An internal standard for the quantification of chlorpromazine
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Chlorpromazine-d6 (hydrochloride)

Item No. 25636

Technical Information
Formal Name
2-chloro-N,N-di(methyl-d3)-10H-phenothiazine-10-propanamine, monohydrochloride
CAS Number
1228182-46-4
Synonyms
  • CPZ-d6
Molecular Formula
C17H13ClD6N2S • HCl
Formula Weight
Purity
≥99% deuterated forms (d1-d6)
Formulation
A solid
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/mlPBS (pH 7.2): 10 mg/ml
SMILES
ClC1=CC=C(SC(C=CC=C2)=C2N3CCCN(C([2H])([2H])[2H])C([2H])([2H])[2H])C3=C1.Cl
InChi Code
InChI=1S/C17H19ClN2S.ClH/c1-19(2)10-5-11-20-14-6-3-4-7-16(14)21-17-9-8-13(18)12-15(17)20;/h3-4,6-9,12H,5,10-11H2,1-2H3;1H/i1D3,2D3;
InChi Key
FBSMERQALIEGJT-TXHXQZCNSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Chlorpromazine-d6 (CPZ-d6) is intended for use as an internal standard for the quantification of CPZ (Item No. 16129) by GC- or LC-MS. CPZ is a typical antipsychotic and an antagonist of dopamine D2, D3, and D4 receptors (Kis = 0.66, 0.84, and 1.2 nM, respectively) as well as the serotonin (5-HT) receptor subtype 5-HT2A (Ki = 1.8 nM).1,2 It is also an antagonist of histamine H1, α1A-, α2B-, and α2C-adrenergic, and M3 muscarinic acetylcholine receptors (Kis = 6, 0.28, 27, 46, and 47 nM, respectively).3 CPZ (10 mg/kg per day) increases latency to find the platform in a repealed acquisition water maze task and decreases vertical activity and stereotypic movements in the open field test in rats.4 CPZ (0.3, 1, and 3 mg/kg, s.c.) also reduces emesis induced by cisplatin (Item No. 13119) in dogs.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Seeman, P., and Tallerico, T. Antipsychotic drugs which elicit little or no Parkinsonism bind more loosely than dopamine to brain D2 receptors, yet occupy high levels of these receptors. Mol. Psychiatry 3(2), 123-134 (1998).

    2. Seeman, P., Corbett, R., and Van Tol, H.H. Atypical neuroleptics have low affinity for dopamine D2 receptors or are selective for D4 receptors. Neuropsychopharmacology 16(2), 93-110 (1997).

    3. 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).

    4. Terry, A.V., Jr., Warner, S.E., Vandenhuerk, L., et alNegative effects of chronic oral chlorpromazine and olanzapine treatment on the performance of tasks designed to assess spatial learning and working memory in rats. Neuroscience 156(4), 1005-1016 (2008).

    5. Gylys, J.A., Doran, K.M., and Buyniski, J.P. Antagonism of cisplatin induced emesis in the dog. Res. Commun. Chem. Pathol. Pharmacol. 23(1), 61-68 (1979).