Chemistry:Terbequinil

Short description: Chemical compound

Terbequinil

Clinical data
ATC code	none
Identifiers
IUPAC name 1-(methoxymethyl)-4-oxo-N-propylquinoline-3-carboxamide
CAS Number	113079-82-6 N
PubChem CID	65916
ChemSpider	59325 Y
UNII	0DH9WUS03O
Chemical and physical data
Formula	C15H18N2O3
Molar mass	274.320 g·mol−1
3D model (JSmol)	Interactive image
SMILES CCCNC(=O)C1=CN(C2=CC=CC=C2C1=O)COC
InChI InChI=1S/C15H18N2O3/c1-3-8-16-15(19)12-9-17(10-20-2)13-7-5-4-6-11(13)14(12)18/h4-7,9H,3,8,10H2,1-2H3,(H,16,19) Y Key:RIPDGZHPNKQLDC-UHFFFAOYSA-N Y
NY (what is this?)  (verify)

Terbequinil (SR-25776) is a stimulant and nootropic drug which acts as a partial inverse agonist at benzodiazepine sites on the GABA_A receptor. In human trials it was found to partially reverse the sedative and amnestic effects of the hypnotic drug triazolam with only slight effects when administered by itself.

See also

• GABA_A receptor negative allosteric modulator
• GABA_A receptor § Ligands

References

{{Navbox | name = GABA receptor modulators | title = GABA receptor modulators | state = collapsed | bodyclass = hlist | groupstyle = text-align:center;

 | group1 = Ionotropic
 |  list1 = {{Navbox|subgroup
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   | group1 = GABAA
   | list1  = 

• Agonists: (+)-Catechin
• Bamaluzole
• Barbiturates (e.g., phenobarbital)
• BL-1020
• DAVA
• Dihydromuscimol
• GABA
• Gabamide
• GABOB
• Gaboxadol (THIP)
• Homotaurine (tramiprosate, 3-APS)
• Ibotenic acid
• iso-THAZ
• iso-THIP
• Isoguvacine
• Isomuscimol
• Isonipecotic acid
• Kojic amine
• Lignans (e.g., honokiol)
• Methylglyoxal
• Monastrol
• Muscimol
• Nefiracetam
• Neuroactive steroids (e.g., allopregnanolone)
• Org 20599
• PF-6372865
• Phenibut
• Picamilon
• P4S
• Progabide
• Propofol
• Quisqualamine
• SL-75102
• TACA
• TAMP
• Terpenoids (e.g., borneol)
• Thiomuscimol
• Tolgabide
• ZAPA

• Positive modulators (abridged; see here for a full list): α-EMTBL
• Alcohols (e.g., ethanol)
• 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)<!--PMID: 9776662-->
• Lanthanum
• Loreclezole
• Monastrol
• Neuroactive steroids (e.g., allopregnanolone, [[Chemistry:Cholecholesterol]], THDOC)
• Niacin
• Nicotinamide (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, [[Chemistry:Diethyl diethyl ether, Parparaldehyde]], sevoflurane)

• Antagonists: Bicuculline
• Coriamyrtin
• Dihydrosecurinine
• Gabazine (SR-95531)
• Hydrastine
• Hyenachin (mellitoxin)
• PHP-501
• Pitrazepin
• Securinine
• Sinomenine
• SR-42641
• SR-95103
• Thiocolchicoside
• Tutin

• Negative modulators: 1,3M1B
• 3M2B
• 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 (¹²³I)
• IPTBO
• Isopregnanolone (sepranolone)
• L-655,708
• Laudanosine
• Leptazol
• Lindane
• MaxiPost
• Morphine
• Morphine-3-glucuronide
• MRK-016
• Naloxone
• Naltrexone
• Nicardipine
• Nonsteroidal antiandrogens (e.g., [[apalutamide, [[Chemistry:Bicalutbicalutamide, Enzalutenzalutamide, Chemistry:Flutamide|flut]]amide]], 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

   | group2 = GABAA-ρ
   | list2  = 

• Agonists: BL-1020
• CACA
• CAMP
• Homohypotaurine
• GABA
• GABOB
• Ibotenic acid
• Isoguvacine
• Muscimol
• N⁴-Chloroacetylcytosine arabinoside
• Picamilon
• Progabide
• TACA
• TAMP
• Thiomuscimol
• Tolgabide

• Positive modulators: Allopregnanolone
• Alphaxolone
• ATHDOC
• Lanthanides

• Antagonists: (S)-2-MeGABA
• (S)-4-ACPBPA
• (S)-4-ACPCA
• 2-MeTACA
• 3-APMPA
• 4-ACPAM
• 4-GBA
• cis-3-ACPBPA
• CGP-36742 (SGS-742)
• DAVA
• Gabazine (SR-95531)
• Gaboxadol (THIP)
• I4AA
• Isonipecotic acid
• Loreclezole
• P4MPA
• P4S
• SKF-97541
• SR-95318
• SR-95813
• TPMPA
• trans-3-ACPBPA
• ZAPA

• Negative modulators: 5α-Dihydroprogesterone
• Bilobalide
• Loreclezole
• Picrotoxin (picrotin, picrotoxinin)
• Pregnanolone
• ROD-188
• THDOC
• Zinc

 }}

 | group2 = Metabotropic

| list2 =

GABAB

Agonists: 1,4-Butanediol 4-Fluorophenibut Aceburic acid Arbaclofen Arbaclofen placarbil Baclofen BL-1020 GABA Gabamide GABOB GBL GHB GHBAL GHV GVL Isovaline Lesogaberan Phenibut Picamilon Progabide Sodium oxybate SKF-97,541 SL 75102 Tolgabide Tolibut Positive modulators: ADX-71441 BHF-177 BHFF BSPP CGP-7930 CGP-13501 GS-39783 rac-BHFF KK-92A Antagonists: 2-Hydroxysaclofen CGP-35348 CGP-46381 CGP-52432 CGP-54626 CGP-55845 CGP-64213 DAVA Homotaurine (tramiprosate, 3-APS) Phaclofen Saclofen SCH-50911 SKF-97541 Negative modulators: Compound 14

 | below = 

See also

Receptor/signaling modulators

GABA_A receptor positive modulators

GABA metabolism/transport modulators

}}