Rhodamine B
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81-88-9CCN(CC)c1ccc2c(-c3ccccc3C(=O)O)c3ccc(=[N+](CC)CC)cc-3oc2c1.[Cl-]PYWVYCXTNDRMGF-UHFFFAOYSA-ND&C Red No. 19 can cause cancer according to The Food and Drug Administration (FDA).
81-88-9DTXSID6042369CHEMBL428971、CHEMBL551133CHEBI:52334GREEN CRYSTALS OR REDDISH-VIOLET POWDER; WATER SOLN WITH BLUISH-RED COLOR, DIL SOLN STRONGLY FLUORESCENT
LEAFLETS FROM DILUTE HYDROCHLORIC ACID
SOL IN WATER, ALCOHOL & ETHER, BENZENE /BASIC ANHYDROUS FORM/
INSOL IN ORG SOLVENTS /BASIC ANHYDROUS FORM/
SOL IN ... HOT XYLENE /BASIC ANHYDROUS FORM/
VERY SOL IN WATER & ALCOHOL
SLIGHTLY SOL IN HYDROCHLORIC ACID & SODIUM HYDROXIDE
SOL IN BENZENE
C.i. food red 15 appears as green crystals or reddish-violet powder. Used as a dye, especially for paper, as a metal chelating reagent, and in drugs and cosmetics.
Green crystals or red-violet powder soluble in water; Dilute solutions are fluorescent. [CAMEO]
Green crystals or reddish-violet powder.
GREEN LEAFLETS FROM WATER WITH 4 MOL OF WATER OF CRYSTALLIZATION, COLORLESS PRISMS FROM ALCOHOL, XYLENE /BASIC ANHYDROUS FORM/
165 °C (anhydrous)
安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。
This chemical does not meet GHS hazard criteria for 0.9% (22 of 2557) of reports.
Danger
H302 (13.6%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P264+P265, P270, P273, P280, P301+P317, P305+P354+P338, P317, P330, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 2557 reports by companies from 31 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Warning
Chemical: Ethanaminium, N-[9-(2-carboxyphenyl)-6-(diethylamino)-3H-xanthen-3-ylidene]-N-ethyl-, chloride
Hazard Traits - Carcinogenicity
Regulation (EC) No 178/2002 (amended)
Status: Active Update: 25-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/26187
Xanthylium, 9-(2-carboxyphenyl)-3,6-bis(diethylamino)-, chloride: Does not have an individual approval but may be used under an appropriate group standard
Residues of Rhodamine B are exempted from the requirement of a tolerance when used as a dye in accordance with good agricultural practices as inert (or occasionally active) ingredients in pesticide formulations applied to growing crops or to raw agricultural commodities after harvest.
Rhodamine B is exempted from the requirement of a tolerance when used as a dye in accordance with good agricultural practice as inert (or occasionally active) ingredients in pesticide formulations applied to animals.
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.
Substances used for the detection, identification, analysis, etc. of chemical, biological, or pathologic processes or conditions. Indicators are substances that change in physical appearance, e.g., color, at or approaching the endpoint of a chemical titration, e.g., on the passage between acidity and alkalinity. Reagents are substances used for the detection or determination of another substance by chemical or microscopical means, especially analysis. Types of reagents are precipitants, solvents, oxidizers, reducers, fluxes, and colorimetric reagents. (From Grant & Hackh's Chemical Dictionary, 5th ed, p301, p499)
... WAS METABOLIZED SIMILARLY IN DOGS, RATS & RABBITS, AS EVIDENCED BY CHROMATOGRAPHIC ANALYSIS OF THEIR URINE & FECAL EXTRACTS. CMPD WAS EXTENSIVELY ABSORBED FROM GI TRACT: OF 1% GIVEN IN DIET, ONLY 3-5% WAS RECOVERED UNCHANGED IN URINE & FECES.
RHODAMINE B EXHIBITS HIGH PLASMA PROTEIN BINDING.
