Names
Preferred IUPAC name
5-(Aminomethyl)-1,2-thiazol-3-ol
Identifiers
ChemSpider
InChI=1S/C4H6N2OS/c5-2-3-1-4(7)6-8-3/h1H,2,5H2,(H,6,7)
Key: QVBUOPGWPXUAHT-UHFFFAOYSA-N
Properties
C 4 H 6 N 2 O S
Molar mass
−1
Melting point
140 °C (decomp.)[1]
Acidity (pK a )
6.06 ± 0.03, 8.85 ± 0.04 (H2 O, 21 °C)
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
Chemical compound
Thiomuscimol is a GABAA receptor agonist which is structurally related to muscimol .[2]
References
^ Lykkeberg, Jytte; Krogsgaard-Larsen, Povl; Garegg, Per J.; Norberg, Thomas; Pilotti, Anne-Marie; Anthonsen, T. (1976). "Structural Analogues of GABA. Synthesis of 5-Aminomethyl-3-isothiazolol (Thiomuscimol)" . Acta Chemica Scandinavica . 30b : 781–785. doi :10.3891/acta.chem.scand.30b-0781 ^ Krogsgaard-Larsen, P; Hjeds, H; Curtis, DR; Lodge, D; Johnston, GA (1979). "Dihydromuscimol, thiomuscimol and related heterocyclic compounds as GABA analogues". Journal of Neurochemistry . 32 (6): 1717–24. doi :10.1111/j.1471-4159.1979.tb02284.x . PMID 448364 . S2CID 1393563 .
Ionotropic
GABAA Tooltip γ-Aminobutyric acid A receptor
Positive modulators (abridged; see here for a full list): α-EMTBLAlcohols (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 Sulfonylalkanes (e.g., sulfonmethane (sulfonal) )
Topiramate Valerian constituents (e.g., valerenic acid )Volatiles /gases (e.g., chloral hydrate , chloroform , diethyl ether , paraldehyde , sevoflurane )Negative modulators: 1,3M1B3M2B
11-Ketoprogesterone 17-Phenylandrostenol α5IA (LS-193,268) β-CCB
β-CCE
β-CCM
β-CCP
β-EMGBL
Anabolic steroids Amiloride Anisatin β-Lactams (e.g., penicillins , cephalosporins , carbapenems )Basmisanil Bemegride Bicyclic phosphates (TBPS , TBPO , IPTBO )BIDN Bilobalide Bupropion CHEB
Chlorophenylsilatrane Cicutoxin Cloflubicyne Cyclothiazide DHEA DHEA-S Dieldrin (+)-DMBB
DMCM DMPC
EBOB Etbicyphat
FG-7142 (ZK-31906) Fiproles (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 Leptazol Lindane MaxiPost
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 Propybicyphat
PWZ-029 Radequinil Ro 15-4513 Ro 19-4603
RO4882224
RO4938581
Sarmazenil SCS
Suritozole TB-21007 TBOB
TBPS TCS-1105
Terbequinil TETS Thujone U-93631
Zinc ZK-93426 GABAA -ρ Tooltip γ-Aminobutyric acid A-rho receptor
Metabotropic
GABAB Tooltip γ-Aminobutyric acid B receptor
Negative modulators: Compound 14
This page was last edited on 21 October 2021, at 05:20
This page was last edited on 21 October 2021, at 05:20