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

Modify Date: 2025-08-25 14:41:49

(3S)-3-Isobutyl-2,5-piperazinedione Structure
(3S)-3-Isobutyl-2,5-piperazinedione structure
Common Name (3S)-3-Isobutyl-2,5-piperazinedione
CAS Number 5845-67-0 Molecular Weight 170.209
Density 1.0±0.1 g/cm3 Boiling Point 442.9±38.0 °C at 760 mmHg
Molecular Formula C8H14N2O2 Melting Point 255ºC
MSDS USA Flash Point 207.4±26.9 °C

 Use of (3S)-3-Isobutyl-2,5-piperazinedione


Cyclo(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].

 Names

Name cyclo(-leu-gly)
Synonym More Synonyms

 (3S)-3-Isobutyl-2,5-piperazinedione Biological Activity

Description Cyclo(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 Catalog
Target

Dopamine Receptor

In Vivo Cyclo(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

Density 1.0±0.1 g/cm3
Boiling Point 442.9±38.0 °C at 760 mmHg
Melting Point 255ºC
Molecular Formula C8H14N2O2
Molecular Weight 170.209
Flash Point 207.4±26.9 °C
Exact Mass 170.105530
PSA 58.20000
LogP -0.66
Vapour Pressure 0.0±1.1 mmHg at 25°C
Index of Refraction 1.453
InChIKey VQFHWKRNHGHZTK-LURJTMIESA-N
SMILES CC(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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