A water-insoluble radiographic contrast medium, formerly used widely for oral ...