| Identification | Back Directory | [Name]
NH-3 | [CAS]
447415-26-1 | [Synonyms]
Inhibitor,orally,thyromi-metic,NH-3,inhibit,GC-1,recruitment,NH 3,Thyroid Hormone Receptor,NH3,THR,cofactor | [Molecular Formula]
C28H27NO6 | [MOL File]
447415-26-1.mol | [Molecular Weight]
473.52 |
| Chemical Properties | Back Directory | [Melting point ]
173-174 °C | [Boiling point ]
679.5±55.0 °C(Predicted) | [density ]
1.30±0.1 g/cm3(Predicted) | [storage temp. ]
Store at -20°C | [form ]
Solid | [pka]
3.22±0.10(Predicted) | [color ]
Light yellow to green yellow |
| Hazard Information | Back Directory | [Uses]
NH-3 is an orally active, reversible thyroid hormone receptor (THR) antagonist with an IC50 of 55 nM. NH-3, a derivative of the selective thyromi-metic GC-1, inhibits binding of thyroid hormones to their receptor and that inhibits cofactor recruitment[1][2][3]. NH-3 is a click chemistry reagent, it contains an Alkyne group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing Azide groups. | [in vivo]
NH3 (46.2-27,700 nmol/kg/day; 7 days) decreases heart rate modestly starting at 46.2 nmol/kg/day, but the effect was lost at >2920 nmol/kg/day. NH3 has no effect on the cholesterol-lowering action of 46.2 nmol/kg/day T3, but it inhibits the tachycardic and TSH suppressant effects up to the 924 nmol/kg/day dose[2]. | [References]
[1] Latika Singh, et al. Chasing the Elusive Benzofuran Impurity of the THR Antagonist NH-3: Synthesis, Isotope Labeling, and Biological Activity. J Org Chem. 2016 Mar 4;81(5):1870-6. DOI:10.1021/acs.joc.5b02665
[2] Gary J Grover, et al. Pharmacological profile of the thyroid hormone receptor antagonist NH3 in rats. J Pharmacol Exp Ther. 2007 Jul;322(1):385-90. DOI:10.1124/jpet.106.116152
[3] Wayland Lim, et al. A thyroid hormone antagonist that inhibits thyroid hormone action in vivo. J Biol Chem. 2002 Sep 20;277(38):35664-70. DOI:10.1074/jbc.M205608200 |
|
|