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Sulfobromophthalein

Sulfobromophthalein structure

Sulfobromophthalein 

structure
  • CAS No:

    71-67-0

  • Formula:

    C20H10Br4O10S2.2Na

  • Chemical Name:

    Sulfobromophthalein

  • Synonyms:

    Benzenesulfonic acid,3,3′-(4,5,6,7-tetrabromo-3-oxo-1(3H)-isobenzofuranylidene)bis[6-hydroxy-,disodium salt;Phenolphthalein,4,5,6,7-tetrabromo-3′,3′′-disulfo-,disodium salt;Brom-tetragnost;Bromthalein;BSP sodium;CBSP;Hepartest;Sodium bromosulfalein;Sodium bromsulphalein;Sodium phenol tetrabromophthalein;Sodium sulfobromophthalein;Sulfobromophthalein sodium;Sulphobromophthalein sodium;Sulfobromophthalein;Bromosulfophthalein;Bromosulphalein;Bromsulfalein;Bromsulfophthalein;Bromsulphalein;BSP;Bromsulphthalein;Bromosulfalein;Sodium bromsulphthalein;Bromsulfthalein;Sodium bromosulfophthalein;Phenoltetrabromophthaleinsulfonate;Bromosulphthalein;Sodium sulphobromophthalein;BSF;Tetrabromosulfophthalein;Sulphobromophthalein;Sulfobromphthalein;Bromotaleina;Bromsulfan;BSF Simes;Hepatestabrome;Hepatosulfalein;Disodium bromosulfophthalein;Tetrabromsulfthalein;BSP (pharmaceutical);51176-96-6

  • Categories:

    Pharmaceutical Intermediates  >  Bulk Drug Intermediates

Description

white crystalline solid


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 derives from a 2-benzofuran-1(3H)-one.|A phenolphthalein that is used as a diagnostic aid in hepatic function determination.

Sulfobromophthalein Basic Attributes

837.99700

833.60900

200-761-0

DTXSID9023621

CRYSTALS|WHITE CRYSTALLINE POWDER

Characteristics

205.76000

6.57600

white crystalline solid

Soluble in water.

SOLN SHOULD BE STORED IN WARM PLACE TO PREVENT CRYSTALLIZATION|INJECTION IS ADVERSELY AFFECTED BY & SHOULD BE PROTECTED FROM DIRECT SUNLIGHT

ODORLESS

BITTER

ALKALINE SOLN HAVE INTENSE BLUISH-PURPLE COLOR|ANIONIC PHTHALEIN DYE|HYGROSCOPIC

Safety Information

3

R42/43

S24/25

SM8395000

Xn

Stable. Incompatible with strong oxidizing agents. May be air or moisture sensitive.

|Danger|H317 (100%): May cause an allergic skin reaction [Warning Sensitization, Skin]|P261, P272, P280, P285, P302+P352, P304+P341, P321, P333+P313, P342+P311, P363, and P501|Aggregated GHS information provided by 40 companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Toxicity

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...|BILIARY EXCRETION RATE & RATE OF PLASMA DISAPPEARANCE OF SULFOBROMOPHTHALEIN... WERE SHOWN...TO INCR AFTER PRE-TREATMENT WITH PHENOBARBITAL & OTHER MICROSOMAL-ENZYME INDUCERS IN RATS, & INCR EXCRETION CORRELATED WELL WITH INCR IN BILE FLOW RATES.|For more Interactions (Complete) data for SODIUM SULFOBROMOPHTHALEIN (7 total), please visit the HSDB record page.

Drug Information

Indicators and Reagents; Phthalein Dyes|FORTY-FIVE MIN AFTER INJECTION...4-5 ML OF BLOOD IS WITHDRAWN FROM OPPOSITE ARM TO AVOID CONTAMINATION OF SAMPLE. ...SOME CLINICIANS TAKE SINGLE SAMPLE @ 30 MIN & OTHERS @ 60 MIN. AMT OF DYE RETAINED IN THE SERUM IS DETERMINED COLORIMETRICALLY.|USE...IN HEPATIC FUNCTION DETERMINATION IS NOT BASED ON ITS PHARMACOLOGIC EFFECTS BUT ON ITS DISTRIBUTION, METABOLISM, & EXCRETION FROM BODY.|...HELPFUL IN DETECTING HEPATIC DAMAGE IN PT WHO HAVE BEEN EXPOSED TO HEPATOTOXINS & IN RECOGNIZING METASTATIC CARCINOMA. ...ALSO BEEN USED TO DISTINGUISH UPPER GI HEMORRHAGE DUE TO PEPTIC ULCER FROM THAT DUE TO ESOPHAGEAL VARICES & FOR DIAGNOSIS OF DUBIN-JOHNSON OR ROTOR SYNDROMES. ...USED TO EST HEPATIC BLOOD FLOW...|For more Therapeutic Uses (Complete) data for SODIUM SULFOBROMOPHTHALEIN (8 total), please visit the HSDB record page.