INTENSITY OF DYE COLOR IN PANCREATIC JUICE OF DOGS DECR IN ORDER: BASIC FUCHSINE, ACRIDINE RED, NEW FUCHSINE, RHODAMINE B, PHENOL RED, RHODAMINE 6G.
The adsorption equilibrium (as determined by Langmuir's or Freundlich's equations) of microbial suspensions containing Rhodamine B, and melting temperature of Rhodamine B-calf thymus DNA solution were determined. The adsorption constant of dye to cells for Rhodamine B was 6.86 cal/mol (adsorptive affinity in Langmuir's equation) and 2.86 (for the constant K in Freundlich's equation). Melting temperature values for Rhodamine B calf thymus DNA solution increased with dye concentration.
読み込み中…
化学的特性red/brown or green crystals
Acute Tox. 4 (13.6%)
Acute toxicity (Oral) - Category 4
SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.
Residues of Rhodamine B are exempted from the requirement of a tolerance when used as a dye in accordance with good agricultural practices as inert (or occasionally active) ingredients in pesticide formulations applied to growing crops or to raw agricultural commodities after harvest.
Rhodamine B is exempted from the requirement of a tolerance when used as a dye in accordance with good agricultural practice as inert (or occasionally active) ingredients in pesticide formulations applied to animals.
Male and female Charles River albino rats (60/sex/group) were exposed orally to rhodamine b (D&C red #19) in the diet at 0 and 0.075% for 2 months prior to mating. Following the reproductive phase, a maximum of 2 animals/sex/litter within each group were randomly selected for the long-term study of chronic toxicity and oncogenicity in which 280 rats (70/sex/group) were exposed to rhodamine b at the same dose levels for approximately 29 months. There were significant differences between treated animals and controls in the following: body weights (lower), and mean food consumption (higher). There were significant increases in the mean absolute and/or relative weights of: liver, kidneys and uterus (at 12-month sacrifice and end of experiment), testes (at 12-month sacrifice), and adrenals and thyroids (at end of experiment). A significant increase in thyroid follicular cell adenomas and carcinomas was observed in the treated males. There were no significant differences between treated animals and controls in the following: mortality, ophthalmology or laboratory parameters (including hematology, clinical chemistry and urinalysis).
Male and female Charles River albino rats (60/sex/group) were exposed orally to rhodamine b (D&C red #19) in the diet at 0 and 0.002, 0.005 and 0.02% for 2 months prior to mating. Following the reproductive phase, a maximum of 2 animals/sex/litter within each group were randomly selected for the long-term study of chronic toxicity and oncogenicity in which 700 rats (70/sex/group) were exposed to rhodamine b at the same dose levels for 27 or 29 months (males and females, respectively). There were significant differences between treated animals and controls in the following: body weights (lower for females at 0.002 and 0.02%), mortality (higher in high-dose males), and mean food consumption (higher for females at high-dose at all times). There were significant increases in the mean absolute and/or relative weights of: liver, kidneys, spleen and thyroid, (high-dose females), and adrenals (mid- and high-dose females). There was a slight increase in astrocytomas of the brain and/or spinal cord and granular cell tumors of the brain in the high-dose males. There were no significant differences between treated animals and controls in ophthalmology.
Chronic toxicity and oncogenicity were evaluated in male and female Charles River CD-1 mice (60/sex/group) exposed orally to rhodamine b in the diet at 0, 0.005, 0.02, and 0.10% for approximately 22 and 25 months for the males and females respectively. There was a significant increase in treated animals as compared to controls in the total number of hepatocellular carcinomas in high-dose females. There were no significant differences between treated and control animals in the following: mortality, body weight, food consumption, and hematology.
... INJURIOUS TO ... HUMAN EYE.
Some important causes of occupational phototoxic or photoallergic reactions /are rhodamine dyes/. /Rhodamine dyes/
This communication reports of two cases of digital clubbing in a factory manufacturing matches in Vitilevu, Fiji Islands. Both these cases were occupationally exposed to chemicals used in the manufacture of matches. They had physical contact with these chemicals including rhodamine B dye. Subjects who worked in the same factory area, including one worker who had FEV1.0 and FVC values below the predicted normal, but who did not handle chemicals showed no evidence of finger clubbing.
