62758-13-8

Basic information

• Product Name: Resazurin sodium salt
• Synonyms: 3H-Phenoxazin-3-one,7-hydroxy-,10-oxide,sodiumsalt;resazurin,sodiumderivative;DIAZORESORCINOL;DIAZORESORCINOL, SODIUM SALT;7-HYDROXY-3H-PHENOXAZIN-3-ONE-10-OXIDE SODIUM SALT;7-HYDROXY-3H-PHENOXAZIN-3-ONE-N-OXIDE SODIUM SALT;REZAZURIN;REZAZURIN SODIUM SALT
• CAS NO: 62758-13-8
• Molecular Formula: C₁₂H₆NO₄*Na
• Molecular Weight: 251.17
• EINECS: 263-718-5
• Product Categories: Analytical Chemistry;Indicator (pH);pH Indicators;Pyridines;Phenoxazine
• Mol File: 62758-13-8.mol
• Article Data: 0

Chemical Properties

• Melting Point: >250℃
• Boiling Point: 477.2 °C at 760 mmHg
• Flash Point: 242.4 °C
• Appearance: Dark green to black/powder
• Vapor Pressure: 9.94E-10mmHg at 25°C
• Storage Temp.: Store at RT.
• Solubility: H2O: soluble
• PKA: 6.71(at 25℃)
• Water Solubility: soluble
• Stability: Stable. Incompatible with strong oxidizing agents.
• Merck: 14,8141
• BRN: 3794971
• CAS DataBase Reference: Resazurin sodium salt(CAS DataBase Reference)
• NIST Chemistry Reference: Resazurin sodium salt(62758-13-8)
• EPA Substance Registry System: Resazurin sodium salt(62758-13-8)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36/37/39-36
• WGK Germany: 3
• RTECS: SP7700000
• TSCA: Yes
• Hazardous Substances Data: 62758-13-8(Hazardous Substances Data)

Usage

Description

Resazurin is a blue non-fluorescent dye that when reduced to the highly red-fluorescent product resorufin (ex/em max = 570/580 nm, respectively) can be used as a quantifiable detection agent for enzyme activity assays. The non-fluorescent resazurin can be used as an oxidation-reduction indicator in cell viability assays in a variety of cells.

Chemical Properties

dark red crystals with a greenish lustre

Uses

Resazurin Sodium Salt is used as an indicator in fluorescence assays.

Biochem/physiol Actions

Resazurin is a blue, non-fluorescent dye originally used to test milk/biological fluids for bacterial and yeast contamination. It is also useful in sperm viability and semen quality test. Resazurin is applicable in cytotoxicity determination.

InChI:InChI=1/C12H7NO4.Na/c14-7-1-3-9-11(5-7)17-12-6-8(15)2-4-10(12)13(9)16;/h1-6,14H;/q;+1/p-1

Synthetic route

resazurin sodium salt (62758-13-8) + 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (572-09-8) → resazurinyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside (124762-33-0)

Conditions	Yield
With silver(l) oxide In acetonitrile at 40℃;	78%

resazurin sodium salt (62758-13-8) + acetic anhydride (108-24-7) → 10H-phenoxazine-3,7-diyl diacetate

Conditions	Yield
Stage #1: resazurin sodium salt With acetic acid; zinc at 20℃; for 2h; Inert atmosphere; Stage #2: acetic anhydride With dmap In acetone Inert atmosphere;	63%

resazurin sodium salt (62758-13-8) → 7-hydroxy-3H-phenoxazin-3-one sodium salt (34994-50-8)

Conditions	Yield
With glutathione trisulfide
With 1,4-dihydronicotinamide adenine dinucleotide; phenazine methosulfate pH 6.5; NADH-catalyzed reduction of resazurin to resorufin; effect of N-methylphenazinium methosulfate; mechanism;

resazurin sodium salt (62758-13-8) → resazurinyl-β-D-glucopyranoside (132928-74-6)

Conditions	Yield
Multi-step reaction with 2 steps 1: 78 percent / Ag2O / acetonitrile / 40 °C 2: 78 percent / K2CO3, MeOH View Scheme

bis-2,2,2-trichloroethylphosphoryl chloride + resazurin sodium salt (62758-13-8) → resorufin phosphoric acid

Conditions	Yield
With pyridine In chloroform; acetonitrile

triethanolamine (102-71-6) + resazurin sodium salt (62758-13-8) → C6H15NO4 + 7-hydroxy-3H-phenoxazin-3-one sodium salt (34994-50-8)

Conditions	Yield
With cetyltrimethylammonium chloride In water Quantum yield; Mechanism; Reagent/catalyst; Concentration; Solvent; Photolysis; Inert atmosphere;

resazurin sodium salt (62758-13-8) → C12H6FNO4 + C12H6FNO4 + C12H5F2NO4 + C12H5F2NO4 + C12H5F2NO4 + 2,4,5-trifluororesazurin + C12H6(18)FNO4 + C12H6(18)FNO4 + C12H5(18)F2NO4 + C12H5(18)F2NO4 + C12H5(18)F2NO4 + 2,4,5-trifluororesazurin

Conditions	Yield
With acetic acid Flow reactor; Inert atmosphere;

...Expand

resazurin sodium salt (62758-13-8) → 3,7-dihydroxyphenoxazine (109055-80-3)

