MedKoo Cat#: 592137 | Name: Leucomalachite green
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Leucomalachite green is used in detecting latent bloodstains and in the forensic field because of convenience and cost/time-effectiveness.

Chemical Structure

Leucomalachite green
Leucomalachite green
CAS#129-73-7

Theoretical Analysis

MedKoo Cat#: 592137

Name: Leucomalachite green

CAS#: 129-73-7

Chemical Formula: C23H26N2

Exact Mass: 330.2096

Molecular Weight: 220.48

Elemental Analysis: C, 83.59; H, 7.93; N, 8.48

Price and Availability

Size Price Availability Quantity
1g USD 250.00 2 Weeks
5g USD 550.00 2 Weeks
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Synonym
Leucomalachite green; NSC 36379; NSC-36379; NSC36379
IUPAC/Chemical Name
Aniline, 4,4'-benzylidenebis(N,N-dimethyl- (8CI)
InChi Key
WZKXBGJNNCGHIC-UHFFFAOYSA-N
InChi Code
InChI=1S/C23H26N2/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/h5-17,23H,1-4H3
SMILES Code
CN(C)C1=CC=C(C(C2=CC=C(N(C)C)C=C2)C3=CC=CC=C3)C=C1
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
More Info
Product Data
Biological target:
Leucomalachite green is a triphenylmethane dye used to detect blood.
In vitro activity:
At week 4, BNF (β-naphthoflavone) and LMG (leucomalachite green) increased cell proliferation together with hepatotoxicity, while CRB did not. Reference: Exp Toxicol Pathol. 2016 Aug;68(7):399-408. https://pubmed.ncbi.nlm.nih.gov/27402199/
In vivo activity:
Thus, rats were repeatedly administered with hepatocarcinogens (methapyrilene, carbadox and thioacetamide), a marginal hepatocarcinogen (leucomalachite green), hepatocarcinogenic promoters (oxfendazole and β-naphthoflavone) or non-carcinogenic hepatotoxicants (promethazine and acetaminophen) for 7, 28 or 90 days, and the temporal changes in cell proliferation, expression of G1/S and spindle checkpoint-related molecules, and apoptosis were examined using immunohistochemistry and/or real-time RT-PCR analysis. All hepatocarcinogens and the marginally hepatocarcinogenic leucomalachite green induced Mdm2 upregulation or increase in the number of phosphorylated MDM2(+) cells from day 28, irrespective of the lack of cell proliferation facilitation by some compounds. Reference: J Toxicol Sci. 2015 Dec;40(6):855-71. https://pubmed.ncbi.nlm.nih.gov/26558467/
Solvent mg/mL mM
Solubility
DMSO 100.0 453.57
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 220.48 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
1. Kimura M, Mizukami S, Watanabe Y, Onda N, Yoshida T, Shibutani M. Aberrant cell cycle regulation in rat liver cells induced by post-initiation treatment with hepatocarcinogens/hepatocarcinogenic tumor promoters. Exp Toxicol Pathol. 2016 Aug;68(7):399-408. doi: 10.1016/j.etp.2016.06.002. Epub 2016 Jul 9. PMID: 27402199. 2. Vennemann M, Scott G, Curran L, Bittner F, Tobe SS. Sensitivity and specificity of presumptive tests for blood, saliva and semen. Forensic Sci Med Pathol. 2014 Mar;10(1):69-75. doi: 10.1007/s12024-013-9515-6. Epub 2014 Jan 18. PMID: 24443142. 3. Kimura M, Mizukami S, Watanabe Y, Hasegawa-Baba Y, Onda N, Yoshida T, Shibutani M. Disruption of spindle checkpoint function ahead of facilitation of cell proliferation by repeated administration of hepatocarcinogens in rats. J Toxicol Sci. 2015 Dec;40(6):855-71. doi: 10.2131/jts.40.855. PMID: 26558467. 4. Mittelstaedt RA, Mei N, Webb PJ, Shaddock JG, Dobrovolsky VN, McGarrity LJ, Morris SM, Chen T, Beland FA, Greenlees KJ, Heflich RH. Genotoxicity of malachite green and leucomalachite green in female Big Blue B6C3F1 mice. Mutat Res. 2004 Jul 11;561(1-2):127-38. doi: 10.1016/j.mrgentox.2004.04.003. PMID: 15238237.
In vitro protocol:
