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

SIGMA/T200 - ≥97% (HPLC), solid

Synonym: TPMPA hydrate

CAS Number: 182485-36-5 (anhydrous)
Empirical Formula (Hill Notation): C₆H₁₂NO₂P · xH₂O
Molecular Weight: 161.14 (anhydrous basis)
Linear Formula: C₆H₁₂NO₂P · xH₂O
Product Type: Chemical

Catalog Number	PKG Qty.	Price	Quantity


45-T200-10MG	10 mg	$295.00 1/EA		Add To Favorites
45-T200-50MG	50 mg	$822.00 1/EA		Add To Favorites

Properties
Descriptions
Safety Info.
Basic Data

assay	≥97% (HPLC)
color	white to off-white
form	solid
InChI	1S/C6H12NO2P.H2O/c1-10(8,9)6-2-4-7-5-3-6;/h2,7H,3-5H2,1H3,(H,8,9);1H2
InChI key	GXVWAQPRAQORGS-UHFFFAOYSA-N
Quality Level	100
SMILES string	[H]O[H].CP([O-])(=O)C1=CC[NH2+]CC1
solubility	DMSO: insoluble
	H₂O: 16 mg/mL

Application:	(1,2,5,6-Tetrahydropyridin-4-yl)methylphosphinic acid hydrate has also been used as γ-aminobutyric acid C (GABAc) blocker in retinal ganglion cells.
Application:	TPMA has been used as a GABA_C receptor antagonist to study the role of inner retinal inhibition in midget ganglion cells. TPMPA has also been used to study the role of GABA_C receptor antagonists in suppressing orientation selectivity in ganglion cells.
Biochem/physiol Actions:	TPMPA is a hybrid of isoguvacine and 3-APMPA designed to retain affinity for GABA_C receptors but not to interact with GABA_A or GABA_B receptors. Electrical assays show that TPMPA is a competitive antagonist of cloned human mu 1 GABA_C receptors expressed in Xenopus laevis oocytes (Kb approx. 2 μM). TPMPA is >100-fold weaker as an inhibitor of rat brain GABA_A receptors expressed in oocytes (Kb approx. 320 μM) and has only weak agonist activity on GABA_B receptors assayed in rat hippocampal slices (EC₅₀ approx. 500 μM). TPMP_A may be used to investigate GABA_C receptor function in the outer retina and in any other areas of the nervous system in which these types of receptor are present.
Features and Benefits:	This compound is a featured product for Neuroscience research. Click here to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm .
Features and Benefits:	This compound is featured on the GABAC Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here .
Legal Information:	Sold in the USA under exclusive license from the University of California.
Packaging:	10, 50 mg in glass bottle
Preparation Note:	(1,2,5,6-Tetrahydropyridin-4-yl)methylphosphinic acid (TPMPA) hydrate is soluble in water at 16 mg/ml, but is insoluble in DMSO.

RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	≥97% (HPLC)
UNSPSC	12352106

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