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Taltirelin

Taltirelin structure

Taltirelin 

structure
  • CAS No:

    103300-74-9

  • Formula:

    C17H23N7O5

  • Chemical Name:

    Taltirelin

  • 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

  • Categories:

    Biochemical Engineering  >  Polypeptide

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.

Taltirelin Basic Attributes

405.41

405.41

DOZ62MV6A5

DTXSID0043763

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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