Pigment Red 81
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Pigment Red 81
structure -
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CAS No:
12224-98-5
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Formula:
C28H31N2O3.xUnspecified
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Chemical Name:
Pigment Red 81
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Synonyms:
Xanthylium,9-[2-(ethoxycarbonyl)phenyl]-3,6-bis(ethylamino)-2,7-dimethyl-,molybdatetungstatephosphate;Benzoic acid,2-[6-(ethylamino)-3-(ethylimino)-2,7-dimethyl-3H-xanthen-9-yl]-,ethyl ester,compd. with molybdenum tungsten hydroxide oxide phosphate;Molybdenum tungsten hydroxide oxide phosphate,compd. with ethyl 2-[6-(ethylamino)-3-(ethylimino)-2,7-dimethyl-3H-xanthen-9-yl]benzoate;Molybdatetungstatephosphate,9-[2-(ethoxycarbonyl)phenyl]-3,6-bis(ethylamino)-2,7-dimethylxanthylium;No. 65 Forthbrite Pink;Brillfast Rose Red;Cerise Toner;C.I. 45160 Lake;Conc. Pink B;Consol Rose;Dainichi Fast Pink GX;Dainichi Fast Pink G Toner;Fanal Pink B Supra;Fanal Pink G Supra;Fanatone Rose G;Fastel Pink B Supra;Fast Rose Lake;Federal Fast Red 7002;Halopont Pink 2BM;Irgalite Brilliant Red TCR;Kromal Pink B;Magenta Lake Y;No. 38 Forthbrite Rose Pink;Nyco Super Red G;Permanent Cerise Lake;Permanent Cerise Toner;Permanent Rose Toner Y;Poster Cerise;Pyramid Geranium Toner;Recolite Pink BDS;Recolite Pink BTS;Rhodamine Y;Rhodamine Blue Shade;Rhodamine 5GDN Lake;Solar Pink BM 37-5012;Syton Pink B;Tintofen Pink B;Tropical Geranium Toner Y;Tungstate Rose RT 384;Rhodamine Lake Y;Seika Light Rose R 40;Pigment Red 81;C.I. Pigment Red 81;Siegle Pink Extract D 443;Permanent Rose T Toner;Fanal Pink;Symulex Rhodamine Y;Fast Rose 44;Fast Rose 40;C.I. Pigment Red 80;Pigment Red 80;Symulex Rhodamine Y Toner F;95917-90-1;1326-01-8;12238-18-5;12657-22-6;57449-56-6;1025784-96-6
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CAS No:
Description
Dark pink powder.
C.i. pigment red 81 is a dark pink powder. (NTP, 1992)|DryPowder
C.i. pigment red 81 is a dark pink powder. (NTP, 1992)|Rhodamine 6G(1+) is a cationic fluorescent dye derived from 9-phenylxanthene. It has a role as a fluorochrome. It is a xanthene dye and an organic cation.
Pigment Red 81 Basic Attributes
2261.984461
2261.71000
235-424-7
923TYK19HG
DTXSID1021243|DTXSID8025917|DTXSID70872498
3204170000
Characteristics
61.5
29.00400
C.i. pigment red 81 is a dark pink powder. (NTP, 1992)
1.6-1.8
SOL IN WATER & ETHANOL
Keep in a cool, dry, dark location in a tightly sealed container or cylinder. Keep away from incompatible materials, ignition sources and untrained individuals. Secure and label area. Protect containers/cylinders from physical damage.
CATIONIC
Slightly soluble in water.
Amines, Phosphines, and Pyridines
Safety Information
III
6.1(b)
1759
3
R36/38:Irritating to eyes and skin . R36:Irritating to the eyes. R22:Harmful if swallowed.
