US2737501A - Diagnostic preparation for the determination of serum bilirubin - Google Patents
Diagnostic preparation for the determination of serum bilirubin Download PDFInfo
- Publication number
- US2737501A US2737501A US460763A US46076354A US2737501A US 2737501 A US2737501 A US 2737501A US 460763 A US460763 A US 460763A US 46076354 A US46076354 A US 46076354A US 2737501 A US2737501 A US 2737501A
- Authority
- US
- United States
- Prior art keywords
- determination
- serum
- diazo
- serum bilirubin
- bilirubin
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- BPYKTIZUTYGOLE-IFADSCNNSA-N Bilirubin Chemical compound N1C(=O)C(C)=C(C=C)\C1=C\C1=C(C)C(CCC(O)=O)=C(CC2=C(C(C)=C(\C=C/3C(=C(C=C)C(=O)N\3)C)N2)CCC(O)=O)N1 BPYKTIZUTYGOLE-IFADSCNNSA-N 0.000 title claims description 34
- 210000002966 serum Anatomy 0.000 title claims description 18
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 claims description 20
- 235000010288 sodium nitrite Nutrition 0.000 claims description 10
- KSVSZLXDULFGDQ-UHFFFAOYSA-M sodium;4-aminobenzenesulfonate Chemical compound [Na+].NC1=CC=C(S([O-])(=O)=O)C=C1 KSVSZLXDULFGDQ-UHFFFAOYSA-M 0.000 claims description 8
- 239000003232 water-soluble binding agent Substances 0.000 claims description 8
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 14
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 12
- HVBSAKJJOYLTQU-UHFFFAOYSA-N 4-aminobenzenesulfonic acid Chemical compound NC1=CC=C(S(O)(=O)=O)C=C1 HVBSAKJJOYLTQU-UHFFFAOYSA-N 0.000 description 8
- 239000003153 chemical reaction reagent Substances 0.000 description 7
- 229950000244 sulfanilic acid Drugs 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 3
- 229910052783 alkali metal Inorganic materials 0.000 description 3
- -1 alkali metal salt Chemical class 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- GUBGYTABKSRVRQ-XLOQQCSPSA-N Alpha-Lactose Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](CO)O[C@H](O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-XLOQQCSPSA-N 0.000 description 2
- 229920001353 Dextrin Polymers 0.000 description 2
- 239000004375 Dextrin Substances 0.000 description 2
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 2
- GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 description 2
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 2
- 235000019425 dextrin Nutrition 0.000 description 2
- 239000008121 dextrose Substances 0.000 description 2
- 239000012153 distilled water Substances 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 239000008101 lactose Substances 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- PENWAFASUFITRC-UHFFFAOYSA-N 2-(4-chlorophenyl)imidazo[2,1-a]isoquinoline Chemical compound C1=CC(Cl)=CC=C1C1=CN(C=CC=2C3=CC=CC=2)C3=N1 PENWAFASUFITRC-UHFFFAOYSA-N 0.000 description 1
- IOVCWXUNBOPUCH-UHFFFAOYSA-M Nitrite anion Chemical compound [O-]N=O IOVCWXUNBOPUCH-UHFFFAOYSA-M 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- AZFNGPAYDKGCRB-XCPIVNJJSA-M [(1s,2s)-2-amino-1,2-diphenylethyl]-(4-methylphenyl)sulfonylazanide;chlororuthenium(1+);1-methyl-4-propan-2-ylbenzene Chemical compound [Ru+]Cl.CC(C)C1=CC=C(C)C=C1.C1=CC(C)=CC=C1S(=O)(=O)[N-][C@@H](C=1C=CC=CC=1)[C@@H](N)C1=CC=CC=C1 AZFNGPAYDKGCRB-XCPIVNJJSA-M 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- IDNHOWMYUQKKTI-UHFFFAOYSA-M lithium nitrite Chemical compound [Li+].[O-]N=O IDNHOWMYUQKKTI-UHFFFAOYSA-M 0.000 description 1
- ZBAFARDUZOEUPJ-UHFFFAOYSA-M lithium;4-aminobenzenesulfonate Chemical compound [Li+].NC1=CC=C(S([O-])(=O)=O)C=C1 ZBAFARDUZOEUPJ-UHFFFAOYSA-M 0.000 description 1
- 238000007449 liver function test Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 150000002826 nitrites Chemical class 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 235000010289 potassium nitrite Nutrition 0.000 description 1
- 239000004304 potassium nitrite Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
Classifications
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N33/00—Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
- G01N33/48—Biological material, e.g. blood, urine; Haemocytometers
- G01N33/50—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
- G01N33/72—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving blood pigments, e.g. haemoglobin, bilirubin or other porphyrins; involving occult blood
- G01N33/728—Bilirubin; including biliverdin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K33/00—Medicinal preparations containing inorganic active ingredients
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S436/00—Chemistry: analytical and immunological testing
- Y10S436/903—Diazo reactions
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T436/00—Chemistry: analytical and immunological testing
- Y10T436/14—Heterocyclic carbon compound [i.e., O, S, N, Se, Te, as only ring hetero atom]
- Y10T436/145555—Hetero-N
- Y10T436/146666—Bile pigment
Definitions
- the invention relates to a diagnostic preparation, and, more particularly, to a stable composition for use in the determination of serum bilirubin, which is a liver function test.