1. Kimura M, Mizukami S, Watanabe Y, Onda N, Yoshida T, Shibutani M. Aberrant cell cycle regulation in rat liver cells induced by post-initiation treatment with hepatocarcinogens/hepatocarcinogenic tumor promoters. Exp Toxicol Pathol. 2016 Aug;68(7):399-408. doi: 10.1016/j.etp.2016.06.002. Epub 2016 Jul 9. PMID: 27402199. 2. Vennemann M, Scott G, Curran L, Bittner F, Tobe SS. Sensitivity and specificity of presumptive tests for blood, saliva and semen. Forensic Sci Med Pathol. 2014 Mar;10(1):69-75. doi: 10.1007/s12024-013-9515-6. Epub 2014 Jan 18. PMID: 24443142.
In vivo protocol:
1. Kimura M, Mizukami S, Watanabe Y, Hasegawa-Baba Y, Onda N, Yoshida T, Shibutani M. Disruption of spindle checkpoint function ahead of facilitation of cell proliferation by repeated administration of hepatocarcinogens in rats. J Toxicol Sci. 2015 Dec;40(6):855-71. doi: 10.2131/jts.40.855. PMID: 26558467. 2. Mittelstaedt RA, Mei N, Webb PJ, Shaddock JG, Dobrovolsky VN, McGarrity LJ, Morris SM, Chen T, Beland FA, Greenlees KJ, Heflich RH. Genotoxicity of malachite green and leucomalachite green in female Big Blue B6C3F1 mice. Mutat Res. 2004 Jul 11;561(1-2):127-38. doi: 10.1016/j.mrgentox.2004.04.003. PMID: 15238237.
1: Nebbia C, Girolami F, Carletti M, Gasco L, Zoccarato I, Giuliano Albo A. In vitro interactions of malachite green and leucomalachite green with hepatic drug-metabolizing enzyme systems in the rainbow trout (Onchorhyncus mykiss). Toxicol Lett. 2017 Oct 5;280:41-47. doi: 10.1016/j.toxlet.2017.07.900. Epub 2017 Aug 9. PubMed PMID: 28802653. 2: Lee H, Park MJ, Sun SH, Choi DH, Lee YH, Park KW, Chun BW. Ascorbic acid and vitamin C-containing beverages delay the leucomalachite green reaction to detect latent bloodstains. Leg Med (Tokyo). 2016 Nov;23:79-85. doi: 10.1016/j.legalmed.2016.10.003. Epub 2016 Oct 13. PubMed PMID: 27890109. 3: Wang F, Wang H, Shen Y, Li Y, Dong JX, Xu Z, Yang J, Sun Y, Xiao Z. Bispecific Monoclonal Antibody-based Multi-analyte ELISA for Furaltadone Metabolite, Malachite Green and Leucomalachite Green in Aquatic Products. J Agric Food Chem. 2016 Oct 5. [Epub ahead of print] PubMed PMID: 27706938. 4: Zhu D, Li Q, Pang X, Liu Y, Wang X, Chen G. A sensitive electrochemical impedance immunosensor for determination of malachite green and leucomalachite green in the aqueous environment. Anal Bioanal Chem. 2016 Aug;408(20):5593-600. doi: 10.1007/s00216-016-9660-3. Epub 2016 Jun 8. PubMed PMID: 27277811. 5: Zhao J, Wei D, Yang Y. Magnetic solid-phase extraction for determination of the total malachite green, gentian violet and leucomalachite green, leucogentian violet in aquaculture water by high-performance liquid chromatography with fluorescence detection. J Sep Sci. 2016 Jun;39(12):2347-55. doi: 10.1002/jssc.201501363. Epub 2016 May 31. PubMed PMID: 27120413. 6: Ju S, Deng J, Cheng J, Xiao N, Huang K, Hu C, Zhao H, Xie J, Zhan X. Determination of leucomalachite green, leucocrystal violet and their chromic forms using excitation-emission matrix fluorescence coupled with second-order calibration after dispersive liquid-liquid microextraction. Food Chem. 2015 Oct 15;185:479-87. doi: 10.1016/j.foodchem.2015.02.149. Epub 2015 Apr 9. PubMed PMID: 25952896. 7: Zhang Y, Yu W, Pei L, Lai K, Rasco BA, Huang Y. Rapid analysis of malachite green and leucomalachite green in fish muscles with surface-enhanced resonance Raman scattering. Food Chem. 2015 Feb 15;169:80-4. doi: 10.1016/j.foodchem.2014.07.129. Epub 2014 Aug 7. PubMed PMID: 25236201. 8: Dong JX, Xu C, Wang H, Xiao ZL, Gee SJ, Li ZF, Wang F, Wu WJ, Shen YD, Yang JY, Sun YM, Hammock BD. Enhanced sensitive immunoassay: noncompetitive phage anti-immune complex assay for the determination of malachite green and leucomalachite green. J Agric Food Chem. 2014 Aug 27;62(34):8752-8. doi: 10.1021/jf5019824. Epub 2014 Aug 18. PubMed PMID: 25077381; PubMed Central PMCID: PMC4150606. 