HIGH BLOOD LEVELS OF BILIRUBIN MAY INTERFERE WITH MEASUREMENT OF SULFOBROMOPHTHALEIN... HEPARIN...INCR COLOR INTENSITY...IN SERUM & CAUSES SHIFT IN ABSORPTION... ... SULFOBROMOPHTHALEIN MAY PRODUCE...INCR IN OTHER LABORATORY TEST RESULTS...SERUM CALCIUM, SERUM CREATINE & CREATININE, UROBILINOGEN, BLOOD PROTEIN...|PARENTERAL CHOLECYSTOGRAPHIC AGENTS ARE SATURATED SOLN, & PT ALMOST INVARIABLY EXPERIENCE THROMBOPHLEBITIS IF SULFOBROMOPHTHALEIN IS INJECTED INTO SAME ARM WITHIN FEW DAYS FOLLOWING INJECTION OF RADIOPAQUE SUBSTANCE.|VET WARNING: IRRITANT TO VEINS. USE DILUTE SOLN VIA SMALL GAUGE NEEDLES OR CANNULAS. ... ICTERIC STATES PREVENT INTERPRETATION OF TEST.|...USED WITH EXTREME CAUTION, IF @ ALL, IN PT WHO HAVE HAD PREVIOUS SULFOBROMOPHTHALEIN TESTS & IN PT WITH HISTORY OF ALLERGY OR ASTHMA... COMPLETE MEDICAL HISTORY...SHOULD BE OBTAINED BEFORE DYE IS ADMIN.|For more Drug Warnings (Complete) data for SODIUM SULFOBROMOPHTHALEIN (7 total), please visit the HSDB record page.

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 and Hackh's Chemical Dictionary, 5th ed, p301, p499) (See all compounds classified as Indicators and Reagents.)|Chemicals and substances that impart color including soluble dyes and insoluble pigments. They are used in INKS; PAINTS; and as INDICATORS AND REAGENTS. (See all compounds classified as Coloring Agents.)

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.|NORMAL METABOLISM & EXCRETION OF SULFOBROMOPHTHALEIN DEPEND ON HEPATIC BLOOD FLOW, ABILITY OF LIVER CELLS TO TAKE UP & CONCN THE DYE, & INTAKE BILIARY EXCRETION.|...METABOLIZED IN LIVER BY CONJUGATION WITH GLUTATHIONE, & BOTH FREE & CONJUGATED...ARE EXCRETED INTO BILE. ... DYE DOES NOT UNDERGO ENTEROHEPATIC CIRCULATION...& IS EXCRETED PRIMARILY IN FECES. ... EXCRETION OF DYE IS USUALLY COMPLETE WITHIN 24 HR.|FOLLOWING IV ADMIN...ALMOST COMPLETELY BOUND TO PLASMA PROTEINS IN BLOOD, MAINLY ALBUMIN & ALPHA1 LIPOPROTEINS. DYE IS RAPIDLY TAKEN UP & BRIEFLY STORED BY HEPATIC PARENCHYMAL CELLS. ... SMALL AMT...MAY BE TAKEN UP BY SKELETAL MUSCLE, BUT EXTRA-HEPATIC TISSUE UPTAKE IS MINIMAL. ...DOES NOT CROSS PLACENTA.|For more Absorption, Distribution and Excretion (Complete) data for SODIUM SULFOBROMOPHTHALEIN (6 total), please visit the HSDB record page.

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).

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.

SULFOBROMOPHTHALEIN 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.

