A triphenylmethane dye
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Malachite Green (chloride)

Item No. 37395

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[4-[[4-(dimethylamino)phenyl]phenylmethylene]-2,5-cyclohexadien-1-ylidene]-N-methyl-methanaminium, monochloride
CAS Number
569-64-2
Synonyms
  • Basic Green 4
  • C.I. 4200
  • C.I. 42000
Molecular Formula
C23H25N2 • Cl
Formula Weight
364.9
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 1 mg/mlDMSO: 1 mg/mlEthanol: 0.5 mg/mlPBS (pH 7.2): 0.25 mg/ml
λmax
622 nm
SMILES
CN(C)C(C=C1)=CC=C1/C(C2=CC=CC=C2)=C3C=C/C(C=C/3)=[N+](C)/C.[Cl-]
InChi Code
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
InChi Key
FDZZZRQASAIRJF-UHFFFAOYSA-M
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    Malachite green is a triphenylmethane dye.1 It inhibits the proliferation of HEp-2 human larynx cells (IC50 = 2.06 µM). Malachite green is cytotoxic to HEp-2 cells and Caco-2 human colorectal adenocarcinoma cells (IC50s = 2.03 and 13.8 µM, respectively). It reduces fungal infection in, and increases hatching rates of, rainbow trout eggs when used at a concentration of 2 µg/ml for 60 minutes twice a week.2 Malachite green has been used as a biochemical indicator dye for titrations, pH indicators, and counterstains in histology applications.3,4,5 Formulations containing malachite green have been used in the textile and pigment industries as dyes.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Stammati, A., Nebbia, C., De Angelis, I., et al. Effects of malachite green (MG) and its major metabolite, leucomalachite green (LMG), in two human cell lines. Toxicol. In Vitro 19(7), 853-858 (2005).

    2. Kitancharoen, N., Yamamoto, A., and Hatai, K. Effects of sodium chloride, hydrogen peroxide and malachite green on fungal infection in rainbow trout eggs. Biocontrol Sci. 3(2), 113-115 (1998).

    3. Tuthill, S.M., Kolling, O.W., and Roberts, K.H. Photometric and visual titration of certain alkaloids in glacial acetic acid using malachite green as indicator. Anal. Chem. 32(12), 1678-1681 (1960).

    4. Decnop-Weever, L.G., and Kraak, J.C. Determination of sulphite in wines by gas-diffusion flow injection analysis utilizing spectrophotometric pH-detection. Analytica Chimica Acta 337, 125-131 (1997).

    5. Dutton, R.J., Bitton, G., and Koopman, B. Malachite green-INT (MINT) method for determining active bacteria in sewage. Appl. Environ. Microbiol. 46(6), 1263-1267 (1983).