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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
Structure of 3,5-DIIODOTHYROPROPIONIC ACID

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)

HIDE SMILES / InChI

Molecular Formula C15H12I2O4
Molecular Weight 510.0623
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

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

Targets

Primary TargetPharmacologyConditionPotency

PubMed

Sample Use Guides

In Vivo Use Guide
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
In Vitro Use Guide
3,5-Diiodothyropropionic acid (DITPA) was observed to induce alpha-MHC mRNA in heart cell culture with EC50 approximately 5 x 10(-7) M.
Substance Class Chemical
Record UNII
1HTO2X0SJ9
Record Status Validated (UNII)
Record Version