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632-69-9

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632-69-9 Usage

Description

Acid Red 94 is a chemical compound with the chemical properties of a bordeaux-red to red-brown crystalline powder. It is a xanthene dye, fluorescein derivative, and photosensitizer, exhibiting absorption/emission maxima of 548/567 nm, respectively.

Uses

Used in Research Applications:
Acid Red 94 is used for research purposes only and is not intended for use in diagnostic procedures. It is utilized in biological studies, particularly for its potential as sensitizers in photodynamic and sonodynamic therapy. Acid Red 94 has neuroprotective properties and is also used in the development of Rose Bengal amphiphilic derivatives.
Used in Photoirradiation Studies:
Acid Red 94 binds to S. aureus cells and significantly decreases their survival when used at a concentration of 1 μM under photoirradiation. It generates singlet oxygen in cell-free assays and induces potassium ion leakage from S. aureus and bovine erythrocytes in the presence of photoirradiation.
Used in Inhibition of Enzyme Activity:
Acid Red 94 inhibits the cytochrome P450 (CYP) isoform CYP3A4/5 and the UDP-glucuronosyltransferase (UGT) isoform UGT1A6 in human liver microsomes in a light-dependent manner. The IC50 values for these inhibitions are 0.072 and 0.035 μM, respectively, in yellow light, 3.1 and 4.2 μM, respectively, in ambient light, and 3 and 4.2 μM, respectively, in the dark.
Used in Cell Staining:
Used in ELISA Assays:
Acid Red 94 is also utilized in the detection of Bovine IGF-1 through an ELISA antibody pair, which aids in various research applications related to growth factors and their role in biological processes.

Safety Profile

An experimental teratogen. Experimental reproductive effects. Questionable carcinogen with experimental neoplastigenic data. When heated to decomposition it emits toxic fumes of Cl-, I-, and NazO.

Veterinary Drugs and Treatments

Rose bengal is a vital stain and stains dead epithelial cells and mucus. Full thickness loss of the corneal epithelium is not necessary (only dead cells need be present) to obtain rose bengal stain uptake. It does not stain epithelial defects and does not pass into intercellular spaces. Rose bengal stain is most commonly employed in the detection of the presence of viral keratitis in the cat. Because feline herpes virus tends to infect one cell, moving then to an adjacent cell (causing the so called dendritic tracts in the cornea) without full thickness loss of corneal epithelium initially, rose bengal is an ideal diagnostic agent for this infection. Rose Bengal can also be used to detect damaged corneal epithelium on the dorsal cornea in early cases of keratoconjunctivitis sicca. Rose bengal stain is virucidal although no information is available relative to its use as a therapeutic agent.

in vitro

rose bengal was a quite potent membrane-permeant inhibitor of glutamate uptake into isolated synaptic vesicles. such vesicular glu uptake inhibition was achieved without affecting h1-pump atpase. it was found that various degrees of reduction elicited by rose bengal in [3h]glu in synaptic vesicles inside the synaptosome [1].

in vivo

the distribution of i.v. administered rose bengal was found to depend on its dose. at a low dose, rose bengal could be found almost solely in the liver and plasma. however, at higher doses, the amount of rose bengal found in extra-hepatic tissues gradually increased. the hepatic transfer maximum of rose bengal amounted to 146 micrograms/kg/min. by increasing the dose from 10 to 200 mg/kg, the hepatic concentration of rose bengal also approached a maximum. the storage capacity of the liver, however, did not limit the transfer maximum of rose bengal [1].

references

[1] ogita k,hirata k,bole dg,yoshida s,tamura y,leckenby am,ueda t. inhibition of vesicular glutamate storage and exocytotic release by rose bengal. j neurochem.2001 apr;77(1):34-42.[2] fischer e,varga f. hepatic storage and biliary excretion of rose bengal in the rat. acta physiol acad sci hung.1979;54(1):89-94.

Check Digit Verification of cas no

The CAS Registry Mumber 632-69-9 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,3 and 2 respectively; the second part has 2 digits, 6 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 632-69:
(5*6)+(4*3)+(3*2)+(2*6)+(1*9)=69
69 % 10 = 9
So 632-69-9 is a valid CAS Registry Number.
InChI:InChI=1/C20H4Cl4I4O5.2K.Na/c21-10-8(9(20(31)32)11(22)13(24)12(10)23)7-3-1-5(25)16(29)14(27)18(3)33-19-4(7)2-6(26)17(30)15(19)28;;;/h1-2,29H,(H,31,32);;;/q;3*+1/p-2

