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Tetrazolylglycine

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Tetrazolylglycine
Chemical structure of tetrazolylglycine
Chemical structure of tetrazolylglycine
Names
IUPAC name (RS)-Amino(1H-tetrazol-5-yl)acetic acid
Identifiers
CAS Number
3D model (JSmol)
ChEMBL
ChemSpider
IUPHAR/BPS
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C3H5N5O2/c4-1(3(9)10)2-5-7-8-6-2/h1H,4H2,(H,9,10)(H,5,6,7,8)Key: UKBRUIZWQZHXFL-UHFFFAOYSA-N
  • InChI=1/C3H5N5O2/c4-1(3(9)10)2-5-7-8-6-2/h1H,4H2,(H,9,10)(H,5,6,7,8)Key: UKBRUIZWQZHXFL-UHFFFAOYAB
SMILES
  • O=C(O)C(N)c1nnn1
Properties
Chemical formula C3H5N5O2
Molar mass 143.106 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

Tetrazolylglycine (Tet-Gly, LY-285,265) is a potent and selective NMDA receptor agonist, stimulating the NMDA receptor with higher potency than either glutamate or NMDA. It is a potent convulsant and excitotoxin and is used in scientific research.

References

  1. Lunn WH, Schoepp DD, Calligaro DO, Vasileff RT, Heinz LJ, Salhoff CR, O'Malley PJ (1992). "DL-tetrazol-5-ylglycine, a highly potent NMDA agonist: its synthesis and NMDA receptor efficacy". Journal of Medicinal Chemistry. 35 (24): 4608–12. doi:10.1021/jm00102a015. PMID 1361579.
  2. Schoepp DD, Smith CL, Lodge D, Millar JD, Leander JD, Sacaan AI, Lunn WH (1991). "D,L-(tetrazol-5-yl) glycine: a novel and highly potent NMDA receptor agonist". European Journal of Pharmacology. 203 (2): 237–43. doi:10.1016/0014-2999(91)90719-7. PMID 1686860.
  3. Schoepp DD, Lunn WH, Salhoff CR, McDonald JW (1994). "The NMDA receptor agonist DL-(tetrazol-5-yl)glycine is a highly potent excitotoxin". European Journal of Pharmacology. 270 (1): 67–72. doi:10.1016/0926-6917(94)90081-7. PMID 8157082.
Ionotropic glutamate receptor modulators
AMPARTooltip α-Amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid receptor
KARTooltip Kainate receptor
NMDARTooltip N-Methyl-D-aspartate receptor
Convulsants
GABA receptor antagonists
GABA synthesis inhibitors
Glycine receptor antagonists
Glutamate receptor agonists
Convulsant barbiturates
Other
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