Basic information
- CAS
182485-36-5- Standard SMILES
CP(=O)([O-])C1=CC[NH2+]CC1- InChIKey
MFUKVPOVVKKLRQ-UHFFFAOYSA-N- Molecular formula
- C6H12NO2P
- Average molar mass
- 161.14 g/mol
- Monoisotopic mass
- 161.06056562
Overview
TPMPA ((1,2,5,6-tetrahydropyridine-4-yl)methylphosphinic acid) is a selective antagonist of GABAC receptors (also known as GABA-ρ or GABAA-ρ receptors). GABAC receptors are found primarily in the retina, although they may be present in other tissues, including the hippocampus, spinal cord, superior colliculus, pituitary and the gut. TPMPA is used as a pharmacological probe for the investigation of GABAC receptor function.
Names & identifiers
- Preferred name
- Methyl(1,2,3,6-tetrahydropyridin-1-ium-4-yl)phosphinate
- IUPAC
- methyl(1,2,3,6-tetrahydropyridin-1-ium-4-yl)phosphinate
- English name
- (1,2,5,6-Tetrahydropyridin-4-yl)methylphosphinic acid
- Molecular formula
- C6H12NO2P
- Molecular weight
- 161.14
Names & synonyms
NCGC00015993-01Lopac-T-200GTPL4328methyl(1,2,3,6-tetrahydropyridin-1-ium-4-yl)phosphinateHMS3263N10Tox21_501264CCG-205338LP01264SDCCGSBI-0051231.P002NCGC00015993-02NCGC00015993-03NCGC00015993-04
Show more names
TPMPAtpmpa hydrateMFUKVPOVVKKLRQ-UHFFFAOYSA-N(1,2,5,6-Tetrahydropyridin-4-yl)methylphosphinic acid3,6-dihydro-2H-pyridin-1-ylium-4-yl(methyl)phosphinatePhosphinic acid, P-methyl-P-(1,2,3,6-tetrahydro-4-pyridinyl)-(1,2,5,6-TETRAHYDROPYRIDIN-4-YL)METHYLPHOSPHINIC ACID HYDRATE
NCGC00015993-06NCGC00094501-01NCGC00094501-02NCGC00261949-01EU-0101264T-200
Database identifiers
- CAS
182485-36-5- PubChem CID
- 5520
Properties
Computed structural properties
- XLogP
- -1.3
- Topological polar surface area
- 56.7 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 1
- Heavy atoms
- 10
- Formal charge
- 0
- Complexity
- 192
Experimental & physicochemical properties
SolubilitySoluble to 100 mM
Physicochemical properties
- Melting point
- 252 · 252-254°
- Boiling point
- 417.2 · 417.2±45.0 °C(Predicted)
- Density
- 1.2 · 1.20±0.1 g/cm3(Predicted)
- storage temp.
- Store at RT
- solubility
- 2 O: · H2O: 16 mg/mL
- form
- solid
- pka
- 1.97 · 1.97±0.20(Predicted)
- color
- white or off-white
- Water Solubility
- 100 mM · Soluble to 100 mM in water
- InChI
- 1S/C6H12NO2P.H2O/c1-10(8,9)6-2-4-7-5-3-6;/h2,7H,3-5H2,1H3,(H,8,9);1H2
- InChIKey
- GXVWAQPRAQORGS-UHFFFAOYSA-N
- SMILES
- [H]O[H].CP([O-])(=O)C1=CC[NH2+]CC1
- FDA UNII
- 7 I0800L2 · TR7I0800L2
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- Storage Class
- 11 - Combustible Solids
Chemistry & industry
Applications
UsesTPMPA 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.
UsesNeurochemical tool.
Suppliers14 total
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
上海优宁维生物科技股份有限公司15921930842 15921930842 · [email protected]
Aladdin Scientific[email protected]
武汉易泰科技有限公司上海分公司18930552037 · [email protected]
泰州市众致生物科技有限公司[email protected] 15066129350 · [email protected]
金瓯生物医药（南京）有限公司13000000000 · [email protected]
Sigma-Aldrich西格玛奥德里奇(上海)贸易有限公司021-61415566 800-8193336 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
南通全益生物科技有限公司0513-66337626 18051384581 · [email protected]
EMMX Biotechnology LLC888-539-0666 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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