CAS 111821-58-0|(S)-(-)-HA-966

Introduction:Basic information about CAS 111821-58-0|(S)-(-)-HA-966, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common Name(S)-(-)-HA-966
CAS Number111821-58-0Molecular Weight116.11900
Density1.436 g/cm3Boiling Point258.6ºC at 760 mmHg
Molecular FormulaC4H8N2O2Melting Point/
MSDS/Flash Point110.2ºC

Names

Name(s)-(-)-3-amino-1-hydroxypyrrolidin-2-one
SynonymMore Synonyms

(S)-(-)-HA-966 BiologicalActivity

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 CatalogSignaling Pathways >>Neuronal Signaling >>iGluRResearch Areas >>Neurological DiseaseSignaling Pathways >>Membrane Transporter/Ion Channel >>iGluR
In VitroOn 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

Density1.436 g/cm3
Boiling Point258.6ºC at 760 mmHg
Molecular FormulaC4H8N2O2
Molecular Weight116.11900
Flash Point110.2ºC
Exact Mass116.05900
PSA66.56000
InChIKeyHCKUBNLZMKAEIN-VKHMYHEASA-N
SMILESNC1CCN(O)C1=O

Synonyms

l-a-amino-e-n-benzyl-caprolactam
7-Nitroindazole
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