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(1,2,5,6-Tetrahydropyridin-4-yl)methylphosphinic acid
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Names
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Preferred IUPAC name
Methyl(1,2,3,6-tetrahydropyridin-4-yl)phosphinic acid
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Other names
TPMPA
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Identifiers
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3D model (JSmol)
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ChEMBL
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ChemSpider
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IUPHAR/BPS
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UNII
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InChI=1S/C6H12NO2P/c1-10(8,9)6-2-4-7-5-3-6/h2,7H,3-5H2,1H3,(H,8,9) YKey: MFUKVPOVVKKLRQ-UHFFFAOYSA-N YInChI=1/C6H12NO2P/c1-10(8,9)6-2-4-7-5-3-6/h2,7H,3-5H2,1H3,(H,8,9) Key: MFUKVPOVVKKLRQ-UHFFFAOYAY
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CP(=O)(C1=CCNCC1)O O=P([O-])(/C1=C/C[NH2+]CC1)C
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Properties
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C6H12NO2P
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Molar mass
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161.141 g·mol−1
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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N (what is YN ?)
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Infobox references
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Chemical compound
(1,2,5,6-Tetrahydropyridin-4-yl)methylphosphinic acid (TPMPA) is a GABA antagonist selective for the GABAA-ρ (previously known as GABAC) subtype.[1]
References[]
- ^ Li, Shifeng; Zhang, Yunbin; Liu, Haixiong; Yan, Yuanchang; Li, Yiping (2008). "Identification and expression of GABACreceptor in rat testis and spermatozoa". Acta Biochimica et Biophysica Sinica. 40 (8): 761–7. doi:10.1111/j.1745-7270.2008.00453.x. PMID 18685793.
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Ionotropic | GABAA |
- Positive modulators (abridged; see here for a full list):
- Alcohols (e.g., drinking alcohol, 2M2B)
- Anabolic steroids
- Avermectins (e.g., ivermectin)
- Barbiturates (e.g., phenobarbital)
- Benzodiazepines (e.g., diazepam)
- Bromide compounds (e.g., potassium bromide)
- Carbamates (e.g., meprobamate)
- Carbamazepine
- Chloralose
- Chlormezanone
- Clomethiazole
- Dihydroergolines (e.g., ergoloid (dihydroergotoxine))
- Etazepine
- Etifoxine
- Fenamates (e.g., mefenamic acid)
- Flavonoids (e.g., apigenin, hispidulin)
- Fluoxetine
- Flupirtine
- Imidazoles (e.g., etomidate)
- Kava constituents (e.g., kavain)
- Lanthanum
- Loreclezole
- Monastrol
- Neuroactive steroids (e.g., allopregnanolone, cholesterol, THDOC)
- Niacin
- Niacinamide
- Nonbenzodiazepines (e.g., β-carbolines (e.g., abecarnil), cyclopyrrolones (e.g., zopiclone), imidazopyridines (e.g., zolpidem), pyrazolopyrimidines (e.g., zaleplon))
- Norfluoxetine
- Petrichloral
- Phenols (e.g., propofol)
- Phenytoin
- Piperidinediones (e.g., glutethimide)
- Propanidid
- Pyrazolopyridines (e.g., etazolate)
- Quinazolinones (e.g., methaqualone)
- Retigabine (ezogabine)
- ROD-188
- Skullcap constituents (e.g., baicalin)
- Stiripentol
- (e.g., sulfonmethane (sulfonal))
- Topiramate
- Valerian constituents (e.g., valerenic acid)
- Volatiles/gases (e.g., chloral hydrate, chloroform, diethyl ether, paraldehyde, sevoflurane)
- Negative modulators:
- 11-Ketoprogesterone
- 17-Phenylandrostenol
- α5IA (LS-193,268)
- Anabolic steroids
- Amiloride
- Anisatin
- β-Lactams (e.g., penicillins, cephalosporins, carbapenems)
- Basmisanil
- Bemegride
- Bicyclic phosphates (TBPS, TBPO, IPTBO)
- BIDN
- Bilobalide
- Bupropion
- Chlorophenylsilatrane
- Cicutoxin
- Cloflubicyne
- Cyclothiazide
- DHEA
- DHEA-S
- Dieldrin
- DMCM
- EBOB
- FG-7142 (ZK-31906)
- (e.g., fipronil)
- Flavonoids (e.g., amentoflavone, oroxylin A)
- Flumazenil
- Fluoroquinolones (e.g., ciprofloxacin)
- Flurothyl
- Furosemide
- Golexanolone
- Iomazenil (123I)
- IPTBO
- Isopregnanolone (sepranolone)
- L-655,708
- Laudanosine
- Lindane
- Morphine
- Morphine-3-glucuronide
- MRK-016
- Naloxone
- Naltrexone
- Nicardipine
- Nonsteroidal antiandrogens (e.g., apalutamide, bicalutamide, enzalutamide, flutamide, nilutamide)
- Oenanthotoxin
- Pentylenetetrazol (pentetrazol)
- Phenylsilatrane
- Picrotoxin (i.e., picrotin, picrotoxinin and dihydropicrotoxinin)
- Pregnenolone sulfate
- PWZ-029
- Radequinil
- Ro 15-4513
- Sarmazenil
- Suritozole
- TB-21007
- TBPS
- Terbequinil
- TETS
- Thujone
- Zinc
- ZK-93426
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GABAA-ρ | |
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Metabotropic | |
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- See also
- Receptor/signaling modulators
- GABAA receptor positive modulators
- GABA metabolism/transport modulators
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Categories:
- Phosphinic acids
- Pyridines
- GABAA-rho receptor antagonists
- Nervous system drug stubs
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- Multiple chemicals in an infobox that need indexing
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