Conditions	Yield
With acetic acid; zinc at 20℃; for 2h; Inert atmosphere;

resazurin sodium salt (62758-13-8) → 10H-phenoxazine-3,7-diyl diacetate

Conditions	Yield
Multi-step reaction with 2 steps 1: zinc; acetic acid / 2 h / 20 °C / Inert atmosphere 2: dmap / acetone / Inert atmosphere View Scheme

resazurin sodium salt (62758-13-8) → C17H12ClNO6

Conditions	Yield
Multi-step reaction with 3 steps 1: zinc; acetic acid / 2 h / 20 °C / Inert atmosphere 2: dmap / acetone / Inert atmosphere 3: triethylamine / 1,2-dichloro-ethane / 4 h / 0 - 20 °C / Inert atmosphere View Scheme

resazurin sodium salt (62758-13-8) → C30H30BNO9

Conditions	Yield
Multi-step reaction with 4 steps 1.1: zinc; acetic acid / 2 h / 20 °C / Inert atmosphere 2.1: dmap / acetone / Inert atmosphere 3.1: triethylamine / 1,2-dichloro-ethane / 4 h / 0 - 20 °C / Inert atmosphere 4.1: dmap; potassium carbonate / 1,2-dichloro-ethane / 0.5 h / 0 °C / Inert atmosphere 4.2: 20 °C View Scheme

resazurin sodium salt (62758-13-8) → C26H26BNO7

Conditions	Yield
Multi-step reaction with 5 steps 1.1: zinc; acetic acid / 2 h / 20 °C / Inert atmosphere 2.1: dmap / acetone / Inert atmosphere 3.1: triethylamine / 1,2-dichloro-ethane / 4 h / 0 - 20 °C / Inert atmosphere 4.1: dmap; potassium carbonate / 1,2-dichloro-ethane / 0.5 h / 0 °C / Inert atmosphere 4.2: 20 °C 5.1: sodium sulfite / 1,4-dioxane; water / 10 h / 60 °C / Inert atmosphere View Scheme

resazurin sodium salt (62758-13-8) → resorufin (635-78-9)

Conditions

Yield

Multi-step reaction with 6 steps 1.1: zinc; acetic acid / 2 h / 20 °C / Inert atmosphere 2.1: dmap / acetone / Inert atmosphere 3.1: triethylamine / 1,2-dichloro-ethane / 4 h / 0 - 20 °C / Inert atmosphere 4.1: dmap; potassium carbonate / 1,2-dichloro-ethane / 0.5 h / 0 °C / Inert atmosphere 4.2: 20 °C 5.1: sodium sulfite / 1,4-dioxane; water / 10 h / 60 °C / Inert atmosphere 6.1: dihydrogen peroxide; water / dimethyl sulfoxide / 37 °C / pH 7.3 View Scheme

resazurin sodium salt (62758-13-8) → 7-Hydroxy-3H-phenoxazine-3-one anion (23209-94-1)

Conditions	Yield
With diaphorase; Nicotinamidadenenindinucleotid; L-lactate anion; sodium chloride In aq. buffer at 25℃; pH=7.2; Reagent/catalyst; Enzymatic reaction;

resazurin sodium salt (62758-13-8) → C36H51NO6

Conditions	Yield
Multi-step reaction with 2 steps 1.1: zinc; acetic acid / 2 h / 20 °C / Inert atmosphere 1.2: Inert atmosphere 2.1: sodium carbonate; potassium iodide / acetonitrile / 5 h / 0 - 20 °C / Darkness View Scheme

resazurin sodium salt (62758-13-8) → C32H47NO4

Conditions	Yield
Multi-step reaction with 3 steps 1.1: zinc; acetic acid / 2 h / 20 °C / Inert atmosphere 1.2: Inert atmosphere 2.1: sodium carbonate; potassium iodide / acetonitrile / 5 h / 0 - 20 °C / Darkness 3.1: sodium / methanol / 0.5 h / 0 °C View Scheme

resazurin sodium salt (62758-13-8) → 10-((5Z,8Z,11Z,14Z) icosa-5,8,11,14-tetraenoyl)-10H-phenoxazine-3,7-diyl diacetate

Conditions	Yield
Multi-step reaction with 2 steps 1.1: zinc; acetic acid / 2 h / 20 °C / Inert atmosphere 1.2: Inert atmosphere 2.1: sodium carbonate; potassium iodide / acetonitrile / 5 h / 0 - 20 °C / Darkness View Scheme

resazurin sodium salt (62758-13-8) → C32H39NO4

Conditions	Yield
Multi-step reaction with 3 steps 1.1: zinc; acetic acid / 2 h / 20 °C / Inert atmosphere 1.2: Inert atmosphere 2.1: sodium carbonate; potassium iodide / acetonitrile / 5 h / 0 - 20 °C / Darkness 3.1: sodium / methanol / 0.5 h / 0 °C View Scheme

resazurin sodium salt (62758-13-8) → dihydroresorufin

Conditions	Yield
Stage #1: resazurin sodium salt With hydrogen In aq. phosphate buffer; water at 20℃; for 0.0166667h; pH=Ca. 7.5; Stage #2: With hydrogen for 0.0333333h;

Downstream Products

• 34994-50-8 7-hydroxy-3H-phenoxazin-3-one sodium salt 
• 635-78-9 resorufin