7-(dimethylamino)-N,N-dimethyl-3H-phenothiazin-3-iminium hydrate chloride

• ChemBase ID: 134064
• Molecular Formular: C16H20ClN3OS
• Molecular Mass: 337.8675
• Monoisotopic Mass: 337.10156096
• SMILES: CN(C)c1ccc2c(c1)sc1cc(=[N+](C)C)ccc1n2.O.[Cl-]
• Canonical SMILES: CN(c1ccc2c(c1)sc1c(n2)ccc(=[N+](C)C)c1)C.O.[Cl-]
• InChI: InChI=1S/C16H18N3S.ClH.H2O/c1-18(2)11-5-7-13-15(9-11)20-16-10-12(19(3)4)6-8-14(16)17-13;;/h5-10H,1-4H3;1H;1H2/q+1;;/p-1
• InChIKey: WQVSELLRAGBDLX-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-(dimethylamino)-N,N-dimethyl-3H-phenothiazin-3-iminium hydrate chloride
• IUPAC Traditional name: 7-(dimethylamino)-N,N-dimethylphenothiazin-3-iminium hydrate chloride
• Synonyms: Methylene Blue hydrate; Methylthionini chloridum; Methylene Blue hydrate; Methylene Blue zinc chloride double salt; Basic Blue 9; Methylene Blue zinc chloride double salt monohydrate; 亚甲蓝 水合物; 亚甲蓝 水合物; 亚甲蓝 氯化锌复盐

Database IDs

• CAS Number: 122965-43-9; 699015-83-3; 26283-09-0
• EC Number: 200-515-2
• MDL Number: MFCD00150006
• Beilstein Number: 3839953; 3599847
• PubChem SID: 24896909; 162228341; 24856866; 24897375; 24854019; 24896923; 24884890; 24859649; 24884893; 24859651
• PubChem CID: 16211647
• Color Index Number: 52015

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): -0.6216443
• LogD (pH = 7.4): -0.61979914
• Log P: -0.6197756
• Molar Refractivity: 103.881 cm^3
• Polarizability: 32.736115 Å^3
• Polar Surface Area: 18.61 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: C.I.No: 52015; S. No.: 1038
• Absorption Wavelength: λmax 661 nm; λmax 664 nm

Safety Information

• European Hazard Symbols: Harmful (Xn)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 22; 22-36
• Safety Statements: 26
• GHS Pictograms: GHS06; GHS07
• GHS Signal Word: Danger; Warning
• GHS Hazard statements: H301-H319; H302
• GHS Precautionary statements: P301 + P310-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves; dust mask type N95 (US), Eyeshields, Gloves
• RID/ADR: UN 2811 6.1/PG 3

Product Information

• Purity: (IR spectrum consistent with structure); ≥95% (calc. to the dried substance); ≥96%; ≥96% (calc. to the dried substance)
• Grade: for microscopy; for microscopy (Bact., Bot., Hist.); puriss.; Reag. Ph. Eur.
• Suitability: complies for TLC; complies for UV spectrum; suitable for blood stain; suitable for nucleic acid staining
• Ignition Residue: ≤1% (as SO4)
• Impurities: ~1 mol/mol water; ≤0.5% insoluble in ethanol; ≤1% insoluble in ethanol
• Loss on Drying: ≤22% loss on drying, 105 °C
• Quality: meets analytical specification of BP 73
• Empirical Formula (Hill Notation): C16H18ClN3S · 0.5ZnCl2 · H2O; C16H18ClN3S · 0.5ZnCl2 · xH2O; C16H18ClN3S · xH2O

DETAILS

Sigma Aldrich - M4159

Features and Benefits
An alternative to ethidium bromide for staining nucleic acids in gels. Although sensitivity is two- to five-fold less, it offers several advantages:
• less hazardous
• gels can be viewed in visible light
• photographic documentation does not require a darkroom
• no UV-induced DNA damage
• stained gels can be stored several days with little loss of band sharpness or intensity
• destaining time only 30 min for polyacrylamide gels or overnight for agarose gels

Sigma Aldrich - M44907

Packaging
100, 500 g in glass bottle

Sigma Aldrich - 32723

General description
Visit our Titration Center to learn more.