Quetiapine

Quetiapine
Clinical data
Pronunciation	/kwɪˈtaɪ.əpiːn/ kwi-TY-ə-peen
Trade names	Seroquel, Temprolide, others
AHFS/Drugs.com	Monograph
MedlinePlus	a698019
License data	US FDA: Quetiapine;
Pregnancy; category	AU: B3; ;
Routes of; administration	By mouth
ATC code	N05AH04 (WHO) ;
Legal status
Legal status	AU: S4 (Prescription only) ; CA: ℞-only ; UK: POM (Prescription only) ; US: ℞-only ;
Pharmacokinetic data
Bioavailability	100%
Protein binding	83%
Metabolism	Liver via CYP3A4-catalysed sulfoxidation to its active metabolite norquetiapine (N-desalkylquetiapine)
Elimination half-life	7 hours (parent compound); 9–12 hours (active metabolite, norquetiapine)
Excretion	Kidney (73%), faeces (20%)
Identifiers
	IUPAC name 2-(2-(4-Dibenzo[b,f][1,4]thiazepine-11-yl-1-piperazinyl)ethoxy)ethanol;
CAS Number	111974-69-7 ;
PubChem CID	5002;
IUPHAR/BPS	50;
DrugBank	DB01224 ;
ChemSpider	4827 ;
UNII	BGL0JSY5SI;
KEGG	D08456 ;
ChEBI	CHEBI:8707 ;
ChEMBL	ChEMBL716 ;
ECHA InfoCard	100.131.193
Chemical and physical data
Formula	C21H25N3O2S
Molar mass	383.5099 g/mol
3D model (JSmol)	Interactive image;
Solubility in water	3.29 mg/mL (20 °C)
	SMILES N\1=C(\c3c(Sc2c/1cccc2)cccc3)N4CCN(CCOCCO)CC4;
	InChI InChI=1S/C21H25N3O2S/c25-14-16-26-15-13-23-9-11-24(12-10-23)21-17-5-1-3-7-19(17)27-20-8-4-2-6-18(20)22-21/h1-8,25H,9-16H2 ; Key:URKOMYMAXPYINW-UHFFFAOYSA-N ;
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Quetiapine (better known as Seroquel) is an antipsychotic drug used to treat bipolar disorder and unipolar major depression, though it is used off-label for anxiety problems, Tourette syndrome and autism issues. The side effects of Quetiapine include fatigue, dry mouth and being sleepy. The medication is sometimes used for PTSD.

References

↑ Brunton, L; Chabner, B; Knollman, B (2010). Goodman and Gilman's The Pharmacological Basis of Therapeutics (12th ed.). McGraw Hill Professional. ISBN 978-0071624428.
↑ ^2.0 ^2.1 "quetiapine (Rx) - Seroquel, Seroquel XR". Medscape Reference. WebMD. Archived from the original on 20 October 2013. Retrieved 11 October 2013.
↑ ^3.0 ^3.1 ^3.2 "Quetiapine 25 mg film-coated tablets - Summary of Product Characteristics". electronic Medicines Compendium. Sandoz. January 2013. Archived from the original on 20 October 2013. Retrieved 20 October 2013.
↑ ^4.0 ^4.1 Truven Health Analytics, Inc. DrugPoint System (Internet) [cited 2013 Sep 18]. Greenwood Village, CO: Thomsen Healthcare; 2013.
↑ "QUETIAPINE FUMARATE tablet QUETIAPINE FUMARATE (quetiapine fumarate ) tablet [Ascend Laboratories, LLC]". DailyMed. Ascend Laboratories, LLC. October 2013. Archived from the original on 2 December 2013. Retrieved 26 November 2013.

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[GG-1] Brunton, L; Chabner, B; Knollman, B (2010). Goodman and Gilman's The Pharmacological Basis of Therapeutics (12th ed.). McGraw Hill Professional. ISBN 978-0071624428.

[Medscape-2] 2.0 ^2.1 "quetiapine (Rx) - Seroquel, Seroquel XR". Medscape Reference. WebMD. Archived from the original on 20 October 2013. Retrieved 11 October 2013.

[EMC-3] 3.0 ^3.1 ^3.2 "Quetiapine 25 mg film-coated tablets - Summary of Product Characteristics". electronic Medicines Compendium. Sandoz. January 2013. Archived from the original on 20 October 2013. Retrieved 20 October 2013.

[DD-4] 4.0 ^4.1 Truven Health Analytics, Inc. DrugPoint System (Internet) [cited 2013 Sep 18]. Greenwood Village, CO: Thomsen Healthcare; 2013.

[DM-5] "QUETIAPINE FUMARATE tablet QUETIAPINE FUMARATE (quetiapine fumarate ) tablet [Ascend Laboratories, LLC]". DailyMed. Ascend Laboratories, LLC. October 2013. Archived from the original on 2 December 2013. Retrieved 26 November 2013.

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Clinical data


Pronunciation	/kwɪˈtaɪ.əpiːn/ kwi-TY-ə-peen
Trade names	Seroquel, Temprolide, others
AHFS/Drugs.com	Monograph
MedlinePlus	a698019
License data	US FDA: Quetiapine
Pregnancy category	AU: B3
Routes of administration	By mouth
ATC code	N05AH04 (WHO)
Legal status
Legal status	AU: S4 (Prescription only) CA: ℞-only UK: POM (Prescription only) US: ℞-only
Pharmacokinetic data
Bioavailability	100%^[2]
Protein binding	83%^[3]
Metabolism	Liver via CYP3A4-catalysed sulfoxidation to its active metabolite norquetiapine (N-desalkylquetiapine)^[1]
Elimination half-life	7 hours (parent compound); 9–12 hours (active metabolite, norquetiapine)^[3]^[4]
Excretion	Kidney (73%), faeces (20%)^[2]^[3]^[4]^[5]
Identifiers
IUPAC name 2-(2-(4-Dibenzo[b,f][1,4]thiazepine-11-yl-1-piperazinyl)ethoxy)ethanol
CAS Number	111974-69-7^Y
PubChem CID	5002
IUPHAR/BPS	50
DrugBank	DB01224^Y
ChemSpider	4827^Y
UNII	BGL0JSY5SI
KEGG	D08456^Y
ChEBI	CHEBI:8707^Y
ChEMBL	ChEMBL716^Y
ECHA InfoCard	100.131.193
Chemical and physical data
Formula	C₂₁H₂₅N₃O₂S
Molar mass	383.5099 g/mol
3D model (JSmol)	Interactive image
Solubility in water	3.29 mg/mL (20 °C)
SMILES N\1=C(\c3c(Sc2c/1cccc2)cccc3)N4CCN(CCOCCO)CC4
InChI InChI=1S/C21H25N3O2S/c25-14-16-26-15-13-23-9-11-24(12-10-23)21-17-5-1-3-7-19(17)27-20-8-4-2-6-18(20)22-21/h1-8,25H,9-16H2^Y Key:URKOMYMAXPYINW-UHFFFAOYSA-N^Y
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