/IF EXTRAVASATION OCCURS/ EXTREMITY SHOULD BE ELEVATED & COLD COMPRESSES OR ICE PACKS APPLIED UNTIL ACUTE PAIN SUBSIDES. SC INJECTION OF 1% AQ PROCAINE HYDROCHLORIDE WILL STOP PAIN & REDUCE LIKELIHOOD OF VASOSPASM.|RESP & CARDIAC RESUSCITATION & SUPPORTIVE THERAPY, SUCH AS OXYGEN, SHOULD BE ADMIN AS NEEDED. ONLY AFTER ADEQUATE TISSUE OXYGENATION IS ASSURED & EPINEPHRINE ADMIN SHOULD HYDROCORTISONE, ANTIHISTAMINES, OR ADDITIONAL EPINEPHRINE BE ADMIN.|IF AN ANAPHYLACTIC REACTION OCCURS, SULFOBROMOPHTHALEIN ADMIN SHOULD BE DISCONTINUED IMMEDIATELY. BOTH SYSTEMIC & LOCAL SYMPTOMS HAVE BEEN REPORTED TO RESPOND PROMPTLY TO EPINEPHRINE & DIPHENHYDRAMINE.

ANAPHYLACTIC REACTION...MAY BEGIN WITH BURNING SENSATION ON THE BODY & FLITTERING SCOTOMA, & PROGRESS TO SHOCK, DYSPNEA, CYANOSIS, RESPIRATORY & CARDIAC ARREST, PERIPHERAL CIRCULATORY COLLAPSE, PARALYSIS, UNCONSCIOUSNESS, CONVULSIONS, & COMA; BRONCHOSPASM HAS OCCURRED...|OTHER SIDE EFFECTS...INCL URTICARIA, PRURITUS, MALAISE, GENERALIZED FLUSHING, FAINTNESS, FEVER, CHILLS, NAUSEA, VOMITING, HYPOTENSION, TACHYCARDIA, VERTIGO, ECZEMA, SWEATING, LARYNGEAL STRIDOR, & WEAK PULSE. TRANSIENT NAUSEA IS ESP LIKELY TO OCCUR IN OVERWEIGHT PT.|...EXTRAVASATION OR INTRAARTERIAL INJECTION...WILL CAUSE SEVERE IRRITATION & NECROSIS IN SURROUNDING TISSUES. ACUTE LOCALIZED CONTACT DERMATITIS HAS BEEN REPORTED...|ANDROGENS & ANABOLIC STEROIDS, CERTAIN ESTROGENS...ORAL CONTRACEPTIVES, & B VITAMINS INTERFERE WITH...EXCRETION...MAY PRODUCE FALSE-POSITIVE TEST RESULT IN NEARLY ALL PT.

Bromosulfophthalein

Sulfobromophthalein Use and Manufacturing

Methods of Manufacturing

PREPD LIKE PHENOLTETRACHLOROPHTHALEIN BY CONDENSATION OF PHENOL & TETRABROMOPHTHALIC ACID OR ITS ANHYDRIDE, FOLLOWED BY SULFONATION & CONVERSION TO DISODIUM SALT.

Uses

MEDICATION|MEDICATION (VET)

SULFOBROMOPHTHALEIN SODIUM (BROMSULPHALEIN, BSP) INJECTION, 50 MG/ML

Benzenesulfonic acid, 3,3'-(4,5,6,7-tetrabromo-3-oxo-1(3H)-isobenzofuranylidene)bis[6-hydroxy-, disodium salt: INACTIVE|...ANIONIC PHTHALEIN DYE. ...COMMERCIALLY AVAIL AS SODIUM SALT... COMMERCIALLY AVAIL...INJECTION IS COLORLESS OR ALMOST COLORLESS SOLN HAVING PH OF 5-6.5. ... AN INDICATOR DYE. VERY SMALL DIFFERENCES IN PH AFFECT TINT...VARIATIONS OF TINT IN DIFFERENT LOTS OF COMMERCIALLY AVAIL SOLN ARE NOT OF ANY PRACTICAL SIGNIFICANCE.

AMT OF DYE RETAINED IN SERUM IS DETERMINED COLORIMETRICALLY.

Computed Properties

Molecular Weight:838.0
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:10
Rotatable Bond Count:2
Exact Mass:837.60468
Monoisotopic Mass:833.60878
Topological Polar Surface Area:198
Heavy Atom Count:38
Complexity:994
Covalently-Bonded Unit Count:3
Compound Is Canonicalized:Yes

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