(2Z)-but-2-enedioic acid; 1-{10-[3-(dimethylamino)propyl]-10H-phenothiazin-2-yl}ethan-1-one

• ChemBase ID: 158842
• Molecular Formular: C23H26N2O5S
• Molecular Mass: 442.52794
• Monoisotopic Mass: 442.15624294
• SMILES: c1cccc2c1N(c1c(S2)ccc(c1)C(=O)C)CCCN(C)C.C(=C\C(=O)O)\C(=O)O
• Canonical SMILES: OC(=O)/C=C\C(=O)O.CN(CCCN1c2ccccc2Sc2c1cc(cc2)C(=O)C)C
• InChI: InChI=1S/C19H22N2OS.C4H4O4/c1-14(22)15-9-10-19-17(13-15)21(12-6-11-20(2)3)16-7-4-5-8-18(16)23-19;5-3(6)1-2-4(7)8/h4-5,7-10,13H,6,11-12H2,1-3H3;1-2H,(H,5,6)(H,7,8)/b;2-1-
• InChIKey: FQRHOOHLUYHMGG-BTJKTKAUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2Z)-but-2-enedioic acid; 1-{10-[3-(dimethylamino)propyl]-10H-phenothiazin-2-yl}ethan-1-one
• IUPAC Traditional name: Ace; maleic acid
• Synonyms: 1-[10-[3-(Dimethylamino)propyl]-10H-phenothiazin-2-yl]ethanone (2Z)-2-Butenedioate; 10-[3-(Dimethylamino)propyl]phenothiazin-2-yl Methyl Ketone Maleate; Acepran; Acepromazine Monomaleate; Acetylpromazine Maleate; Anatran; Atravet; Calmivet; Calmo Neosan; NSC 264522; Notensil; Notenzil; Plegicil; Sedalin; Soprontin; Acepromazine Maleate

Database IDs

• CAS Number: 3598-37-6
• PubChem SID: 162252977
• PubChem CID: 6420038

CALCULATED PROPERTIES

• Acid pKa: 16.055948
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 0.6094632
• LogD (pH = 7.4): 2.3599155
• Log P: 3.488603
• Molar Refractivity: 99.3543 cm^3
• Polarizability: 37.856915 Å^3
• Polar Surface Area: 23.55 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Yellow Solid
• Melting Point: 135-136°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - A130900

A tranquilizer.

REFERENCES

• Wirth, W., et al.: Arch. Int. Pharmacodyn, 123, 78 (1959)
• Dyson, H., et al.: Can.Vet. J., 33, 462 (1959)