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82626-01-5 | Alpidem
CAS No: 82626-01-5 Catalog No: AG005CEI MDL No:
Product Description
Catalog Number:
AG005CEI
Chemical Name:
Alpidem
CAS Number:
82626-01-5
Molecular Formula:
C21H23Cl2N3O
Molecular Weight:
404.3328
IUPAC Name:
2-[6-chloro-2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl]-N,N-dipropylacetamide
InChI:
InChI=1S/C21H23Cl2N3O/c1-3-11-25(12-4-2)20(27)13-18-21(15-5-7-16(22)8-6-15)24-19-10-9-17(23)14-26(18)19/h5-10,14H,3-4,11-13H2,1-2H3
InChI Key:
JRTIDHTUMYMPRU-UHFFFAOYSA-N
SMILES:
CCCN(C(=O)Cc1c(nc2n1cc(Cl)cc2)c1ccc(cc1)Cl)CCC
UNII:
I93SC245QZ
Properties
Complexity:
478
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
403.122g/mol
Formal Charge:
0
Heavy Atom Count:
27
Hydrogen Bond Acceptor Count:
2
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
404.335g/mol
Monoisotopic Mass:
403.122g/mol
Rotatable Bond Count:
7
Topological Polar Surface Area:
37.6A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
4.8
Literature
| Title | Journal |
|---|---|
| Are zebrafish larvae suitable for assessing the hepatotoxicity potential of drug candidates? | Journal of applied toxicology : JAT 20150901 |
| A correlation between the in vitro drug toxicity of drugs to cell lines that express human P450s and their propensity to cause liver injury in humans. | Toxicological sciences : an official journal of the Society of Toxicology 20140101 |
| Refining the human iPSC-cardiomyocyte arrhythmic risk assessment model. | Toxicological sciences : an official journal of the Society of Toxicology 20131201 |
| Anxioselective anxiolytics: on a quest for the Holy Grail. | Trends in pharmacological sciences 20121101 |
| Palmitate increases the susceptibility of cells to drug-induced toxicity: an in vitro method to identify drugs with potential contraindications in patients with metabolic disease. | Toxicological sciences : an official journal of the Society of Toxicology 20121001 |
| Synthesis of imidazopyridines from the Morita-Baylis-Hillman acetates of nitroalkenes and convenient access to Alpidem and Zolpidem. | Organic letters 20120907 |
| Synthesis and biological evaluation of 4-phenylquinazoline-2-carboxamides designed as a novel class of potent ligands of the translocator protein. | Journal of medicinal chemistry 20120510 |
| Characterisation of the contribution of the GABA-benzodiazepine α1 receptor subtype to [(11)C]Ro15-4513 PET images. | Journal of cerebral blood flow and metabolism : official journal of the International Society of Cerebral Blood Flow and Metabolism 20120401 |
| Translating clinical findings into knowledge in drug safety evaluation--drug induced liver injury prediction system (DILIps). | PLoS computational biology 20111201 |
| Synthesis and structure-activity relationship studies in translocator protein ligands based on a pyrazolo[3,4-b]quinoline scaffold. | Journal of medicinal chemistry 20111027 |
| In vitro metabolism of tiletamine, zolazepam and nonbenzodiazepine sedatives: Identification of target metabolites for equine doping control. | Drug testing and analysis 20111001 |
| Ethyl 8-amino-6-bromoimidazo[1,2-a]pyridine-2-carb-oxy-late. | Acta crystallographica. Section E, Structure reports online 20110601 |
| A predictive ligand-based Bayesian model for human drug-induced liver injury. | Drug metabolism and disposition: the biological fate of chemicals 20101201 |
| Ethyl 8-(4-nitro-phen-yl)imidazo[1,2-a]pyridine-7-carboxyl-ate. | Acta crystallographica. Section E, Structure reports online 20101201 |
| General and efficient copper-catalyzed three-component coupling reaction towards imidazoheterocycles: one-pot synthesis of alpidem and zolpidem. | Angewandte Chemie (International ed. in English) 20100401 |
| Evaluation of the potential for drug-induced liver injury based on in vitro covalent binding to human liver proteins. | Drug metabolism and disposition: the biological fate of chemicals 20091201 |
