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H130

Sigma-Aldrich

R(+)-HA-966

solid

Synonym(s):

R(+)-3-Amino-1-hydroxy-2-pyrrolidinone

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About This Item

Empirical Formula (Hill Notation):
C4H8N2O2
CAS Number:
123931-04-4
Molecular Weight:
116.12
MDL number:
MFCD00078583
UNSPSC Code:
12352111
PubChem Substance ID:
24895449
NACRES:
NA.77

form

solid

optical activity

[α]22/D +103°, c = 1 in H2O(lit.)

color

white

solubility

H2O: soluble

SMILES string

N[C@@H]1CCN(O)C1=O

InChI

1S/C4H8N2O2/c5-3-1-2-6(8)4(3)7/h3,8H,1-2,5H2/t3-/m1/s1

InChI key

HCKUBNLZMKAEIN-GSVOUGTGSA-N

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Biochem/physiol Actions

Antagonist of the strychnine-insensitive glycine modulatory site associated with the NMDA receptor. More active enantiomer of (±)-HA-966.

Features and Benefits

This compound is featured on the Glutamate Receptors (Ion Channel Family) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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L M Pullan et al.
Journal of neurochemistry, 55(4), 1346-1351 (1990-10-01)
HA-966 (1-hydroxy-3-aminopyrrolidone-2) is an antagonist at the glycine allosteric site of the N-methyl-D-aspartate receptor ionophore complex. Unlike presently known glycine antagonists, HA-966 is chiral. We report stereoselectivity for the (R)-enantiomer at the glycine antagonist site. In [3H]glycine binding, the (R)-enantiomer
L Singh et al.
Proceedings of the National Academy of Sciences of the United States of America, 87(1), 347-351 (1990-01-01)
The antagonist effect of (+/-)-3-amino-1-hydroxypyrrolid-2-one (HA-966) at the N-methyl-D-aspartate (NMDA) receptor occurs through a selective interaction with the glycine modulatory site within the receptor complex. When the enantiomers of (+/-)-HA-966 were resolved, the (R)-(+)-enantiomer was found to be a selective
L Singh et al.
European journal of pharmacology, 186(1), 129-132 (1990-09-04)
Using a two-lever operant drug discrimination paradigm, rats have been trained to discriminate between the administration of saline and R-(+)-HA-966 (R-(+)-3-amino-1-hydroxypyrrolid-2-one, 30 mg/kg i.p.) an antagonist at the glycine modulatory site on the N-methyl-D-aspartate (NMDA) receptor/ion channel complex. Drug-appropriate responding
Stephen L Carlson et al.
Brain and behavior, 2(4), 391-401 (2012-09-06)
D-Aspartate (D-Asp) activates a nonspecific cation current of unknown identity independent of L-glutamate (L-Glu) in neurons of Aplysia californica. Whole-cell voltage clamp studies were conducted using primary cultures of Aplysia buccal S cluster (BSC) neurons to characterize these receptor channels
Nicola Ferrari et al.
Nature communications, 10(1), 130-130 (2019-01-12)
Aggressive behaviours of solid tumours are highly influenced by the tumour microenvironment. Multiple signalling pathways can affect the normal function of stromal fibroblasts in tumours, but how these events are coordinated to generate tumour-promoting cancer-associated fibroblasts (CAFs) is not well understood. Here we

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