Acid Red 94

Base Information

• Chemical Name: Acid Red 94
• CAS No.: 632-69-9
• Molecular Formula: C20H2Cl4I4Na2O5
• Molecular Weight: 1017.64
• Hs Code.: 32129000
• European Community (EC) Number: 601-063-2
• UNII: 956575SN5L
• Nikkaji Number: J705.915I
• Wikidata: Q71003731
• ChEMBL ID: CHEMBL2359093
• Mol file: 632-69-9.mol

Synonyms:Acid Red 94;Bengal Rose B sodium salt;Rose bengal extra;Rose Bengal disodium;PV-10 sodium;Japan red 105-1;11121-48-5;Red no. 105-1;632-69-9 (sodium);Aka105(1);Rose Bengal, 90%, indicator;NCGC00159508-02;DTXCID702814;CHEMBL2359093;ROSE BENGAL SODIUM [INN];Rose bengal, Dye content 95 %;AKA105(1) [INCI];UWBXIFCTIZXXLS-UHFFFAOYSA-L;ROSE BENGAL SODIUM [MART.];ROSE BENGAL SODIUM [WHO-DD];Tox21_111727;BDBM50498947;AKOS015902615;AKOS024319604;ROSE BENGAL DISODIUM SALT [MI];CAS-632-69-9;SODIUM TETRAIODOTETRACHLOROFLUORESCEIN;Tetrachlorotetraiodofluorescein disodium salt;CS-0440614;F0001;R0041;C20347;Rose Bengal sodium salt, Dye content >=85 %;A934800;Rose Bengal sodium salt, certified by the Biological Stain Commission;2',4',5',7'-TETRAIODO-3,4,5,6-TETRACHLOROFLUORESCEIN DISODIUM SALT;3',4',5',6'-TETRACHLORO-2,4,5,7-TETRAIODOFLUORESCEIN DISODIUM SALT;disodium 2,3,4,5-tetrachloro-6-(2,4,5,7-tetraiodo-6-oxido-3-oxo-3H-xanthen-9-yl)benzoate;DISODIUM SALT OF 4,5,6,7-TETRACHLORO-2',4',5',7'-TETRAIODOFLUORESCEIN;Rose bengal, certified by the Biological Stain Commission, Dye content >=80 %;Sodium 2,3,4,5-tetrachloro-6-(2,4,5,7-tetraiodo-6-oxido-3-oxo-3H-xanthen-9-yl)benzoate;SPIRO(ISOBENZOFURAN-1(3H), 9'-(9H)XANTHEN)-3-ONE, 4,5,6,7-TETRACHLORO-3',6'-DIHYDROXY-2',4',5',7'-TETRAIODO-, DISODIUM SALT

Chemical Property of Acid Red 94

Chemical Property:

• Appearance/Colour: bordeaux-red to red-brown crystalline powder
• Melting Point: >300 °C
• Boiling Point: 741.8 °C at 760 mmHg
• PKA: 3.9, 4.7(at 25℃)
• Flash Point: 402.4 °C
• PSA: 93.40000
• LogP: 8.10410
• Storage Temp.: Store at +15°C to +30°C.
• Sensitive.: Light Sensitive
• Solubility.: H2O: soluble1mg/mL
• Water Solubility.: soluble
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 1017.4601
• Heavy Atom Count: 35
• Complexity: 936

Purity/Quality:

99% ^*data from raw suppliers

Retinoblastom Antibody Sampler Kit, BioAssay? ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36-36/38
• Safety Statements: 22-24/25-37/39-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=C2C(=C3C=C(C(=O)C(=C3OC2=C(C(=C1I)[O-])I)I)I)C4=C(C(=C(C(=C4Cl)Cl)Cl)Cl)C(=O)[O-].[Na+].[Na+]
• Recent ClinicalTrials: A Phase 1 Study of PV-10 Chemoablation of Neuroendocrine Tumours (NET) Metastatic to the Liver
• Description: Rose bengal is a xanthene dye, fluorescein derivative, and photosensitizer. It exhibits absorption/emission maxima of 548/567 nm, respectively. Rose bengal binds to S. aureus cells and decreases survival of photoirradiated S. aureus to 0.012% when used at a concentration of 1 μM. It generates singlet oxygen when exposed to photoirradiation in cell-free assays and induces potassium ion leakage from S. aureus and bovine erythrocytes in the presence of photoirradiation. Rose bengal inhibits the cytochrome P450 (CYP) isoform CYP3A4/5 and the UDP-glucuronosyltransferase (UGT) isoform UGT1A6 in human liver microsomes in a light-dependent manner, with IC50 values of 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. It has been used for staining of live cells, but exhibits both intrinsic and phototoxicity.
• Uses: For research use only. Not for use in diagnostic procedures.Please refer to the attached Protocolfor details. Rose Bengal Sodium Salt is used in biological studies as potential for use as sensitizers in photodynamic and sonodynamic therapy by synthesizing Rose Bengal amphiphilic derivatives. This compound has neuroprotective properties.

Technology Process of Acid Red 94

There total 4 articles about Acid Red 94 which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

Rose Bengal lactone (4159-77-7) → rose bengal (632-69-9)

Guidance literature:

With hydrogenchloride;

DOI:10.1016/S0040-4020(01)96591-3

Reference yield:

rose bengal (24545-87-7) → rose bengal (632-69-9)

Guidance literature:

With sodium nitrate; zinc(II) oxide; In water; Mechanism; Irradiation; lifetime of oxidized dye;

DOI:10.1021/j150643a038

Reference yield:

ethyl p-dimethyaminolbenzoate (10287-53-3) + C20H2Cl4I4O5(1-)*2Na(1+) (114601-94-4) → C11H15NO2(1+) + rose bengal (632-69-9)

Guidance literature:

In acetonitrile; Kinetics; Quantum yield;

DOI:10.3762/bjoc.10.92

upstream raw materials:

rose bengal

Rose Bengal lactone

ethyl p-dimethyaminolbenzoate

C₂₀H₂Cl₄I₄O₅^(1-)*2Na⁽¹⁺⁾

Downstream raw materials:

rose bengal methyl ester

Rose Bengal octyl ester

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

C₂₀H₂Cl₄I₄O₅^(1-)*2Na⁽¹⁺⁾

Refernces

• 1、 Matsumura, Michio,Mitsuda, Kenro,Tsubomura, Hiroshi. "Dye Sensitization of a Zinc Oxide Electrode Studied by a Potential Modulation Technique". . p. 5248 - 5251. Retrieved 1983.