- a primary object is the preparation of a stable composition in tablet form to replace two solutions now required for this purpose, one of said solutions being only relatively stable, while the other is so unstable that it must be prepared immediately prior to each test or serum determination.
- diazo A solution consists of 1% sulfanilic acid in 1.5% hydrochloric acid. This solution is, at best, stable for about one month.
- Diazo B solution consists of 0.5% sodium nitrite; it is very unstable and must be weighed out and freshly made prior to each test or determination.
- Diazo reagent composed of diazo A and diazo B combines with bilirubin to give a reddish purple compound known as azobilin. The intensity of this color can be measured in a colorimeter for a determination of the bilirubin present in the serum.
- the sodium nitrite of my composition may be substituted by a nitrite such as potassium nitrite or lithium nitrite.
- the tablets of the instant invention have been designated as Bilitest tablets.
- Diazo blank reagent dilute 15 ml. of cone. HCl to 1 liter with distilled water. Bilitest tablets, dissolve one tablet in 25 ml. of diazo blank reagent. Bilirubin standard, a standard which corresponds to 5l0 mg. percent serum bilirubin is satisfactory. Procedure: Dilute 1.0 ml. of serum to 10.0 ml. with distilled Water. Prepare the following three colorimeter tubes:
- a tablet useful in the determination of serum bilirubin consisting of five parts of sodium sulfanilate, one part of sodium nitrite, and a water-soluble binder.
- a tablet useful in the determination of serum bilirubin consisting of 0.1 gram of sodium sulfanilate and 0.02 gram of sodium nitrite.
- a tablet useful in the determination of serum bilirubin consisting of 0.1 gram of sodium sulfanilate, 0.02 gram of sodium nitrite, and a water-soluble binder.
- said water-soluble binder is a member chosen from the group consisting of lactose, dextrose, and dextrin.
- a dry preparation useful in the determination of serum bilirubin consisting of an alkali metal salt of sulfanilic acid and sodium nitrite in proportions of five parts to one, in the order stated, and a Water-soluble binder.
- a dry preparation for the determination of serum bilirubin consisting of an alkali metal salt of sulfanilic acid and an alkali metal nitrite salt in proportion of approximately five parts of the first-named salt to one part of any of the nitrite salts, and a watersoluble binder.
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- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Hematology (AREA)
- Chemical & Material Sciences (AREA)
- Urology & Nephrology (AREA)
- Molecular Biology (AREA)
- Immunology (AREA)
- Medicinal Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Biomedical Technology (AREA)
- Biochemistry (AREA)
- Epidemiology (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- Inorganic Chemistry (AREA)
- Biotechnology (AREA)
- Microbiology (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Food Science & Technology (AREA)
- Physics & Mathematics (AREA)
- Analytical Chemistry (AREA)
- Cell Biology (AREA)
- General Physics & Mathematics (AREA)
- Pathology (AREA)
- Investigating Or Analysing Biological Materials (AREA)
Description
United States Patent 1 2,737,501 DIAGNOSTIC PREPARATION FOR THE DETER- MINATION OF SERUM BILIRUBIN Leonard Sherman, Dearborn, Mich., assignor to Cambridge Chemical Products Company, Dearborn, Mich., a corporation of Michigan No Drawing. Continuation of application Serial No. 345,735, March 30, 1953. This application Ctctober 6, 1954, Serial No. 460,763
6 Claims. (Cl. 25Z408) This application is a continuation as to all common subject matter of my application Serial Number 345,735, filed March 30, 1953, now abandoned.
