4-{[4-(dimethylamino)phenyl](2H5)phenylmethylidene}-N,N-dimethylcyclohexa-2,5-dien-1-iminium chloride

• ChemBase ID: 172473
• Molecular Formular: C23H25ClN2
• Molecular Mass: 364.911
• Monoisotopic Mass: 364.17062649
• SMILES: C1=C/C(=C(/c2ccc(cc2)N(C)C)\c2ccccc2)/C=CC1=[N+](C)C.[Cl-]
• Canonical SMILES: C[N+](=C1C=C/C(=C(/c2ccc(cc2)N(C)C)\c2ccccc2)/C=C1)C.[Cl-]
• InChI: InChI=1S/C23H25N2.ClH/c1-24(2)21-14-10-19(11-15-21)23(18-8-6-5-7-9-18)20-12-16-22(17-13-20)25(3)4;/h5-17H,1-4H3;1H/q+1;/p-1
• InChIKey: FDZZZRQASAIRJF-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{[4-(dimethylamino)phenyl](^2H₅)phenylmethylidene}-N,N-dimethylcyclohexa-2,5-dien-1-iminium chloride
• IUPAC Traditional name: 4-{[4-(dimethylamino)phenyl](^2H₅)phenylmethylidene}-N,N-dimethylcyclohexa-2,5-dien-1-iminium chloride
• Synonyms: N-[4-[[4-(Dimethylamino)phenyl]phenyl-d5-methylene]-2,5-cyclohexadien-1-ylidene]-N-methylmethanaminium Chloride; Aniline Green-d5; Astra Malachite Green-d5; Astra Malachite Green B-d5; Astra Malachite Green BXX-d5; Basic Green 4-d5; Basonyl Green 830-d5; Basonyl Green NB 832-d5; Benzal Green-d5; Victoria Green-d5; Malachite Green-d5

Database IDs

• PubChem SID: 164228383
• PubChem CID: 46782096

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 1.2445621
• LogD (pH = 7.4): 1.2868999
• Log P: 1.2874672
• Molar Refractivity: 131.5753 cm^3
• Polarizability: 41.095253 Å^3
• Polar Surface Area: 6.25 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M110402

A labelled triphenylmethane dye with fungicidal and limited antiseptic activity. The term Malachine green applies to the oxalate as well as the chloride. Harmful if swallowed. Avoid release to the environment.

REFERENCES

• Carter, S.G., et al.: J. Biochem. Biophys. Methods, 7, 7 (1982)
• Saikan, S., et al.: J. Chem. Phys., 79, 4154 (1982)
• Clemmensen, S., et al.: Arch. Toxicol., 56, 43 (1982)