Lesogaberan Names Preferred IUPAC name [(2R )-3-Amino-2-fluoropropyl]phosphinic acid
Other names AZD-3355
Identifiers ChEMBL ChemSpider ECHA InfoCard 100.133.162 UNII InChI=1S/C3H9FNO2P/c4-3(1-5)2-8(6)7/h3,8H,1-2,5H2,(H,6,7)/t3-/m1/s1
N Key: LJNUIEQATDYXJH-GSVOUGTGSA-N
N InChI=1/C3H9FNO2P/c4-3(1-5)2-8(6)7/h3,8H,1-2,5H2,(H,6,7)/t3-/m1/s1
Key: LJNUIEQATDYXJH-GSVOUGTGBQ
Properties C 3 H 9 F N O 2 P Molar mass 141.082 g·mol−1 Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Lesogaberan (AZD-3355 ) was[ 1] an experimental drug candidate developed by AstraZeneca for the treatment of gastroesophageal reflux disease (GERD).[ 2] As a GABAB receptor agonist ,[ 3] it has the same mechanism of action as baclofen , but is anticipated to have fewer of the central nervous system side effects that limit the clinical use of baclofen for the treatment of GERD.[ 4]
References ^ AstraZeneca. "AZD3355" . Retrieved 30 December 2011 . ^ Bredenoord, Albert J. (2009). "Lesogaberan, a GABAB agonist for the potential treatment of gastroesophageal reflux disease". IDrugs . 12 (9): 576– 584. PMID 19697277 . ^ Alstermark; Amin, K; Dinn, SR; et al. (2008). "Synthesis and Pharmacological Evaluation of Novel γ-Aminobutyric Acid Type B (GABAB) Receptor Agonists as Gastroesophageal Reflux Inhibitors". Journal of Medicinal Chemistry . 51 (14): 4315– 4320. doi :10.1021/jm701425k . PMID 18578471 . ^ Brian E. Lacy; Robert Chehade; Michael D. Crowell (2010). "Lesogaberan". Drugs of the Future . 35 (12): 987– 992. doi :10.1358/dof.2010.035.012.1540661 . S2CID 258021903 .
Ionotropic
GABAA Tooltip γ-Aminobutyric acid A receptor Positive modulators (abridged; see here for a full list): α-EMTBL 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 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: 1,3M1B 3M2B 11-Ketoprogesterone 17-Phenylandrostenol α3IA 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 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
See also Receptor/signaling modulators GABAA receptor positive modulators GABA metabolism/transport modulators