CAS 138199-51-6|(RS)-(Tetrazol-5-yl)glycine

Introduction:Basic information about CAS 138199-51-6|(RS)-(Tetrazol-5-yl)glycine, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common Name(RS)-(Tetrazol-5-yl)glycine
CAS Number138199-51-6Molecular Weight143.10400
Density1.804 g/cm3Boiling Point447.1ºC at 760 mmHg
Molecular FormulaC3H5N5O2Melting Point/
MSDS/Flash Point224.2ºC

Names

Name2-amino-2-(2H-tetrazol-5-yl)acetic acid
SynonymMore Synonyms

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

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 CatalogSignaling Pathways >>Neuronal Signaling >>iGluRResearch Areas >>Neurological DiseaseSignaling 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

Density1.804 g/cm3
Boiling Point447.1ºC at 760 mmHg
Molecular FormulaC3H5N5O2
Molecular Weight143.10400
Flash Point224.2ºC
Exact Mass143.04400
PSA117.78000
Vapour Pressure8.91E-09mmHg at 25°C
Index of Refraction1.669
InChIKeyUKBRUIZWQZHXFL-UHFFFAOYSA-N
SMILESNC(C(=O)O)c1nn[nH]n1

Synonyms

Mepyramine maleate
Tetrazol-5-yl-gly
Tetrazolylglycine
Tet-glycine
5-Tetrazolyl-glycine
CAS 115199-84-3|ICI 199,441 hydrochloride
CAS 673-50-7|N-METHYL-1H-IMIDAZOLE-4-ETHANAMINEDIHYDROCHLORIDE
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