632-69-9 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • TCI America

  • (R0041)  Acid Red 94  

  • 632-69-9

  • 25g

  • 365.00CNY

  • Detail
  • Alfa Aesar

  • (A17053)  Rose Bengal   

  • 632-69-9

  • 25g

  • 367.0CNY

  • Detail
  • Alfa Aesar

  • (A17053)  Rose Bengal   

  • 632-69-9

  • 100g

  • 725.0CNY

  • Detail
  • Alfa Aesar

  • (A17053)  Rose Bengal   

  • 632-69-9

  • 500g

  • 2901.0CNY

  • Detail

632-69-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name Acid Red 94

1.2 Other means of identification

Product number -
Other names Food Red No. 105

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:632-69-9 SDS

632-69-9Synthetic route

rose bengal
24545-87-7

rose bengal

rose bengal
632-69-9

rose bengal

Conditions
ConditionsYield
With sodium nitrate; zinc(II) oxide In water Mechanism; Irradiation; lifetime of oxidized dye;
Rose Bengal lactone
4159-77-7

Rose Bengal lactone

rose bengal
632-69-9

rose bengal

Conditions
ConditionsYield
With hydrogenchloride
ethyl p-dimethyaminolbenzoate
10287-53-3

ethyl p-dimethyaminolbenzoate

C20H2Cl4I4O5(1-)*2Na(1+)
114601-94-4

C20H2Cl4I4O5(1-)*2Na(1+)

A

C11H15NO2(1+)

C11H15NO2(1+)

B

rose bengal
632-69-9

rose bengal

Conditions
ConditionsYield
In acetonitrile Kinetics; Quantum yield;
C20H2Cl4I4O5(3-)*2Na(1+)

C20H2Cl4I4O5(3-)*2Na(1+)

2-(4-methoxyphenyl)-4,6-bis(trichloromethyl)-s-triazine
3584-23-4

2-(4-methoxyphenyl)-4,6-bis(trichloromethyl)-s-triazine

A

C12H7Cl6N3O(1-)

C12H7Cl6N3O(1-)

B

rose bengal
632-69-9

rose bengal

Conditions
ConditionsYield
In acetonitrile Kinetics; Quantum yield;
8-bromooctanoic acid
17696-11-6

8-bromooctanoic acid

rose bengal
632-69-9

rose bengal

8-((2,3,4,5-tetrachloro-6-(6-hydroxy-2,4,5,7-tetraiodo-3-oxo-3H-xanthen-9-yl)benzoyl)oxy)octanoic acid
936258-01-4

8-((2,3,4,5-tetrachloro-6-(6-hydroxy-2,4,5,7-tetraiodo-3-oxo-3H-xanthen-9-yl)benzoyl)oxy)octanoic acid

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 20℃; for 2h; Inert atmosphere;96%
In N,N-dimethyl-formamide at 80℃;80%
poly(N-isopropylacrylamide-co-vinylbenzylchloride); monomer(s): N-isopropylacrylamide; 4-vinylbenzyl chloride

poly(N-isopropylacrylamide-co-vinylbenzylchloride); monomer(s): N-isopropylacrylamide; 4-vinylbenzyl chloride

rose bengal
632-69-9

rose bengal

poly(N-isopropylacrylamide-co-rose bengal), Mn = 55000, Mw / Mn = 2.6, NIPAM : RB units ratio = 501 : 1; monomer(s): N-isopropylacrylamide; 4-vinylbenzyl chloride; Rose Bengal

poly(N-isopropylacrylamide-co-rose bengal), Mn = 55000, Mw / Mn = 2.6, NIPAM : RB units ratio = 501 : 1; monomer(s): N-isopropylacrylamide; 4-vinylbenzyl chloride; Rose Bengal

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 80℃; for 16h;94%
rose bengal
632-69-9

rose bengal

ethyl iodide
75-03-6

ethyl iodide

ethyl 4,5,6,7-tetrachloro-7a-(6'-hydroxy-2',4',5',7'-tetraiodo-3'-oxo-3H-xanthen-9'-yl)benzoate
88157-10-2

ethyl 4,5,6,7-tetrachloro-7a-(6'-hydroxy-2',4',5',7'-tetraiodo-3'-oxo-3H-xanthen-9'-yl)benzoate

Conditions
ConditionsYield
In water; acetone Heating;83%
In water; acetone Heating;
Heating;
rose bengal
632-69-9

rose bengal

methyl iodide
74-88-4

methyl iodide

2,3,4,5-Tetrachloro-6-(6-hydroxy-2,4,5,7-tetraiodo-3-oxo-3H-xanthen-9-yl)-benzoic acid methyl ester
106805-50-9

2,3,4,5-Tetrachloro-6-(6-hydroxy-2,4,5,7-tetraiodo-3-oxo-3H-xanthen-9-yl)-benzoic acid methyl ester

