CAS 5845-67-0|(3S)-3-Isobutyl-2,5-piperazinedione

Introduction:Basic information about CAS 5845-67-0|(3S)-3-Isobutyl-2,5-piperazinedione, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common Name(3S)-3-Isobutyl-2,5-piperazinedione
CAS Number5845-67-0Molecular Weight170.209
Density1.0±0.1 g/cm3Boiling Point442.9±38.0 °C at 760 mmHg
Molecular FormulaC8H14N2O2Melting Point255ºC
MSDSUSAFlash Point207.4±26.9 °C

Names

Namecyclo(-leu-gly)
SynonymMore Synonyms

(3S)-3-Isobutyl-2,5-piperazinedione BiologicalActivity

DescriptionCyclo(glycyl-L-leucyl) (Cyclo(leu-gly)), a neuropeptide, down-regulates dopamine (DA) receptors and attenuates dopaminergic supersensitivity. Cyclo(glycyl-L-leucyl) inhibits the development of Morphine induced pain relief as well as dopamine receptor supersensitivity in rats. Cyclo(glycyl-L-leucyl) has the potential for the prevention of tardive and/or L-DOPA (HY-N0304)-induced dyskinesias[1][2].
Related CatalogSignaling Pathways >>GPCR/G Protein >>Dopamine ReceptorSignaling Pathways >>Neuronal Signaling >>Dopamine ReceptorResearch Areas >>Neurological Disease
Target

Dopamine Receptor

In VivoCyclo(glycyl-L-leucyl) (8 mg/kg; 皮下给药) 在阿扑吗啡 (APO) 后 24 小时给予,可减弱由急性高剂量 APO (5 mg/kg; 皮下给药) 引起的 DA 受体超敏反应[1]。 Animal Model: Male Swiss-Webster mice, 20-25g[1] Dosage: 8 mg/kg Administration: SC; single dose given 24h after apomorphine (APO) Result: Attenuated the DA receptor supersensitivity caused by acute high dose APO (5 mg/kg; s.c.).
References

[1]. J Z Fields, et al. The effects of cyclo(leucyl-glycyl) on nigrostriatal dopaminergic supersensitivity--inhibition of apomorphine-induced climbing. Neuropeptides. 1990 Aug;16(4):207-11.  

[2]. H N Bhargava, et al. Cyclo (leucylglycine) inhibits the development of morphine induced analgesic tolerance and dopamine receptor supersensitivity in rats. Life Sci. 1980 Jul 14;27(2):117-23.  

Chemical & Physical Properties

Density1.0±0.1 g/cm3
Boiling Point442.9±38.0 °C at 760 mmHg
Melting Point255ºC
Molecular FormulaC8H14N2O2
Molecular Weight170.209
Flash Point207.4±26.9 °C
Exact Mass170.105530
PSA58.20000
LogP-0.66
Vapour Pressure0.0±1.1 mmHg at 25°C
Index of Refraction1.453
InChIKeyVQFHWKRNHGHZTK-LURJTMIESA-N
SMILESCC(C)CC1NC(=O)CNC1=O

Synonyms

L-Leucylglycine diketopiperazine
MORPHINE TOLERANCE PEPTIDE
(3S)-3-Isobutyl-2,5-piperazinedione
2,5-Piperazinedione, 3-(2-methylpropyl)-, (3S)-
MORPHIN,TOLERANCE PEPTIDE
Cyclo(Leu-Gly)
3-isobutylpiperazine-2,5-quinone
(3S)-3-Isobutylpiperazine-2,5-dione
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