S26-S36/37-S24/25
RO2850000
Xi,Xn
VOLATILIZES @ LESS THAN 200 DEG C
P273, P280, P305+P351+P338, P310, P391, P501
H318
Bottled water shall, when a composite of analytical units of equal volume from a sample is examined by the methods described in paragraph (d)(1)(ii) of this section, meet the standards of chemical quality and shall not contain chloride in excess of 250.0 mg/l. /Chloride/
DHHS/NTP; Toxicology and Carcinogenesis Studies of Rhodamine 6G (CI Basic Red 1) in F344/N Rats and B6C3F1 Mice (Feed Studies) 1989) Technical Rpt Series No.364 NIH Pub No.89-2819
Flash point data for this chemical are not available. It is probably combustible. (NTP, 1992)
|Warning|H400 (100%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]|P273, P391, and P501|Aggregated GHS information provided by 17 companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|Danger|H318 (27.63%): Causes serious eye damage [Danger Serious eye damage/eye irritation]|P273, P280, P305+P351+P338, P310, P391, and P501|Aggregated GHS information provided by 152 companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H318 (70.49%): Causes serious eye damage [Danger Serious eye damage/eye irritation]|Aggregated GHS information provided by 176 companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Fires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
SMALL SPILLS AND LEAKAGE: If you spill this chemical, you should dampen the solid spill material with water, then transfer the dampened material to a suitable container. Use absorbent paper dampened with water to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Wash all contaminated surfaces with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. STORAGE PRECAUTIONS: You should store this material in a refrigerator. (NTP, 1992)
RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)
Toxicity
Toxicology and carcinogenesis studies of rhodamine 6G were conducted ... by administering rhodamine 6G (greater than 95% pure) in feed to groups of F344/N rats and B6C3F1 mice of each sex for 2 years. Dietary concentrations selected for the 2 year studies were 0, 120, or 250 ppm rhodamine 6G for rats, 0, 1,000, or 2,000 ppm for male mice, and 0, 500, or 1,000 ppm for female mice. Under the conditions of these 2 year feed studies, there was equivocal evidence of carcinogenic activity for male F344/N rats administered rhodamine 6G, as indicated by a marginally increased incidence of integumentary keratoacanthomas. There was equivocal evidence of carcinogenic activity for female F344/N rats administered rhodamine 6G, as indicated by a marginal increase in pheochromocytomas or malignant pheochromocytomas (combined) of the adrenal gland. There was no evidence of carcinogenic activity for male B6C3F1 mice administered, 1,000 or 2,000 ppm rhodamine 6G in the diet. There was no evidence of carcinogenic activity for female B6C3D1 mice adminsitered 500 or 1,000 ppm rhodamine 6G in the diet. There were no significant nonneoplastic lesions attributed to rhodamine 6G administration to male or female rats or male or female mice. Male and female rats might have been able to tolerate a higher concentration of rhodamine 6G in the feed.
Some important causes of occupational phototoxic or photoallergic reactions /are rhodamine dyes/. /Rhodaminedyes/
Drug Information
Substances that inhibit or prevent the proliferation of NEOPLASMS. (See all compounds classified as Antineoplastic Agents.)|Chemicals that emit light after excitation by light. The wave length of the emitted light is usually longer than that of the incident light. Fluorochromes are substances that cause fluorescence in other substances, i.e., dyes used to mark or label other compounds with fluorescent tags. (See all compounds classified as Fluorescent Dyes.)
RHODAMINE 6G EXHIBITS HIGH PLASMA PROTEIN BINDING.|Rhodamine 6G and rhodamine B were reported to be excreted in the pancreatic juice in situ after intravenous infusion of 1 mg dye per minute to dogs (strain, age, and sex not specified) followed by the administration of secretin or cholecystokinin-pancreozymin stimulation. The rate of excretion was not reported.
EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment. INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing. INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)
In treatment of eyes contaminated with cationic dyes, first aid measures are aimed at getting rid of dye which has not yet reacted with the tissues. This includes copious irrigation, mechanical removal of particles, and in the case of imbedded colored pencil may necessitate surgical exploration and careful removal of the particles. Solutions of tannin or tannic acid precipitate cationic dyes and render them essentially noninjurious, but this disposes of only that portion of the dye which has not already reacted with the tissues. /It was/ determined experimentally that a 5% to 10% solution of tannin was effective essentially in a prophylactic sense if applied within three minutes following application of powdered basic dyes to the eyes of rabbits, but that the effectiveness of this treatment rapidly diminished after three minutes. Other forms of chemical treatment have been aimed at removing both combined and excess dye. However, studies of the reaction of cationic dyes with cornea in vitro have shown these dyes to bind very tenaciously and to be very difficult to remove from combination with the tissue. ... /Cationic dyes/
Some important causes of occupational phototoxic or photoallergic reactions /are rhodamine dyes/. /Rhodamine dyes/|Two variants have been isolated from the cultured human cell line VA2-B which are resistant in vivo to the mitochondrial specific fluorescent dyes rhodamine 6G and rhodamine 123. Both mutants are cross-resistant to ethidium bromide but are sensitive to both colchicine and chloramphenicol. When either mutant is treated with low levels of rhodamine 6G, mitochondrial associated fluorescence is significantly lower than in wild type cells. Furthermore, when cell cultures are treated with high concentrations of either rhodamine 123 or 6G, and then washed free of the dye, mitochondrial associated rhodamine fluorescence rapidly diminishes in the parental cell line. In hybrid cell fusions between resistant and sensitive cell lines, rhodamine resistance is gradually expressed, reaching maximal expression approximately 11 days after fusion. Cytoplasmic transmission of rhodamine resistance has not been clearly demonstrated in cytoplast-cell fusions, and thus resistance is probably due to a mutation of a nuclear, rather than mitochondrial DNA gene(s). These observations indicate that mitochondria of both rhodamine resistant variants, unlike wild type, have a significantly decreased ability to bind and retain rhodamine, and thus their mitochondrial tramsmembrane electrical potential may be significantly reduced.
basic red 1
Pigment Red 81 Use and Manufacturing
CONDENSING OF 3-ETHYLAMINO-P-CRESOL WITH PHTHALIC ANHYDRIDE THEN ESTERIFYING THE PRODUCT WITH ETHANOL AND A MINERAL ACID.|RHODAMINE 6G IS PREPD COMMERCIALLY BY CONDENSING 3-ETHYLAMINO-4-METHYLPHENOL WITH PHTHALIC ANHYDRIDE, FOLLOWED BY ESTERIFICATION WITH ETHYL CHLORIDE UNDER PRESSURE.
Pigments
Ink, toner, and colorant products
(1977) PROBABLY GREATER THAN 6.81X10+6 G|(1979) PROBABLY GREATER THAN 4.54X10+6 G
ESSENTIALLY 100% AS A DYE
Printing ink manufacturing|Xanthylium, 9-[2-(ethoxycarbonyl)phenyl]-3,6-bis(ethylamino)-2,7-dimethyl-, molybdatesilicate (1:?): ACTIVE|Xanthylium, 9-[2-(ethoxycarbonyl)phenyl]-3,6-bis(ethylamino)-2,7-dimethyl-, molybdatetungstatephosphate: ACTIVE|Xanthylium, 9-[2-(ethoxycarbonyl)phenyl]-3,6-bis(ethylamino)-2,7-dimethyl-, molybdatephosphate (1:?): ACTIVE|IN WESTERN EUROPE ... MAY PROVISIONALLY BE USED IN COSMETICS WHICH MAY COME INTO CONTACT WITH MUCOUS MEMBRANES. IN JAPAN, RHODAMINE 6G IS USED AS DYE.
Dyes used in lipsticks, including rhodamine 6G, have been separated by thin-layer chromatography and identified by their absorption and fluorescene spectra or determined fluorimetrically. Thin layer chromatography on unactivated, precoated silica, using one solvent system, has been used to separate biological stains, including rhodamine 6G. The separated dyes were then identified by their nuclear magnetic resonance or visible spectra. Also gel permeation chromatography on Sephadex LH-20 resin has been used to separate and identify biological stains, including rhodamine 6G.|ANALYTICAL SEPARATION OF ROSE BENGAL (I) WAS CARRIED OUT BY HIGH PERFORMANCE LIQ CHROMATOGRAPHY. PREPARATIVE SEPN OF ROSE BENGAL WAS CARRIED OUT WITH PREPAK-500/C18 REVERSE PHASE COLUMN. SIMILARLY RHODAMINE 6G WAS SEPARATED.
Computed Properties
Molecular Weight:443.6
XLogP3:5.1
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:7
Exact Mass:443.23346786
Monoisotopic Mass:443.23346786
Topological Polar Surface Area:61.5
Heavy Atom Count:33
Formal Charge:1
Complexity:823
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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