ChemicalBook > CAS DataBase List > (1,2,5,6-TETRAHYDROPYRIDIN-4-YL)METHYLPHOSPHINIC ACID

(1,2,5,6-TETRAHYDROPYRIDIN-4-YL)METHYLPHOSPHINIC ACID

Product Name
(1,2,5,6-TETRAHYDROPYRIDIN-4-YL)METHYLPHOSPHINIC ACID
CAS No.
182485-36-5
Chemical Name
(1,2,5,6-TETRAHYDROPYRIDIN-4-YL)METHYLPHOSPHINIC ACID
Synonyms
TPMPA;tpmpa hydrate;MFUKVPOVVKKLRQ-UHFFFAOYSA-N;(1,2,5,6-TETRAHYDROPYRIDIN-4-YL)METHYLPHOSPHINIC ACID;3,6-dihydro-2H-pyridin-1-ylium-4-yl(methyl)phosphinate;Phosphinic acid, P-methyl-P-(1,2,3,6-tetrahydro-4-pyridinyl)-;(1,2,5,6-TETRAHYDROPYRIDIN-4-YL)METHYLPHOSPHINIC ACID HYDRATE
CBNumber
CB2285096
Molecular Formula
C6H12NO2P
Formula Weight
161.14
MOL File
182485-36-5.mol
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(1,2,5,6-TETRAHYDROPYRIDIN-4-YL)METHYLPHOSPHINIC ACID Property

Melting point:
252-254°
Boiling point:
417.2±45.0 °C(Predicted)
Density 
1.20±0.1 g/cm3(Predicted)
storage temp. 
Store at RT
solubility 
H2O: 16 mg/mL
form 
solid
pka
1.97±0.20(Predicted)
color 
white or off-white
Water Solubility 
Soluble to 100 mM in water
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Safety

WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
T200
Product name
(1,2,5,6-Tetrahydropyridin-4-yl)methylphosphinic acid hydrate
Purity
≥97% (NMR), solid
Packaging
10mg
Price
$286
Updated
2024/03/01
Sigma-Aldrich
Product number
T200
Product name
(1,2,5,6-Tetrahydropyridin-4-yl)methylphosphinic acid hydrate
Purity
≥97% (NMR), solid
Packaging
50mg
Price
$800
Updated
2024/03/01
Cayman Chemical
Product number
24302
Product name
TPMPA
Purity
≥95%
Packaging
1mg
Price
$36
Updated
2024/03/01
Cayman Chemical
Product number
24302
Product name
TPMPA
Purity
≥95%
Packaging
5mg
Price
$120
Updated
2024/03/01
Cayman Chemical
Product number
24302
Product name
TPMPA
Purity
≥95%
Packaging
10mg
Price
$188
Updated
2024/03/01
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(1,2,5,6-TETRAHYDROPYRIDIN-4-YL)METHYLPHOSPHINIC ACID Chemical Properties,Usage,Production

Uses

TPMPA is a selective, competitive GABAC antagonist with only minimal effects on GABAA and GABAB receptor.

Uses

(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.

Uses

Neurochemical tool.

Biological Activity

A selective, competitive GABA C antagonist with only minimal effects on GABA A and GABA B receptors (K b values are 2.1 μ M (antagonist), 320 μ M (antagonist) and EC 50 ~ 500 μ M (weak agonist) respectively). Displays 8-fold selectivity for human recombinant ρ 1 receptors over ρ 2 receptors.

Biochem/physiol Actions

TPMPA is a hybrid of isoguvacine and 3-APMPA designed to retain affinity for GABAC receptors but not to interact with GABAA or GABAB receptors. Electrical assays show that TPMPA is a competitive antagonist of cloned human mu 1 GABAC receptors expressed in Xenopus laevis oocytes (Kb approx. 2 μM). TPMPA is >100-fold weaker as an inhibitor of rat brain GABAA receptors expressed in oocytes (Kb approx. 320 μM) and has only weak agonist activity on GABAB receptors assayed in rat hippocampal slices (EC50 approx. 500 μM). TPMPA may be used to investigate GABAC receptor function in the outer retina and in any other areas of the nervous system in which these types of receptor are present.

storage

Store at RT

(1,2,5,6-TETRAHYDROPYRIDIN-4-YL)METHYLPHOSPHINIC ACID Preparation Products And Raw materials

Raw materials

Preparation Products

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(1,2,5,6-TETRAHYDROPYRIDIN-4-YL)METHYLPHOSPHINIC ACID Suppliers

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182485-36-5, (1,2,5,6-TETRAHYDROPYRIDIN-4-YL)METHYLPHOSPHINIC ACIDRelated Search:


  • TPMPA
  • (1,2,5,6-TETRAHYDROPYRIDIN-4-YL)METHYLPHOSPHINIC ACID
  • (1,2,5,6-TETRAHYDROPYRIDIN-4-YL)METHYLPHOSPHINIC ACID HYDRATE
  • tpmpa hydrate
  • MFUKVPOVVKKLRQ-UHFFFAOYSA-N
  • 3,6-dihydro-2H-pyridin-1-ylium-4-yl(methyl)phosphinate
  • Phosphinic acid, P-methyl-P-(1,2,3,6-tetrahydro-4-pyridinyl)-
  • 182485-36-5
  • C6H12NO2P
  • Ion Channels
  • Ligand-Gated Ion Channels
  • BioChemical
  • Cell Biology
  • Cell Signaling and Neuroscience
  • GABA and Glycine Receptor Modulators
  • GABA/Glycine receptor