Basic information
- CAS
71-67-0- Standard SMILES
O=C1OC(c2ccc(O)c(S(=O)(=O)[O-])c2)(c2ccc(O)c(S(=O)(=O)[O-])c2)c2c(Br)c(Br)c(Br)c(Br)c21.[Na+].[Na+]- InChIKey
GHAFORRTMVIXHS-UHFFFAOYSA-L- Molecular formula
- C20H8Br4Na2O10S2
- Average molar mass
- 838 g/mol
- Monoisotopic mass
- 833.60878
Overview
Bromosulfophthalein sodium is an organic sodium salt that is the disodium salt of bromosulfophthalein. It has a role as a dye. It contains a bromosulfophthalein(2-). It is functionally related to a 2-benzofuran-1(3H)-one.
Names & identifiers
- Preferred name
- Sulfobromophthalein Sodium
- IUPAC
- disodium;2-hydroxy-5-[4,5,6,7-tetrabromo-1-(4-hydroxy-3-sulfonatophenyl)-3-oxo-2-benzofuran-1-yl]benzenesulfonate
- English name
- Bromosulfalein
- Molecular formula
- C20H11Br4NaO10S2
- Molecular weight
- 818.02
Names & synonyms
71-67-0bromsulphthaleinBromsulfaleinHepatestabromeHepatosulfaleinHepartestBSP sodiumSulphobromophthalein sodiumSodium bromosulfaleinSodium bromsulphaleinBromotaleinaHepartestabrome
Show more names
bspSP-IIBSP-IIbsfsimesbspsodiumbromthalein
BromsulfanBrom-tetragnostSodium bromsulphthaleinBromsulfophthaleinBSF simesSodium bromosulfophthaleinSodium sulphobromophthaleinCBSP
Database identifiers
- CAS
71-67-0- PubChem CID
- 6282
- DTXSID
DTXSID9023621- ChEMBL
CHEMBL453904- ChEBI
CHEBI:63827- EC Number
- 200-761-0
Properties
Computed structural properties
- Topological polar surface area
- 198 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 10
- Rotatable bonds
- 2
- Heavy atoms
- 38
- Formal charge
- 0
- Complexity
- 994
Experimental & physicochemical properties
Chemical ClassesDyes -> Indicator Dyes
OdorODORLESS
TasteBITTER
Color/Form
CRYSTALS
WHITE CRYSTALLINE POWDER
SolubilitySOL IN WATER; INSOL IN ALCOHOL, ACETONE
Physical DescriptionHygroscopic solid; [Merck Index] White odorless solid; [HSDB] Beige powder; [Sigma-Aldrich MSDS]
Other Experimental Properties
ALKALINE SOLN HAVE INTENSE BLUISH-PURPLE COLOR
ANIONIC PHTHALEIN DYE
HYGROSCOPIC
Physicochemical properties
- solubility
- 5 mg/ml; · DMF: 5 mg/ml; DMSO: 5 mg/ml; Ethanol: slightly soluble; PBS (pH 7.2): 1 mg/ml
- form
- Powder
- color
- White to off-white
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H317 (100%): May cause an allergic skin reaction [Warning Sensitization, Skin]
P233, P260, P261, P271, P272, P280, P284, P302+P352, P304+P340, P321, P333+P317, P342+P316, P362+P364, P403, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 41 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazards SummaryCauses convulsions in intravenous lethal-dose studies of dogs (LD50 = 52 mg/kg); [RTECS] May cause irritation; [Sigma-Aldrich MSDS] See Phenolphthalein.
Hazard Classes and CategoriesSkin Sens. 1 (100%)
Safety & protection
Storage Conditions
SOLN SHOULD BE STORED IN WARM PLACE TO PREVENT CRYSTALLIZATION
INJECTION IS ADVERSELY AFFECTED BY & SHOULD BE PROTECTED FROM DIRECT SUNLIGHT
Toxicology
Interactions
DEHYDROCHOLIC ACID, CHLORTETRACYCLINE, SULFONAMIDES, NOVOBIOCIN, & MONOAMINE OXIDASE INHIBITORS MAY ALSO INCR SULFOBROMOPHTHALEIN RETENTION, ALTHOUGH POSSIBILITY OF ACTUAL LIVER DAMAGE SHOULD BE CONSIDERED IN PT RECEIVING CHLORTETRACYCLINE, SULFONAMIDES, OR NOVOBIOCIN.
