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111821-58-0

111821-58-0 structure
111821-58-0 structure
  • Name: (S)-(-)-HA-966
  • Chemical Name: (s)-(-)-3-amino-1-hydroxypyrrolidin-2-one
  • CAS Number: 111821-58-0
  • Molecular Formula: C4H8N2O2
  • Molecular Weight: 116.11900
  • Catalog: Signaling Pathways Membrane Transporter/Ion Channel iGluR
  • Create Date: 2018-12-27 20:52:43
  • Modify Date: 2024-01-04 18:51:44
  • (S)-(-)-HA 966 ((-)-HA 966), a γ-Hydroxybutyrate-like agent, is weakly active as an NMDA-receptor antagonist. (S)-(-)-HA 966 possesses muscle relaxant action and prevents enhanced mesocorticolimbic dopamine metabolism and behavioral correlates of restraint stress, conditioned fear[1][2].

Name (s)-(-)-3-amino-1-hydroxypyrrolidin-2-one
Synonyms l-a-amino-e-n-benzyl-caprolactam
7-Nitroindazole
Description (S)-(-)-HA 966 ((-)-HA 966), a γ-Hydroxybutyrate-like agent, is weakly active as an NMDA-receptor antagonist. (S)-(-)-HA 966 possesses muscle relaxant action and prevents enhanced mesocorticolimbic dopamine metabolism and behavioral correlates of restraint stress, conditioned fear[1][2].
Related Catalog
In Vitro On cultured cortical neurones (+)-HA-966 inhibits glycine-potentiated NMDA responses with an IC50=13 μM compared with (-)-HA-966 (IC50=708 μM)[2].
In Vivo (S)-(-)-HA 966 ((-)-HA 966; 3 and 5 mg/kg; i.p.) prevents restraint stress-induced dopamine utilization in both the medial prefrontal cortex and nucleus accumbens. (S)-(-)-HA 966 suppresses fear-induced behaviors: immobility and defecation[1]. (S)-(-)-HA 966 (3 mg/kg; i.p.) prevents locomotor sensitization without altering the acute motoric response elicited by cocaine[1]. (S)-(-)-HA 966 (5 mg/kg; i.p.) blocks acute cocaine-induced locomotion but resulted in sedation[1].
References

[1]. B A Morrow, et al. (S)-(-)-HA-966, a gamma-hydroxybutyrate-like agent, prevents enhanced mesocorticolimbic dopamine metabolism and behavioral correlates of restraint stress, conditioned fear and cocaine sensitization. J Pharmacol Exp Ther. 1997 Nov;283(2):712-21.

[2]. L Singh, et al. Enantiomers of HA-966 (3-amino-1-hydroxypyrrolid-2-one) exhibit distinct central nervous system effects: (+)-HA-966 is a selective glycine/N-methyl-D-aspartate receptor antagonist, but (-)-HA-966 is a potent gamma-butyrolactone-like sedative. Proc Natl Acad Sci U S A. 1990 Jan;87(1):347-51.

Density 1.436 g/cm3
Boiling Point 258.6ºC at 760 mmHg
Molecular Formula C4H8N2O2
Molecular Weight 116.11900
Flash Point 110.2ºC
Exact Mass 116.05900
PSA 66.56000

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111821-58-0 structure

111821-58-0

Literature: Williams; Leeson; Hannah; Baker Journal of the Chemical Society - Series Chemical Communications, 1989 , # 22 p. 1740 - 1742

~98%

111821-58-0 structure

111821-58-0

Literature: Fushiya; Maeda; Funayama; Nozoe Journal of Medicinal Chemistry, 1988 , vol. 31, # 2 p. 480 - 483
Precursor  1

DownStream  0