Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C15H12I2O4 |
| Molecular Weight | 510.0623 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
OC(=O)CCC1=CC(I)=C(OC2=CC=C(O)C=C2)C(I)=C1
InChI
InChIKey=WONYMNWUJVKVII-UHFFFAOYSA-N
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)
3,5-Diiodothyropropionic acid (DITPA), a carboxylic acid analog with low metabolic activity, was observed to induce alpha-MHC mRNA in heart cell culture with EC50 approximately 5 x 10(-7) M. Zarion Pharmaceuticals was developing DITPA (3,5-diiodothyropropionic acid), a thyroid hormone analogue, for the treatment of Allan-Herndon-Dudley syndrome. In May 2013, the US FDA granted DITPA orphan drug status for the treatment of Allan-Herndon-Dudley syndrome. However, development of DITPA for the treatment of Allan-Herndon-Dudley syndrome was discontinued.
Originator
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Pilot studies on the use of 3,5-diiodothyropropionic acid, a thyroid hormone analog, in the treatment of congestive heart failure. | 2002 |
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| Clinical and experimental studies on the use of 3,5-diiodothyropropionic acid, a thyroid hormone analogue, in heart failure. | 2002 Jun |
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| Thyroid hormone analog, DITPA, improves endothelial nitric oxide and beta-adrenergic mediated vasorelaxation after myocardial infarction. | 2004 Oct |
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| 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]. | 2004 Oct |
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| Thyroid hormones and 3,5-diiodothyropropionic acid: new keys for new locks. | 2006 Apr |
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| DITPA restores the repolarizing potassium currents Itof and Iss in cardiac ventricular myocytes of diabetic rats. | 2006 Jul 24 |
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| Action of topical thyroid hormone analogues on glucocorticoid-induced skin atrophy in mice. | 2006 Mar |
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| Thyroid hormone analog 3,5-diiodothyropropionic acid promotes healthy vasculature in the adult myocardium independent of thyroid effects on cardiac function. | 2009 May |
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| Diiodothyropropionic acid: WO2008106213. | 2010 Apr |
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| The cardiovascular effects of hyperthyroidism. | 2010 Apr-Jun |
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| 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). | 2010 Jun |
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| Effects of the thyromimetic agent diiodothyropropionic acid on body weight, body mass index, and serum lipoproteins: a pilot prospective, randomized, controlled study. | 2010 Mar |
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| 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". | 2010 Mar 16 |
Sample Use Guides
Study of 3,5-Diiodothyropropionic Acid (DITPA) in Hypercholesterolemic Patients:
Sixty (60) patients will be randomized to 1 of 3 treatment groups in a 1:1:1 ratio (i.e., 20 patients per treatment group):
DITPA at 90 mg/day (45 mg twice a day [BID] taken orally)
DITPA at 180 mg/day (90 mg BID taken orally)
Those patients randomized to receive DITPA at 90 mg/day will receive 45 mg/day for the first 2 weeks, followed by 90 mg/day for 10 weeks.
Those patients randomized to receive DITPA at 180 mg/day will receive 45 mg/day for the first 2 weeks, followed by 90 mg/day for the next 2 weeks, and then 180 mg/day for 8 weeks.
Route of Administration:
Oral
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FDA ORPHAN DRUG |
395613
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FDA ORPHAN DRUG |
764420
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EU-Orphan Drug |
EU/3/13/1193
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100000178209
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134267
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160565
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DB12629
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DTXSID8040939
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1158-10-7
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1HTO2X0SJ9
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ACTIVE MOIETY
