Product Name

  • Name

    Basic Red 5

  • EINECS 209-035-8
  • CAS No. 553-24-2
  • Density 1.1590 (rough estimate)
  • Solubility 50 g/L in water
  • Melting Point 290 °C (dec.)(lit.)
  • Formula C15H17ClN4
  • Boiling Point 497.3 °C at 760 mmHg
  • Molecular Weight 288.78
  • Flash Point 254.6 °C
  • Transport Information
  • Appearance dark green powder
  • Safety 36/37
  • Risk Codes 68
  • Molecular Structure Molecular Structure of 553-24-2 (Basic Red 5)
  • Hazard Symbols HarmfulXn, IrritantXi
  • Synonyms 2,8-Phenazinediamine,N8,N8,3-trimethyl-, monohydrochloride (9CI);C.I. Basic Red 5, monohydrochloride(8CI);Toluylene red (6CI);3-Amino-7-dimethylamino-2-methylphenazinehydrochloride;C.I. 50040;C.I. Basic Red 5;Neutral Red;Neutral Red W;Nuclear Fast Red (basic dye);
  • PSA 55.04000
  • LogP 4.12280

Synthetic route

tetrafluoroboric acid

tetrafluoroboric acid

neutral red
553-24-2

neutral red

3-methyl-7-dimethylaminophenazine-2-diazonium tetrafluoroborate

3-methyl-7-dimethylaminophenazine-2-diazonium tetrafluoroborate

Conditions
ConditionsYield
With sodium nitrite In water for 2h;68%
neutral red
553-24-2

neutral red

3,N8,N8-trimethyl-5,10-dihydro-phenazine-2,8-diamine
31160-45-9

3,N8,N8-trimethyl-5,10-dihydro-phenazine-2,8-diamine

Conditions
ConditionsYield
With sodium dithionite bei pH 8.2;
tetrafluoroboric acid

tetrafluoroboric acid

neutral red
553-24-2

neutral red

3-methyl-7-dimethylaminophenazine-2-diazonium tetrafluoroborate

3-methyl-7-dimethylaminophenazine-2-diazonium tetrafluoroborate

Conditions
ConditionsYield
With sodium nitrite In water for 2h;68%
neutral red
553-24-2

neutral red

3,N8,N8-trimethyl-5,10-dihydro-phenazine-2,8-diamine
31160-45-9

3,N8,N8-trimethyl-5,10-dihydro-phenazine-2,8-diamine

Conditions
ConditionsYield
With sodium dithionite bei pH 8.2;
neutral red
553-24-2

neutral red

3-amino-7-dimethylamino-2,5-dimethyl-phenazinium; chloride-hydrochloride

3-amino-7-dimethylamino-2,5-dimethyl-phenazinium; chloride-hydrochloride

Conditions
ConditionsYield
beim Acetylieren;
neutral red
553-24-2

neutral red

3-amino-7-dimethylamino-2,5-dimethyl-phenazinium; iodide

3-amino-7-dimethylamino-2,5-dimethyl-phenazinium; iodide

Conditions
ConditionsYield
beim Acetylieren;
neutral red
553-24-2

neutral red

nitrobenzene
98-95-3

nitrobenzene

dimethyl sulfate
77-78-1

dimethyl sulfate

3-amino-6-dimethylamino-2-methyl-phenazine chloromethylate-(10)

3-amino-6-dimethylamino-2-methyl-phenazine chloromethylate-(10)

Conditions
ConditionsYield
at 160 - 170℃; folgendes Kochen mit Salzsaeure;
neutral red
553-24-2

neutral red

methyl iodide
74-88-4

methyl iodide

3-amino-6-dimethylamino-2-methyl-phenazine chloromethylate-(10)

3-amino-6-dimethylamino-2-methyl-phenazine chloromethylate-(10)

