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{{Short description|Chemical compound}}
{{drugbox
{{Drugbox
| verifiedrevid = 280823046
| Watchedfields = changed
| IUPAC_name =
| verifiedrevid = 424883636
| image = LY-344,545_structure.png
| IUPAC_name = (αS)-α-Amino-α--9H-xanthene-9-propanoic acid
| width = 160
| image = LY-344545 Structure.svg
| CAS_number =
| width = 160
| ATC_prefix =
| ATC_suffix =
| PubChem =
| DrugBank =
| C=20|H=19|N=1|O=5
| molecular_weight = 353.37 g/mol
| bioavailability =
| protein_bound =
| metabolism =
| elimination_half-life =
| excretion =
| pregnancy_AU = <!-- A / B1 / B2 / B3 / C / D / X -->
| pregnancy_US = <!-- A / B / C / D / X -->
| pregnancy_category=
| legal_AU = <!-- Unscheduled / S2 / S3 / S4 / S5 / S6 / S7 / S8 / S9 -->
| legal_CA = <!-- / Schedule I, II, III, IV, V, VI, VII, VIII -->
| legal_UK = <!-- GSL / P / POM / CD / Class A, B, C -->
| legal_US = <!-- OTC / Rx-only / Schedule I, II, III, IV, V -->
| legal_status =
| routes_of_administration =
}}


<!--Clinical data-->
'''LY-344,545''' is a research drug developed by the pharmaceutical company ], which acts as an ] for the ] subtype ]. It is an ] of another metabotropic glutamate receptor antagonist, the ]-selective ].<ref>Ornstein PL, Bleisch TJ, Arnold MB, Kennedy JH, Wright RA, Johnson BG, Tizzano JP, Helton DR, Kallman MJ, Schoepp DD, Hérin M. 2-substituted (2SR)-2-amino-2-((1SR,2SR)-2-carboxycycloprop-1-yl)glycines as potent and selective antagonists of group II metabotropic glutamate receptors. 2. Effects of aromatic substitution, pharmacological characterization, and bioavailability. ''Journal of Medicinal Chemistry''. 1998 Jan 29;41(3):358-78. PMID 9464367</ref><ref>Doherty AJ, Palmer MJ, Bortolotto ZA, Hargreaves A, Kingston AE, Ornstein PL, Schoepp DD, Lodge D, Collingridge GL. A novel, competitive mGlu(5) receptor antagonist (LY344545) blocks DHPG-induced potentiation of NMDA responses but not the induction of LTP in rat hippocampal slices. ''British Journal of Pharmacology''. 2000 Sep;131(2):239-44. PMID 10991916</ref>
| tradename =
| pregnancy_AU = <!-- A / B1 / B2 / B3 / C / D / X -->
| pregnancy_US = <!-- A / B / C / D / X -->
| pregnancy_category =
| legal_AU = <!-- Unscheduled / S2 / S3 / S4 / S5 / S6 / S7 / S8 / S9 -->
| legal_CA = <!-- / Schedule I, II, III, IV, V, VI, VII, VIII -->
| legal_UK = <!-- GSL / P / POM / CD / Class A, B, C -->
| legal_US = <!-- OTC / Rx-only / Schedule I, II, III, IV, V -->
| legal_status =
| routes_of_administration =


<!--Pharmacokinetic data-->
| bioavailability =
| protein_bound =
| metabolism =
| elimination_half-life =
| excretion =


<!--Identifiers-->
| CAS_number = 201851-20-9
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 9ZSQ1C4209
| ATC_prefix =
| ATC_suffix =
| PubChem = 10618042
| ChemSpiderID = 8793407
| DrugBank_Ref = {{drugbankcite|correct|drugbank}}
| DrugBank =


<!--Chemical data-->
{{pharmacology-stub}}
| C=20 | H=19 | N=1 | O=5
| smiles = c1ccc2c(c1)C(c3ccccc3O2)C(4C4C(=O)O)(C(=O)O)N
| StdInChI = 1S/C20H19NO5/c21-20(19(24)25,15-9-13(15)18(22)23)10-14-11-5-1-3-7-16(11)26-17-8-4-2-6-12(14)17/h1-8,13-15H,9-10,21H2,(H,22,23)(H,24,25)/t13-,15-,20+/m1/s1
| StdInChIKey = VLZBRVJVCCNPRJ-RCDCFZSISA-N