SIMULTANEOUS ADMIN OF INDOCYANINE GREEN...MAY RESULT IN IMPAIRMENT OF HEPATIC EXCRETION...
CHOLECYSTOGRAPHIC AGENTS...REPORTED TO COMPETITIVELY INTERFERE WITH SULFOBROMOPHTHALEIN CLEARANCE & EXCRETION... ETHOXAZENE, PHENAZOPYRIDINE, PHENOLPHTHALEIN, & PHENOLSULFONPHTHALEIN (PSP) MAY PRODUCE APPARENT DECR EXCRETION OF SULFOBROMOPHTHALEIN BY INTERFERING WITH COLORIMETRIC MEASUREMENT...
Chemistry & industry
Pharmacology
Mechanism of ActionSULFOBROMOPHTHALEIN TEST FOR LIVER FUNCTION IS BASED ON THE FACT THAT IN PT WITH HEPATIC DYSFUNCTION, PERCENTAGE DISAPPEARANCE RATE & EST STORAGE CAPACITY...ARE DECR & PLASMA HALF-LIFE & EST EXCRETORY TIME OF DYE ARE INCR.
Biological Half-Life
IN ONE STUDY IN SMALL NUMBER OF NORMAL SUBJECTS, PLASMA HALF-LIFE AVG ABOUT 4 MIN. LIVER HAS STORAGE CAPACITY...WHICH IS PROPORTIONAL TO PLASMA CONCN OF DYE, & RANGES FROM 50-75 MG OF SULFOBROMOPHTHALEIN...PER MG OF DYE PER 100 ML OF PLASMA IN PT WITH NORMAL LIVER FUNCTION.
Metabolism/Metabolites
S-ARYLTRANSFERASE IS THOUGHT TO BE INVOLVED IN METABOLISM OF SULFOBROMOPHTHALEIN...
IT IS EXCRETED IN BILE OF RATS AS BSP-GLUTATHIONE & OTHER AMINOACYL CONJUGATES, FORMED BY CONDENSATION OF BSP WITH GLUTATHIONE, PROBABLY WITHOUT ELIMINATION OF ANY OF BROMINE ATOMS.
SULFOBROMOPHTHALEIN /WAS METABOLIZED TO THE FOLLOWING/ S-(3,3-BIS(4-HYDROXY-3-SULFOPHENYL) TRIBROMOPHTHALIDYL)GLUTATHIONE IN DOG; JAVITT NB, ET AL, J CLIN INVEST, 39, 1570 (1960). SULFOBROMOPHTHALEIN-BETA-D-GLUCURONIDE IN LIVER; HIRAYAMA C, ET AL, SAISHIN IGAKU, 17, 2520 (1962).
MeSH Pharmacological Classification
Substances used for the detection, identification, analysis, etc. of chemical, biological, or pathologic processes or conditions. Indicators are substances that change in physical appearance, e.g., color, at or approaching the endpoint of a chemical titration, e.g., on the passage between acidity and alkalinity. Reagents are substances used for the detection or determination of another substance by chemical or microscopical means, especially analysis. Types of reagents are precipitants, solvents, oxidizers, reducers, fluxes, and colorimetric reagents. (From Grant & Hackh's Chemical Dictionary, 5th ed, p301, p499)
Chemicals and substances that impart color including soluble dyes and insoluble pigments. They are used in INKS; PAINTS; and as INDICATORS AND REAGENTS.
Absorption, Distribution and Excretion
WHEN HEPATIC FUNCTION IS SEVERELY IMPAIRED, UP TO 10-25%...MAY BE EXCRETED IN URINE. NORMALLY...LESS THAN 2% OF DOSE IS EXCRETED IN THIS WAY, & EXTRAHEPATIC REMOVAL OF SULFOBROMOPTHALEIN CAN BE DISREGARDED.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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