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366-93-8,MFCD01734586
Catalog No.:AA00C5N5

366-93-8 | AY 9944

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1mg
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$49.00   $34.00
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5mg
≥98%
in stock  
$143.00   $100.00
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10mg
≥98%
in stock  
$262.00   $183.00
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25mg
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00C5N5
Chemical Name:
AY 9944
CAS Number:
366-93-8
Molecular Formula:
C22H30Cl4N2
Molecular Weight:
464.2990
MDL Number:
MFCD01734586
SMILES:
Clc1ccccc1CNC[C@@H]1CC[C@H](CC1)CNCc1ccccc1Cl.Cl.Cl
Properties
Computed Properties
 
Complexity:
348  
Covalently-Bonded Unit Count:
3  
Heavy Atom Count:
28  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
4  
Rotatable Bond Count:
8  

Literature

Title: Dichlorophenyl piperazines, including a recently-approved atypical antipsychotic, are potent inhibitors of DHCR7, the last enzyme in cholesterol biosynthesis.

Journal: Toxicology and applied pharmacology 20180615

Title: Identification of Environmental Quaternary Ammonium Compounds as Direct Inhibitors of Cholesterol Biosynthesis.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20160601

Title: Social deficits in the AY-9944 mouse model of atypical absence epilepsy.

Journal: Behavioural brain research 20130101

Title: Environmental enrichment improves behavioral outcome in the AY-9944 model of childhood atypical absence epilepsy.

Journal: The International journal of neuroscience 20120801

Title: 7-Dehydrocholesterol-derived oxysterols and retinal degeneration in a rat model of Smith-Lemli-Opitz syndrome.

Journal: Biochimica et biophysica acta 20120601

Title: Comparison of a genomic and a multiplex cell imaging approach for the detection of phospholipidosis.

Journal: Toxicology in vitro : an international journal published in association with BIBRA 20111001

Title: Novel oxysterols observed in tissues and fluids of AY9944-treated rats: a model for Smith-Lemli-Opitz syndrome.

Journal: Journal of lipid research 20111001

Title: Antipsychotic drugs regulate hedgehog signaling by modulation of 7-dehydrocholesterol reductase levels.

Journal: Molecular pharmacology 20100901

Title: Cytogenesis in the adult rat dentate gyrus is increased following kindled seizures but is unaltered in pharmacological models of absence seizures.

Journal: Epilepsy & behavior : E&B 20100701

Title: Inhibition of cholesterol biosynthesis disrupts lipid raft/caveolae and affects insulin receptor activation in 3T3-L1 preadipocytes.

Journal: Biochimica et biophysica acta 20090901

Title: Monoamine variability in the chronic model of atypical absence seizures.

Journal: Epilepsia 20090401

Title: GABA receptor proteins within lipid rafts in the AY-9944 model of atypical absence seizures.

Journal: Epilepsia 20090401

Title: U18666A, a cholesterol-inhibition agent, modulates human neuronal nicotinic acetylcholine receptors heterologously expressed in SH-EP1 cell line.

Journal: Journal of neurochemistry 20090301

Title: Effects of sterols on the development and aging of Caenorhabditis elegans.

Journal: Methods in molecular biology (Clifton, N.J.) 20090101

Title: Involvement of mitogen-activated protein kinase (MAPK) pathway in LH- and meiosis-activating sterol (MAS)-induced maturation in rat and mouse oocytes.

Journal: Molecular reproduction and development 20081001

Title: Alteration of retinal rod outer segment membrane fluidity in a rat model of Smith-Lemli-Opitz syndrome.

Journal: Journal of lipid research 20080701

Title: Signaling by the human serotonin(1A) receptor is impaired in cellular model of Smith-Lemli-Opitz Syndrome.

Journal: Biochimica et biophysica acta 20080601

Title: Lipidomic analysis of the retina in a rat model of Smith-Lemli-Opitz syndrome: alterations in docosahexaenoic acid content of phospholipid molecular species.

Journal: Journal of neurochemistry 20080501

Title: Simvastatin reduces the association of NMDA receptors to lipid rafts: a cholesterol-mediated effect in neuroprotection.

Journal: Stroke 20080401

Title: Typical versus atypical absence seizures: network mechanisms of the spread of paroxysms.

Journal: Epilepsia 20070801

Title: 5-HT2 modulation of AY-9944 induced atypical absence seizures.

Journal: Neuroscience letters 20070511

Title: Prevention of prion propagation by dehydrocholesterol reductase inhibitors in cultured cells and a therapeutic trial in mice.

Journal: Biological & pharmaceutical bulletin 20070401

Title: Determination of phospholipidosis potential based on gene expression analysis in HepG2 cells.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20070301

Title: Gender and age differences in expression of GABAA receptor subunits in rat somatosensory thalamus and cortex in an absence epilepsy model.

