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Quetiapine fumarate

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CAS:111974-72-2
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CAS:111974-72-2
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  • CAS:111974-72-2
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  • Quetiapine fumarate
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Quetiapine fumarate Basic information
Antipsychotics Chemical properties Uses
Product Name:Quetiapine fumarate
Synonyms:QUETIAPINE HEMIFUMERATE;Quetiapine fuMarate USP;2-[2-(4-dibenzo[b,f][1,4]thiazepin-11-yl-1-piperazinyl)ethoxy]-ethanol,(2E)-2-butenedioate (2:1);Quetiapine fumarate solution;Quetiapine for system suitability;QuetiapineFamarate;Ethanol, 2-[2-(4-dibenzo[b,f][1,4]thiazepin-11-yl-1-piperazinyl)ethoxy]-, (2E)-2-butenedioate (2:1);2-[2-(4-dibenzo[b,f][1,4]thiazepin-11-yl-1-piperazinyl)ethoxy]ethanol hemifumarate
CAS:111974-72-2
MF:C25H29N3O6S
MW:499.58
EINECS:1308068-626-2
Product Categories:Inhibitors;Pharmaceutical raw materials;bulk drug material;API;Active Pharmaceutical Ingredients;Intermediates & Fine Chemicals;Pharmaceuticals;Quetiapine;Antipsychotic;111974-72-2
Mol File:111974-72-2.mol
Quetiapine fumarate Structure
Quetiapine fumarate Chemical Properties
Melting point 174-176°C
Fp 9℃
storage temp. 2-8°C
solubility DMSO: >10mg/mL
form powder
color white to off-white
Merck 14,8039
BCS Class2
Stability:Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months.
CAS DataBase Reference111974-72-2(CAS DataBase Reference)
Safety Information
Hazard Codes Xn,N,T,F
Risk Statements 22-50/53-52/53-39/23/24/25-23/24/25-11
Safety Statements 60-61-45-36/37-16
RIDADR UN1230 - class 3 - PG 2 - Methanol, solution
WGK Germany 3
RTECS KK3605000
HS Code 29349990
MSDS Information
Quetiapine fumarate Usage And Synthesis
AntipsychoticsQuetiapine fumarate is an antipsychotic, successfully developed by the AstraZeneca United States, it interacts with a variety of neurotransmitter receptors, in the brain, it displays high degree affinity for serotonin (5-HT2) receptor, and it is greater than dopamine D1 and D2 dopamine receptor affinity in the brain. Quetiapine also has high affinity for histamine H1 receptor and adrenergic α1 receptors, and low affinity for α2 receptors, but it basically displays no affinity for cholinergic muscarinic receptors or benzodiazepine receptors . It shows positive results in antipsychotic activity assays such as conditioned avoidance reflex . In clinical, it is mainly used in treatment for adults with severe depression, acute manic episodes of bipolar disorder and schizophrenia of different types . It is not only effective for the positive symptoms of schizophrenia, but also having a certain effect for negative symptoms . It can also alleviate affective symptoms associated with schizophrenia, such as depression, anxiety symptoms and cognitive deficits.
The above information is edited by the chemicalbook of Tian Ye.
Chemical propertiesWhite crystalline powder.
UsesA non-classical antipsychotics.
DescriptionQuetiapine hemifumarate (111974-72-2) is an atypical antipsychotic agent. Antagonist at serotonin (5-HT2) and dopamine (D2) receptors, IC50s=148 and 329 nM respectively.2 Reverses depressive-like behavior and reduces DNA methyltransferase activity induced by maternal deprivation in a rat model.3 Efficacious as a monotherapy in the treatment of posttraumatic stress disorder.4
Chemical PropertiesWhite Crystalline Solid
UsesQuetiapine hemifumarate salt has been used as an antagonist for β-arrestin 2 mutant T205M recruitment.
UsesUsed as an antipsychotic. Benzothiazepine with mixed serotonin and dopamine receptor antagonistic properties
Usesantihypertensive adrenergic receptor blocking agent with selective alpha1- and nonselective beta-adrenergic receptor blocking actions in a single substance.
