Chlorohydroxyphenylglycine

Chlorohydroxyphenylglycine
Names

IUPAC name Amino(2-chloro-5-hydroxyphenyl)acetic acid
Identifiers
CAS Number	170846-74-9^Y 1303993-73-8 (sodium salt)^Y
3D model (JSmol)	Interactive image
Abbreviations	CHPG
ChemSpider	2879711
ECHA InfoCard	100.162.133
IUPHAR/BPS	1417
PubChem CID	3645780
UNII	LSA5YS5PNZ^Y
CompTox Dashboard (EPA)	DTXSID60394614
InChI InChI=1S/C8H8ClNO3/c9-6-2-1-4(11)3-5(6)7(10)8(12)13/h1-3,7,11H,10H2,(H,12,13) Key: UNIDAFCQFPGYJJ-UHFFFAOYSA-N InChI=1/C8H8ClNO3/c9-6-2-1-4(11)3-5(6)7(10)8(12)13/h1-3,7,11H,10H2,(H,12,13) Key: UNIDAFCQFPGYJJ-UHFFFAOYAM
SMILES Clc1ccc(O)cc1C(N)C(=O)O
Properties
Chemical formula	C₈H₆ClNO₃
Molar mass	199.59 g·mol⁻¹
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Chemical compound

2-Chloro-5-hydroxyphenylglycine or CHPG is an agonist of the metabotropic glutamate receptors, specific for mGluR5.^[1]

It is capable of directly potentiating the depolarization of hippocampal CA1 neurons induced through NMDA administration.^[2]

References

^ Kammermeier, Paul J (2012). "The orthosteric agonist 2-chloro-5-hydroxyphenylglycine activates mGluR5 and mGluR1 with similar efficacy and potency". BMC Pharmacology. 12: 6. doi:10.1186/1471-2210-12-6. PMC 3416681. PMID 22642439.
^ Collingridge G.; Volianskis A.; Bannister N.; France G.; Hanna L.; Mercier M.; Tidball P.; Fang G.; Irvine M.; Costa, Blaise M.; Monaghan, Daniel T.; Bortolotto, Zuner A.; Molnár, Elek; Lodge, David; Jane, David E. (2013). "The NMDA receptor as a target for cognitive enhancement". Neuropharmacology. 64: 13–26. doi:10.1016/j.neuropharm.2012.06.051. PMC 4696548. PMID 22796429.

Metabotropic glutamate receptor modulators

mGluR₁Tooltip Metabotropic glutamate receptor 1	Agonists: ACPD DHPG Glutamate Ibotenic acid Quisqualic acid Ro01-6128 Ro67-4853 Ro67-7476 VU-71 Theanine Antagonists: BAY 36-7620 CPCCOEt Cyclothiazide LY-367,385 LY-456,236 MCPG NPS-2390
mGluR₅Tooltip Metabotropic glutamate receptor 5	Agonists: ACPD ADX-47273 CDPPB CHPG DFB DHPG Glutamate Ibotenic acid Quisqualic acid VU-1545 Antagonists: CTEP DMeOB LY-344,545 Mavoglurant MCPG NPS-2390 Remeglurant SIB-1757 SIB-1893; Negative allosteric modulators: AZD9272 Basimglurant Dipraglurant Fenobam GRN-529 MPEP MTEP Raseglurant

mGluR₂Tooltip Metabotropic glutamate receptor 2	Agonists: BINA CBiPES DCG-IV Eglumegad Glutamate Ibotenic acid LY-379,268 LY-404,039 (pomaglumetad) LY-487,379 LY-566,332 MGS-0028 Pomaglumetad methionil (LY-2140023) Talaglumetad; Positive allosteric modulators: JNJ-40411813 (ADX-71149) Antagonists: APICA CECXG EGLU HYDIA LY-307,452 LY-341,495 MCPG MGS-0039 PCCG-4; Negative allosteric modulators: Decoglurant RO4491533
mGluR₃Tooltip Metabotropic glutamate receptor 3	Agonists: CBiPES DCG-IV Eglumegad Glutamate Ibotenic acid LY-379,268 LY-404,039 (pomaglumetad) LY-487,379 MGS-0028 Pomaglumetad methionil (LY-2140023) Talaglumetad Antagonists: APICA CECXG EGLU HYDIA LY-307,452 LY-341,495 MCPG MGS-0039; Negative allosteric modulators: Decoglurant RO4491533

mGluR₂Tooltip Metabotropic glutamate receptor 2

mGluR₃Tooltip Metabotropic glutamate receptor 3

mGluR₄Tooltip Metabotropic glutamate receptor 4	Agonists: Glutamate L-AP4 LSP2-9166 PHCCC VU-001,171 VU-0155,041; Positive allosteric modulators: Foliglurax MPEP Antagonists: CPPG MAP4 MPPG MSOP MTPG UBP-1112
mGluR₆Tooltip Metabotropic glutamate receptor 6	Agonists: Glutamate L-AP4 Antagonists: CPPG MAP4 MPPG MSOP MTPG UBP-1112
mGluR₇Tooltip Metabotropic glutamate receptor 7	Agonists: AMN082 Glutamate L-AP4 LSP2-9166 Antagonists: CPPG MAP4 MMPIP MPPG MSOP MTPG UBP-1112 XAP044; Negative allosteric modulators: ADX71743
mGluR₈Tooltip Metabotropic glutamate receptor 8	Agonists: DCPG Glutamate L-AP4; Positive allosteric modulators: AZ12216052 Antagonists: CPPG MAP4 MPPG MSOP MTPG UBP-1112