The effects of acute exposure to rhodamine-B were described in 17 patients who were exposed to the aerosolized dye in a maintenance shop. Approximately 10 pounds of rhodamine-B powder was spilled onto the floor of a vehicle maintenance shop; the aerosol resulted from the sweeping of the powder during cleanup. The mean duration of exposure to the dispersed dust was 26 minutes. Sixteen of the patients complained of acute symptoms including: burning of the eyes, excessive tearing of the eyes, nasal burning, nasal itching, chest pain and/or tightness, rhinorrhea, cough, dyspnea, burning of the throat, burning pruritic skin, chest burning, headache, and nausea. Chest x-rays demonstrated no acute pulmonary pathology. All of the patients had resolution of their symptoms within 24 hours of exposure, with 63 percent reporting resolution within 4 hours. Acute exposure to rhodamine-B may result in transient mucous membrane and skin irritation without evidence of serious sequelae.
For more Human Toxicity Excerpts (Complete) data for RHODAMINE B (7 total), please visit the HSDB record page.
Rhodamine B
Group 3: Not classifiable as to its carcinogenicity to humans
Volume 16: (1978) Some Aromatic Amines and Related Nitro Compounds – Hair Dyes, Colouring Agents and Miscellaneous Industrial Chemicals
1987
1987
3, not classifiable as to its carcinogenicity to humans. (L135)
15 MALE & 15 FEMALE STOCK MICE ... GIVEN 0.05% ... IN DRINKING WATER FOR 52 WK; WEEKLY INTAKE/MOUSE WAS 17 MG, & TOTAL DOSE WAS 884 MG/ANIMAL. ... 2 OF MALE MICE THAT DIED BETWEEN 50 & 69 WK HAD INTESTINAL TUMORS. 1 ... WAS MALIGNANT; 3 MICE HAD POLYPOSIS OF STOMACH, & 7 HAD LYMPHOMAS. /NO CONTROLS WERE USED/
25 MICE OF BOTH SEXES OF MIXED SAITAMA STRAIN, WEIGHING APPROX 20 G, WERE GIVEN TWICE WEEKLY SC INJECTIONS OF 0.1 ML OF 0.5% AQ SOLN ... CONCN ... WAS REDUCED TO 0.25% AFTER 1.5 WK & INCR TO ORIGINAL CONCN AFTER 4 MO; 6 ... ALIVE @ 150 DAYS, & 1 SURVIVED FOR 260 DAYS. ... NONE ... DEVELOPED TUMORS @ SITE OF INJECTION.
21 RATS OF BOTH SEXES OF MIXED SAITAMA STRAIN, WEIGHING APPROX 150 G, WERE FED RICE DIET THAT INITIALLY CONTAINED 0.13% ... INCR TO 0.2% AFTER 7 MO. 18 RATS WERE ALIVE @ 300 DAYS, & 1 SURVIVED FOR 661 DAYS. NONE ... DEVELOPED TUMORS.
... 120 MALE & 180 FEMALE MICE ... GIVEN 0.1 ML OF 0.5% SOLN 2 OR 3 TIMES/WK FOR 4 WK ... INCR TO 0.7% FOR 1 MO & THEN REDUCED TO ORIGINAL CONCN. AFTER 6 MO ... CONCN ... WAS GRADUALLY DECR. SUBSEQUENTLY, INJECTIONS WERE DISCONTINUED FOR 2 MO. ... NONE OF MICE ... DEVELOPED TUMORS @ SITE OF INJECTION.
For more Non-Human Toxicity Excerpts (Complete) data for RHODAMINE B (15 total), please visit the HSDB record page.
