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

• ChemBase ID: 128361
• Molecular Formular: C16H18ClN3S
• Molecular Mass: 319.85222
• Monoisotopic Mass: 319.09099627
• SMILES: CN(C)c1ccc2c(c1)sc1cc(=[N+](C)C)ccc1n2.[Cl-]
• Canonical SMILES: CN(c1ccc2c(c1)sc1c(n2)ccc(=[N+](C)C)c1)C.[Cl-]
• InChI: InChI=1S/C16H18N3S.ClH/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/q+1;/p-1
• InChIKey: CXKWCBBOMKCUKX-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-(dimethylamino)-N,N-dimethyl-3H-phenothiazin-3-iminium chloride
• IUPAC Traditional name: 7-(dimethylamino)-N,N-dimethylphenothiazin-3-iminium chloride
• Synonyms: Methylene blue; Methylene Blue solution; Loeffler’s alkaline methylene blue stain solution; Methylene Blue - potassium hydroxide solution; Methylene Blue solution alkaline according to Loeffler; Ehrlich’s reagent III; Loeffler’s Methylene Blue; Methylene Blue – potassium hydroxide solution; Methylene Blue trihydrate; Methylene Blue; 亚甲蓝 溶液; Methylene Blue solution alkaline according to Loeffler; 亚甲蓝 三水合物; 亚甲基兰

Database IDs

• CAS Number: 61-73-4; 7220-79-3
• EC Number: 231-791-2; 200-515-2
• MDL Number: MFCD00012111
• Beilstein Number: 3641570; 3599847
• PubChem SID: 24858888; 24884898; 162222669; 24850898
• PubChem CID: 6099
• CHEBI ID: 6872
• ATC CODE: V03AB17; V04CG05
• CHEMBL: 405110
• Chemspider ID: 5874
• Unique Ingredient Identifier: 8NAP7826UB
• Wikipedia Title: Methylene_blue
• 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: Liquid
• Melting Point: 100-110 °C (with decomposition); 190 °C (dec.)(lit.)
• Boiling Point: Decomposes
• Flash Point: 113 °F; 14 °C; 29 °C; 45 °C; 57.2 °F; 84.2 °F
• Density: 0.98 g/mL at 25 °C
• Refractive Index: n20/D 1.347
• Absorption Wavelength: λmax 665 nm

Safety Information

• European Hazard Symbols: Flammable (F); Harmful (Xn)
• UN Number: 1170; 1993
• German water hazard class: 2; 3
• Hazard Class: 3
• Packing Group: 2; 3
• Risk Statements: 10; 11; 22
• Safety Statements: 16
• TSCA Listed: 是
• GHS Pictograms: GHS02; GHS07
• GHS Signal Word: Danger; Warning
• GHS Hazard statements: H225; H226; H302
• GHS Precautionary statements: P210
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves; Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter; Eyeshields, Gloves
• RID/ADR: UN 1170 3/PG 2; UN 1993 3/PG 3

Product Information

• Purity: ≥98.5%; 1% w/v aq. soln.
• Concentration: ~0.5 % (w/v) in H2O; 0.05 wt. % in H2O; 1.4 % (w/v) in 95% ethanol
• Grade: for microbiology; for microscopy; JIS special grade
• Compostion: dye (C.I.No. 52015), 0.3 % (w/v) (in ethanol:0.1% aqueous KOH 3:10)
• Suitability: suitable for bacterial staining
• Clinical: for in vitro diagnostic use
• Shelf Life: (limited shelf life, expiry date on the label); (limited; expiry date on the label)
• Quality Level: IVD
• Empirical Formula (Hill Notation): C16H18ClN3S; C16H18ClN3S · 3H2O

DETAILS

Sigma Aldrich - 77515

Components
Composition:methylene blue 0.3 gethanol 30 mlwater 100 ml
Application
Loefflers Methylene Blue stain is used for the identification of diphteria bacilli, since it differentiates the deeply staining metachromatic granules from the pale blue-staining cytoplasm.

Sigma Aldrich - 66725

Other Notes
Prepared according to Clark1

Sigma Aldrich - 50484

Components
reagent contains:methylene blue 0.5 gdistilled water 100 ml
General description
Methylene Blue was earlier recognized as a good nuclear stain, the staining solutions are always either aged or alkalized, if not both. More importantly it is an excellent stain for ribonucleic acid, which is the important stainable constituent of bacterial bodies, of lymphocyte and hemoportoal cytoplasm, and of nerve cell tigroid granules. It can also be employed in capsule stain. The capsule stain begins as a negative stain leaving the organisms colorless. The capsule are clearly seen as halo surrounding the bacterial cell. Another staining procedure is performed with nigrosin (Fluka 43925).

Sigma Aldrich - 1808

Application
Used as a nuclear counterstain in the various Lymphocyte Enzyme kits, Procedure No. 181

Sigma Aldrich - 19-3240

Suitability
bacterial staining

Sigma Aldrich - 319112

Packaging
100 mL in glass bottle