3-amino-7-(diethylamino)-5-phenyl-5λ5,10-phenazin-5-ylium chloride

• ChemBase ID: 104336
• Molecular Formular: C22H23ClN4
• Molecular Mass: 378.89782
• Monoisotopic Mass: 378.16112444
• SMILES: [Cl-].CCN(CC)c1cc2[n+](c3ccccc3)c3cc(N)ccc3nc2cc1
• Canonical SMILES: CCN(c1ccc2c(c1)[n+](c1ccccc1)c1c(n2)ccc(c1)N)CC.[Cl-]
• InChI: InChI=1S/C22H22N4.ClH/c1-3-25(4-2)18-11-13-20-22(15-18)26(17-8-6-5-7-9-17)21-14-16(23)10-12-19(21)24-20;/h5-15,23H,3-4H2,1-2H3;1H
• InChIKey: MOVNSGGBTSIUGX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-amino-7-(diethylamino)-5-phenyl-5λ^5,10-phenazin-5-ylium chloride; 3-amino-7-(diethylamino)-5-phenyl-5$l^{5},10-phenazin-5-ylium chloride
• IUPAC Traditional name: 3-amino-7-(diethylamino)-5-phenyl-5λ^5,10-phenazin-5-ylium chloride; 3-amino-7-(diethylamino)-5-phenyl-5$l^{5},10-phenazin-5-ylium chloride
• Synonyms: 3-Amino-7-(diethylamino)-5-phenyl phenazinium chloride; 3-Amino-7-(diethylamino)-5-phenylphenazinium chloride; Methylene Violet 3RAX; C.I. 50206; 3-Amino-7-[diethylamino]-5-phenyl phenazium chloride; N,N-Diethylphenosafranine; METHYLENE VIOLET 3RAX

Database IDs

• CAS Number: 4569-86-2
• MDL Number: MFCD00013433
• PubChem SID: 24858600; 162092761
• PubChem CID: 2733867
• Color Index Number: 50206

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.4350569
• LogD (pH = 7.4): 1.4364041
• Log P: 1.4364214
• Molar Refractivity: 118.5341 cm^3
• Polarizability: 43.89388 Å^3
• Polar Surface Area: 46.03 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 285 °C (dec.)(lit.); 285°C (decomposes)
• Absorption Wavelength: λmax 557 nm

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: Dye Content ~90%
• Compostion: Dye content, 90%
• Empirical Formula (Hill Notation): C22H23ClN4

DETAILS

MP Biomedicals - 02155537

C.I. 50206 (3-Amino-7-[diethylamino]-5-phenyl phenazinium chloride) Dye content: ~ 90% For supravital staining of lymphocyte mitochondria.

Sigma Aldrich - 307505

Packaging
1, 5 g in glass bottle

REFERENCES

• Biochem. Biophys. Acta, 11: 980 (1953).