(2E)-but-2-enedioic acid; N,N-dimethyl-10-{3-[4-(2H3)methylpiperazin-1-yl]propyl}-10H-phenothiazine-2-sulfonamide

• ChemBase ID: 178549
• Molecular Formular: C26H34N4O6S2
• Molecular Mass: 562.70136
• Monoisotopic Mass: 562.19197683
• SMILES: C(=C\C(=O)O)/C(=O)O.c1ccc2c(c1)N(c1c(S2)ccc(c1)S(=O)(=O)N(C)C)CCCN1CCN(CC1)C
• Canonical SMILES: CN1CCN(CC1)CCCN1c2ccccc2Sc2c1cc(cc2)S(=O)(=O)N(C)C.OC(=O)/C=C/C(=O)O
• InChI: InChI=1S/C22H30N4O2S2.C4H4O4/c1-23(2)30(27,28)18-9-10-22-20(17-18)26(19-7-4-5-8-21(19)29-22)12-6-11-25-15-13-24(3)14-16-25;5-3(6)1-2-4(7)8/h4-5,7-10,17H,6,11-16H2,1-3H3;1-2H,(H,5,6)(H,7,8)/b;2-1+
• InChIKey: XGRCABNQKDMXQR-WLHGVMLRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E)-but-2-enedioic acid; N,N-dimethyl-10-{3-[4-(^2H₃)methylpiperazin-1-yl]propyl}-10H-phenothiazine-2-sulfonamide
• IUPAC Traditional name: N,N-dimethyl-10-{3-[4-(^2H₃)methylpiperazin-1-yl]propyl}phenothiazine-2-sulfonamide; fumaric acid
• Synonyms: N,N-Dimethyl-10-[3-(4-methyl-d3-1-piperazinyl)propyl]-10H-phenothiazine-2-sulfonamide Difumarate; Cephalmin-d3 Difumarate; RP 7843-d3; SKF 5883-d3; Sulfenazin-d3 Difumarate; Thioperazine-d3 Difumarate; Tioproperazin-d3 Difumarate; Thioproperazine-d3 Difumarate

Database IDs

• PubChem SID: 164234459
• PubChem CID: 71752526

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 0.055762142
• LogD (pH = 7.4): 1.823456
• Log P: 2.831458
• Molar Refractivity: 126.9529 cm^3
• Polarizability: 49.376232 Å^3
• Polar Surface Area: 47.1 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - T344822

Labelled Thioproperazine (T344820). Antipsychotic, antiemetic.

REFERENCES

• Schafer, E.W., et al.: Toxicol. Appl. Pharmacol., 21, 315 (1972)
• Politi, L., et al.: Clin. Chim. Acta., 386, 46 (1972)