Prochlorperazine mesilateProduct ingredient for Prochlorperazine
- Name
- Prochlorperazine mesilate
- Drug Entry
- Prochlorperazine
Prochlorperazine, also known as compazine, is a piperazine phenothiazine and first-generation antipsychotic drug that is used for the treatment of severe nausea and vomiting, as well as short-term management of psychotic disorders such as generalized non-psychotic anxiety and schizophrenia.Label It mainly works by depressing the chemoreceptor trigger zone and blocking D2 dopamine receptors in the brain. It was shown to also block histaminergic, cholinergic and noradrenergic receptors.9 Prochlorperazine was first developed in the 1950s 11 and was first approved by the FDA in 1956. Although newer antiemetic agents such as 5-HT3 antagonists are more heavily promoted, prochlorperazine is still widely used in nausea and vomiting.10
- Accession Number
- DBSALT003068
- Structure
Structure for Prochlorperazine mesilate (DBSALT003068)
- Synonyms
- Prochlorperazine dimesylate / Prochlorperazine dimethanesulfonate / Prochlorperazine mesilate / Prochlorperazine mesylate / Prochlorperazine methanesulfonate
- External IDs
- 257-495-3
- UNII
- 531SH87H9N
- CAS Number
- 51888-09-6
- Weight
- Average: 566.14
Monoisotopic: 565.114177 - Chemical Formula
- C22H32ClN3O6S3
- InChI Key
- BTOOUKJFDLARFG-UHFFFAOYSA-N
- InChI
- InChI=1S/C20H24ClN3S.2CH4O3S/c1-22-11-13-23(14-12-22)9-4-10-24-17-5-2-3-6-19(17)25-20-8-7-16(21)15-18(20)24;2*1-5(2,3)4/h2-3,5-8,15H,4,9-14H2,1H3;2*1H3,(H,2,3,4)
- IUPAC Name
- 2-chloro-10-[3-(4-methylpiperazin-1-yl)propyl]-10H-phenothiazine; bis(methanesulfonic acid)
- SMILES
- CS(O)(=O)=O.CS(O)(=O)=O.CN1CCN(CCCN2C3=C(SC4=C2C=C(Cl)C=C4)C=CC=C3)CC1
- External Links
- KEGG Compound
- C13524
- ChemSpider
- 111875
- ChEBI
- 34932
- Wikipedia
- Prochlorperazine
- Predicted Properties
Property Value Source Water Solubility 0.011 mg/mL ALOGPS logP 4.67 ALOGPS logP 4.38 Chemaxon logS -4.5 ALOGPS pKa (Strongest Basic) 7.99 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 3 Chemaxon Hydrogen Donor Count 0 Chemaxon Polar Surface Area 9.72 Å2 Chemaxon Rotatable Bond Count 4 Chemaxon Refractivity 109.81 m3·mol-1 Chemaxon Polarizability 41.24 Å3 Chemaxon Number of Rings 4 Chemaxon Bioavailability 1 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule Yes Chemaxon MDDR-like Rule No Chemaxon