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Merck
CN

N2034

Sigma-Aldrich

CR 2249

Synonym(s):

(S)-4-Amino-5-[(4,4-dimethylcyclohexyl)amino]-5-oxopentanoic acid, Nebostinel

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About This Item

Empirical Formula (Hill Notation):
C13H24N2O3
CAS Number:
163000-63-3
Molecular Weight:
256.34
MDL number:
MFCD00932765
UNSPSC Code:
12352200
PubChem Substance ID:
329818594

Key Documents

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SMILES string

CC1(C)CCC(CC1)NC(=O)[C@@H](N)CCC(O)=O

InChI

1S/C13H24N2O3/c1-13(2)7-5-9(6-8-13)15-12(18)10(14)3-4-11(16)17/h9-10H,3-8,14H2,1-2H3,(H,15,18)(H,16,17)/t10-/m0/s1

InChI key

VCRGLZYPNNAVRP-JTQLQIEISA-N

Gene Information

human ... GRIN1(2902), GRIN2A(2903), GRIN2B(2904), GRIN2C(2905), GRIN2D(2906), GRIN3A(116443), GRIN3B(116444)

Biochem/physiol Actions

Facilitates glycine action at NMDA glutamate receptors; may identify a separate allosteric modulatory site on the NMDA receptor; putative cognition enhancer.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Hazard Classifications

Acute Tox. 4 Oral

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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
050K4702

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M Lanza et al.
Neuropharmacology, 36(8), 1057-1064 (1997-08-01)
The effects of (S)-4-amino-5-[(4,4-dimethylcyclohexyl)amino]-5-oxo-pentanoic acid ((S)CR 2249), a new chemical entity selected among a series of glutamic acid derivatives, were investigated on N-methyl-D-aspartate (NMDA)-evoked release of [3H]noradrenaline from rat hippocampal slices. (S)CR 2249 facilitated glycine-mediated reversion of kynurenate antagonism at
A Pittaluga et al.
The Journal of pharmacology and experimental therapeutics, 290(1), 423-428 (1999-06-25)
Some cognition enhancers were previously shown to potently prevent antagonism of the N-methyl-D-aspartate (NMDA)-evoked release of norepinephrine (NE) brought about in slices of rat hippocampus by kynurenic acid, an endogenous NMDA receptor blocker. We have examined the impact of putative

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