Taltirelin

Taltirelin
Clinical data
Other names(4S)-N-[(2S)-1-[(2S)-2-carbamoylpyrrolidin-1-yl]-3-(3H-imidazol-4-yl)-1-oxopropan-2-yl]-1-methyl-2,6-dioxo-1,3-diazinane-4-carboxamide
AHFS/Drugs.comInternational Drug Names
Routes of
administration		Oral
ATC code
  • none
Identifiers
  • N-{[(4S)-1-methyl-2,6-dioxohexahydropyrimidin-4-yl]carbonyl}-L-histidyl-L-prolinamide
CAS Number
PubChem CID
IUPHAR/BPS
ChemSpider
UNII
ChEBI
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC17H31N7O9
Molar mass477.475 g·mol−1
3D model (JSmol)
  • CN1C(=O)C[C@H](NC1=O)C(=O)N[C@@H](CC2=CN=CN2)C(=O)N3CCC[C@H]3C(=O)N
  • InChI=1S/C17H23N7O5/c1-23-13(25)6-10(22-17(23)29)15(27)21-11(5-9-7-19-8-20-9)16(28)24-4-2-3-12(24)14(18)26/h7-8,10-12H,2-6H2,1H3,(H2,18,26)(H,19,20)(H,21,27)(H,22,29)/t10-,11-,12-/m0/s1 X markN
  • Key:LQZAIAZUDWIVPM-SRVKXCTJSA-N X markN
 X markNcheckY (what is this?)  (verify)

Taltirelin (marketed under the tradename Ceredist) is a thyrotropin-releasing hormone (TRH) analog, which mimics the physiological actions of TRH, but with a much longer half-life and duration of effects, and little development of tolerance following prolonged dosing. It has nootropic, neuroprotective and analgesic effects.

Taltirelin is primarily being researched for the treatment of spinocerebellar ataxia; limited research has also been carried out with regard to other neurodegenerative disorders, e.g., spinal muscular atrophy.

References

  1. ↑ Fukuchi I, Asahi T, Kawashima K, Kawashima Y, Yamamura M, Matsuoka Y, et al. (April 1998). "Effects of taltirelin hydrate (TA-0910), a novel thyrotropin-releasing hormone analog, on in vivo dopamine release and turnover in rat brain". Arzneimittel-Forschung. 48 (4): 353–9. PMID 9608876.
  2. ↑ Asai H, Asahi T, Yamamura M, Yamauchi-Kohno R, Saito A (December 2005). "Lack of behavioral tolerance by repeated treatment with taltirelin hydrate, a thyrotropin-releasing hormone analog, in rats". Pharmacology, Biochemistry, and Behavior. 82 (4): 646–51. doi:10.1016/j.pbb.2005.11.004. PMID 16368129. S2CID 29935657.
  3. ↑ Yamamura M, Suzuki M, Matsumoto K (October 1997). "[Synthesis and pharmacological action of TRH analog peptide (Taltirelin)]". Nihon Yakurigaku Zasshi. Folia Pharmacologica Japonica. 110 (Suppl 1): 33P–38P. doi:10.1254/fpj.110.supplement_33. PMID 9503402.
  4. ↑ Urayama A, Yamada S, Kimura R, Zhang J, Watanabe Y (December 2002). "Neuroprotective effect and brain receptor binding of taltirelin, a novel thyrotropin-releasing hormone (TRH) analogue, in transient forebrain ischemia of C57BL/6J mice". Life Sciences. 72 (4–5): 601–7. doi:10.1016/S0024-3205(02)02268-3. PMID 12467901.
  5. ↑ Tanabe M, Tokuda Y, Takasu K, Ono K, Honda M, Ono H (February 2007). "The synthetic TRH analogue taltirelin exerts modality-specific antinociceptive effects via distinct descending monoaminergic systems". British Journal of Pharmacology. 150 (4): 403–14. doi:10.1038/sj.bjp.0707125. PMC 2189720. PMID 17220907.
  6. ↑ Takeuchi Y, Miyanomae Y, Komatsu H, Oomizono Y, Nishimura A, Okano S, et al. (July 1994). "Efficacy of thyrotropin-releasing hormone in the treatment of spinal muscular atrophy". Journal of Child Neurology. 9 (3): 287–9. doi:10.1177/088307389400900313. PMID 7930408. S2CID 41678161.
  7. ↑ Tzeng AC, Cheng J, Fryczynski H, Niranjan V, Stitik T, Sial A, et al. (2000). "A study of thyrotropin-releasing hormone for the treatment of spinal muscular atrophy: a preliminary report". American Journal of Physical Medicine & Rehabilitation. 79 (5): 435–40. doi:10.1097/00002060-200009000-00005. PMID 10994885. S2CID 20416253.
  8. ↑ Kato Z, Okuda M, Okumura Y, Arai T, Teramoto T, Nishimura M, et al. (August 2009). "Oral administration of the thyrotropin-releasing hormone (TRH) analogue, taltireline hydrate, in spinal muscular atrophy". Journal of Child Neurology. 24 (8): 1010–2. doi:10.1177/0883073809333535. PMID 19666885. S2CID 29321906.