An internal standard for the quantification of amisulpride
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Unlabeled Version(s)
14619Amisulpride
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Amisulpride-d5

Item No. 30075

Technical Information
Formal Name
4-amino-N-[[1-(ethyl-1,1,2,2,2-d5)-2-pyrrolidinyl]methyl]-5-(ethylsulfonyl)-2-methoxy-benzamide
CAS Number
1216626-17-3
Molecular Formula
C17H22D5N3O4S
Formula Weight
Purity
≥99% deuterated forms (d1-d5)
Formulation
A solid
Chloroform: slightly solubleMethanol: slightly soluble
SMILES
O=S(C1=CC(C(NCC2N(C([2H])([2H])C([2H])([2H])[2H])CCC2)=O)=C(OC)C=C1N)(CC)=O
InChi Code
InChI=1S/C17H27N3O4S/c1-4-20-8-6-7-12(20)11-19-17(21)13-9-16(25(22,23)5-2)14(18)10-15(13)24-3/h9-10,12H,4-8,11,18H2,1-3H3,(H,19,21)/i1D3,4D2
InChi Key
NTJOBXMMWNYJFB-SGEUAGPISA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Amisulpride-d5 is intended for use as an internal standard for the quantification of amisulpride (Item No. 14619) by GC- or LC-MS. Amisulpride is a dopamine D2 and D3 receptor antagonist (Kis = 3 and 3.5 nM, respectively).1 It is also an antagonist of the serotonin (5-HT) receptor subtypes 5-HT2B, 5-HT7, and 5-HT7A (Kis = 13, 11.5, and 135.5 nM, respectively). It is selective for these receptors over a panel of 39 additional receptors, ion channels, and transporters (Kis = >1,000 nM for all). Amisulpride increases 7-OH-DPAT-induced decreases in dopamine and acetylcholine release in electrically stimulated rat striatal slices (EC50s = 2.2 and 1.2 nM, respectively).2 It increases the levels of dopamine and the dopamine metabolite 3,4-dihydroxyphenylacetic acid (DOPAC) in rat striatum and nucleus accumbens when administered intraperitoneally at a dose of 10 mg/kg. Amisulpride decreases immobility time in the forced swim test in rats, as well as reduces stress-induced decreases in sucrose consumption in a rat model of depression induced by chronic mild stress.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Abbas, A.I., Hedlund, P.B., Huang, X.P., et alAmisulpride is a potent 5-HT7 antagonist: Relevance for antidepressant actions in vivo. Psychopharmacology (Berl.) 205(1), 119-128 (2009).

    2. Schoemaker, H., Claustre, Y., Fage, D., et alNeurochemical characteristics of amisulpride, an atypical dopamine D2/D3 receptor antagonist with both presynaptic and limbic selectivity. J. Pharmacol. Exp. Ther. 280(1), 83-97 (1997).

    3. Papp, M., and Wieronska, J. Antidepressant-like activity of amisulpride in two animal models of depression. J. Psychopharmacol. 14(1), 46-52 (2000).