}}


'''LY-344,545''' is a research drug developed by the pharmaceutical company ], which acts as an ] for the ] subtype ]. It is an ] of another metabotropic glutamate receptor antagonist, the ]-selective ].<ref>{{cite journal | vauthors = Ornstein PL, Bleisch TJ, Arnold MB, Kennedy JH, Wright RA, Johnson BG, Tizzano JP, Helton DR, Kallman MJ, Schoepp DD, Hérin M | display-authors = 6 | title = 2-substituted (2''SR'')-2-amino-2-((1''SR'',2''SR'')-2-carboxycycloprop-1-yl)glycines as potent and selective antagonists of group II metabotropic glutamate receptors. 2. Effects of aromatic substitution, pharmacological characterization, and bioavailability | journal = Journal of Medicinal Chemistry | volume = 41 | issue = 3 | pages = 358–78 | date = January 1998 | pmid = 9464367 | doi = 10.1021/jm970498o }}</ref><ref>{{cite journal | vauthors = Doherty AJ, Palmer MJ, Bortolotto ZA, Hargreaves A, Kingston AE, Ornstein PL, Schoepp DD, Lodge D, Collingridge GL | display-authors = 6 | title = A novel, competitive mGlu(5) receptor antagonist (LY344545) blocks DHPG-induced potentiation of NMDA responses but not the induction of LTP in rat hippocampal slices | journal = British Journal of Pharmacology | volume = 131 | issue = 2 | pages = 239–44 | date = September 2000 | pmid = 10991916 | pmc = 1572327 | doi = 10.1038/sj.bjp.0703574 }}</ref>


== References == == References ==
{{Reflist|2}}
<references/>


{{Metabotropic glutamate receptor modulators}}


]
{{Glutamate_receptor_ligands}}
] ]
]
{{nervous-system-drug-stub}}

Latest revision as of 19:32, 20 December 2023

Chemical compound Pharmaceutical compound
LY-344545
Identifiers
IUPAC name
  • (αS)-α-Amino-α--9H-xanthene-9-propanoic acid
CAS Number
PubChem CID
ChemSpider
UNII
Chemical and physical data
FormulaC20H19NO5
Molar mass353.374 g·mol
3D model (JSmol)
SMILES
  • c1ccc2c(c1)C(c3ccccc3O2)C(4C4C(=O)O)(C(=O)O)N
InChI
  • InChI=1S/C20H19NO5/c21-20(19(24)25,15-9-13(15)18(22)23)10-14-11-5-1-3-7-16(11)26-17-8-4-2-6-12(14)17/h1-8,13-15H,9-10,21H2,(H,22,23)(H,24,25)/t13-,15-,20+/m1/s1
  • Key:VLZBRVJVCCNPRJ-RCDCFZSISA-N
  (verify)

LY-344,545 is a research drug developed by the pharmaceutical company Eli Lilly, which acts as an antagonist for the metabotropic glutamate receptor subtype mGluR5. It is an epimer of another metabotropic glutamate receptor antagonist, the mGluR2/3-selective LY-341,495.

References

  1. Ornstein PL, Bleisch TJ, Arnold MB, Kennedy JH, Wright RA, Johnson BG, et al. (January 1998). "2-substituted (2SR)-2-amino-2-((1SR,2SR)-2-carboxycycloprop-1-yl)glycines as potent and selective antagonists of group II metabotropic glutamate receptors. 2. Effects of aromatic substitution, pharmacological characterization, and bioavailability". Journal of Medicinal Chemistry. 41 (3): 358–78. doi:10.1021/jm970498o. PMID 9464367.
  2. Doherty AJ, Palmer MJ, Bortolotto ZA, Hargreaves A, Kingston AE, Ornstein PL, et al. (September 2000). "A novel, competitive mGlu(5) receptor antagonist (LY344545) blocks DHPG-induced potentiation of NMDA responses but not the induction of LTP in rat hippocampal slices". British Journal of Pharmacology. 131 (2): 239–44. doi:10.1038/sj.bjp.0703574. PMC 1572327. PMID 10991916.
Metabotropic glutamate receptor modulators
Group I
mGluR1Tooltip Metabotropic glutamate receptor 1
mGluR5Tooltip Metabotropic glutamate receptor 5
Group II
mGluR2Tooltip Metabotropic glutamate receptor 2
mGluR3Tooltip Metabotropic glutamate receptor 3
Group III
mGluR4Tooltip Metabotropic glutamate receptor 4
mGluR6Tooltip Metabotropic glutamate receptor 6
mGluR7Tooltip Metabotropic glutamate receptor 7
mGluR8Tooltip Metabotropic glutamate receptor 8
See also: Receptor/signaling modulatorsIonotropic glutamate receptor modulatorsGlutamate metabolism/transport modulators
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