Brand nameSeroquel (AstraZeneca).
General DescriptionPharmaceutical secondary standards for application in quality control provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards
HazardHuman systemic effects.
Biochem/physiol ActionsQuetiapine hemifumarate is an atypical antipsychotic, a combined serotonin (5HT2) and dopamine (D2) receptor antagonist.
in vitroquetiapine has shown affinity for various neurotransmitter receptorsincluding dopamine, serotonin, histamine, and adrenergicreceptors, quetiapine exihibited binding characteristics at the dopamine-2receptorsimilar to those of clozapine [1].
in vivoin animal models, quetiapine exihibited a preclinical profile suggestive of antipsychotic activity with a reduced tendency to cause extrapyramidal symptoms (eps) and sustained prolactin elevation. quetiapine altered neurotensin neurotransmission and c-fos expression in limbic but not motor brain regions.in humans, quetiapine exhibited linear pharmacokinetics with a mean terminal half-life of 7 hours.the optimal dosing range for quetiapine was 150 to 750 mg/day, and recent results suggested that once-daily dosing might be suitable for some patients [1].quetiapine prevented schizophrenia and depression in hippocampal cell proliferation and bdnf expression caused by chronic restraint stress (crs) in rats in a dose-dependent manner. quetiapine (5 mg/kg) in combination with venlafaxine (2.5 mg/kg) increaseed hippocampal cell proliferation and prevented bdnf decrease in stressed rats, while each of the drugs exerted mild or no effects [2].in rats subjected to chronic-restraint stress, chronic administration of quetiapine attenuated the decrease in levels of brain-derived neurotrophic factor (bdnf) in the hippocampi. the stress-induced suppression of hippocampal neurogenesis was reversed after post-stress administration of quetiapine (10 mg/kg) for 7 or 21 days, evidenced in the numbers of pcreb-positive and brdu-labeled cells that were comparable to those in non-stressed rats but higher than those in the vehicle-treated rats [3].
targetAndrogen Receptor | Estrogen receptor | Progestogen receptor
storage+4°C
References1) Ellenbroek et al. (1996); Activity of “seroquel” (ICI 204,636) in animal models for atypical properties of antipsychotics: a comparison with clozapine; Neuropsychopharmacology 15 406 2) Saller and Salama (1993), Seroquel: biochemical profile of a potential atypical antipsychotic; Psychopharmacolgy (Berl) 112 285 3) Ignacio et al. (2017), Quetiapine treatment reverses depressive-like behavior and reduces DNA methyltransferase activity induced by maternal deprivation; Behav. Brain Res. 320 225 4) Villarreal et al. (2016), Efficacy of Quetiapine Monotherapy in Posttraumatic Stress Disorder: A Randomized, Placebo-Controlled Trial; Am. J. Psychiatry 173 1205
Quetiapine fumarate Preparation Products And Raw materials
Tag:Quetiapine fumarate(111974-72-2) Related Product Information
Quetiapine Ethyl Quetiapine Fumarate Salt N-(2-((2-(4-(2-(2-Hydroxyethoxy)ethyl)piperazine-1-carbonyl)phenyl)thio)phenyl)acetaMide 2-[2-[2-(4-Dibenzo[b,f][1,4]thiazepin-11-yl-1-piperazinyl)ethoxy]ethoxy]ethanol FuMarate Paroxetine hydrochloride Bisoprolol fumarate 1,9-Pyrazoloanthrone ABT 737 Risperidone Sodium 4-aminosalicylate dihydrate Quetiapine Carboxylate Impurity Quetiapine IMpurity P (11-(4-Ethylpiperazin-1-yl)dibenzo[b,f][1,4]thiazepine fuMarate)) Quetiapine EP Impurity N DiHCl dibenzo[b,f][1,4]thiazepin-11-amine Quetiapine EP Impurity W 10,11-Dihydro-11-oxodibenzo[b,f][1,4]thiazepine Quetiapine Sulfone Quetiapine Impurity E