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GLYX 13

  • Product Name: GLYX 13
  • CasNo: 117928-94-6
  • Purity:
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CasNo： 117928-94-6

Molecular Formula： C18H31N5O6

Quality Factory Customized Supply GLYX13 117928-94-6 with Cheapest Price

  • Molecular Formula:C18H31N5O6
  • Molecular Weight:413.474
  • Boiling Point:844.212 °C at 760 mmHg 
  • PKA:12.26±0.45(Predicted) 
  • Flash Point:464.363 °C 
  • PSA：179.29000 
  • Density:1.37 g/cm3 
  • LogP:-1.30530 

GLYX 13 (Cas 117928-94-6) Usage

Description GLYX-13, also known as rapastinel, is a compound categorized as a putative NMDA receptor modulator with glycine-site partial agonist properties. Administered intravenously as a tetrapeptide, its precise mechanism of action is still being investigated. However, GLYX-13 has shown promise as a rapidly acting antidepressant without the dissociative side effects typically associated with ketamine.

Uses

 GLYX-13 holds potential as a cognitive enhancer and a novel treatment for depression, offering rapid relief with a favorable side effect profile. Functioning as a glycine-site partial agonist at NMDA receptors, GLYX-13 demonstrates rapid and sustained antidepressant effects both in animal models and human trials. Unlike ketamine, it does not induce psychotomimetic side effects. GLYX-13's antidepressant actions are believed to involve NMDA receptor-triggered synaptic plasticity in the frontal cortex.

117928-94-6 Relevant articles

Scale-Up synthesis and identification of GLYX-13, a NMDAR glycine-site partial agonist for the treatment of major depressive disorder

Li, Wenchao,Liu, Jingjian,Fan, Minghua,Li, Zhongtang,Chen, Yin,Zhang, Guisen,Huang, Zhuo,Zhang, Liangren

, (2018)

GLYX-13, a NMDAR glycine-site partial ag...

The Development of Rapastinel (Formerly GLYX-13); A Rapid Acting and Long Lasting Antidepressant

R. Moskal, Joseph; S. Burgdorf, Jeffrey; K. Stanton, Patric; A. Kroes, Roger; F. Disterhoft, John; M. Burch, Ronald; Amin Khan, M.

, Current Neuropharmacology, Volume 15, Number 1, 2017, pp. 47-56(10)

GLYX-13 was derived from a monoclonal antibody, B6B21, is a tetrapeptide (threonine-proline-proline-threonine-amide) obtained from amino acid sequence information obtained from sequencing one of the hypervariable regions of the light chain of B6B21. The in-vivo and in-vitro pharmacology of rapastinel was examined.

A novel NMDA receptor glycine-site partial agonist, GLYX-13, has therapeutic potential for the treatment of autism

Joseph R. Moskal a, Jeffrey Burgdorf a, Roger A. Kroes a, Stefan M. Brudzynski b, Jaak Panksepp a c

, Neuroscience & Biobehavioral Reviews Volume 35, Issue 9, October 2011, Pages 1982-1988

Treatment of low-line animals with the NMDAR glycine site partial agonist GLYX-13 rescued the deficits in play-induced pro-social 50-kHz and reduced monotonous USVs. Thus, the NMDA receptor has been shown to play a functional role in autism, and GLYX-13 shows promise for the treatment of autism.

117928-94-6 Process route

benzyl (2S,3R)-1-((S)-2-((S)-2-((2S,3R)-1-amino-3-hydroxy-1-oxobutan-2-ylcarbamoyl)pyrrolidine-1-carbonyl)pyrrolidin-1-yl)-3-hydroxy-1-oxobutan-2-ylcarbamate

benzyl (2S,3R)-1-((S)-2-((S)-2-((2S,3R)-1-amino-3-hydroxy-1-oxobutan-2-ylcarbamoyl)pyrrolidine-1-carbonyl)pyrrolidin-1-yl)-3-hydroxy-1-oxobutan-2-ylcarbamate

benzyl (S)-N-((2S,3R)-1-amino-3-hydroxy-1-oxobutan-2-yl)-1-((S)-1-((2S,3R)-2-amino-3-hydroxybutanoyl)pyrrolidine-2 carbonyl)pyrrolidine-2-carboxamide
117928-94-6

benzyl (S)-N-((2S,3R)-1-amino-3-hydroxy-1-oxobutan-2-yl)-1-((S)-1-((2S,3R)-2-amino-3-hydroxybutanoyl)pyrrolidine-2 carbonyl)pyrrolidine-2-carboxamide

Conditions
Conditions Yield
With palladium 10% on activated carbon; hydrogen; In ethanol; at 20 ℃; under 2250.23 - 3000.3 Torr; Large scale;
95%
With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; under 2327.23 - 3102.97 Torr; Industrial scale;
43.5%
Fmoc-Thr-Pro-Pro-ThrNH<SUB>2</SUB>

Fmoc-Thr-Pro-Pro-ThrNH2

benzyl (S)-N-((2S,3R)-1-amino-3-hydroxy-1-oxobutan-2-yl)-1-((S)-1-((2S,3R)-2-amino-3-hydroxybutanoyl)pyrrolidine-2 carbonyl)pyrrolidine-2-carboxamide
117928-94-6

benzyl (S)-N-((2S,3R)-1-amino-3-hydroxy-1-oxobutan-2-yl)-1-((S)-1-((2S,3R)-2-amino-3-hydroxybutanoyl)pyrrolidine-2 carbonyl)pyrrolidine-2-carboxamide

Conditions
Conditions Yield
With Octanethiol; tert-butylamine; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h;
97%

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