Conditions
ConditionsYield
at 100℃; folgendes Kochen mit Salzsaeure;
ethanol
64-17-5

ethanol

sulfuric acid
7664-93-9

sulfuric acid

neutral red
553-24-2

neutral red

sodium nitrite

sodium nitrite

6-dimethylamino-2-methyl-phenazine

6-dimethylamino-2-methyl-phenazine

neutral red
553-24-2

neutral red

dimer

dimer

Conditions
ConditionsYield
In water at 40℃; Thermodynamic data; Equilibrium constant; further temperatures, solvents, salts, ΔG(activ.), ΔH(activ.), ΔS(activ.);
C86H142O70
1239692-34-2

C86H142O70

neutral red
553-24-2

neutral red

C15H16N4*C86H142O70

C15H16N4*C86H142O70

Conditions
ConditionsYield
at 25℃; pH=7.2; aq. phosphate buffer;
C88H146O71
1239692-35-3

C88H146O71

neutral red
553-24-2

neutral red

C15H16N4*C88H146O71

C15H16N4*C88H146O71

Conditions
ConditionsYield
at 25℃; pH=7.2; aq. phosphate buffer;
C90H150O72
1239692-36-4

C90H150O72

neutral red
553-24-2

neutral red

C15H16N4*C90H150O72

C15H16N4*C90H150O72

Conditions
ConditionsYield
at 25℃; pH=7.2; aq. phosphate buffer;
neutral red
553-24-2

neutral red

tetrasodium 25,26,27,28-tetrahydroxycalix[4]arene-5,11,17,23-tetrasulfonate
110242-20-1, 114245-69-1, 116888-13-2

tetrasodium 25,26,27,28-tetrahydroxycalix[4]arene-5,11,17,23-tetrasulfonate

C15H16N4*C28H20O16S4(4-)*4Na(1+)

C15H16N4*C28H20O16S4(4-)*4Na(1+)

Conditions
ConditionsYield
at 25℃; pH=4.5; aq. acetate buffer;
neutral red
553-24-2

neutral red

sodium p-sulfonatocalix[6]arene
96107-96-9, 145344-64-5

sodium p-sulfonatocalix[6]arene

C15H16N4*C42H30O24S6(6-)*6Na(1+)

C15H16N4*C42H30O24S6(6-)*6Na(1+)

Conditions
ConditionsYield
at 25℃; pH=4.5; aq. acetate buffer;
neutral red
553-24-2

neutral red

octasodium salt of 5,11,17,23,29,35,41,47-octasulfonatocalix<8>arene
105190-41-8, 114324-27-5

octasodium salt of 5,11,17,23,29,35,41,47-octasulfonatocalix<8>arene

C15H16N4*C56H40O32S8(8-)*8Na(1+)

C15H16N4*C56H40O32S8(8-)*8Na(1+)

Conditions
ConditionsYield
at 25℃; pH=4.5; aq. acetate buffer;
C46H48N8O20S4(4-)*4Na(1+)

C46H48N8O20S4(4-)*4Na(1+)

neutral red
553-24-2

neutral red

4Na(1+)*ClH*C15H16N4*C46H48N8O20S4(4-)

4Na(1+)*ClH*C15H16N4*C46H48N8O20S4(4-)

Conditions
ConditionsYield
In aq. phosphate buffer; water-d2 pH=7.4;
neutral red
553-24-2

neutral red

calix[4]arene-5,11,17,23-tetrasulfonate

calix[4]arene-5,11,17,23-tetrasulfonate

C28H20O16S4(4-)*C15H16N4*ClH

C28H20O16S4(4-)*C15H16N4*ClH

Conditions
ConditionsYield
In water
neutral red
553-24-2

neutral red

calix[6]arene-p-hexasulfonate

calix[6]arene-p-hexasulfonate

C42H30O24S6(6-)*C15H16N4*ClH

C42H30O24S6(6-)*C15H16N4*ClH

Conditions
ConditionsYield
In water pH=Ca. 5;
C66H72N20O24

C66H72N20O24

neutral red
553-24-2

neutral red

C66H72N20O24*C15H16N4*ClH

C66H72N20O24*C15H16N4*ClH

Conditions
ConditionsYield
In aq. phosphate buffer pH=7.5;
C66H80N20O24

C66H80N20O24

neutral red
553-24-2

neutral red

C66H80N20O24*C15H16N4*ClH

C66H80N20O24*C15H16N4*ClH

Conditions
ConditionsYield
In aq. phosphate buffer pH=7.5;
carboxylatopillar[5]arene sodium salt