Conditions
ConditionsYield
With hydrogenchloride; tetrabutyl-ammonium chloride In tetrahydrofuran for 12h; Heating;82.8%
rose bengal
632-69-9

rose bengal

benzyl chloride
100-44-7

benzyl chloride

Rose Bengal benzyl ester
88179-79-7

Rose Bengal benzyl ester

Conditions
ConditionsYield
In water; acetone Heating;82%
In water; acetone Heating;
In water; acetone
rose bengal
632-69-9

rose bengal

Rose Bengal lactone
4159-77-7

Rose Bengal lactone

Conditions
ConditionsYield
With hydrogenchloride In water80%
6-bromohexanoic acid
4224-70-8

6-bromohexanoic acid

rose bengal
632-69-9

rose bengal

2,3,4,5-Tetrachloro-6-(6-hydroxy-2,4,5,7-tetraiodo-3-oxo-3H-xanthen-9-yl)-benzoic acid 5-carboxy-pentyl ester
106805-54-3

2,3,4,5-Tetrachloro-6-(6-hydroxy-2,4,5,7-tetraiodo-3-oxo-3H-xanthen-9-yl)-benzoic acid 5-carboxy-pentyl ester

Conditions
ConditionsYield
With potassium carbonate In acetone Reflux;76%
In water; acetone at 80℃; for 24h;22%
rose bengal
632-69-9

rose bengal

C21H42Cl3N3O12Si3

C21H42Cl3N3O12Si3

C81H48Cl12I12N3O27Si3(3-)*3Na(1+)

C81H48Cl12I12N3O27Si3(3-)*3Na(1+)

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 60℃; for 20h;33%
2-bromoethylamine hydrobromide
2576-47-8

2-bromoethylamine hydrobromide

rose bengal
632-69-9

rose bengal

C22H8Cl4I4NO5(1-)*Na(1+)*BrH

C22H8Cl4I4NO5(1-)*Na(1+)*BrH

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 80℃; for 7h; Inert atmosphere;30%
rose bengal
632-69-9

rose bengal

biotin N-Hydroxysuccinimide ester
35013-72-0

biotin N-Hydroxysuccinimide ester

C32H23Cl4I4N3O7S

C32H23Cl4I4N3O7S

Conditions
ConditionsYield
With triethylamine In aq. phosphate buffer; dimethyl sulfoxide at 20℃; for 12h; pH=9;10%
methylene chloride
74-87-3

methylene chloride

rose bengal
632-69-9

rose bengal

rose bengal methyl ester
92888-04-5

rose bengal methyl ester

Conditions
ConditionsYield
sodium carbonate In acetone
1-Iodooctane
629-27-6

1-Iodooctane

rose bengal
632-69-9

rose bengal

Rose Bengal octyl ester
91491-52-0

Rose Bengal octyl ester

Conditions
ConditionsYield
In water; acetone Heating;
6-bromohexanoic acid
4224-70-8

6-bromohexanoic acid

rose bengal
632-69-9

rose bengal

rose bengal 5-carboxypentyl ester

rose bengal 5-carboxypentyl ester

Conditions
ConditionsYield
In water; acetone Heating;
Stage #1: 6-bromohexanoic acid; rose bengal In water; acetone at 80℃; for 24h;
Stage #2: With 1-hydroxy-pyrrolidine-2,5-dione; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride at 20℃;
11-bromoundecanoic acid
2834-05-1

11-bromoundecanoic acid

rose bengal
632-69-9

rose bengal

rose bengal 10-carboxydecyl ester

rose bengal 10-carboxydecyl ester

Conditions
ConditionsYield
In water; acetone Heating;
cetylpyridinium chloride
123-03-5

cetylpyridinium chloride

rose bengal
632-69-9

rose bengal

2C21H38N(1+)*C20H2Cl4I4O5(2-)

2C21H38N(1+)*C20H2Cl4I4O5(2-)

Conditions
ConditionsYield
In water
rose bengal
632-69-9

rose bengal

C60H97Br3O38

C60H97Br3O38

C80H99Br2Cl4I4O43(1-)*Na(1+)

C80H99Br2Cl4I4O43(1-)*Na(1+)

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 70℃; for 20h; Yield given;
rose bengal
632-69-9

rose bengal

C48H79BrO36

C48H79BrO36

C68H81Cl4I4O41(1-)*Na(1+)
99377-23-8

C68H81Cl4I4O41(1-)*Na(1+)

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 70℃; for 20h;
rose bengal
632-69-9

rose bengal

Sodium; 2,4,5,7-tetraiodo-6-oxo-9-(2,3,4,5-tetrachloro-phenyl)-6H-xanthen-3-olate
92888-05-6

