4,5,6,7-Tetrachlor-3',6'-dihydroxy-2',4',5',7'-tetraiodspiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-on

Rose Bengal Lactone

HCID 69439CAS 4159-77-7

Teilstruktursuche Ähnliche Strukturen suchen

Grundinformationen

Standard-SMILES: O=C1OC2(c3cc(I)c(O)c(I)c3Oc3c2cc(I)c(O)c3I)c2c(Cl)c(Cl)c(Cl)c(Cl)c21
InChIKey: IICCLYANAQEHCI-UHFFFAOYSA-N
Summenformel: C20H4Cl4I4O5
Durchschnittliche Molmasse: 973,7 g/mol
Monoisotopische Masse: 971,4992

Namen und Bezeichner

Bevorzugter Name: Rose Bengal Lactone
IUPAC: 4,5,6,7-tetrachloro-3',6'-dihydroxy-2',4',5',7'-tetraiodospiro[2-benzofuran-3,9'-xanthene]-1-one
Lokaler Name: 4,5,6,7-Tetrachlor-3',6'-dihydroxy-2',4',5',7'-tetraiodspiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-on
Englischer Name: Rose bengal lactone
Summenformel: C20H4Cl4I4O5
Molmasse: 973.67

Namen und Synonyme

Rose Bengal lactone4159-77-7Solvent Red 141C.I. Solvent Red 141Bengal Rose B4,5,6,7-tetrachloro-3',6'-dihydroxy-2',4',5',7'-tetraiodo-3h-spiro[2-benzofuran-1,9'-xanthen]-3-oneUNII-BIU7Q7W2SHBIU7Q7W2SHC.I.45440:1DTXSID0048426ROSE BENGAL ACIDEINECS 223-993-4

Weitere Namen anzeigen

4’,5’,7’-tetraiodo-droxy-2C.I.Solvent Red 141:C.I.45440:14,5,6,7-Tetrachloro-2’,4’,5’,7’-tetraiodofluoresceinspiro[isobenzofuran-1(3h),9’-[9h]xanthen]-3-one,4,5,6,7-tetrachloro-3’,6’-dihy4,5,6,7-tetrachloro-3',6'-dihydroxy-2',4',5',7'-tetraiodospiro[2-benzofuran-3,9'-xanthene]-1-one4,5,6,7-Tetrachloro-3',6'-dihydroxy-2',4',5',7'-tetraiodo-3H-spiro[isobenzofuran-1,9'-xanthen]-3-one4,5,6,7-Tetrachloro-3',6'-dihydroxy-2',4',5',7'-tetraiodo-3H-spiro[isobenzofuran-1,9'-xanthen]-3-one4',5',6',7'-Tetrachloro-3,6-dihydroxy-2,4,5,7-tetraiodospiro[9H-xanthene-9,1'(3'H)-isobenzofuran]-3'-one

BLUE 7NSC-457324,5,6,7-tetrachloro-2',4',5',7'-tetraiodofluoresceinRose bengal BSpiro(isobenzofuran-1(3H),9'-(9H)xanthen)-3-one, 4,5,6,7-tetrachloro-3',6'-dihydroxy-2',4',5',7'-tetraiodo-FLUORESCEIN, 4,5,6,7-TETRACHLORO-2',4',5',7'-TETRAIODO-BENZOIC ACID, 2,3,4,5-TETRACHLORO-6-(6-HYDROXY-2,4,5,7-TETRAIODO-3-OXO-3H-XANTHEN-9-YL)-Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 4,5,6,7-tetrachloro-3',6'-dihydroxy-2',4',5',7'-tetraiodo-

Datenbank-Bezeichner

CAS: 4159-77-7、632-68-8
PubChem CID: 69439
DTXSID: DTXSID0048426
UNII: BIU7Q7W2SH
EC Number: 211-182-8、223-993-4
Nikkaji: J25.139I

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 8,5
Polarare Oberfläche (TPSA): 76 Å²
H-Brücken-Donoren: 2
H-Brücken-Akzeptoren: 5
Frei drehbare Bindungen: 0
Schwere Atome: 33
Formalladung: 0
Komplexität: 780

Physikochemische Eigenschaften

Schmelzpunkt: 280 °C · 280 °C (dec.)(lit.)
storage temp.: room temp
Siedepunkt: 741.8 · 741.8±60.0 °C(Predicted)
Dichte: 2.96 · 2.96±0.1 g/cm3(Predicted)
pka: 7.03 · 7.03±0.20(Predicted)
Aggregatzustand: powder
Farbe: pink to red
Major Application: diagnostic assay manufacturinghematologyhistology
InChI: 1S/C20H4Cl4I4O5/c21-9-7-8(10(22)12(24)11(9)23)20(33-19(7)31)3-1-5(25)15(29)13(27)17(3)32-18-4(20)2-6(26)16(30)14(18)28/h1-2,29-30H
InChIKey: IICCLYANAQEHCI-UHFFFAOYSA-N
SMILES: Oc1c(I)cc2c(Oc3c(I)c(O)c(I)cc3C24OC(=O)c5c(Cl)c(Cl)c(Cl)c(Cl)c45)c1I
EPA chemische Informationen: -1 · Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 4,5,6,7-tetrachloro-3',6'-dihydroxy-2',4',5',7'-tetraiodo- (4159-77-7)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 6 Einträge

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 39 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

This chemical does not meet GHS hazard criteria for 100% (5 of 5) of all reports.

Gefahrenhinweise

Regulatory Information · 2 Einträge

Chemical: Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 4,5,6,7-tetrachloro-3',6'-dihydroxy-2',4',5',7'-tetraiodo-, dipotassium salt

Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 4,5,6,7-tetrachloro-3',6'-dihydroxy-2',4',5',7'-tetraiodo-, dipotassium salt: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and Categories · 2 Einträge

Skin Irrit. 2 (100%)；Eye Irrit. 2 (100%)；STOT SE 3 (100%)

Not Classified

Regulatorische Informationen

Regulatory Information · 2 Einträge

Chemical: Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 4,5,6,7-tetrachloro-3',6'-dihydroxy-2',4',5',7'-tetraiodo-, dipotassium salt

Sicherheitsdaten

wgk: 3
tsca: TSCA listed
risk_code: 36/37/38
hazard_code: Xi
safety_code: 26-37/39
Speicherklasse: 11 - Combustible Solids
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3

Chemie und Industrie

Verwendung und Herstellung

General Manufacturing Information · 2 Einträge

Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 4,5,6,7-tetrachloro-3',6'-dihydroxy-2',4',5',7'-tetraiodo-, potassium salt (1:2): ACTIVE

Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 4,5,6,7-tetrachloro-3',6'-dihydroxy-2',4',5',7'-tetraiodo-: INACTIVE

Anwendungen · 2 Einträge

BeschreibungRose bengal lactone is a potent inhibitor of human metabolism that binds to the proteasome pathway and inhibits the polymerization of tubulin. It has been shown to bind with high affinity to microtubules and inhibit their assembly, which leads to cell death. Rose bengal lactone also binds with high affinity to potassium ion, which may contribute to its anti-cancer effects. This compound has also been found to be an effective inhibitor of goiters in rats by binding with aliphatic hydrocarbons such as cholesterol.

VerwendenBiological stain; colorant for inks, cellulosics, foods, cosmetics, medicine (diagnostic aid).

Darstellung

synthetischewill Resorcinol and 4,5,6,7-Tetrachloroisobenzofuran-1,3-dione condensation, The resulting 4,5,6,7 – tetrachloro-fluorescein tetraiodide.