The invention relates to a diagnostic preparation, and, more particularly, to a stable composition for use in the determination of serum bilirubin, which is a liver function test.
A primary object is the preparation of a stable composition in tablet form to replace two solutions now required for this purpose, one of said solutions being only relatively stable, while the other is so unstable that it must be prepared immediately prior to each test or serum determination.
The prior art method is known as the Van Den Bergh Test or Ehrlichs Diazo Reagent Modified, and is fully described in Remingtons Practice of Pharmacy, pages 1142-43, 10th edition, Cook-Martin, 1951.
The present practice in serum bilirubin determination may be summarized as follows:
First, there is prepared what is termed a diazo reagent composed of diazo A solution and diazo B solution. Diazo A solution consists of 1% sulfanilic acid in 1.5% hydrochloric acid. This solution is, at best, stable for about one month. Diazo B solution consists of 0.5% sodium nitrite; it is very unstable and must be weighed out and freshly made prior to each test or determination. Diazo reagent composed of diazo A and diazo B, as above described, combines with bilirubin to give a reddish purple compound known as azobilin. The intensity of this color can be measured in a colorimeter for a determination of the bilirubin present in the serum.
It will now be appreciated that the making of a fresh batch of diazo B prior to each determination, and possibly also diazo A, consumes a great deal of time and opens the way for errors in measurement, etc. This is all obviated, according to the instant invention, by compounding a dry product composed of sodium sulfanilate, sodium nitrite, and a water-soluble binder, such as lactose, dextrose, dextrin, and the like.
Five parts of sodium sulfanilate are mixed with one part of sodium nitrite and suflicient quantity of a selected water-soluble binder whereby the dry product may be readily formed into tablets. It will be apparent that the quantity of binder used will vary with the character thereof, and the proportion thereof relative to the other ingredients is, obviously, not critical. Each tablet will contain 0.1 gram of sodium sulfanilate and 0.02 gram of sodium nitrite. Tablets thus made are found to be stable and keep indefinitely if preserved dry in a stoppered bottle.
It will be understood that the invention is not restricted to the use of sodium sulfanilate as one of the critical ingredients of my composition, but that any salt of sulfanilic acid, such as potassium or lithium sulfanilate, may be used instead.
Similarly, the sodium nitrite of my composition may be substituted by a nitrite such as potassium nitrite or lithium nitrite.
It will be also understood that the proportion of the active ingredients is the preferred one, but that it may be subjected to some variations without affecting the usefulness of the composition for the uses specified herein.
In the data appearing below, as a matter of convenience, the tablets of the instant invention have been designated as Bilitest tablets.
The determination of serum bilirubin (Evelyn and Malloy--modified) Filter: 540 (Green) Reagents:
Methyl alcohol, absolute, C. P. Diazo blank reagent, dilute 15 ml. of cone. HCl to 1 liter with distilled water. Bilitest tablets, dissolve one tablet in 25 ml. of diazo blank reagent. Bilirubin standard, a standard which corresponds to 5l0 mg. percent serum bilirubin is satisfactory. Procedure: Dilute 1.0 ml. of serum to 10.0 ml. with distilled Water. Prepare the following three colorimeter tubes:
Standard:
5.0 ml. bilirubin standard. 1.0 ml. diluted Bilitest. 4.0 ml. methyl alcohol. Blank:
5 .0 ml. methyl alcohol. 1.0 ml. diazo blank reagent. 4.0 ml. diluted serum. Unknown:
5.0 ml. methyl alcohol. 1.0 ml. diluted Bilitest. 4.0 ml. diluted serum. Mix all three tubes by gentle inversion and let stand 30 minutes. Read in colorimeter, subtracting the blank from the unknown.
Calculations Cone. of stand. Read. of stand. XRead' of unkown mg. percent of bilirubin in serum Cone. of stand. Read. of stand.
It will now be seen that I have attained the aims and purposes of the instant invention, and what I claim and desire to secure by Letters Patent is:
l. A tablet useful in the determination of serum bilirubin, consisting of five parts of sodium sulfanilate, one part of sodium nitrite, and a water-soluble binder.
