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Eprotirome

Eprotirome structure

CAS No:
355129-15-6
Formula:
C18H17Br2NO5
Chemical Name:
Eprotirome
Synonyms:
Propanoic acid,3-[[3,5-dibromo-4-[4-hydroxy-3-(1-methylethyl)phenoxy]phenyl]amino]-3-oxo-;3-[[3,5-Dibromo-4-[4-hydroxy-3-(1-methylethyl)phenoxy]phenyl]amino]-3-oxopropanoic acid;N-[3,5-Dibromo-4-(4-hydroxy-3-isopropylphenoxy)phenyl]malonamic acid;KB 2115;Eprotirome;3-[3,5-Dibromo-4-(4-hydroxy-3-isopropylphenoxy)anilino]-3-oxo-propanoic acid;3-((3,5-Dibromo-4-(4-hydroxy-3-isopropylphenoxy)phenyl)amino)-3-oxopropanoic acid
Categories:
Organic Chemistry > Amides

Description

Eprotirome is a liver-selective thyroid hormone receptor agonist.

Eprotirome which is a compound with promising properties for treatment of obesity and dyslipidemia. Eprotirome increases the body’s energy consumption and reduces body weight and markedly reduces blood lipids and blood glucose.|Eprotirome is a thyroid hormone analog with hypocholesterolemic properties. Eprotirome reduces serum LDL cholesterol levels by increasing hepatic clearance due to increased expression of the hepatic LDL-receptor gene, and also reduces the serum level of Lp(a) lipoprotein. This drug was designed to have minimal uptake in nonhepatic tissues thereby avoiding many of the adverse effects associated with thyroid hormone treatment.

Eprotirome Basic Attributes

Molecular Weight：

487.14

Exact Mass：

487.14

UNII：

958AQ7B6R1

DSSTox ID：

DTXSID00189021

NCI Thesaurus Code：

C81533

Characteristics

PSA：

95.9

XLogP3：

Density：

1.7±0.1 g/cm3

Flash Point：

314.4±30.1 °C

Refractive Index：

1.655

Drug Information

Drug Indication：

Investigated for use/treatment in hyperlipidemia, metabolic disease, and obesity.|Primary hypercholesterolaemia

Pharmacology：

KB2115 is liver selectuve TR agonist that can induce pharmacological effects in the liver. It increases energy consumption, reduces body weight and also markedly reduces blood lipids and blood glucose levels at doses not affecting heart rate, bone density or TSH levels.

Mechanism of Action：

KB2115 works by selectively stimulating the thyroid hormone receptor which is the protein in the body that mediates the effects of thyroid hormone. KB2115 has receptor and tissue selective properties and thereby negative effects on the heart can be avoided.

MeSH Entry Terms：

3-((3,5-dibromo-4-(4-hydroxy-3-(1-methylethyl)phenoxy)phenyl)amino)-3-oxopropanoic acid

Eprotirome Use and Manufacturing

Use Classification：

Human Drugs -> EU pediatric investigation plans

Computed Properties

Molecular Weight:487.1
XLogP3:5
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:6
Exact Mass:486.94530
Monoisotopic Mass:484.94735
Topological Polar Surface Area:95.9
Heavy Atom Count:26
Complexity:492
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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Eprotirome

CAS No.: 355129-15-6

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