Taltirelin
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Taltirelin
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CAS No:
103300-74-9
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Formula:
C17H23N7O5
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Chemical Name:
Taltirelin
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Synonyms:
L-Prolinamide,(4S)-hexahydro-1-methyl-2,6-dioxo-4-pyrimidinecarbonyl-L-histidyl-;L-Prolinamide,N-[(hexahydro-1-methyl-2,6-dioxo-4-pyrimidinyl)carbonyl]-L-histidyl-,(S)-;(4S)-Hexahydro-1-methyl-2,6-dioxo-4-pyrimidinecarbonyl-L-histidyl-L-prolinamide;TA 0910;Taltirelin;Ceredist
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CAS No:
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 agon
Taltirelin is an oligopeptide comprising of (4S)-1-methyl-2,6-dioxohexahydropyrimidine-4-carboxylic acid, L-histidine and L-prolinamide joined in sequence by peptide linkages. It is a thyrotropin-releasing hormone (TRH) analog. Its tetrahydrate form is approved in Japan for the treatment of spinal muscular atrophy. It has a role as a nootropic agent, a neuroprotective agent and an analgesic.
Characteristics
171
-4.09
1.447±0.06 g/cm3(Predicted)
72-75 °C
1.612
Store at +4°C
25D -13.6° (c = 1 in water)
Drug Information
Drugs used to specifically facilitate learning or memory, particularly to prevent the cognitive deficits associated with dementias. These drugs act by a variety of mechanisms. (See all compounds classified as Nootropic Agents.)
(1-methyl-4,5-dihydroorotyl)-histidyl-prolinamide
Taltirelin Use and Manufacturing
Analog of thyrotropin releasing hormone TRH, with pronounced CNS activity. Used in the treatment of spinocerebellar degeneration.
Computed Properties
Molecular Weight:405.4
XLogP3:-3
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:6
Exact Mass:405.17606686
Monoisotopic Mass:405.17606686
Topological Polar Surface Area:171
Heavy Atom Count:29
Complexity:714
Defined Atom Stereocenter Count:3
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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