• Source: Thioproperazine

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. Majeptil is available in 10 mg tablets.




Side effects


Common

Extrapyramidal symptoms
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

Agranulocytosis
Neuroleptic Malignant Syndrome (NMS)
Sudden cardiac death
Torsades de pointes
Elderly individuals with dementia-related psychosis treated with antipsychotic medication are at an increased risk of death compared to individuals not receiving antipsychotics.




Drug interactions


Medications for allergies (e.g., Benadryl diphenhydramine), certain medications for sleep (e.g., lorazepam, zopiclone), certain medications for pain (e.g., fentanyl), and Antiparkinson medications can increase the sedative effect of thioproperazine and can be potentially dangerous when used together.




Synthesis



Thioether formation between 2-Aminothiophenol (1) and 4-Chloro-N,N-Dimethyl-3-Nitrobenzenesulfonamide [137-47-3] (2) gives 4-(2-aminophenyl)sulfanyl-N,N-dimethyl-3-nitrobenzenesulfonamide [5510-56-5] (3). Sandmeyer reaction with cuprous bromide [7787-70-4] gave 4-[(2-Bromophenyl)-thio]-N,N'-dimethyl-3-nitro-benzenesulfonamide [5510-58-7] (4). Bechamp reduction gave 3-Amino-4-((2-bromophenyl)thio)-N,N-dimethylbenzenesulphonamide [5592-64-3] (5). Goldberg reaction completed the formation of the phenothiazine ring and gave N,N-dimethyl-10H-phenothiazine-2-sulfonamide [1090-78-4] (6). Attachment of the sidechain by sodamide reaction with 1-(3-Chloropropyl)-4-Methylpiperazine [104-16-5] (7) completes the synthesis of Thioproperazine (8), respectively.




References

Kata Kunci Pencarian:

• Thioproperazine
• List of drugs: Tf–Th
• Tiotixene
• Ketamine
• LSD
• L-DOPA
• Brazilian Controlled Drugs and Substances Act
• Promethazine
• Aripiprazole
• Amitriptyline