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(RS)-(Tetrazol-5-yl)glycine

Names

[ CAS No. ]:
138199-51-6

[ Name ]:
(RS)-(Tetrazol-5-yl)glycine

[Synonym ]:
Mepyramine maleate
Tetrazol-5-yl-gly
Tetrazolylglycine
Tet-glycine
5-Tetrazolyl-glycine

Biological Activity

[Description]:

(RS)-(Tetrazol-5-yl)glycine (D,L-(tetrazol-5-yl)glycine) is a highly potent and selective N-methyl-D-aspartate (NMDA) receptor agonist[1]. (RS)-(Tetrazol-5-yl)glycine has EC50s of 99 nM, 1.7 μM for GluN1/GluN2D and GluN1/GluN2A, respectively[2]. (RS)-(Tetrazol-5-yl)glycine induces seizure responses and Fos in mice[3].

[Related Catalog]:

Signaling Pathways >> Neuronal Signaling >> iGluR
Research Areas >> Neurological Disease
Signaling Pathways >> Membrane Transporter/Ion Channel >> iGluR

[Target]

EC50: 99 nM (GluN1/GluN2D) and 1.7 μM (GluN1/GluN2A)[1]


[In Vitro]

(RS)-(Tetrazol-5-yl)glycine (D,L-(tetrazol-5-yl)glycine) is a agonist of N-methyl-D-aspartate (NMDA) subtype of excitatory amino acid receptor. (RS)-(Tetrazol-5-yl)glycine displaces NMDA receptor binding to rat brain membranes as measured using [3H]CGS19755 (IC50=98 nM) and [3H]glutamate (IC50=36 nM) as ligands[1]. (RS)-(Tetrazol-5-yl)glycine does not appreciably inhibit the binding of D,L-alpha-[5-methyl-3H] amino-3-hydroxy-5-methylisoxazole-4-propionic acid (AMPA), [3H]kainate, or [3H]glycine (IC50s>30 μM)[1].

[In Vivo]

(RS)-(Tetrazol-5-yl)glycine (D,L-(tetrazol-5-yl)glycine; 1.25, 1.5 mg/kg; IP) induces seizure responses and Fos in the NR1+/+ and NR1-/- mice[3]. (RS)-(Tetrazol-5-yl)glycine is a highly potent convulsant when given to neonatal rats (ED50=0.071 mg/kg; i.p.) [1]. Animal Model: C57BL/6 mice[3] Dosage: 1.25, 1.5 mg/kg Administration: IP Result: Induced seizure responses and Fos.

[References]

[1]. Schoepp DD, et al. D,L-(tetrazol-5-yl) glycine: a novel and highly potent NMDA receptor agonist. Eur J Pharmacol. 1991 Oct 15;203(2):237-43.

[2]. Vance KM, et al. Ligand-specific deactivation time course of GluN1/GluN2D NMDA receptors. Nat Commun. 2011;2:294.

[3]. Duncan GE, et al. Seizure responses and induction of Fos by the NMDA agonist (tetrazol-5-yl)glycine in a geneticmodel of NMDA receptor hypofunction. Brain Res. 2008 Jul 24;1221:41-8.

Chemical & Physical Properties

[ Density]:
1.804 g/cm3

[ Boiling Point ]:
447.1ºC at 760 mmHg

[ Molecular Formula ]:
C3H5N5O2

[ Molecular Weight ]:
143.10400

[ Flash Point ]:
224.2ºC

[ Exact Mass ]:
143.04400

[ PSA ]:
117.78000

[ Vapour Pressure ]:
8.91E-09mmHg at 25°C

[ Index of Refraction ]:
1.669

Related Compounds