MedKoo Cat#: 591481 | Name: Butaperazine

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Butaperazine (Repoise, Tyrylen) is a typical antipsychotic of the phenothiazine class.

Chemical Structure

Butaperazine
Butaperazine
CAS#653-03-2 (free base)

Theoretical Analysis

MedKoo Cat#: 591481

Name: Butaperazine

CAS#: 653-03-2 (free base)

Chemical Formula: C24H31N33OS

Exact Mass: 409.2188

Molecular Weight: 409.59

Elemental Analysis: C, 70.38; H, 7.63; N, 10.26; O, 3.91; S, 7.83

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Synonym
Butaperazine; Bayer 1362; Butaperazina; Butyrylperazine; Butyrylyperazine
IUPAC/Chemical Name
1-Butanone, 1-(10-(3-(4-methyl-1-piperazinyl)propyl)-10H-phenothiazin-2-yl)-
InChi Key
DVLBYTMYSMAKHP-UHFFFAOYSA-N
InChi Code
InChI=1S/C24H31N3OS/c1-3-7-22(28)19-10-11-24-21(18-19)27(20-8-4-5-9-23(20)29-24)13-6-12-26-16-14-25(2)15-17-26/h4-5,8-11,18H,3,6-7,12-17H2,1-2H3
SMILES Code
CCCC(C(C=C1N2CCCN3CCN(C)CC3)=CC=C1SC4=C2C=CC=C4)=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 409.59 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Samara MT, Cao H, Helfer B, Davis JM, Leucht S. Chlorpromazine versus every other antipsychotic for schizophrenia: a systematic review and meta-analysis challenging the dogma of equal efficacy of antipsychotic drugs. Eur Neuropsychopharmacol. 2014 Jul;24(7):1046-55. doi: 10.1016/j.euroneuro.2014.03.012. Epub 2014 Apr 4. Review. PubMed PMID: 24766970. 2: Masti SP, Seetharamappa J, Melwanki MB, Motohashi N. Spectrophotometric determination of cerium(IV) using a phenothiazine derivative. Anal Sci. 2002 Feb;18(2):167-9. PubMed PMID: 11874120. 3: Melwanki MB, Seetharamappa J, Masti SP. Spectrophotometric determination of vanadium(V) in minerals, steels, soil and biological samples using phenothiazine derivatives. Anal Sci. 2001 Aug;17(8):979-82. PubMed PMID: 11708104. 4: Wenzel U, Bekemeier H. [Automatic, electronic determination of resting time in small laboratory animals and the effect of psychopharmaceuticals]. Pharmazie. 1991 Jul;46(7):528-30. German. PubMed PMID: 1784614. 5: Mosnaim AD, Wolf ME. Administration of butaperazine and plasma methionine-enkephalin levels in schizophrenic and affective disorder patients with tardive dyskinesia. J Clin Psychopharmacol. 1988 Aug;8(4 Suppl):27S-30S. PubMed PMID: 2906066. 6: Rockland LH. Neuroleptic blood levels and clinical response. Can J Psychiatry. 1986 May;31(4):299-303. PubMed PMID: 2871920. 7: Hergert I, Hecht HF, Peinhardt G. [Butaperazine blood level determination by radioimmunoassay following oral application of Tyrylen drug forms]. Pharmazie. 1986 Apr;41(4):289. German. PubMed PMID: 2873598. 8: Oelssner W Jr, Peinhardt G, Büge A. [The affinity of aromatic fluoride derivatives of phenothiazine neuroleptics to spiroperidol binding sites of dopamine receptors by the radioligand technic in vitro]. Pharmazie. 1985 May;40(5):341-2. German. PubMed PMID: 2863832. 9: Simpson GM, Yadalam K. Blood levels of neuroleptics: state of the art. J Clin Psychiatry. 1985 May;46(5 Pt 2):22-8. Review. PubMed PMID: 2859277. 10: Wolf ME, Javaid JI, Mosnaim AD, Davis JM. Butaperazine pharmacokinetics in tardive dyskinesia. Biopharm Drug Dispos. 1985 Apr-Jun;6(2):223-7. PubMed PMID: 2860932. 11: Ho BT, Smith RC, Kralik P, Allen R, Schoolar J, Khan M, DeJohn C. Effects of neuroleptics on platelet monoamine oxidase activity. Biol Psychiatry. 1982 Aug;17(8):885-95. PubMed PMID: 6126230. 12: Dahl SG. Active metabolites of neuroleptic drugs: possible contribution to therapeutic and toxic effects. Ther Drug Monit. 1982;4(1):33-40. Review. PubMed PMID: 6122292. 13: Kolbe H, Clow A, Jenner P, Marsden CD. Neuroleptic-induced acute dystonic reactions may be due to enhanced dopamine release on to supersensitive postsynaptic receptors. Neurology. 1981 Apr;31(4):434-9. PubMed PMID: 6111766. 14: Dekirmenjian H, Javaid JI, Liskevych U, Davis JM. Determination of butaperazine in plasma and red blood cells by fluorometry. Anal Biochem. 1980 Jun;105(1):6-13. PubMed PMID: 6108731. 15: Casper R, Garver DL, Dekirmenjian H, Chang S, Davis JM. Phenothiazine levels in plasma and red blood cells. Their relationship to clinical improvement in schizophrenia. Arch Gen Psychiatry. 1980 Mar;37(3):301-5. PubMed PMID: 6102458. 16: Bekemeier H, Krause E. [The neuroleptic efficiency of some butyrophenone and fluorinated phenothiazine derivatives (author's transl)]. Pharmazie. 1980;35(10):634-7. German. PubMed PMID: 6109310. 17: Kala H, Wendorff D, Moldenhauer H. [On the manufacture and testing of butaperazine matrix tablets with silicone varnish NH 30 as a structural substance (author's transl)]. Pharmazie. 1980;35(7):418-23. German. PubMed PMID: 6106210. 18: Kala H, Wendorff D, Moldenhauer H. [Studies on the solubility and the distribution behaviour of butaperazine dihydrogen maleate (author's transl)]. Pharmazie. 1980;34(5-6):306-10. German. PubMed PMID: 6106207. 19: Javaid JI, Dekirmenjian H, Liskevych U, Davis JM. Determination of butaperazine in biological fluids by gas chromatography using nitrogen specific detection system. J Chromatogr Sci. 1979 Dec;17(12):666-70. PubMed PMID: 43334. 20: Smith RC, Crayton J, Dekirmenjian H, Klass D, Davis JM. Blood levels of neuroleptic drugs in nonresponding chronic schizophrenic patients. Arch Gen Psychiatry. 1979 May;36(5):579-84. PubMed PMID: 35115.