9: Zhu C, Wei J, Dong X, Guo Z, Liu M, Liang X. Fast analysis of malachite green, leucomalachite green, crystal violet and leucocrystal violet in fish tissue based on a modified QuEChERS procedure. Se Pu. 2014 Apr;32(4):419-25. PubMed PMID: 25069333. 10: Chu YL, Chimeddulam D, Sheen LY, Wu KY. Probabilistic risk assessment of exposure to leucomalachite green residues from fish products. Food Chem Toxicol. 2013 Dec;62:770-6. doi: 10.1016/j.fct.2013.10.002. Epub 2013 Oct 16. PubMed PMID: 24140969. 11: Hashimoto JC, Paschoal JA, Queiroz SC, Ferracini VL, Assalin MR, Reyes FG. A simple method for the determination of malachite green and leucomalachite green residues in fish by a modified QuEChERS extraction and LC/MS/MS. J AOAC Int. 2012 May-Jun;95(3):913-22. PubMed PMID: 22816282. 12: Ascari J, Dracz S, Santos FA, Lima JA, Diniz MH, Vargas EA. Validation of an LC-MS/MS method for malachite green (MG), leucomalachite green (LMG), crystal violet (CV) and leucocrystal violet (LCV) residues in fish and shrimp. Food Addit Contam Part A Chem Anal Control Expo Risk Assess. 2012;29(4):602-8. doi: 10.1080/19440049.2011.653695. Epub 2012 Feb 10. PubMed PMID: 22325002. 13: Wan H, Weng S, Liang L, Lu Q, He J. Evaluation of the developmental toxicity of leucomalachite green administered orally to rats. Food Chem Toxicol. 2011 Dec;49(12):3031-7. doi: 10.1016/j.fct.2011.10.003. Epub 2011 Oct 7. PubMed PMID: 22005260. 14: Singh G, Koerner T, Gelinas JM, Abbott M, Brady B, Huet AC, Charlier C, Delahaut P, Godefroy SB. Design and characterization of a direct ELISA for the detection and quantification of leucomalachite green. Food Addit Contam Part A Chem Anal Control Expo Risk Assess. 2011 Jun;28(6):731-9. doi: 10.1080/19440049.2011.567360. PubMed PMID: 21623496; PubMed Central PMCID: PMC3118533. 15: Stead SL, Ashwin H, Johnston B, Dallas A, Kazakov SA, Tarbin JA, Sharman M, Kay J, Keely BJ. An RNA-aptamer-based assay for the detection and analysis of malachite green and leucomalachite green residues in fish tissue. Anal Chem. 2010 Apr 1;82(7):2652-60. doi: 10.1021/ac902226v. Erratum in: Anal Chem. 2010 Jul 1;82(13):5915. Dallas, Anne [added]; Kazakov, Sergei A [added]. PubMed PMID: 20201504. 16: Renwick A, Leblanc JC, Setzer RW. Application of the margin of exposure (MOE) approach to substances in food that are genotoxic and carcinogenic. Example: leucomalachite green. Food Chem Toxicol. 2010 Jan;48 Suppl 1:S75-80. doi: 10.1016/j.fct.2009.09.025. Epub 2009 Sep 26. Review. PubMed PMID: 19786059. 17: Wong YC, Cheung TC. Performance assessment for determining malachite green and leucomalachite green in swamp eel (Monopterus albus) muscle using assigned reference values in a proficiency test. Food Addit Contam Part A Chem Anal Control Expo Risk Assess. 2009 Nov;26(11):1472-81. doi: 10.1080/02652030903179772. PubMed PMID: 19711218. 18: Hall Z, Hopley C, O'Connor G. High accuracy determination of malachite green and leucomalachite green in salmon tissue by exact matching isotope dilution mass spectrometry. J Chromatogr B Analyt Technol Biomed Life Sci. 2008 Oct 15;874(1-2):95-100. doi: 10.1016/j.jchromb.2008.09.006. Epub 2008 Sep 11. PubMed PMID: 18818128. 19: Mitrowska K, Posyniak A, Zmudzki J. Determination of malachite green and leucomalachite green residues in water using liquid chromatography with visible and fluorescence detection and confirmation by tandem mass spectrometry. J Chromatogr A. 2008 Oct 17;1207(1-2):94-100. doi: 10.1016/j.chroma.2008.08.028. Epub 2008 Aug 14. PubMed PMID: 18771774. 20: Long C, Mai Z, Zhu B, Zou X, Gao Y, Huang X. New oxidant used for the post-column derivatization determination of Malachite Green and Leucomalachite Green residues in cultured aquatic products by high-performance liquid chromatography. J Chromatogr A. 2008 Aug 29;1203(1):21-6. doi: 10.1016/j.chroma.2008.07.029. Epub 2008 Jul 16. PubMed PMID: 18656886.