bis((2Z)-but-2-enedioic acid); 2-chloro-10-[3-(4-methylpiperazin-1-yl)propyl]-10H-phenothiazine

• ChemBase ID: 132879
• Molecular Formular: C28H32ClN3O8S
• Molecular Mass: 606.08698
• Monoisotopic Mass: 605.15986368
• SMILES: CN1CCN(CC1)CCCN1c2c(ccc(c2)Cl)Sc2c1cccc2.C(=C\C(=O)O)\C(=O)O.C(=C\C(=O)O)\C(=O)O
• Canonical SMILES: CN1CCN(CC1)CCCN1c2ccccc2Sc2c1cc(Cl)cc2.OC(=O)/C=C\C(=O)O.OC(=O)/C=C\C(=O)O
• InChI: InChI=1S/C20H24ClN3S.2C4H4O4/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*5-3(6)1-2-4(7)8/h2-3,5-8,15H,4,9-14H2,1H3;2*1-2H,(H,5,6)(H,7,8)/b;2*2-1-
• InChIKey: DSKIOWHQLUWFLG-SPIKMXEPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: bis((2Z)-but-2-enedioic acid); 2-chloro-10-[3-(4-methylpiperazin-1-yl)propyl]-10H-phenothiazine
• IUPAC Traditional name: compro; bis(maleic acid)
• Synonyms: prochlorperazine dimaleate; Prochlorperazine dimaleate salt

Database IDs

• CAS Number: 1984-2-6; 84-02-6
• EC Number: 201-511-3
• MDL Number: MFCD00069330
• PubChem SID: 24277926; 162227156
• PubChem CID: 5281032

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 1.5868546
• LogD (pH = 7.4): 3.352362
• Log P: 4.3821197
• Molar Refractivity: 109.8064 cm^3
• Polarizability: 42.294575 Å^3
• Polar Surface Area: 9.72 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: soluble2.3 mg/mL; H2O: slightly soluble0.3 mg/mL; methanol: soluble

Safety Information

• RTECS: SO3150000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22
• Safety Statements: 36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H332
• GHS Precautionary statements: P280
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Pharmacology Properties

• Target: Others
• Gene Information: human ... DRD2(1813)

Product Information

• Salt Data: dimaleate

DETAILS

Sigma Aldrich - P9178

Biochem/physiol Actions
Phenothiazine antipsychotic; D2 dopamine receptor antagonist; antispasmodic