Most organic azo dyes are potential skin sensitizers, the most important of which are paraphenylenediamine and its analogues. Water soluble azo dyes are more likely to cause clinical sensitization than insoluble dyes. Beauticians exposed to paraphenylenediamine derivatives in hair dyes, workers dyeing textile resins, and photographic film developers exposed to color developing solutions not infrequently become sensitized to azo dyes. In addition to allergic eczematous contact dermatitis, color developing solutions have caused lichen planus like eruptions. /Organic dyes/
Some important causes of occupational phototoxic or photoallergic reactions /are rhodamine dyes/. /Rhodamine dyes/
In treatment of eyes contaminated with cationic dyes, first aid measures are aimed at getting rid of dye which has not 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/
Residues of Rhodamine B are exempted from the requirement of a tolerance when used as a dye in accordance with good agricultural practices as inert (or occasionally active) ingredients in pesticide formulations applied to growing crops or to raw agricultural commodities after harvest.
Rhodamine B is exempted from the requirement of a tolerance when used as a dye in accordance with good agricultural practice as inert (or occasionally active) ingredients in pesticide formulations applied to animals.
Used as a paper dye, a metal chelating agent, and an additive to drugs and cosmetics; [CAMEO] Rhodamine dyes (aminoxanthenes) are xanthene dyes that are very important commercially. They are brilliant, blue-red, fluorescent dyes used as colorants in inks, paper, and plastics. Sulfonated derivatives are used as wool and polyamide dyes. Red fluorescent pigments are produced from Rhodamine dyes, and some of these are used as laser dyes. Rhodamine B is used to make pink fluorescent pigments. [Ullmann]
Pulp and Paper Processing [Category: Industry]
AS DYE, ESP FOR PAPER; AS REAGENT FOR ANTIMONY, BISMUTH, COBALT, NIOBIUM, GOLD, MANGANESE, MERCURY, MOLYBDENUM, TANTALUM, THALLIUM, TUNGSTEN; AS BIOLOGICAL STAIN.
RED DYE FOR WOOL & SILK WHERE BRILLIANT FLUORESCENT EFFECTS ARE DESIRED.
Colorant for plastics.
... IS PRODUCED COMMERCIALLY BY CONDENSING N,N-DIETHYL-3-AMINOPHENOL WITH PHTHALIC ANHYDRIDE, FOLLOWED BY TREATMENT WITH DILUTE HYDROCHLORIC ACID.
Reaction of diethylamine with fluorescin dichloride (3,6-dichlorofluoran) under pressure.
Food Additives -> COLOUR -> JECFA Functional Classes
Food Additives -> COLOUR -> JECFA Functional Classes
Food Additives -> COLOUR -> JECFA Functional Classes
Xanthylium, 9-(2-carboxyphenyl)-3,6-bis(diethylamino)-, chloride (1:1): ACTIVE
... CERTIFIED FOR USE AS COLOR ADDITIVE IN DRUGS & COSMETICS IN USA BY USA FOOD & DRUG ADMIN, CONTAINS @ LEAST 92.0% PURE DYE ... & NOT MORE THAN: 5.0% VOLATILE MATTER, 2.0% SODIUM CHLORIDE & SODIUM SULFATE, 1.0% MIXED OXIDES, 1.0% WATER INSOL MATTER, 0.5% ETHER EXTRACTS, 0.2% DIETHYL-3-AMINOPHENOL ... .
/FOR USE AS COLOR ADDITIVE IN DRUGS & COSMETICS IN USA CONTAINS NOT MORE THAN:/ ... 30 MG/KG HEAVY METALS OTHER THAN LEAD & ARSENIC, 20 MG/KG LEAD & 2 MG/KG ARSENIC.
... MUST MEET PRODUCT SPECIFICATIONS AS PROMULGATED BY LAW. ITS USE IN DRUG PRODUCTS FOR INTERNAL USE & IN MOUTHWASHES, DENTIFRICES & PROPRIETARY PRODUCTS IS LIMITED TO MAX TOLERANCE LEVEL OF 0.75 MG IN AMT OF PRODUCT REASONABLY EXPECTED TO BE INGESTED IN ONE DAY.
IN LIPSTICKS, MAX AMT OF ALL COLORS USED, INCL RHODAMINE B, IS LIMITED TO MAX OF 6% PURE DYE BY WT OF EACH LIPSTICK. IT MAY BE USED WITHOUT TOLERANCE LEVELS IN OTHER EXTERNALLY APPLIED COSMETICS & DRUGS.
For more General Manufacturing Information (Complete) data for RHODAMINE B (7 total), please visit the HSDB record page.
解説ローダミンBは,キサンテン骨格をもつ赤色系塩基性染料。ローダミンBが代表的であるが、ローダミン6G、6GP、6Gエキストラなど多数の誘導体がある。水、エタノール(エチルアルコール)、アセトンなどに可溶。硫酸には溶けるが、塩酸、水酸化ナトリウム水溶液に難溶。羊毛、絹、ナイロン、木綿、アクリル繊維を染めるほか、紙、雑貨などの着色にも用いられる。色調が美しいので多方面に利用されている。ローダミンBはm(メタ)-ジエチルアミノフェノールと無水フタル酸とを縮合させて合成される。金属塩とのレーキは、赤色系有機顔料として用いられている。ローダミンBは褐色の結晶性粉末で,緑色の金属光がある。水溶液は青赤色で,冷時にケイ光を発する。色調は鮮明であるが日光や洗濯には弱い。羊毛,絹,木綿,皮革の染色,紙,セルロイドなどの着色に使用する。Bのほかに 6G,6GP,3GOなどの種類がある。アミノフェノールと無水フタール酸とを縮合させてつくる。
用途比色およびケイ光分析用試薬 : 1) アンチモンの定量。2) タリウムの検出と定量。3) 金の定量。4) タングステンの定量。5) ガリウムの検出と定量。
用途絹,羊毛を鮮明な紫紅色に染める.タンニン媒染の木綿も赤紫色に染めるが鮮やかでない.堅牢度が全般に低いが,色調の独特の美しさのため繊維の染色以外に皮革の染色,紙,セルロイド,化粧品そのほか各種の着色に使用される.また生物体染色用色素,比色および蛍光分析用試薬としても使用される.[ 有機化合物辞典 (1985) ]
用途アミノフェノール類と無水フタル酸を縮合して得られる鮮紅色の塩基性染料。ローダミンB,6G,6GP,3GOなどの種類があるが,特にBが重要。ローダミンBは緑色結晶で,水に溶けて赤色を示す。染色は丈夫ではないが,絹や羊毛のほか,タンニン媒染で木綿の染色にも用いられ,雑貨の着色には広く使われている。飲食物の着色に使うことは禁止。(図)→関連項目夜光塗料株式会社平凡社 百科事典マイペディアについて 情報
使用Rhodamine B is used in biological studies for an anti-reactive oxygen species/hepatic fibrosis drug delivery system based on salvianolic acid B loaded mesoporous silica nanoparticles. Dyes and metabolites, Environmental Testing.
一般的な説明Green crystals or reddish-violet powder. Used as a dye, especially for paper, as a metal chelating reagent, and in drugs and cosmetics.
純化方法Major impurities are partially dealkylated compounds not removed by recrystallisation.Purify the dye by chromatography, using ethyl acetate/isopropanol/ammonia (conc)(9:7:4, RF 0.75 on Kieselgel G). It has also been crystallised from a concentrated solution in MeOH by slow addition of dry diethyl ether; or from EtOH containing a drop of conc HCl by slow addition of ten volumes of dry diethyl ether. The solid is washed with ether and air dried. The dried material has also been extracted with *benzene to remove oil-soluble material prior to recrystallisation. Store it in the dark. [Beilstein 18 II 486, 18 III/IV 8246, 19/8 V 669.]
定義ChEBI: An organic chloride salt having N-[9-(2-carboxyphenyl)-6-(diethylamino)-3H-xanthen-3-ylidene]-N-ethylethanaminium as the counterion. An amphoteric dye commonly used as a fluorochrome.