An internal standard for the quantification of quetiapine
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Quetiapine-d8 (fumarate)

Item No. 32946

Technical Information
Formal Name
2-[2-(4-dibenzo[b,f][1,4]thiazepin-11-yl-1-piperazinyl-d8)ethoxy]-ethanol, 2E-butenedioate
CAS Number
1185247-12-4
Molecular Formula
C21H17D8N3O2S • C4H4O4
Formula Weight
Purity
≥99% deuterated forms (d1-d8)
Formulation
A solid
DMF: solubleDMSO: solubleMethanol: soluble
SMILES
OC(/C=C/C(O)=O)=O.OCCOCCN(C([2H])([2H])C1([2H])[2H])C([2H])([2H])C([2H])([2H])N1C2=NC(C=CC=C3)=C3SC4=C2C=CC=C4
InChi Code
InChI=1S/C21H25N3O2S.C4H4O4/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;5-3(6)1-2-4(7)8/h1-8,25H,9-16H2;1-2H,(H,5,6)(H,7,8)/b;2-1+/i9D2,10D2,11D2,12D2;
InChi Key
VRHJBWUIWQOFLF-SMODUGIXSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    Product Description

    Quetiapine-d8 is intended for use as an internal standard for the quantification of quetiapine (Item No. 14152) by GC- or LC-MS. Quetiapine is an atypical, second generation antipsychotic compound.1,2,3 It has effects at multiple receptors, antagonizing dopamine D1, D2, and D3 receptors (Kis = 994, 379, and 340 nM, respectively), serotonin 5-HT1A, 5-HT2A, and 5-HT7 receptors (Kis = 394, 118, and 307 nM, respectively), and α1A, α1B, and α2C adrenergic receptors (Kis = 22, 15, and 29 nM, respectively).4,5 Quetiapine also potently antagonizes the histamine H1 receptor (Ki = 11 nM).5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Seeman, P. Atypical antipsychotics: Mechanism of action. Can. J. Psychiatry 47(1), 27-38 (2002).

    2. Rummel-Kluge, C., Komossa, K., Schwarz, S., et alSecond-generation antipsychotic drugs and extrapyramidal side effects: A systematic review and meta-analysis of head-to-head comparisons. Schizophr. Bull. 38(1), 167-177 (2012).

    3. Cerejeira, J., and Mukaetova-Ladinska, E.B. A clinical update on delirium: From early recognition to effective management. Nurs. Res. Pract. 875196 (2011).

    4. Richelson, E., and Souder, T. Binding of antipsychotic drugs to human brain receptors: Focus on newer generation compounds. Life Sci. 68(1), 29-39 (2000).

    5. Kroeze, W.K., Hufeisen, S.J., Popadak, B.A., et alH1-histamine receptor affinity predicts short-term weight gain for typical and atypical antipsychotic drugs. Neuropsychopharmacology 28(3), 519-526 (2003).