![]() | |
Clinical data | |
---|---|
Trade names | Majeptil |
ATC code | |
Legal status | |
Legal status | |
Identifiers | |
| |
CAS Number | |
PubChemCID | |
DrugBank | |
ChemSpider | |
UNII | |
KEGG | |
ChEBI | |
ChEMBL | |
CompTox Dashboard(EPA) | |
ECHA InfoCard | 100.005.695![]() |
Chemical and physical data | |
Formula | C22H30N4O2S2 |
Molar mass | 446.63 g·mol−1 |
3D model (JSmol) | |
| |
|
Thioproperazine, sold under the brand nameMajeptil, is atypical antipsychotic of thephenothiazine group which is used as atranquilizer,antiemetic,sedative, and in the treatment ofschizophrenia andmanic phase ofbipolar disorder.[2][3][4][5] Majeptil is available in 10 mg tablets.[6]
Common[7]
Rare but potentially serious adverse effects
Elderly individuals withdementia-relatedpsychosis treated withantipsychotic medication are at an increased risk of death compared to individuals not receiving antipsychotics.
Medications for allergies (e.g.,Benadryldiphenhydramine), certain medications for sleep (e.g.,lorazepam,zopiclone), certain medications for pain (e.g.,fentanyl), andAntiparkinson medications can increase the sedative effect of thioproperazine and can be potentially dangerous when used together.
Thioether formation between2-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 withcuprous 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.