| 6-Benzyl-3,4-dimeth-oxy-10-methyl-pyrido[2',1':2,3]imidazo[4,5-c]isoquinolin-5(6H)-one. | Acta crystallographica. Section E, Structure reports online 20091001 |
| Zolpidem, a clinical hypnotic that affects electronic transfer, alters synaptic activity through potential GABA receptors in the nervous system without significant free radical generation. | Oxidative medicine and cellular longevity 20090101 |
| Anxiolytic-like effects of N,N-dialkyl-2-phenylindol-3-ylglyoxylamides by modulation of translocator protein promoting neurosteroid biosynthesis. | Journal of medicinal chemistry 20080925 |
| Synthesis and structure-activity relationship studies in peripheral benzodiazepine receptor ligands related to alpidem. | Bioorganic & medicinal chemistry 20080315 |
| New fluorescent 2-phenylindolglyoxylamide derivatives as probes targeting the peripheral-type benzodiazepine receptor: design, synthesis, and biological evaluation. | Journal of medicinal chemistry 20070125 |
| Effects of calcium channel blockers on antidepressant action of Alprazolam and Imipramine. | The Libyan journal of medicine 20070101 |
| N,N-dialkyl-2-phenylindol-3-ylglyoxylamides. A new class of potent and selective ligands at the peripheral benzodiazepine receptor. | Journal of medicinal chemistry 20040325 |
| Design, synthesis and structure-affinity relationships of aryloxyanilide derivatives as novel peripheral benzodiazepine receptor ligands. | Bioorganic & medicinal chemistry 20040115 |
| Assessment of single-dose benzodiazepines on insulin secretion, insulin sensitivity and glucose effectiveness in healthy volunteers: a double-blind, placebo-controlled, randomized cross-over trial [ISRCTN08745124]. | BMC clinical pharmacology 20040101 |
| Alpidem analogues containing a GABA or glycine moiety as new anticonvulsant agents. | European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences 20030301 |
| SSR180575 (7-chloro-N,N,5-trimethyl-4-oxo-3-phenyl-3,5-dihydro-4H-pyridazino[4,5-b]indole-1-acetamide), a peripheral benzodiazepine receptor ligand, promotes neuronal survival and repair. | The Journal of pharmacology and experimental therapeutics 20020601 |
| GABAA-benzodiazepine receptor complex ligands and stress-induced hyperthermia in singly housed mice. | Pharmacology, biochemistry, and behavior 20020501 |
| [Hepatic tolerance of atypical antipsychotic drugs]. | L'Encephale 20020101 |
| Toxicity of alpidem, a peripheral benzodiazepine receptor ligand, but not zolpidem, in rat hepatocytes: role of mitochondrial permeability transition and metabolic activation. | The Journal of pharmacology and experimental therapeutics 20011101 |
| 2-Arylpyrazolo[1,5-a]pyrimidin-3-yl acetamides. New potent and selective peripheral benzodiazepine receptor ligands. | Bioorganic & medicinal chemistry 20011001 |
| Eotaxin expression and eosinophil infiltrate in the liver of patients with drug-induced liver disease. | Journal of hepatology 20010401 |
| [3H]Ro 15-1788 binding sites to brain membrane of the saltwater Mugil cephalus. | Comparative biochemistry and physiology. Toxicology & pharmacology : CBP 20010301 |
| A structure-activity relationship study of the affinity of selected imidazo[1,2-a]pyridine derivatives, congeners of zolpidem, for the omega 1-subtype of the benzodiazepine receptor. | Acta poloniae pharmaceutica 20010101 |
| [Subfulminant hepatitis caused by alpidem and treated by liver transplantation]. | Gastroenterologie clinique et biologique 19950201 |
| [Hepatitis induced by alpidem (Ananxyl). Four cases, one of them fatal]. | Gastroenterologie clinique et biologique 19940101 |
| [A new case of hepatitis after alpidem monotherapy]. | Gastroenterologie clinique et biologique 19940101 |
| Repeated treatment with alpidem, a new anxiolytic, does not induce tolerance or physical dependence. | Neuropharmacology 19930901 |
| Effects of single doses of alpidem, lorazepam, and placebo on memory and attention in healthy young and elderly volunteers. | Pharmacopsychiatry 19900501 |
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