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1158-10-7 | Benzenepropanoic acid, 4-(4-hydroxyphenoxy)-3,5-diiodo-
CAS No: 1158-10-7 Catalog No: AG000GWD MDL No:MFCD00045945
Product Description
Catalog Number:
AG000GWD
Chemical Name:
Benzenepropanoic acid, 4-(4-hydroxyphenoxy)-3,5-diiodo-
CAS Number:
1158-10-7
Molecular Formula:
C15H12I2O4
Molecular Weight:
510.0623
MDL Number:
MFCD00045945
IUPAC Name:
3-[4-(4-hydroxyphenoxy)-3,5-diiodophenyl]propanoic acid
InChI:
InChI=1S/C15H12I2O4/c16-12-7-9(1-6-14(19)20)8-13(17)15(12)21-11-4-2-10(18)3-5-11/h2-5,7-8,18H,1,6H2,(H,19,20)
InChI Key:
WONYMNWUJVKVII-UHFFFAOYSA-N
SMILES:
OC(=O)CCc1cc(I)c(c(c1)I)Oc1ccc(cc1)O
UNII:
1HTO2X0SJ9
Properties
Complexity:
333
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
509.883g/mol
Formal Charge:
0
Heavy Atom Count:
21
Hydrogen Bond Acceptor Count:
4
Hydrogen Bond Donor Count:
2
Isotope Atom Count:
0
Molecular Weight:
510.066g/mol
Monoisotopic Mass:
509.883g/mol
Rotatable Bond Count:
5
Topological Polar Surface Area:
66.8A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
4.2
Literature
| Title | Journal |
|---|---|
| Evaluation of thyroid hormone induced pharmacological preconditioning on cardiomyocyte protection against ischemic-reperfusion injury. | Indian journal of pharmacology 20120101 |
| Combined QM/MM study of thyroid and steroid hormone analogue interactions with αvβ3 integrin. | Journal of biomedicine & biotechnology 20120101 |
| DITPA, a thyroid hormone analog, reduces infarct size and attenuates the inflammatory response following myocardial ischemia. | The Journal of surgical research 20111201 |
| Translational potential of thyroid hormone and its analogs. | Journal of molecular and cellular cardiology 20111001 |
| Detrimental effects of thyroid hormone analog DITPA in the mouse heart: increased mortality with in vivo acute myocardial ischemia-reperfusion. | American journal of physiology. Heart and circulatory physiology 20110201 |
| Thyroid hormone and cardiac disease: from basic concepts to clinical application. | Journal of thyroid research 20110101 |
| Thyroid hormone promotes remodeling of coronary resistance vessels. | PloS one 20110101 |
| Crosstalk between integrin αvβ3 and estrogen receptor-α is involved in thyroid hormone-induced proliferation in human lung carcinoma cells. | PloS one 20110101 |
| Effects of thyroid hormone analogue and a leukotrienes pathway-blocker on renal ischemia/reperfusion injury in mice. | BMC nephrology 20110101 |
| Thyroid replacement therapy and heart failure. | Circulation 20100727 |
| Human platelet aggregation and degranulation is induced in vitro by L-thyroxine, but not by 3,5,3'-triiodo-L-thyronine or diiodothyropropionic acid (DITPA). | Clinical and applied thrombosis/hemostasis : official journal of the International Academy of Clinical and Applied Thrombosis/Hemostasis 20100601 |
| Diiodothyropropionic acid: WO2008106213. | Expert opinion on therapeutic patents 20100401 |
| Letter by Pingitore et al regarding article, 'DITPA (3,5-diiodothyropropionic acid), a thyroid hormone analog to treat heart failure: phase II trial Veterans Affairs cooperative study'. | Circulation 20100316 |
| Effects of the thyromimetic agent diiodothyropropionic acid on body weight, body mass index, and serum lipoproteins: a pilot prospective, randomized, controlled study. | The Journal of clinical endocrinology and metabolism 20100301 |
| Regulation of arteriolar density in adult myocardium during low thyroid conditions. | Vascular pharmacology 20100101 |
| The cardiovascular effects of hyperthyroidism. | Methodist DeBakey cardiovascular journal 20100101 |
| A thyroid hormone analog with reduced dependence on the monocarboxylate transporter 8 for tissue transport. | Endocrinology 20090901 |
| DITPA (3,5-Diiodothyropropionic Acid), a thyroid hormone analog to treat heart failure: phase II trial veterans affairs cooperative study. | Circulation 20090623 |
