Oral thyrotropin-releasing hormone
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Taltirelin

Oral thyrotropin-releasing hormone
Product Name
Taltirelin
CAS No.
103300-74-9
Chemical Name
Taltirelin
Synonyms
TA 0910;Taltirelin;Taltireline;Ceredist, TA-0910;Taltirelin Acetate;TA-0910, taltirelin;Taltirelin (TA0910);Taltirelin USP/EP/BP;Mitragynine Impurity 2;Taltirelin interMediate
CBNumber
CB31177191
Molecular Formula
C17H23N7O5
Formula Weight
405.41
MOL File
103300-74-9.mol
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Taltirelin Property

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
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Tocris
Product number
2672
Product name
Taltirelin
Purity
≥96%(HPLC)
Packaging
1
Price
$123
Updated
2021/12/16
TRC
Product number
T565305
Product name
Taltirelin
Packaging
5mg
Price
$45
Updated
2021/12/16
Usbiological
Product number
289920
Product name
Taltirelin
Packaging
5mg
Price
$418
Updated
2021/12/16
Usbiological
Product number
256806
Product name
Taltirelin
Packaging
1mg
Price
$360
Updated
2021/12/16
Biosynth Carbosynth
Product number
FT27992
Product name
Taltirelin
Packaging
50mg
Price
$400
Updated
2021/12/16
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Taltirelin Chemical Properties,Usage,Production

Oral thyrotropin-releasing hormone

Taltirelin is a pituitary hormone release stimulant,it is successfully developed by the Japanese Mitsubishi Tanabe Seiyaku Co. Ltd. ,its trade name is Taltirelin, it belongs to 3.1 class of new drugs of chemical drugs , currently it is used in clinical for improvement in patients with spinocerebellar degeneration,it is the most effective movement disorders drug.
Taltirelin is the world's first approved oral thyrotropin releasing hormone (TRH), in addition to having endocrine effects, it can also have effect on certain central nervous system (CNS) , including increasing locomotor activity, antagonistic reserpine-induced hypothermia, and antagonism of pentobarbital-induced sleep. The specie is developed by the Japanese Mitsubishi Tanabe Pharma Corporation in September 2000 for the first time in Japan, it is used to improve the ataxia in the patient's with spinocerebellar degeneration . Spinocerebellar ataxias (SCAs) formerly known as autosomal dominant ataxia, are a group of chronic degenerative diseases of the central nervous system with ataxia, dysmetria as the main clinical manifestations. In September 2000, thyrotropin releasing hormone (TRH)injection is the only drug for the treatment of such diseases. Taltirelin is the structural modification transform drug of TRH , pharmacological studies show that the product has strong and lasting multiple effects on CNS through brain TRH receptors . The excitatory effect of the product on CNS is 10 to 100 times stronger than TRH , the duration of action is about 8 times longer than TRH. The receptor affinity of the product is about 1/11 of TRH , and thus the endocrine effect of this product is weaker than TRH, but this product is more stable in vivo than TRH. In addition, the thyrotropin (TSH) release effect of the product is 1/6-1/11 of TRH , TSH release is regulated by a strong negative feedback system including thyroid hormone , it has a strong effect on the central nervous system, but while its hormone-like effect is small, and therefore it has fewer side effects. The main side effects are digestive reactions include vomiting, nausea and stomach discomfort. All adverse events are mild to moderate, they disappear during and (or) after treatment.
The above information is edited by the chemicalbook of Tian Ye.

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.

Originator

Tanabe Seiyaku (Japan)

Uses

Taltirelin is a thyrotropin-releasing hormone analog.

Uses

Analog of thyrotropin releasing hormone TRH, with pronounced CNS activity. Used in the treatment of spinocerebellar degeneration.

Definition

ChEBI: 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.

brand name

Ceredist

Biological Activity

Synthetic thyrotropin-releasing hormone (TRH) analog. Displays ~ 30-100-fold more potent CNS activity and ~ 50-fold weaker endocrine activity than TRH. Antinociceptive and neuroprotective.

Taltirelin Preparation Products And Raw materials

Raw materials

Preparation Products

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Taltirelin Suppliers

Carbosynth
Tel
--
Fax
--
Email
sales@carbosynth.com
Country
United Kingdom
ProdList
6005
Advantage
58
Tocris Bioscience
Tel
--
Fax
--
Email
customerservice@tocris.co.uk
Country
United Kingdom
ProdList
5726
Advantage
77
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View Lastest Price from Taltirelin manufacturers

Wuhan Senwayer Century Chemical Co.,Ltd
Product
Taltirelin 103300-74-9
Price
US $0.00/MG
Min. Order
10MG
Purity
99%
Supply Ability
20 TONS
Release date
2022-11-03
Sigma Audley
Product
Taltirelin 103300-74-9
Price
US $25.00-15.00/box
Min. Order
1box
Purity
99.9%
Supply Ability
200tons/year
Release date
2024-01-17
Henan Aochuang Chemical Co.,Ltd.
Product
Taltirelin 103300-74-9
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1Ton
Release date
2022-10-12

103300-74-9, TaltirelinRelated Search:


  • 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)
  • TA 0910
  • (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
  • 2,6-dioxo-4-pyrimidinecarbonyl-L-histidyl-
  • L-Prolinamide,(4S)-hexahydro-1-methyl-
  • (6S)-N-[(S)-1-[[(2S)-2-Carbamoylpyrrolizino]carbonyl]-2-(1H-imidazole-4-yl)ethyl]-2,4-dioxo-3-methylhexahydropyrimidine-6-carboxamide
  • 1-[Nα-[[(4S)-1-Methyl-2,6-dioxohexahydropyrimidine-4-yl]carbonyl]-L-histidyl]-L-prolinamide
  • N-[[[(4S)-1-Methyl-2,6-dioxohexahydropyrimidin]-4α-yl]carbonyl]-L-His-L-Pro-NH2
  • Taltireline
  • Taltirelin Acetate
  • 1-METHYL-4,5-DIHYDROOROTYL-HIS-PRO-NH2
  • TA-0910, taltirelin
  • N-[[(4S)-Hexahydro-1-methyl-2,6-dioxo-4-pyrimidinyl]carbonyl]-L-histidyl-L-prolinamide
  • L-Prolinamide, (4S)-hexahydro-1-methyl-2,6-dioxo-4-pyrimidinecarbonyl-L-histidyl-
  • Taltirelin USP/EP/BP
  • Taltirelin (TA0910)
  • Mitragynine Impurity 2
  • 103300-74-9
  • C19H27N7O7
  • Neurochemicals
  • Pharmaceuticals
  • Peptide
  • Chiral Reagents
  • Heterocycles
  • Intermediates & Fine Chemicals