Journal: Neurobiology of disease 20070301

Title: Partial rescue of retinal function and sterol steady-state in a rat model of Smith-Lemli-Opitz syndrome.

Journal: Pediatric research 20070301

Title: Daily rhythms of seizure activity and behavior in a model of atypical absence epilepsy.

Journal: Epilepsy & behavior : E&B 20061201

Title: Ultraviolet A sensitivity in Smith-Lemli-Opitz syndrome: Possible involvement of cholesta-5,7,9(11)-trien-3 beta-ol.

Journal: Free radical biology & medicine 20060715

Title: GABAB receptor antagonism abolishes the learning impairments in rats with chronic atypical absence seizures.

Journal: European journal of pharmacology 20060710

Title: Selective changes in thalamic and cortical GABAA receptor subunits in a model of acquired absence epilepsy in the rat.

Journal: Neuropharmacology 20060701

Title: Meiosis activating sterol (MAS) regulate FSH-induced meiotic resumption of cumulus cell-enclosed porcine oocytes via PKC pathway.

Journal: Molecular and cellular endocrinology 20060425

Title: Light-induced exacerbation of retinal degeneration in a rat model of Smith-Lemli-Opitz syndrome.

Journal: Experimental eye research 20060301

Title: Serotonin depletion attenuates AY-9944-mediated atypical absence seizures.

Journal: Epilepsia 20060201

Title: Functional contribution of specific brain areas to absence seizures: role of thalamic gap-junctional coupling.

Journal: The European journal of neuroscience 20060101

Title: A toxicogenomic approach to drug-induced phospholipidosis: analysis of its induction mechanism and establishment of a novel in vitro screening system.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20050201

Title: Gonadotropin-induced delta14-reductase and delta7-reductase gene expression in cumulus cells during meiotic resumption of porcine oocytes.

Journal: Endocrinology 20050101

Title: Meiosis-activating sterol synthesis in rat preovulatory follicle: is it involved in resumption of meiosis?

Journal: Biology of reproduction 20041201

Title: Lovastatin exacerbates atypical absence seizures with only minimal effects on brain sterols.

Journal: Journal of lipid research 20041101

Title: Refractory atypical absence seizures in rat: a two hit model.

Journal: Epilepsy research 20041101

Title: Enzyme blockade: a nonradioactive method to determine the absolute rate of cholesterol synthesis in the brain.

Journal: Journal of lipid research 20041001

Title: Retinal degeneration in a rodent model of Smith-Lemli-Opitz syndrome: electrophysiologic, biochemical, and morphologic features.

Journal: Archives of ophthalmology (Chicago, Ill. : 1960) 20040801

Title: Up-regulation of low-density lipoprotein receptor in human hepatocytes is induced by sequestration of free cholesterol in the endosomal/lysosomal compartment.

Journal: Biochemical pharmacology 20040615

Title: Roles of gonadotropins and meiosis-activating sterols in meiotic resumption of cultured follicle-enclosed mouse oocytes.

Journal: Molecular and cellular endocrinology 20040415

Title: Hormonal regulation of atypical absence seizures.

Journal: Annals of neurology 20040301

Title: Role of cholesterol in the regulation of growth plate chondrogenesis and longitudinal bone growth.

Journal: The Journal of biological chemistry 20040206

Title: Formation of 7-dehydrocholesterol-containing membrane rafts in vitro and in vivo, with relevance to the Smith-Lemli-Opitz syndrome.

Journal: Journal of lipid research 20040201

Title: Anticonvulsant properties of acetone, a brain ketone elevated by the ketogenic diet.

Journal: Annals of neurology 20030801

Title: Developmental sensitivity of associative learning to cholesterol synthesis inhibitors.

Journal: Behavioural brain research 20020201

Title: A chronic model of atypical absence seizures: studies of developmental and gender sensitivity.

Journal: Epilepsy research 20020101

Title: Brain sterols in the AY-9944 rat model of atypical absence seizures.

Journal: Epilepsia 20020101

Title: The cationic amphiphilic molecules as potential immunostimulants for HIV-1 infection.

Journal: International journal of antimicrobial agents 20010901

Title: Expression of Sonic Hedgehog downstream genes is modified in rat embryos exposed in utero to a distal inhibitor of cholesterol biosynthesis.

Journal: Developmental dynamics : an official publication of the American Association of Anatomists 20010201

Title: Role of meiosis-activating sterols in rat oocyte maturation: effects of specific inhibitors and changes in the expression of lanosterol 14alpha-demethylase during the preovulatory period.

Journal: Biology of reproduction 20010101

Title: Restoration of immune response by a cationic amphiphilic drug (AY 9944) in vitro: a new approach To chemotherapy against human immunodeficiency virus type 1.

Journal: Antimicrobial agents and chemotherapy 19981001

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Tags:366-93-8 Molecular Formula|366-93-8 MDL|366-93-8 SMILES|366-93-8 AY 9944