2. A tablet useful in the determination of serum bilirubin, consisting of 0.1 gram of sodium sulfanilate and 0.02 gram of sodium nitrite.
3. A tablet useful in the determination of serum bilirubin, consisting of 0.1 gram of sodium sulfanilate, 0.02 gram of sodium nitrite, and a water-soluble binder.
4. The tablet of claim 3 in which said water-soluble binder is a member chosen from the group consisting of lactose, dextrose, and dextrin.
5. A dry preparation useful in the determination of serum bilirubin, consisting of an alkali metal salt of sulfanilic acid and sodium nitrite in proportions of five parts to one, in the order stated, and a Water-soluble binder.
6. A dry preparation for the determination of serum bilirubin, the preparation consisting of an alkali metal salt of sulfanilic acid and an alkali metal nitrite salt in proportion of approximately five parts of the first-named salt to one part of any of the nitrite salts, and a watersoluble binder.
=calibration factor Remingtons Practice of Pharmacy, pp. 1142-3, 10th ed., Cook-Martin, 1951.
Claims (1)
1. A TABLET USEFUL IN THE DETERMINATION OF SERUM BILIRUBIN, CONSISTING OF FIVE PART OF SODIUM SULFANILATE, ONE PART OF SODIUM NITRITE, AND A WATER-SOLUBLE BINDER.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US460763A US2737501A (en) | 1954-10-06 | 1954-10-06 | Diagnostic preparation for the determination of serum bilirubin |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US460763A US2737501A (en) | 1954-10-06 | 1954-10-06 | Diagnostic preparation for the determination of serum bilirubin |
| GB1709155A GB782216A (en) | 1955-06-14 | 1955-06-14 | A diagnostic preparation |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US2737501A true US2737501A (en) | 1956-03-06 |
Family
ID=26252454
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US460763A Expired - Lifetime US2737501A (en) | 1954-10-06 | 1954-10-06 | Diagnostic preparation for the determination of serum bilirubin |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US2737501A (en) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4030885A (en) * | 1975-09-11 | 1977-06-21 | Sigma Chemical Company | Bilirubin determination |
| US4298498A (en) * | 1978-12-21 | 1981-11-03 | Boehringer Mannheim Gmbh | Control reagent for test strips for determining urobilinogen in urine |
| US4404286A (en) * | 1982-02-22 | 1983-09-13 | The Dow Chemical Company | Bilirubin assay |
| US5183762A (en) * | 1989-09-21 | 1993-02-02 | Diesse Diagnostica Senese S.R.L. | Copper containing reagent for the detection and determination of bilirubin in the urine |
| US20050266579A1 (en) * | 2004-06-01 | 2005-12-01 | Xihai Mu | Assay system with in situ formation of diazo reagent |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2436814A (en) * | 1943-06-08 | 1948-03-02 | James L Leitch | Ortho-tolidine tablet composition |
| US2577978A (en) * | 1949-02-04 | 1951-12-11 | Miles Lab | Diagnostic composition |
-
1954
- 1954-10-06 US US460763A patent/US2737501A/en not_active Expired - Lifetime
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2436814A (en) * | 1943-06-08 | 1948-03-02 | James L Leitch | Ortho-tolidine tablet composition |
| US2577978A (en) * | 1949-02-04 | 1951-12-11 | Miles Lab | Diagnostic composition |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4030885A (en) * | 1975-09-11 | 1977-06-21 | Sigma Chemical Company | Bilirubin determination |
| US4298498A (en) * | 1978-12-21 | 1981-11-03 | Boehringer Mannheim Gmbh | Control reagent for test strips for determining urobilinogen in urine |
| US4404286A (en) * | 1982-02-22 | 1983-09-13 | The Dow Chemical Company | Bilirubin assay |
| US5183762A (en) * | 1989-09-21 | 1993-02-02 | Diesse Diagnostica Senese S.R.L. | Copper containing reagent for the detection and determination of bilirubin in the urine |
| US5294403A (en) * | 1989-09-21 | 1994-03-15 | Diesse Diagnostica Senese S.R.L. | Kit for the determination of bilirubin in urine |
| US20050266579A1 (en) * | 2004-06-01 | 2005-12-01 | Xihai Mu | Assay system with in situ formation of diazo reagent |
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