Thioproperazine

Thioproperazine
Names
Preferred IUPAC name
N,N-Dimethyl-10-[3-(4-methylpiperazin-1-yl)propyl]-10H-phenothiazine-2-carboxamide
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.005.695
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KEGG
PubChem CID
UNII
InChI
  • InChI=1S/C22H30N4O2S2/c1-23(2)30(27,28)18-9-10-22-20(17-18)26(19-7-4-5-8-21(19)29-22)12-6-11-25-15-13-24(3)14-16-25/h4-5,7-10,17H,6,11-16H2,1-3H3 checkY
    Key: VZYCZNZBPPHOFY-UHFFFAOYSA-N checkY
  • InChI=1/C22H30N4O2S2/c1-23(2)30(27,28)18-9-10-22-20(17-18)26(19-7-4-5-8-21(19)29-22)12-6-11-25-15-13-24(3)14-16-25/h4-5,7-10,17H,6,11-16H2,1-3H3
    Key: VZYCZNZBPPHOFY-UHFFFAOYAJ
SMILES
  • CN1CCN(CC1)CCCN2C3=CC=CC=C3SC4=C2C=C(C=C4)S(=O)(=O)N(C)C
Properties
Chemical formula
 C22H30N4O2S2
Molar mass 446.6292 g/mol
Pharmacology
N05AB08 (WHO)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Thioproperazine, sold under the brand name Majeptil, is a typical antipsychotic of the phenothiazine group which is used as a tranquilizer, antiemetic, sedative, and in the treatment of schizophrenia and manic phase of bipolar disorder.[1][2][3][4] Majeptil is available in 10 mg tablets.[5]

Side effects

Common[6]

  • Abnormal movements (extrapyramidal symptoms)
  • Changes in monthly menstrual cycle (amenorrhea)
  • Decreased sexual interest and/or function
  • Swelling of breasts and milk production in males and females
  • Difficulty sleeping
  • Constipation
  • Reduced amount of urine
  • Dizziness
  • Drowsiness
  • Dry mouth
  • Nausea
  • Headache
  • Weight changes

Rare but potentially serious adverse effects

  • Decrease in white blood cell count (agranulocytosis)
  • Neuroleptic Malignant Syndrome (NMS)
  • Sudden cardiac death (heart attack)
  • Torsades de pointes (serious heart arrhythmia)

Elderly individuals with dementia-related psychosis treated with antipsychotic medication are at an increased risk of death compared to individuals not receiving antipsychotics.

 Drug interaction

Medications for allergies (e.g., Benadryl [diphenhydramine], certain medications for sleep (e.g., lorazepam, zopiclone), certain medications for pain (e.g., fentanyl), Antiparkinson medications.

References

  1. ↑ Index Nominum 2000: International Drug Directory. Taylor & Francis. 2000. pp. 1019–. ISBN 978-3-88763-075-1.
  2. ↑ Morton IK, Hall JM (6 December 2012). Concise Dictionary of Pharmacological Agents: Properties and Synonyms. Springer Science & Business Media. pp. 272–. ISBN 978-94-011-4439-1.
  3. ↑ "Phenothiazines (Systemic)". Drugs.com.
  4. ↑ "Thioproperazine - Oral". Retrieved 2018-09-16.
  5. ↑ "Thioproperazine". www.drugbank.ca. Retrieved 2018-09-16.
  6. ↑ "Schizophrenia Society of Ontario - Majeptil (thioproperazine)". www.schizophrenia.on.ca. Retrieved 2018-09-16.



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