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989-38-8

989-38-8 structure
989-38-8 structure
  • Name: Rhodamine 6G
  • Chemical Name: rhodamine 6G
  • CAS Number: 989-38-8
  • Molecular Formula: C28H31ClN2O3
  • Molecular Weight: 479.010
  • Catalog: Dyes and pigments dye Basic dye
  • Create Date: 2018-02-07 08:00:00
  • Modify Date: 2024-01-02 16:44:10
  • Rhodamine 6G is a rhodamine analog useful in Pgp efflux assays. It can be used in characterizing the kinetics of MRP1- mediated efflux, and as a laser dye and potential mitochondrial probe.
Name rhodamine 6G
Synonyms fanal pink gfk
Rhodamine 590 chloride
Rhodamine 5GDN
rhodamin6g
Aizen Rhodamine 6GCP
Basic rhodamine yellow
rh6g
rhodamine 4gh
calcozine red 6g
rhodamine 6gb
Rhodamine 6GDN Extra
Basic Rhodaminic Yellow
Rhodamine 6JH-SA Extra 1150
Mitsui Rhodamine 6GCP
cibasicred1
Rhodamine 6G Extra
Basonyl Red 483
CI Basic Red 1
Basonyl Red 482
Rhodamine 6GBN
Nyco Liquid Red GF
Basic red 1
Rhodamine 5GL
Ethyl 2-[(3Z)-6-(ethylamino)-3-(ethylimino)-2,7-dimethyl-3H-xanthen-9-yl]benzoate hydrochloride (1:1)
Rhodamine 6JH
Flexo Red 482
Rhodamine 5GDN Extra
Eljon Pink Toner
Rhodamine F 5GL
fanalpinkb
Rhodamine F 5G
Rhodamine GDN Extra
Rhodamine 6G Extra Base
Rhodamine 6GCP
Fanal Pink B
red169
Calcozine Rhodamine 6GX
rhodaminej
Heliostable Brilliant Pink B Extra
Vali Fast Red 1308
Rhodamine 6G
rhodamine 3B hydrochloride
MFCD00012665
ethyl 2-[(3Z)-6-(ethylamino)-3-(ethylimino)-2,7-dimethyl-3H-xanthen-9-yl]benzoate hydrochloride
Benzoic acid, 2-[(3Z)-6-(ethylamino)-3-(ethylimino)-2,7-dimethyl-3H-xanthen-9-yl]-, ethyl ester, hydrochloride (1:1)
Rhodamine 6GD
rhodamine y 20-7425
Mitsui Rhodamine
N-[(3Z)-9-[2-(Ethoxycarbonyl)phenyl]-6-(ethylamino)-2,7-dimethyl-3H-xanthen-3-ylidene]ethanaminium chloride
Rhodamine 4GD
silosuper pink b
Rhodamine 6Zh-DN
benzoic acid, 2-[(3Z)-6-(ethylamino)-3-(ethylimino)-2,7-dimethyl-3H-xanthen-9-yl]-, ethyl ester, monohydrochloride
Rhodamine 6GDN
Rh 6G
Elcozine Rhodamine 6GDN
Rhodamine 6GO
Rhodamine 6GH
rhodaminezh
rhodamine 6gex ethyl ester
EINECS 213-584-9
Fanal Red 25532
rhodamine gdn
rhodamine 6gx
Rhodamine 6G chloride
rhodamine ZH
Description Rhodamine 6G is a rhodamine analog useful in Pgp efflux assays. It can be used in characterizing the kinetics of MRP1- mediated efflux, and as a laser dye and potential mitochondrial probe.
Related Catalog
In Vitro Rhodamine 6G, also known as Rhodamine 590, is widely used as a lasing medium and as a fluorescence tracer. For use in dye lasers, it is dissolved in methanol, ethanol and a variety of other organic solvents. In environmental flow studies, the tracer medium is typically water. In ethanol, the absorption of rhodamine 6G ranges between 440 nm and 570 nm, with the peak at 530 nm. It is thus ideally suited for pumping by frequency doubled Nd:YAG lasers at 532 nm, copper vapor lasers at 511 nm, and argon-ion lasers at 514 nm. The resulting emission spectrum varies from about 510 nm to around 710 nm with the peak at 550 nm depending on the solvent and the dye concentration. However, the laser emission range is much narrower, from around 560 nm to 610 nm with the peak wavelength around 575 nm. Energy conversion efficiencies greater than 50% are achievable. In order to select the optimal solvent and dye concentration, good knowledge of their effects is a pre-requisite. Rhodamine 6G in DMSO shows a distinct behavior exhibiting only 41% of the fluorescence intensity of the methanol case with an 11 nm red-shifted wavelength. Relatively small changes of the fluorescence spectrum are observed for the different solvents; the highest fluorescence intensity is observed for methanol and lowest for DMSO. The shortest peak wavelength is found in methanol (568 nm) and the longest in DMSO (579 nm). Changing the dye concentration provides tunability between 550 nm in the dilute case and 620 nm at high concentration, at which point the fluorescence spectrum indicates the formation of rhodamine 6G aggregates[1]. Rhodamine 6G is a fluorescent dye capable of penetrating a living cell. Upon entering the cell, Rhodamine 6G binds to the inner membranes of mitochondria. Based on these observations, it has been proposed that Rhodamine dyes may be used for producing fluorescent images of mitochondria with low background noise and high resolution. Extremely low concentrations of Rhodamine 6G appear to selectively destroy malignant cells in culture, sparing the normal cell populations[2].
In Vivo Melanoma-transplanted mice receiving Rhodamine 6G demonstrate prolonged survival, improved clinical parameters, inhibited tumor growth and metastases count, compared to their untreated counterparts. Twice-a-week 10-6M Rhodamine 6G regimen yield the most prominent results[2]. The Rhodamine-6G enters the circulatory system and labels leukocytes. It is possible to monitor changes in the interactions between leukocytes and the endothelium by determining the numbers of rolling and adhering leukocytes as well as the total flux of these cells[3].
Cell Assay Malignant cells and normal control cultures are seeded in equal (protein adjusted) cell amounts into 6-well tissue culture plates. The cells are pulsed with 25µCi/mL of 3H-Thymidine and immediately treated with Rhodamine 6G at the fixed concentration of 1 μM for 24h, 48h, 72h or 5 days (120h). Following 24h, 48h, 72h or 5 days, the excessive radioactive material is ished out with PBS. The cell samples are transferred into polystyrene vials containing 4 ml scintillation liquid, and their radioactivity counted in a β-counter. Total cell protein is assessed by Bradford’s assay[2].
Animal Admin Mice: C57Bl mice are implanted with B16-F10 melanoma and treated with Rhodamine 6G (1, 0.1, 0.01 μM) at different dosage/time regimens. Viability and proliferation of cultured tumor cells are analyzed[2].
References

[1]. Zehentbauer FM, et al. Fluorescence spectroscopy of Rhodamine 6G: concentration and solvent effects. Spectrochim Acta A Mol Biomol Spectrosc. 2014;121:147-51.

[2]. Kutushov M, et al. Low concentrations of Rhodamine 6G selectively destroy tumor cells and improve survival of melanoma transplanted mice. Neoplasma. 2013;60(3):262-73.

[3]. Jain RK, et al. Measuring leukocyte-endothelial interactions in mice. Cold Spring Harb Protoc. 2013 Jun 1;2013(6):561-3.

Density 1.15g/cm3
Boiling Point <200ºC
Melting Point 290 °C
Molecular Formula C28H31ClN2O3
Molecular Weight 479.010
Flash Point 318.6ºC
Exact Mass 478.202332
PSA 63.83000
LogP 7.22550
Index of Refraction 1.593
Water Solubility SOLUBLE
Name: Rhodamine 6g Material Safety Data Sheet
Synonym: Basic Red 1; C.I. 4516
CAS: 989-38-8
Section 1 - Chemical Product MSDS Name:Rhodamine 6g Material Safety Data Sheet
Synonym:Basic Red 1; C.I. 4516
Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS
CAS# Chemical Name content EINECS#
989-38-8 Rhodamine 6G ca. 100 213-584-9
Hazard Symbols: XN
Risk Phrases: 40
Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Limited evidence of a carcinogenic effect.
Potential Health Effects
Eye:
May cause eye irritation. This product contains a cationic dye.
Similar dyes have caused permanent injury to the cornea and conjunctiva in documented exposure cases with human or rabbit eyes.
Skin:
May cause skin irritation.
Ingestion:
May cause gastrointestinal irritation with nausea, vomiting and diarrhea.
Inhalation:
May cause respiratory tract irritation.
Chronic:
May cause cancer according to animal studies.
Section 4 - FIRST AID MEASURES
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid immediately.
Skin:
Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Get medical aid if irritation develops or persists. Wash clothing before reuse.
Ingestion:
Never give anything by mouth to an unconscious person. Get medical aid. Wash mouth out with water.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid if cough or other symptoms appear.
Notes to Physician:
Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
Extinguishing Media:
Use water spray, dry chemical, carbon dioxide, or chemical foam.
Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Vacuum or sweep up material and place into a suitable disposal container. Clean up spills immediately, observing precautions in the Protective Equipment section. Avoid generating dusty conditions.
Provide ventilation.
Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Minimize dust generation and accumulation. Avoid contact with eyes, skin, and clothing. Avoid contact with skin and eyes. Do not breathe dust, vapor, mist, or gas. Do not get in eyes, on skin, or on clothing. Keep container tightly closed. Use only in a chemical fume hood.
Storage:
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.
Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 989-38-8: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.
Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Solid
Color: brown
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: Not available.
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water: soluble
Specific Gravity/Density:
Molecular Formula: C28H31ClN2O3
Molecular Weight: 479.01
Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Hydrogen chloride, nitrogen oxides, carbon monoxide, carbon dioxide.
Hazardous Polymerization: Will not occur.
Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 989-38-8: DH0175000 LD50/LC50:
Not available.
Carcinogenicity:
Rhodamine 6G - Not listed by ACGIH, IARC, or NTP.
Other:
See actual entry in RTECS for complete information.
Section 12 - ECOLOGICAL INFORMATION
Other No information available.
Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.
Section 14 - TRANSPORT INFORMATION

IATA
Not regulated as a hazardous material.
IMO
Not regulated as a hazardous material.
RID/ADR
Not regulated as a hazardous material.
Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XN
Risk Phrases:
R 40 Limited evidence of a carcinogenic effect.
Safety Phrases:
S 24/25 Avoid contact with skin and eyes.
S 36/37 Wear suitable protective clothing and
gloves.
S 45 In case of accident or if you feel unwell, seek
medical advice immediately (show the label where
possible).
WGK (Water Danger/Protection)
CAS# 989-38-8: 2
Canada
CAS# 989-38-8 is listed on Canada's DSL List.
CAS# 989-38-8 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 989-38-8 is listed on the TSCA inventory.

SECTION 16 - ADDITIONAL INFORMATION
N/A

CHEMICAL IDENTIFICATION

RTECS NUMBER :
DH0175000
CHEMICAL NAME :
Benzoic acid, o-(6-(ethylamino)-3-(ethylimino)-2,7-dimethyl-3H-xant hen-9-yl)-, ethyl ester, monohydrochloride
CAS REGISTRY NUMBER :
989-38-8
LAST UPDATED :
199701
DATA ITEMS CITED :
27
MOLECULAR FORMULA :
C28-H31-N2-O3.Cl
MOLECULAR WEIGHT :
479.06
WISWESSER LINE NOTATION :
T C666 BO EYJ EUN2 F1 IR BVO2& L1 MN1&1 &GH

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
125 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
50 mg/kg
TOXIC EFFECTS :
Cardiac - other changes Liver - other changes Blood - other hemolysis with or without anemia
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
6150 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
2310 mg/kg/14D-C
TOXIC EFFECTS :
Related to Chronic Data - death
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
10192 mg/kg/13W-C
TOXIC EFFECTS :
Blood - changes in spleen
TYPE OF TEST :
TCLo - Lowest published toxic concentration
ROUTE OF EXPOSURE :
Inhalation
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
130 mg/kg/35D-I
TOXIC EFFECTS :
Lungs, Thorax, or Respiration - structural or functional change in trachea or bronchi Nutritional and Gross Metabolic - weight loss or decreased weight gain Related to Chronic Data - death
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
51 gm/kg/13W-C
TOXIC EFFECTS :
Nutritional and Gross Metabolic - weight loss or decreased weight gain
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
7725 mg/kg/2Y-C
TOXIC EFFECTS :
Tumorigenic - equivocal tumorigenic agent by RTECS criteria Skin and Appendages - tumors
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
100 mg/kg/1Y-I
TOXIC EFFECTS :
Tumorigenic - equivocal tumorigenic agent by RTECS criteria Tumorigenic - tumors at site of application
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
DOSE :
4 mg/kg
SEX/DURATION :
female 7-10 day(s) after conception
TOXIC EFFECTS :
Reproductive - Effects on Embryo or Fetus - fetal death
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
DOSE :
2 mg/kg
SEX/DURATION :
female 7-10 day(s) after conception
TOXIC EFFECTS :
Reproductive - Effects on Embryo or Fetus - other effects to embryo
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
DOSE :
2 mg/kg
SEX/DURATION :
female 7-10 day(s) after conception
TOXIC EFFECTS :
Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants) Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus) Reproductive - Effects on Embryo or Fetus - fetal death
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
DOSE :
2 mg/kg
SEX/DURATION :
female 7-10 day(s) after conception
TOXIC EFFECTS :
Reproductive - Effects on Embryo or Fetus - other effects to embryo Reproductive - Specific Developmental Abnormalities - musculoskeletal system

MUTATION DATA

TYPE OF TEST :
Sister chromatid exchange
TEST SYSTEM :
Rodent - hamster Ovary
DOSE/DURATION :
19900 ug/L
REFERENCE :
NTPTR* National Toxicology Program Technical Report Series. (Research Triangle Park, NC 27709) No.206- Volume(issue)/page/year: NTP-TR-364,1989 *** REVIEWS *** IARC Cancer Review:Animal Limited Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972- Volume(issue)/page/year: 16,233,1978 IARC Cancer Review:Human No Adequate Data IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972- Volume(issue)/page/year: 16,233,1978 IARC Cancer Review:Group 3 IMSUDL IARC Monographs, Supplement. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) No.1- 1979- Volume(issue)/page/year: 7,56,1987 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - M2209 No. of Facilities: 917 (estimated) No. of Industries: 20 No. of Occupations: 21 No. of Employees: 15041 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - M2209 No. of Facilities: 2416 (estimated) No. of Industries: 27 No. of Occupations: 32 No. of Employees: 41538 (estimated) No. of Female Employees: 8238 (estimated)
Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H302
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Faceshields;Gloves
Hazard Codes Xn:Harmful;
Risk Phrases R22
Safety Phrases S36/37/39-S26
RIDADR NONH for all modes of transport
WGK Germany 3
RTECS DH0175000
HS Code 3204130000
HS Code 2922199090
Summary 2922199090. other amino-alcohols, other than those containing more than one kind of oxygen function, their ethers and esters; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

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