From Wikipedia, the free encyclopedia
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).
Chemical compound
Lesogaberan (AZD-3355 ) was[ 1] an experimental drug candidate developed byAstraZeneca for the treatment ofgastroesophageal reflux disease (GERD).[ 2] As aGABAB receptor agonist ,[ 3] it has the samemechanism of action asbaclofen ,but is anticipated to have fewer of thecentral nervous system side effects that limit the clinical use of baclofen for the treatment of GERD.[ 4]
^ AstraZeneca."AZD3355" .Retrieved30 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; seehere 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 anddihydropicrotoxinin )
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