(S)-(-)-HA-966

Names

[ Name ]:
(S)-(-)-HA-966

[Synonym ]:
l-a-amino-e-n-benzyl-caprolactam
7-Nitroindazole

Biological Activity

[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]:

Signaling Pathways >> Neuronal Signaling >> iGluR

Research Areas >> Neurological Disease

Signaling Pathways >> Membrane Transporter/Ion Channel >> iGluR

[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.

Chemical & Physical Properties

[ 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

(S)-(-)-HA-966

Names

Biological Activity

Chemical & Physical Properties

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Related Compounds