Sodium; 2,4,5,7-tetraiodo-6-oxo-9-(2,3,4,5-tetrachloro-phenyl)-6H-xanthen-3-olate

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 130℃;
rose bengal
632-69-9

rose bengal

2,3,4,5-Tetrachloro-6-(3,6-dihydroxy-9H-xanthen-9-yl)-benzoic acid

2,3,4,5-Tetrachloro-6-(3,6-dihydroxy-9H-xanthen-9-yl)-benzoic acid

Conditions
ConditionsYield
With acetic acid; zinc for 24h; Heating;
rose bengal
632-69-9

rose bengal

2,3,4,5-Tetrachloro-6-(3,6-dihydroxy-2,7-diiodo-9H-xanthen-9-yl)-benzoic acid

2,3,4,5-Tetrachloro-6-(3,6-dihydroxy-2,7-diiodo-9H-xanthen-9-yl)-benzoic acid

Conditions
ConditionsYield
With acetic acid; zinc at 60℃; for 24h;
rose bengal
632-69-9

rose bengal

2,3,4,5-Tetrachloro-6-(3,6-dihydroxy-2,4,5,7-tetraiodo-9H-xanthen-9-yl)-benzoic acid

2,3,4,5-Tetrachloro-6-(3,6-dihydroxy-2,4,5,7-tetraiodo-9H-xanthen-9-yl)-benzoic acid

Conditions
ConditionsYield
With triethanolamine In 1,2-dimethoxyethane for 4h; Irradiation;
rose bengal
632-69-9

rose bengal

benzyl chloride
100-44-7

benzyl chloride

Rose Bengal benzyl ester, monosodium salt
88157-09-9

Rose Bengal benzyl ester, monosodium salt

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 80℃;
In N,N-dimethyl-formamide Heating;
rose bengal
632-69-9

rose bengal

2-bromoethanol
540-51-2

2-bromoethanol

Rose Bengal (c-2') 2-Hydroxyethyl Ester
116470-95-2

Rose Bengal (c-2') 2-Hydroxyethyl Ester

Conditions
ConditionsYield
In water; acetone Heating;
rose bengal
632-69-9

rose bengal

/PMITK014--730/

/PMITK014--730/

Conditions
ConditionsYield
With potassium hexacyanoferrate(III) In water; acetonitrile Kinetics; Rate constant; Irradiation;
With In water; acetonitrile Kinetics; Rate constant; Irradiation;
rose bengal
632-69-9

rose bengal

/PMITK014--740/

/PMITK014--740/

Conditions
ConditionsYield
With potassium ferrocyanide In water; acetonitrile Kinetics; Rate constant; Irradiation;
rose bengal
632-69-9

rose bengal

A

/PMITK014--730/

/PMITK014--730/

B

/PMITK014--740/

/PMITK014--740/

Conditions
ConditionsYield
In water; acetonitrile Kinetics; Irradiation;
rose bengal
632-69-9

rose bengal

A

/PRUMH845-3660/

/PRUMH845-3660/

B

/PRUMH845-3652/

/PRUMH845-3652/

Conditions
ConditionsYield
With oxygen; sodium sulfite at 22℃; Rate constant; Mechanism; Irradiation; also in the presence of benzoquinone;

632-69-9Relevant articles and documents

Tailoring of organic dyes with oxidor eductive compounds to obtain photocyclic radical generator systems exhibiting photocatalytic behavior

Ley, Christian,Christmann, Julien,Ibrahim, Ahmad,Di Stefano, Luciano H.,Allonas, Xavier

, p. 936 - 947 (2014)

The combination of a dye which absorbs the photon, an electron acceptor and an electron donor leading to energy conversion through electron transfer, was the basis of the so called three-component systems. In this paper, an experimental work combining Rose bengal dye with a triazine derivative as electron acceptor and ethyl 4-(dimethylamino)benzoate as electron donor, will underline the benefit of the photocyclic behavior of three-component systems leading to the dye regeneration. A thermodynamic approach of the photocycle is presented, followed by a mechanistic and computational study of ideal photocycles, in order to outline the specific kinetics occuring in so called photocatalytic systems. The simple kinetic model used is enough to outline the benefit of the cyclic system and to give the basic requirements in term of chemical combination needed to be fulfilled in order to obtain a photocatalytic behavior.

ROSE BENGAL DERIVATIVES AS SINGLET OXYGEN SENSITIZERS

Lamberts, J. J. M.,Neckers, D. C.

, p. 2183 - 2190 (2007/10/02)

Derivatives of Rose Bengal are reported and the relationships between subtle structural and dramatic changes in photophysical properties pointed out.

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