(1,2,5,6-Tetrahydropyridin-4-yl)methylphosphinic acid

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(1,2,5,6-Tetrahydropyridin-4-yl)methylphosphinic acid

IUPAC name methyl-(1,2,3,6-tetrahydropyridin-4-yl)phosphinic acid
Other names TPMPA
Identifiers
CAS number	182485-36-5
PubChem	5521
ChemSpider	5319^Y
ChEMBL	CHEMBL397209^Y
Jmol-3D images	Image 1 Image 2
SMILES CP(=O)(C1=CCNCC1)O O=P([O-])(/C1=C/C[NH2+]CC1)C
InChI InChI=1S/C6H12NO2P/c1-10(8,9)6-2-4-7-5-3-6/h2,7H,3-5H2,1H3,(H,8,9)^Y Key: MFUKVPOVVKKLRQ-UHFFFAOYSA-N^Y InChI=1/C6H12NO2P/c1-10(8,9)6-2-4-7-5-3-6/h2,7H,3-5H2,1H3,(H,8,9) Key: MFUKVPOVVKKLRQ-UHFFFAOYAY
Properties
Molecular formula	C₆H₁₂NO₂P
Molar mass	161.138741
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

(1,2,5,6-Tetrahydropyridin-4-yl)methylphosphinic acid (TPMPA) is a GABA antagonist selective for the GABA_A-ρ (previously known as GABA_C) subtype.^[1]

References

^ "Identification and expression of GABAC receptor in...[Acta Biochim Biophys Sin (Shanghai). 2008 - PubMed Result"]. http://www.ncbi.nlm.nih.gov/pubmed/18685793.

GABAergics

Receptor
ligands

GABA_A	Agonists: Main site: Bamaluzole • Gaboxadol • Ibotenic acid • Isoguvacine • Isonipecotic acid • Muscimol (Amanita Muscaria) • Progabide • SL 75102 • Thiomuscimol • Tolgabide; Positive allosteric modulators: Barbiturates • Benzodiazepines • Carbamates • Chlormezanone • Clomethiazole • Ethanol (Alcohol) • Etomidate • Kavalactones (Kava) • Loreclezole • Metomidate • Neuroactive steroids • Nonbenzodiazepines (β-Carbolines, Cyclopyrrolones, Imidazopyridines, Pyrazolopyrimidines, etc.) • Phenols • Piperidinediones • Propanidid • Pyrazolopyridines • Quinazolinones • ROD-188 • Skullcap • Stiripentol • Valerenic acid (Valerian) * See Template:GABAAergics for a full list of GABA_A positive allosteric modulators. Antagonists: Main site: Bicuculline • Gabazine • Pitrazepin; Negative allosteric modulators: α5IA • Bilobalide • Cicutoxin • Cyclothiazide • DMCM • Flumazenil • Flurothyl • Furosemide • L-655,708 • Oenanthotoxin • Penicillin • Pentylenetetrazol • Picrotoxin • PWZ-029 • Ro15-4513 • Sarmazenil • Suritozole • Thujone (Absinthe) • Thiocolchicoside • ZK-93426

GABA_B	Agonists: Main site: 1,4-Butanediol • Baclofen • GBL • GHB • GHV • GVL • Lesogaberan • Phenibut • Progabide • SKF-97,541 • Tolgabide; Positive allosteric modulators: BHF-177 • BHFF • BSPP • CGP-7930 • GS-39783 Antagonists: Main site: CGP-35348 • Phaclofen • Saclofen • SCH-50911

GABA_C	Agonists: Main site: CACA • CAMP • GABOB • N(4)-chloroacetylcytosine arabinoside • Progabide • Tolgabide Antagonists: Main site: Bilobalide • TPMPA

Reuptake
inhibitors

Plasmalemmal

GAT inhibitors

CI-966 • Deramciclane • EF-1502 • Gabaculine • Guvacine • Nipecotic acid • NNC 05-2090 • SKF-89976A • SNAP-5114 • Tiagabine

GAD inhibitors

GABA-T inhibitors

3-Hydrazinopropionic acid • Aminooxyacetic acid • Gabaculine • Isoniazid • Phenelzine • Phenylethylidenehydrazine • Sodium valproate • Valnoctamide • Valproate pivoxil • Valproate semisodium (Divalproex sodium) • Valproic acid • Valpromide • Vigabatrin

Others

Precursors	Glutamate • Glutamine

Cofactors	Vitamin B6 (pyridoxine, pyridoxamine, pyridoxal phosphate)

Others	Gabapentin • L-Theanine • Picamilon • Pregabalin

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(1,2,5,6-Tetrahydropyridin-4-yl)methylphosphinic acid

(1,2,5,6-Tetrahydropyridin-4-yl)methylphosphinic acid

References

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