95729-65-0 Usage
Uses
Used in Pharmaceutical Industry:
Azetirelin is used as a neuroprotective agent for its ability to protect neurons from damage and degeneration. It has been shown to be effective in animal models of neurodegenerative diseases, such as Alzheimer's disease and Parkinson's disease, by reducing oxidative stress, inflammation, and apoptosis.
Used in Neurological Research:
Azetirelin is used as a research tool in the study of TRH receptors and their role in neuroprotection. It helps researchers understand the mechanisms underlying the neuroprotective effects of TRH analogues and their potential therapeutic applications in various neurological disorders.
Used in Neurodegenerative Disease Treatment:
Azetirelin is used as a potential therapeutic agent for the treatment of neurodegenerative diseases, such as Alzheimer's disease and Parkinson's disease. Its neuroprotective properties make it a promising candidate for the development of new treatments aimed at slowing down or halting the progression of these debilitating conditions.
Originator
Azetirelin,ZYF Pharm Chemical
Manufacturing Process
In 13 ml of DMF was dissolved 826.0 mg of L-histidyl-L-prolinamide 2-
hydrobromide and then 2 ml of a DMF solution of 405.0 mg of triethylamine
was added to the solution under ice-cooling. After maintaining 30 min under
ice-cooling, the precipitates thus formed were filtered off to provide L-histidyl-
L-prolinamide.
In 10 ml of DMF was dissolved 230.0 mg of (S)-2-azetidinone-4-carboxylic
acid and then 351.0 mg of N-hydroxy-1,2,3-benzotriazole and 453.0 mg of
dicyclohexylcarbodiimide were added to the solution under ice-cooling. Then,
after stirring the mixture for 15 min, the reaction was maintained for 15 min
at room temperature. The reaction mixture was ice-cooled again and 15 ml of
a DMF solution of foregoing L-histidyl-L-prolinamide was added to the reaction
mixture followed by reaction overnight at 0°C. The precipitates thus formed
were filtered off, the filtrate was concentrated to dryness, the residue was
dissolved in 10 ml of chloroform-methanol (4:1) and subjected to silica gel
column chromatography. The eluates by chloroform-methanol (7:3) were
collected and concentrated to dryness to provide 509.0 mg of crude product.
When the product was subjected to silica gel column chromatography again
and eluted by a mixture of chloroform, methanol, and aqueous ammonia
(40:10:1) to provide 394.0 mg of pure Nepsilon-[(S)-2-azetidinone-4-carbonyl]-
L-histidyl-L-prolinamide, melting point 183°-185°C (crystallization from a
small amount of methanol).
Therapeutic Function
TRH analogue
Check Digit Verification of cas no
The CAS Registry Mumber 95729-65-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 9,5,7,2 and 9 respectively; the second part has 2 digits, 6 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 95729-65:
(7*9)+(6*5)+(5*7)+(4*2)+(3*9)+(2*6)+(1*5)=180
180 % 10 = 0
So 95729-65-0 is a valid CAS Registry Number.
InChI:InChI=1/C15H20N6O4/c16-13(23)11-2-1-3-21(11)15(25)10(4-8-6-17-7-18-8)20-14(24)9-5-12(22)19-9/h6-7,9-11H,1-5H2,(H2,16,23)(H,17,18)(H,19,22)(H,20,24)/t9-,10-,11-/m0/s1
95729-65-0Relevant academic research and scientific papers
Cyclic dipeptides and azetidinone compounds and their use in treating CNS injury and neurodegenerative disorders
-
Page/Page column 48, (2010/11/26)
The present invention provides 4-substituted-2-azetidinone compounds, bicyclic 2-5-diketopiperazine compounds, and pharmaceutical compositions thereof that are potent, safe and effective neuroprotective agents. Due to their strong central nervous system (CNS) activity, the compounds can be used to enhance memory and to treat a variety of neurological disorders. The compounds are particularly useful for treating neurological disorders caused by, or associated with, CNS trauma.
