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A167

Sigma-Aldrich

D(−)-2-Amino-7-phosphonoheptanoic acid

solid

Synonym(s):

D-AP-7

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About This Item

Empirical Formula (Hill Notation):
C7H16NO5P
CAS Number:
81338-23-0
Molecular Weight:
225.18
MDL number:
MFCD00070086
UNSPSC Code:
12352200
PubChem Substance ID:
24278251

form

solid

color

white

solubility

H2O: soluble

SMILES string

N[C@H](CCCCCP(O)(O)=O)C(O)=O

Gene Information

human ... GRIN1(2902) , GRIN2A(2903) , GRIN2B(2904) , GRIN2C(2905) , GRIN2D(2906) , GRINA(2907)
rat ... Grin2a(24409) , Grin2b(24410) , Grin2c(24411) , Grin2d(24412)

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Biochem/physiol Actions

Selective NMDA glutamate receptor antagonist; anticonvulsant; active enantiomer of 2-amino-7-phosphonoheptanoic acid.

Caution

Hygroscopic. Store desiccated at RT.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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M Benveniste et al.
British journal of pharmacology, 104(1), 207-221 (1991-09-01)
1. The kinetics of action of 17 structurally related NMDA receptor competitive antagonists were measured under voltage clamp in mouse hippocampal neurones. Analysis of the response to rapid changes in antagonist concentration during constant application of agonist was used to
Luiz F S Souza-Pinto et al.
Pharmacology, biochemistry, and behavior, 87(2), 250-257 (2007-06-01)
It is well established that the most persistent sign of withdrawal from chronic benzodiazepine use in humans is anxiety. In contrast to other types of drugs of abuse, the emergence of this anxiety does not seem to be linked directly
Daniele Cristina Aguiar et al.
Journal of neuroscience research, 87(11), 2418-2429 (2009-04-11)
Innate fear stimulus induces activation of neurons containing the neuronal nitric oxide synthase enzyme (nNOS) in defensive-related brain regions such as the dorsolateral periaqueductal gray (dlPAG). Intra-dlPAG administration of nitric oxide synthase (NOS) inhibitors and glutamate antagonists induce anxiolytic-like responses.
Marina Prigol et al.
Chemico-biological interactions, 193(1), 65-70 (2011-05-31)
The present study investigated the role of the glutathione system in seizures induced by diphenyl diselenide (PhSe)(2) (50 mg/kg) in rat pups (post natal day, 12-14). Reduced glutathione (GSH) (300 nmol/site; i.c.v.), administered 20 min before (PhSe)(2), abolished the appearance
C Lavoute et al.
Undersea & hyperbaric medicine : journal of the Undersea and Hyperbaric Medical Society, Inc, 35(1), 21-25 (2008-03-21)
Nitrogen at pressure produces a neurological syndrome called nitrogen narcosis. Neurochemical experiments indicated that a single exposure to 3 MPa of nitrogen reduced the concentration of dopamine by 20% in the striatum, a structure involved in the control of extrapyramidal
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