From Wikipedia, the free encyclopedia
ADX71441
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Names
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IUPAC name
N-[5-[4-[(4-chloro-3-fluorophenyl)methyl]-6-methoxy-3,5-dioxo-1,2,4-triazin-2-yl]-2-fluorophenyl]acetamide
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Identifiers
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Key: BQDMEJYNGXEHSW-UHFFFAOYSA-N InChI=1S/C19H15ClF2N4O4/c1-10(27)23-16-8-12(4-6-14(16)21)26-19(29)25(18(28)17(24-26)30-2)9-11-3-5-13(20)15(22)7-11/h3-8H,9H2,1-2H3,(H,23,27)
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CC(=O)NC1=C(C=CC(=C1)N2C(=O)N(C(=O)C(=N2)OC)CC3=CC(=C(C=C3)Cl)F)F
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Properties
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C19H15ClF2N4O4
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Molar mass
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436.80 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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Chemical compound
ADX-71441 is a
GABAB receptor
positive allosteric modulator currently being investigated as a potential treatment for anxiety, epilepsy, pain and other conditions.
Therapeutic potential
Addiction
ADX-71441 has been shown to reduce
alcohol consumption.
[1] This result was observed in both alcohol dependent and non-dependent animals.
[2]
There were also trials about
nicotine addiction, which showed positive results: ADX-71441 was able to decrease some
withdrawal symptoms of
nicotine withdrawal.
[3]
Anxiety
This compound has also been shown to reduce anxiety in people with
PTSD.
[4]
Pain
Experiments have shown that this compound was able to decrease hypersensitivity to pain in mice, Guinea pigs and rats.
[4]
Tolerance
ADX-71441 has been shown to have less tolerance and side effects than direct GABAB agonists, such as
baclofen.
[2]
References
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^
"Addex Reports ADX71441 Reduces Alcohol Intake in a Preclinical Model of Chronic Alcohol Dependence". Addex therapeutics. Retrieved 2024-02-03.
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a
b Augier, Eric; Dulman, Russell S.; Damadzic, Ruslan; Pilling, Andrew; Hamilton, J. Paul; Heilig, Markus (August 2017).
"The GABAB Positive Allosteric Modulator ADX71441 Attenuates Alcohol Self-Administration and Relapse to Alcohol Seeking in Rats". Neuropsychopharmacology. 42 (9): 1789–1799.
doi:
10.1038/npp.2017.53.
ISSN
1740-634X.
PMC
5520784.
PMID
28294133.
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^
"Addex ADX71441 Positive Results in Preclinical Model of Nicotine Addiction". Addex therapeutics. Retrieved 2024-02-03.
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a
b Kalinichev, Mikhail; Girard, Françoise; Haddouk, Hasnaà; Rouillier, Mélanie; Riguet, Eric; Royer-Urios, Isabelle; Mutel, Vincent; Lütjens, Robert; Poli, Sonia (2017).
"The drug candidate, ADX71441, is a novel, potent and selective positive allosteric modulator of the GABAB receptor with a potential for treatment of anxiety, pain and spasticity". Neuropharmacology. 114: 34–47.
doi:
10.1016/j.neuropharm.2016.11.016.
PMID
27889489.
S2CID
36606154.
