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

Names

[ CAS No. ]:
5845-67-0

[ Name ]:
(3S)-3-Isobutyl-2,5-piperazinedione

[Synonym ]:
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

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]:

Signaling Pathways >> GPCR/G Protein >> Dopamine Receptor
Signaling Pathways >> Neuronal Signaling >> Dopamine Receptor
Research Areas >> Neurological Disease

[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

Related Compounds