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Lesogaberan
Names
Preferred IUPAC name
[(2R )-3-Amino-2-fluoropropyl]phosphinic acid
Other names
AZD-3355
Identifiers
3D model (JSmol )
ChEMBL
ChemSpider
ECHA InfoCard
100.133.162
IUPHAR/BPS
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).
N (what is Y N ?)
Infobox references
Chemical compound
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 .
Drugs for peptic ulcer and GERD/GORD (A02B )
H2 antagonists ("-tidine")Prostaglandins (E)/analogues ("-prost-")Proton-pump inhibitors ("-prazole")Potassium-competitive acid blockers ("-prazan") Others Combinations
# WHO-EM
‡ Withdrawn from market
Clinical trials :
† Phase III
§ Never to phase III
Ionotropic
GABAA
Positive modulators (abridged; see here for a full list):
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
(e.g., sulfonmethane (sulfonal) )
Topiramate
Valerian constituents (e.g., valerenic acid )
Volatiles /gases (e.g., chloral hydrate , chloroform , diethyl ether , paraldehyde , sevoflurane )
Negative modulators:
11-Ketoprogesterone
17-Phenylandrostenol
α5IA (LS-193,268)
Anabolic steroids
Amiloride
Anisatin
β-Lactams (e.g., penicillins , cephalosporins , carbapenems )
Basmisanil
Bemegride
Bicyclic phosphates (TBPS , TBPO , IPTBO )
BIDN
Bilobalide
Bupropion
Chlorophenylsilatrane
Cicutoxin
Cloflubicyne
Cyclothiazide
DHEA
DHEA-S
Dieldrin
DMCM
EBOB
FG-7142 (ZK-31906)
(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
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
PWZ-029
Radequinil
Ro 15-4513
Sarmazenil
Suritozole
TB-21007
TBPS
Terbequinil
TETS
Thujone
Zinc
ZK-93426
GABAA -ρ
Metabotropic
See also
Receptor/signaling modulators
GABAA receptor positive modulators
GABA metabolism/transport modulators
Categories :
Abandoned drugs GABAB receptor agonists Organofluorides AstraZeneca brands Phosphinic acids Gastrointestinal system drug stubs Hidden categories:
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