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Ionotropic |
GABAATooltip γ-Aminobutyric acid A receptor |
- Positive modulators (abridged; see
here for a full list):
α-EMTBL
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Alcohols (e.g.,
drinking alcohol,
2M2B)
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Anabolic steroids
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Avermectins (e.g.,
ivermectin)
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Barbiturates (e.g.,
phenobarbital)
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Benzodiazepines (e.g.,
diazepam)
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Bromide compounds (e.g.,
potassium bromide)
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Carbamates (e.g.,
meprobamate)
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Carbamazepine
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Chloralose
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Chlormezanone
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Clomethiazole
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Dihydroergolines (e.g.,
ergoloid (dihydroergotoxine))
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Etazepine
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Etifoxine
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Fenamates (e.g.,
mefenamic acid)
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Flavonoids (e.g.,
apigenin,
hispidulin)
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Fluoxetine
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Flupirtine
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Imidazoles (e.g.,
etomidate)
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Kava constituents (e.g.,
kavain)
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Lanthanum
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Loreclezole
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Monastrol
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Neuroactive steroids (e.g.,
allopregnanolone,
cholesterol,
THDOC)
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Niacin
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Niacinamide
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Nonbenzodiazepines (e.g.,
β-carbolines (e.g.,
abecarnil),
cyclopyrrolones (e.g.,
zopiclone),
imidazopyridines (e.g.,
zolpidem),
pyrazolopyrimidines (e.g.,
zaleplon))
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Norfluoxetine
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Petrichloral
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Phenols (e.g.,
propofol)
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Phenytoin
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Piperidinediones (e.g.,
glutethimide)
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Propanidid
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Pyrazolopyridines (e.g.,
etazolate)
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Quinazolinones (e.g.,
methaqualone)
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Retigabine (ezogabine)
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ROD-188
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Skullcap constituents (e.g.,
baicalin)
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Stiripentol
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Sulfonylalkanes (e.g.,
sulfonmethane (sulfonal))
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Topiramate
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Valerian constituents (e.g.,
valerenic acid)
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Volatiles/
gases (e.g.,
chloral hydrate,
chloroform,
diethyl ether,
paraldehyde,
sevoflurane)
- Negative modulators:
1,3M1B
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3M2B
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11-Ketoprogesterone
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17-Phenylandrostenol
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α3IA
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α5IA (LS-193,268)
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β-CCB
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β-CCE
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β-CCM
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β-CCP
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β-EMGBL
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Anabolic steroids
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Amiloride
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Anisatin
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β-Lactams (e.g.,
penicillins,
cephalosporins,
carbapenems)
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Basmisanil
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Bemegride
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Bicyclic phosphates (
TBPS,
TBPO,
IPTBO)
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BIDN
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Bilobalide
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Bupropion
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CHEB
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Chlorophenylsilatrane
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Cicutoxin
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Cloflubicyne
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Cyclothiazide
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DHEA
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DHEA-S
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Dieldrin
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(+)-DMBB
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DMCM
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DMPC
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EBOB
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Etbicyphat
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FG-7142 (ZK-31906)
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Fiproles (e.g.,
fipronil)
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Flavonoids (e.g.,
amentoflavone,
oroxylin A)
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Flumazenil
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Fluoroquinolones (e.g.,
ciprofloxacin)
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Flurothyl
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Furosemide
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Golexanolone
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Iomazenil (123I)
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IPTBO
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Isopregnanolone (sepranolone)
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L-655,708
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Laudanosine
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Lindane
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MaxiPost
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Morphine
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Morphine-3-glucuronide
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MRK-016
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Naloxone
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Naltrexone
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Nicardipine
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Nonsteroidal antiandrogens (e.g.,
apalutamide,
bicalutamide,
enzalutamide,
flutamide,
nilutamide)
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Oenanthotoxin
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Pentylenetetrazol (pentetrazol)
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Phenylsilatrane
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Picrotoxin (i.e.,
picrotin,
picrotoxinin and
dihydropicrotoxinin)
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Pregnenolone sulfate
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Propybicyphat
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PWZ-029
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Radequinil
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Ro 15-4513
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Ro 19-4603
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RO4882224
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RO4938581
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Sarmazenil
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SCS
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Suritozole
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TB-21007
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TBOB
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TBPS
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TCS-1105
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Terbequinil
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TETS
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Thujone
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U-93631
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Zinc
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ZK-93426
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GABAA-ρTooltip γ-Aminobutyric acid A-rho receptor | |
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Metabotropic |
GABABTooltip γ-Aminobutyric acid B receptor | |
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