A typical antipsychotic
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Acetophenazine (maleate)

Item No. 34415

Technical Information
Formal Name
1-[10-[3-[4-(2-hydroxyethyl)-1-piperazinyl]propyl]-10H-phenothiazin-2-yl]-ethanone, dimaleate
CAS Number
5714-00-1
Synonyms
  • NSC 70600
  • NSC 169180
Molecular Formula
C23H29N3O2S • 2C4H4O4
Formula Weight
Purity
≥98%
Formulation
A solid
DMF: 30 mg/mlDMSO: 30 mg/mlPBS (pH 7.2): 1 mg/ml
λmax
244, 279 nm
SMILES
OC(/C=C\C(O)=O)=O.OCCN(CC1)CCN1CCCN2C3=CC(C(C)=O)=CC=C3SC4=CC=CC=C42.OC(/C=C\C(O)=O)=O
InChi Code
InChI=1S/C23H29N3O2S.2C4H4O4/c1-18(28)19-7-8-23-21(17-19)26(20-5-2-3-6-22(20)29-23)10-4-9-24-11-13-25(14-12-24)15-16-27;2*5-3(6)1-2-4(7)8/h2-3,5-8,17,27H,4,9-16H2,1H3;2*1-2H,(H,5,6)(H,7,8)/b;2*2-1-
InChi Key
NUKVZKPNSKJGBK-SPIKMXEPSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Acetophenazine is a typical antipsychotic that binds to the serotonin (5-HT) receptor subtypes 5-HT6 and 5-HT7 and the androgen receptor (Kis = 72, 2.4, and 800 nM, respectively).1,2 Acetophenazine also inhibits the binding of the sigma receptor agonist SKF 10047 (Ki = 36 nM) and the dopamine D2-selective antagonist spiperone (IC50 = 17 nM) to guinea pig brain membranes.3 It increases the duration of fighting and the latency to submission in mice.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Roth, B.L., Craigo, S.C., Choudhary, M.S., et alBinding of typical and atypical antipsychotic agents to 5-hydroxytryptamine-6 and 5-hydroxytryptamine-7 receptors. J. Pharmacol. Exp. Ther. 268(3), 1403-1410 (1994).

    2. Bisson, W.H., Cheltsov, A.V., Bruey-Sedano, N., et alDiscovery of antiandrogen activity of nonsteroidal scaffolds of marketed drugs. Proc. Natl. Acad. Sci. USA 104(29), 11927-11932 (2007).

    3. Tam, S.W., and Cook, L. σ opiates and certain antipsychotic drugs mutually inhibit (+)-[3H] SKF 10,047 and [3H]haloperidol binding in guinea pig brain membranes. Proc. Natl. Acad. Sci. USA 81(17), 5618-5621 (1984).

    4. Knight, W.R., Holtz, J.R., and Sprogis, G.R. Acetophenazine and fighting behavior in mice. Science 141(3583), 830-831 (1963).