Ziprasidone hydrochlorideProduct ingredient for Ziprasidone
- Name
- Ziprasidone hydrochloride
- Drug Entry
- Ziprasidone
Disorders such as schizophrenia and bipolar disorder can significantly impair mood, cognition, and behavior.6 These mental illnesses can often be accompanied by comorbidities such as depression and substance abuse, and can significantly impact the quality of life of patients and caregivers.6 Luckily, several treatment options for psychotic disorders have been introduced to market since the realization of chlorpromazine's antipsychotic properties in 1952.6
Second generation antipsychotics (commonly referred to as atypical antipsychotics) include clozapine, quetiapine, olanzapine, aripiprazole and ziprasidone among others, and are generally thought to be as efficacious as first generation antipsychotics but differ in their adverse effect profiles.6,7 First generation antipsychotics are associated with extrapyramidal adverse effects while atypical antipsychotics are linked to weight gain, impaired glucose tolerance and metabolic syndrome.7,8
Ziprasidone is used to treat schizophrenia and bipolar disorder.5 It can effectively reduce the rate and time of relapses in schizophrenia, and can be used to treat manic episodes in bipolar disorder although the mechanism of action is unknown.5 Although ziprasidone is classified as an atypical antipsychotic, it appears to have a lower incidence of metabolic adverse effects compared to other medications in the same class.6
- Accession Number
- DBSALT000810
- Structure
- Synonyms
- Ziprasidone HCl / Ziprasidone hydrochloride / Ziprasidone hydrochloride monohydrate
- External IDs
- CP-88,059-1
- UNII
- 216X081ORU
- CAS Number
- 138982-67-9
- Weight
- Average: 467.41
Monoisotopic: 466.0997026 - Chemical Formula
- C21H24Cl2N4O2S
- InChI Key
- ZCBZSCBNOOIHFP-UHFFFAOYSA-N
- InChI
- InChI=1S/C21H21ClN4OS.ClH.H2O/c22-17-13-18-15(12-20(27)23-18)11-14(17)5-6-25-7-9-26(10-8-25)21-16-3-1-2-4-19(16)28-24-21;;/h1-4,11,13H,5-10,12H2,(H,23,27);1H;1H2
- IUPAC Name
- 5-{2-[4-(1,2-benzothiazol-3-yl)piperazin-1-yl]ethyl}-6-chloro-2,3-dihydro-1H-indol-2-one hydrate hydrochloride
- SMILES
- O.Cl.ClC1=C(CCN2CCN(CC2)C2=NSC3=CC=CC=C23)C=C2CC(=O)NC2=C1
- External Links
- PubChem Compound
- 60853
- ChemSpider
- 54840
- ChEBI
- 32314
- ChEMBL
- CHEMBL1375743
- Wikipedia
- Ziprasidone
- Predicted Properties
Property Value Source Water Solubility 0.00718 mg/mL ALOGPS logP 4.64 ALOGPS logP 4.3 Chemaxon logS -4.8 ALOGPS pKa (Strongest Acidic) 12.21 Chemaxon pKa (Strongest Basic) 7.09 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 4 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 48.47 Å2 Chemaxon Rotatable Bond Count 4 Chemaxon Refractivity 116.72 m3·mol-1 Chemaxon Polarizability 44.44 Å3 Chemaxon Number of Rings 5 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon