rhodamine WT

HCID 37718CAS 37299-86-8

基本情報

標準SMILES
CCN(CC)c1ccc2c(-c3ccc(C(=O)[O-])cc3C(=O)[O-])c3ccc(=[N+](CC)CC)cc-3oc2c1.[Cl-].[Na+].[Na+]
InChIKey
NRZDMKVYRRMFRR-UHFFFAOYSA-L
分子式
C29H29N2O5.Cl. 2Na
平均分子量
567 g/mol
単同位体質量
566.15603827

名称と識別子

優先名称
rhodamine WT
IUPAC
disodium;4-[3-(diethylamino)-6-diethylazaniumylidenexanthen-9-yl]benzene-1,3-dicarboxylate;chloride
英語名
C.I. Acid Red 388
分子式
C29H29N2O5.Cl.2Na
分子量
566.99

名称と別名

RHODAMINE WTAcid Red 3882171G33ODYDTXSID90912345Ethanaminium, N-(9-(2,4-dicarboxyphenyl)-6-(diethylamino)-3H-xanthen-3-ylidene)-N-ethyl-, chloride, disodium saltEthanaminium, N-(9-(2,4-dicarboxyphenyl)-6-(diethylamino)-3H-xanthen-3-ylidene)-N-ethyl-, inner salt, sodium salt, hydrochloride (1:2:1)Ethanaminium, N-[9-(2,4-dicarboxyphenyl)-6-(diethylamino)-3H-xanthen-3-ylidene]-N-ethyl-, inner salt, sodium salt, hydrochloride (1:2:1)RefChem:179236DTXCID001341368xanthylium, 9-(2,4-dicarboxyphenyl)-3,6-bis(diethylamino)-, inner salt, sodium salt, hydrochloride (1:2:1)37299-86-8C29H29ClN2Na2O5
名称をさらに表示
C.I. Acid Red 388
Sodium 4-(3,6-bis(diethylamino)xanthylium-9-yl)isophthalate chlorideXanthylium, 9-(2,4-dicarboxyphenyl)-3,6-bis(diethylamino)-, chloride, disodium saltMFCD01728973disodium;4-[3-(diethylamino)-6-diethylazaniumylidenexanthen-9-yl]benzene-1,3-dicarboxylate;chlorideUNII-2171G33ODYSCHEMBL1502496SCHEMBL29352053HSDB 8427

データベース識別子

CAS
37299-86-8、72827-81-7
PubChem CID
37718
DTXSID
DTXSID90912345
UNII
2171G33ODY
EC Number
609-396-5

物性

構造計算による物性

極性表面積
95.7 Ų
水素結合供与体数
0
水素結合受容体数
7
回転可能結合数
6
重原子数
39

実験および物理化学的性質

Chemical ClassesDyes -> Rhodamine Dyes
LogPlog Kow = -1.33
Color/FormDark powder
Solubility · 2 件

In water, 18-22%

Solubility in water: good

DecompositionWhen heated to decomposition it emits toxic fumes of /chloride, nitrogen oxides, and sodium oxide/.
Physical DescriptionDARK POWDER.

安全と法規制

危険有害性情報

Regulatory Information · 2 件

Xanthylium, 9-(2,4-dicarboxyphenyl)-3,6-bis(diethylamino)-, chloride, disodium salt: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

C.I. Acid Red 388: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Hazards SummaryToxic by intravenous route; [Sax]
Skin, Eye, and Respiratory IrritationsRhodamine WT is reported to be a skin and eye irritant.

安全と保護具

Fire FightingIn case of fire in the surroundings, use appropriate extinguishing media.
First Aid Measures · 4 件

Fresh air, rest.

Remove contaminated clothes. Rinse skin with plenty of water or shower.

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Rinse mouth.

Fire Fighting ProceduresIn case of fire in the surroundings, use appropriate extinguishing media.
Cleanup MethodsPersonal protection: particulate filter respirator adapted to the airborne concentration of the substance. Sweep spilled substance into covered containers. Wash away remainder with plenty of water.
Disposal Methods · 1 件

SRP: Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in air, soil or water; effects on animal, aquatic and plant life; and conformance with environmental and public health regulations. If it is possible or reasonable use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination.

Spillage DisposalPersonal protection: particulate filter respirator adapted to the airborne concentration of the substance. Sweep spilled substance into covered containers. Wash away remainder with plenty of water.

毒性情報

Exposure RoutesThe substance can be absorbed into the body by inhalation of its aerosol.
Toxicity Summary · 1 件

IDENTIFICATION AND USE: Rhodamine WT a fluorescent, xanthene dye, has long been used as a hydrologic tracer in surface water systems. HUMAN STUDIES: There are no data available. ANIMAL STUDIES: Rhodamine WT is reported to be a skin and eye irritant. Mammalian toxicity data available indicated a low to moderate acute injection toxicity in the mouse. Rhodamine WT produced mutations in the Salmonella typhimurium (Ames test), and was a weak inducer of chromosomal effects and DNA damage in cultured mammalian cells. No chromosomal damage or sperm abnormalities were seen in mice treated by intraperitoneal injection. ECOTOXICITY STUDIES: There was no aquatic toxicity detected for Rhodamine WT in oyster eggs, silver salmon and Donaldson trout.

Ecotoxicity Excerpts · 1 件

/AQUATIC SPECIES/ Because of the toxicity to oyster larvae and eggs of rhodamine B dye in concentrations >1 mg/L in earlier tests, there was a concern that rhodamine WT, a similar tracer dye, would have a detrimental effect on marine life being developed under the aquaculture program of the Lummi Indian Tribe near Bellingham, Wash. Tests showed that 48-hour exposures at 24 °C of 11,000 oyster eggs per liter and 6,000 12-day-old larvae per liter, in sea water with concentrations of rhodamine WT ranging from 1 ug/L to 10 mg/L, resulted in development of the eggs to normal straight-hinge larvae and no abnormalities in the larvae development. Tests made on the smolt of both silver salmon and Donaldson trout, with the fish held for 17.5 hours in a tankfull of sea water with a dye concentration of 10 mg/L at 22 °C showed no mortalities or respiratory problems. With the concentration increased to 375 mg/L, and the time extended an additional 3.2 hours, still no mortalities or abnormalities were noted. The fish remained healthy in dye-free water when last checked a month after the test.

Signs and SymptomsRedness.
Non-Human Toxicity Excerpts · 3 件

/LABORATORY ANIMALS: Acute Exposure/ The only mammalian toxicity data available indicated a low to moderate acute injection toxicity in the mouse. Rhodamine WT is reported to be a skin and eye irritant.

/GENOTOXICITY/ Rhodamine WT produced mutations in the bacterium Salmonella typhimurium (Ames test), and was a weak inducer of chromosomal effects and DNA damage in cultured mammalian cells. No chromosomal damage or sperm abnormalities were seen in mice treated by intraperitoneal injection.

/GENOTOXICITY/ Rhodamine WT, a xanthene dye used in the tracing of pollutants in water and in related studies, was tested for its mutagenicity in a battery of in vitro and in vivo mammalian assays. Using Chinese hamster ovary cells in the absence of metabolic activation mix, small dose-related increases in cytotoxicity, DNA damage (as detected by alkaline sucrose-gradient sedimentation) and sister-chromatid exchanges were detected, but an increase in the level of chromosomal damage was not seen. In the presence of metabolic activation a small, but statistically significant dose-related increase in sister-chromatid exchanges was evident, with no increase in cytotoxicity, DNA damage or chromosome aberrations. Furthermore, no increase in bone marrow micronuclei or sperm abnormalities was observed in male B6C3F1 mice. The data from all these mammalian assays, although involving different end-points, are in contrast to the mutagenic effects previously seen in Salmonella.

Environmental Abiotic DegradationRhodamine exhibited photolysis half-lives in water under natural sunlight at 30 deg north of 15.3 days (summer, 4.77X10-2/day) and 21.9 days (3.16X10-2/day (winter), respectively(1).

化学と産業

薬理情報

MeSH Pharmacological Classification · 1 件

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.

用途と製造

Uses · 4 件

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.[Ullmann]

Pulp and Paper Processing [Category: Industry]

Rhodamine WT, a fluorescent, xanthene dye, has long been used as a hydrologic tracer in surface water systems.

Rhodamine dyes (aminoxanthenes) are a very important class of xanthene dyes and are of considerable commercial importance. They are intensely brilliant, blue-red, fluorescent dyes with very high molar extinctions and quantum yields and are used for coloring inks, paper, and plastics. Their sulfonated derivatives are used to dye wool and polyamides. Rhodamine dyes are also one of the starting materials for the production of red fluorescent pigments; some of them are employed as laser dyes. /Rhodamine dyes/

Methods of ManufacturingThe most important rhodamine dyes are synthesized by reacting 3-dialkylaminophenols with phthalic anhydride. The carboxyl group of the product may then be esterified. /Rhodamine dyes/
General Manufacturing InformationRhodamine derivatives have been reported for use in photodynamic diagnosis and treatment

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