4-{bis[4-(dimethylamino)phenyl]methylidene}-N,N-bis(2H3)methylcyclohexa-2,5-dien-1-iminium chloride

• ChemBase ID: 169215
• Molecular Formular: C25H30ClN3
• Molecular Mass: 407.9788
• Monoisotopic Mass: 407.21282566
• SMILES: c1(/C(=C/2\C=CC(=[N+](C)C)C=C2)/c2ccc(cc2)N(C)C)ccc(cc1)N(C)C.[Cl-]
• Canonical SMILES: C[N+](=C1C=C/C(=C(/c2ccc(cc2)N(C)C)\c2ccc(cc2)N(C)C)/C=C1)C.[Cl-]
• InChI: InChI=1S/C25H30N3.ClH/c1-26(2)22-13-7-19(8-14-22)25(20-9-15-23(16-10-20)27(3)4)21-11-17-24(18-12-21)28(5)6;/h7-18H,1-6H3;1H/q+1;/p-1
• InChIKey: ZXJXZNDDNMQXFV-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{bis[4-(dimethylamino)phenyl]methylidene}-N,N-bis(^2H₃)methylcyclohexa-2,5-dien-1-iminium chloride
• IUPAC Traditional name: 4-{bis[4-(dimethylamino)phenyl]methylidene}-N,N-bis(^2H₃)methylcyclohexa-2,5-dien-1-iminium chloride
• Synonyms: N-[4-[Bis[4-(dimethylamino)phenyl]methylene]-2,5-cyclohexadien-1-ylidene]-N-methylmethanaminium Chloride-d6; Adergon-d6; Basic Violet 3-d6; Crystal Violet Chloride-d6; Crystal Violet-d6; Gentersal-d6; Meroxyl-d6; Oxiuran-d6; Oxycolor-d6; Oxyozyl-d6; Violet CP-d6; Violet XXIII-d6; Gentian Violet-d6

Database IDs

• PubChem SID: 162263347
• PubChem CID: 71316868

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.3081571
• LogD (pH = 7.4): 1.3943535
• Log P: 1.3955112
• Molar Refractivity: 146.0039 cm^3
• Polarizability: 45.870586 Å^3
• Polar Surface Area: 9.49 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - G362502

Labelled Gentian Violet. Anti-infective (topical). Has been used as anthelmintic (Nematodes).

REFERENCES

• Hodge, H.C., et al.: Toxicol. Appl. Pharmacol., 22, 1 (1972)
• Docampo, R., et al.: Drug Metab. Rev., 22, 161 (1972)