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Allylglycine
Names
Preferred IUPAC name
Identifiers
3D model (JSmol )
ChemSpider
ECHA InfoCard
100.028.809
InChI=1S/C5H9NO2/c1-2-3-4(6)5(7)8/h2,4H,1,3,6H2,(H,7,8)
Y Key: WNNNWFKQCKFSDK-UHFFFAOYSA-N
Y InChI=1/C5H9NO2/c1-2-3-4(6)5(7)8/h2,4H,1,3,6H2,(H,7,8)
Key: WNNNWFKQCKFSDK-UHFFFAOYAL
C=CCC(C(=O)O)N
O=C(O)C(N)CC=C
Properties
Chemical formula
C5 H9 NO2
Molar mass
115.13 g/mol
Appearance
white crystalline powder
Density
1.098 g/mL
Melting point
265 °C (509 °F; 538 K)
Boiling point
231 °C (448 °F; 504 K)
Hazards
Main hazards
Convulsant
Lethal dose or concentration (LD, LC):
LD50 (median dose )
147-195 mg/kg (mice)[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N (what is Y N ?)
Infobox references
Chemical compound
Allylglycine is a glycine derivative. It is an inhibitor of glutamate decarboxylase .[2] Inhibition of glutamate decarboxylase blocks GABA biosynthesis , leading to lower levels of the neurotransmitter .[3] Allylglycine is known to induce seizures in animals studies, presumably due to this GDC-inhibiting activity.[4]
See also [ ]
References [ ]
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 (123 I)
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
GABAA -ρ
Metabotropic
See also
Receptor/signaling modulators
GABAA receptor positive modulators
GABA metabolism/transport modulators
Transporter
Enzyme
See also: Receptor/signaling modulators • Ionotropic glutamate receptor modulators • Metabotropic glutamate receptor modulators • GABA metabolism and transport modulators
GABA receptor antagonists GABA synthesis inhibitors Glycine receptor antagonists Glutamate receptor agonists Other
Categories :
Amino acids Convulsants Glutamate decarboxylase inhibitors Enzyme inhibitors Allyl compounds Alkene stubs Nervous system drug stubs Hidden categories:
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