carboxylatopillar[5]arene sodium salt

neutral red
553-24-2

neutral red

C15H16N4*ClH*C55H40O30(10-)

C15H16N4*ClH*C55H40O30(10-)

Conditions
ConditionsYield
In aq. phosphate buffer pH=7.4; Kinetics;

Basic Red 5 Consensus Reports

Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

Basic Red 5 Specification

The IUPAC name of Nuclear Red is 8-N,8-N,3-trimethylphenazine-2,8-diamine hydrochloride. With the CAS registry number 553-24-2, it is also named as 3-Amino-7-dimethylamino-2-methylphenazine hydrochloride. The product's categories are organics; analytical chemistry; indicator (pH); pH indicators; stains and dyes. It is dark green powder which is stable and incompatible with strong oxidizing agents. Nuclear Red is highly toxic and flammable. When buring it will produce toxic nitrogen oxide and hydrogen chloride fumes. In addition, the storage environment should be ventilate, low-temperature and dry.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 2.70; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.41; (4)ACD/LogD (pH 7.4): 2.7; (5)ACD/BCF (pH 5.5): 33.69; (6)ACD/BCF (pH 7.4): 65.71; (7)ACD/KOC (pH 5.5): 355.67; (8)ACD/KOC (pH 7.4): 693.68; (9)#H bond acceptors: 4; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 2; (12)Enthalpy of Vaporization: 76.53 kJ/mol; (13)Vapour Pressure: 4.99E-10 mmHg at 25°C; (14)Rotatable Bond Count: 1; (15)Tautomer Count: 4; (16)Exact Mass: 288.114174; (17)MonoIsotopic Mass: 288.114174; (18)Topological Polar Surface Area: 55; (19)Heavy Atom Count: 20.

Uses of Nuclear Red: It is not only used as a vital stain, to stain living cells, but also used to stain cell cultures for plate titration of viruses. And it is also added to some growth media for bacteria and cell cultures. Furthermore, it acts as a pH indicator, changing from red to yellow between the pH 6.8-8.0.

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin. And it has possible risk of irreversible effects. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing, gloves and eye/face protection. 

People can use the following data to convert to the molecule structure.
1. SMILES: Cl.n1c3c(nc2c1cc(c(c2)N)C)cc(N(C)C)cc3;
2. InChI: InChI=1/C15H16N4.ClH/c1-9-6-13-15(8-11(9)16)18-14-7-10(19(2)3)4-5-12(14)17-13;/h4-8H,16H2,1-3H3;1H.

The following are the toxicity data which has been tested.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 432mg/kg (432mg/kg)   Zhongguo Yaoxue Zazhi. Chinese Pharmacuetical Journal. Vol. 25, Pg. 356, 1990.
mouse LD50 intravenous 142mg/kg (142mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

CARDIAC: OTHER CHANGES
Federation Proceedings, Federation of American Societies for Experimental Biology. Vol. 10, Pg. 337, 1951.
rabbit LD50 intravenous 96600ug/kg (96.6mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION
Stanford Medical Bulletin. Vol. 9, Pg. 96, 1951.
 
rat LD50 intravenous 112mg/kg (112mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

CARDIAC: OTHER CHANGES

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Federation Proceedings, Federation of American Societies for Experimental Biology. Vol. 10, Pg. 337, 1951.

Post buying leads

About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia

Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog

©2008 LookChem.com,License: ICP

NO.:Zhejiang16009103

complaints:service@lookchem.com Desktop View