Taltirelin
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- Product name: Taltirelin
- CAS: 103300-74-9
- MF: C17H23N7O5
- MW: 405.41
- EINECS:
- MDL Number:MFCD00894697
- Synonyms:Taltirelin interMediate;(4S)-Hexahydro-1-Methyl-2,6-dioxo-4-pyriMidinecarbonyl-L-histidyl-;Ceredist, TA-0910;TALTIRELIN INTERMEDIATES;Taltirelin Acetate,TA-0910;Taltirelin;L-Prolinamide, N-[(hexahydro-1-methyl-2,6-dioxo-4-pyrimidinyl)carbonyl]-L-histidyl-, (S)-;L-Prolinamide, N-[[(4S)-hexahydro-1-methyl-2,6-dioxo-4-pyrimidinyl]carbonyl]-L-histidyl- (9CI)
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Properties
Melting point :72-75°
alpha :25D -13.6° (c = 1 in water)
Density :1.447±0.06 g/cm3(Predicted)
storage temp. :Store at +4°C
form :Solid
pka :9.32±0.40(Predicted)
color :White to off-white
Water Solubility :Soluble to 50 mM in sterile water
alpha :25D -13.6° (c = 1 in water)
Density :1.447±0.06 g/cm3(Predicted)
storage temp. :Store at +4°C
form :Solid
pka :9.32±0.40(Predicted)
color :White to off-white
Water Solubility :Soluble to 50 mM in sterile water
Safety Information
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Description
Taltirelin was marketed in Japan for the treatment of neurodegenerative diseases, in particular the improvement of ataxia due to spino-cerebellar degeneration (SCD); it is the first orally-active drug in this indication. This synthetic thyrotropin-releasing hormone (TRH) analog is prepared by condensation of (S)-1-methyl-4,5-dihydroorotic acid with L-histidyl-Lprolinamide. It was shown that the S-configuration for all 3 chiral centers is crucial for CNS activity. Taltirelin is a potent agonist of the TRH receptors that shows significant effects on the cerebral monoamine systems when administered i.p. in rats. As TRH at 10-fold higher doses, taltirelin has been found to increase the extracellular levels of dopamine and its metabolites (DOPAC and HVA) as well as precursors and/or metabolites of noradrenaline and serotonin in different areas of the rat brain. Taltirelin produced an anti-ataxic activity in the Rolling mouse Nagoya, an ataxic mutant mouse. In several clinical studies performed in patients suffering from various forms of SCD, taltirelin demonstrated a statistically significant increase in the global improvement of ataxic symptoms and other neurologic abnormalities.Related product price
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