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

• ChemBase ID: 3532
• Molecular Formular: C23H25ClN2
• Molecular Mass: 364.911
• Monoisotopic Mass: 364.17062649
• SMILES: CN(C)c1ccc(cc1)/C(=C\1/C=CC(=[N+](C)C)C=C1)/c1ccccc1.[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](phenyl)methylidene}-N,N-dimethylcyclohexa-2,5-dien-1-iminium chloride
• IUPAC Traditional name: malachite green chloride; @malachite green chloride
• Synonyms: Malachite Green; CHINA GREEN; VICTORIA GREEN G; N-[4-[[4-(Dimethylamino)phenyl]phenylmethylene]-2,5-cyclohexadien-1-ylidene]-N-methylmethanaminium Chloride; Astra Malachite Green; Astra Malachite Green B; Astra Malachite Green BXX; Basonyl Green 830; Basonyl Green NB 832; Benzal Green; Victoria Green; Aniline green; Basic green 4; Diamond green B; Victoria green B; Malachite Green solution; N,N,N′,N′-Tetramethyl-4,4′-diaminotriphenylcarbenium chloride; Malachite Green; Malachite Green chloride; 孔雀绿 溶液; N,N,N′,N′-四甲基-4,4′-二氨基三苯基碳正离子氯化物; 孔雀石绿; 碱性绿 4; 孔雀石绿氯化物

Database IDs

• CAS Number: 569-64-2; 2437-29-8
• EC Number: 209-322-8
• MDL Number: MFCD00011751
• Beilstein Number: 3580148
• PubChem SID: 160966971; 46505481
• PubChem CID: 11294; 11295
• ATC CODE: QP53AX16
• CHEMBL: 186357
• Chemspider ID: 10820
• Unique Ingredient Identifier: 12058M7ORO
• Wikipedia Title: Malachite_green
• Color Index Number: 42000

CALCULATED PROPERTIES

JChem

• 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: 41.071583 Å^3
• Polar Surface Area: 6.25 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.25
• LOG S: -5.42
• Solubility (Water): 1.38e-03 g/l

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Dark Green Solid
• Melting Point: 158-160°C

Safety Information

• Storage Condition: Refrigerator
• RTECS: BQ1180000
• European Hazard Symbols: Nature polluting (N); Harmful (Xn)
• UN Number: 2811
• German water hazard class: 2; 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 52/53; 63-22-41-50/53
• Safety Statements: 26-36/37-39-46-60-61; 61
• GHS Pictograms: GHS05; GHS07; GHS08; GHS09
• GHS Signal Word: Danger
• GHS Hazard statements: H302-H318-H361d-H410; H412
• GHS Precautionary statements: P273; P273-P280-P305 + P351 + P338-P501
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves; Eyeshields, Gloves
• RID/ADR: UN 2811 6.1/PG 3

Product Information

• Purity: ≥96.0% (HPLC)
• Grade: analytical standard; for microscopy
• Shelf Life: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C23H25ClN2

DETAILS

MP Biomedicals - 05219864

MP Biomedicals Rare Chemical collection

MP Biomedicals - 05212214

MP Biomedicals Rare Chemical collection

DrugBank - DB03895

Drug information: experimental

Sigma Aldrich - 38978

Components
CompositionMalachite green 10 g/l, in water (oxalate form is used)
Application
Staining of bacterial spores according to Schaeffer and Fulton; Pappenheim stain when combined with Gram′s stain
General description
Malachite Green is used for bacterial spore staining by Schaeffer and Fulton`s method. It can also be used in place of methyl green in the Pappenheim stain, when combined with the Gram stain.

Toronto Research Chemicals - M110400

A 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)