| Thyroid hormone analog 3,5-diiodothyropropionic acid promotes healthy vasculature in the adult myocardium independent of thyroid effects on cardiac function. | American journal of physiology. Heart and circulatory physiology 20090501 |
| Transcriptional profile of isoproterenol-induced cardiomyopathy and comparison to exercise-induced cardiac hypertrophy and human cardiac failure. | BMC physiology 20090101 |
| Thyroid hormone-induced angiogenesis. | Current cardiology reviews 20090101 |
| Effects of thyroidectomy, T4, and DITPA replacement on brain blood vessel density in adult rats. | American journal of physiology. Regulatory, integrative and comparative physiology 20080501 |
| Metabolic effects of thyroid hormone derivatives. | Thyroid : official journal of the American Thyroid Association 20080201 |
| Regulation of gene expression in rats with heart failure treated with the thyroid hormone analog 3,5-diiodothyropropionic acid (DITPA) and the combination of DITPA and captopril. | Journal of cardiovascular pharmacology 20071101 |
| A phosphorimager-based filter binding thyroid hormone receptor competition assay for chemical screening. | Journal of pharmacological and toxicological methods 20070101 |
| Thyroid hormone analog, diiodothyropropionic acid (DITPA), exerts beneficial effects on chamber and cellular remodeling in cardiomyopathic hamsters. | Canadian journal of physiology and pharmacology 20070101 |
| DITPA restores the repolarizing potassium currents Itof and Iss in cardiac ventricular myocytes of diabetic rats. | Life sciences 20060724 |
| Proangiogenesis action of the thyroid hormone analog 3,5-diiodothyropropionic acid (DITPA) is initiated at the cell surface and is integrin mediated. | Endocrinology 20060401 |
| Thyroid hormones and 3,5-diiodothyropropionic acid: new keys for new locks. | Endocrinology 20060401 |
| Action of topical thyroid hormone analogues on glucocorticoid-induced skin atrophy in mice. | Thyroid : official journal of the American Thyroid Association 20060301 |
| Thyroid (dys)function in heart failure: is it a potential target for medical treatment? | Vascular health and risk management 20050601 |
| Thyroid hormone analogs for treatment of hypercholesterolemia and heart failure: past, present and future prospects. | Journal of molecular and cellular cardiology 20041201 |
| Regulation of gene expression in cardiomyocytes by thyroid hormone and thyroid hormone analogs 3,5-diiodothyropropionic acid and CGS 23425 [N-[3,5-dimethyl-4-(4'-hydroxy-3'-isopropylphenoxy)-phenyl]-oxamic acid]. | The Journal of pharmacology and experimental therapeutics 20041001 |
| Thyroid hormone analog, DITPA, improves endothelial nitric oxide and beta-adrenergic mediated vasorelaxation after myocardial infarction. | Journal of cardiovascular pharmacology 20041001 |
| DITPA stimulates arteriolar growth and modifies myocardial postinfarction remodeling. | American journal of physiology. Heart and circulatory physiology 20040501 |
| Effects of thyroid hormone on the cardiovascular system. | Recent progress in hormone research 20040101 |
| DITPA stimulates bFGF, VEGF, angiopoietin, and Tie-2 and facilitates coronary arteriolar growth. | American journal of physiology. Heart and circulatory physiology 20030201 |
| Slowing of the inactivation of cardiac voltage-dependent sodium channels by the amiodarone derivative 2-methyl-3-(3,5-diiodo-4-carboxymethoxybenzyl)benzofuran (KB130015). | The Journal of pharmacology and experimental therapeutics 20030101 |
| Clinical and experimental studies on the use of 3,5-diiodothyropropionic acid, a thyroid hormone analogue, in heart failure. | Thyroid : official journal of the American Thyroid Association 20020601 |
| Pilot studies on the use of 3,5-diiodothyropropionic acid, a thyroid hormone analog, in the treatment of congestive heart failure. | Cardiology 20020101 |
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