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Assay method for the determination of lithium with novel substituted crown dyes

Assignee: Siemens Healthcare Diagnostics GmbH Germany
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Filing: 1986-05-23
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Granted: 1988-05-03
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Expires: 2006-05-23
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Abstract

Abstract Novel compounds and assay methods are provided for determining the presence of lithium in serum, plasma, urine or other sample without deproteinization. The novel compounds are water soluble derivatives of TMC-crownformazans and provide signal enhancement by increased absorbance of the dye-lithium complex over the dye anion.

Inventors

  • 👤 Cheng-I Lin
  • 👤 Marcel Pirio

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-03 21:11
CPC Classifications
C; C07; C07D; C07D273/00; G; G01; G01N; G01N31/00; G01N31/22; G01N33/00; G01N33/48; G01N33/50; G01N33/84

Claims Analysis

Total Claims: 22
Claim 1
Independent Claim 147 words
A method for the determination of lithium in a sample suspected of containing lithium without treating said sample to remove proteins, said method comprising: (a) combining in an aqueous assay medium said sample and a compound according the following formula: ##STR5## wherein: R 1 is an electron withdrawing group; R 2 and R 5 are independently selected from the group consisting of hydrogen, methoxy, carboxymethoxy, nitro, chlorine, bromine and fluorine; R 3 and R 4 are independently selected from the group consisting of hydrogen and a hydrophilic substituent consisting of from one to twelve atoms other than hydrogen, which atoms are selected from the group consisting of carbon, oxygen, nitrogen, phosphorous, sulfur and halogen; with the proviso that not more than three of R 3 and R 4 are hydrogen; and (b) measuring the absorbance of said medium to determine the presence of lithium in said sample.
Claim 2
Independent Claim 147 words
A method for the determination of lithium in a sample suspected of containing lithium without treating said sample to remove proteins, said method comprising: (a) combining in an aqueous assay medium said sample and a compound according the following formula: ##STR5## wherein: R 1 is an electron withdrawing group; R 2 and R 5 are independently selected from the group consisting of hydrogen, methoxy, carboxymethoxy, nitro, chlorine, bromine and fluorine; R 3 and R 4 are independently selected from the group consisting of hydrogen and a hydrophilic substituent consisting of from one to twelve atoms other than hydrogen, which atoms are selected from the group consisting of carbon, oxygen, nitrogen, phosphorous, sulfur and halogen; with the proviso that not more than three of R 3 and R 4 are hydrogen; and (b) measuring the absorbance of said medium to determine the presence of lithium in said sample.
Claim 3
Dependent Claim 57 words
A method according to claim 1 wherein said sample is blood or a blood fraction product and R 1 is selected from the group consisting of CN, NO 2 , CONX 2 , SO 2 CF 3 , and SO 2 NX 2 and X is independently selected from the group consisting of hydrogen, methyl and ethyl.
Claim 4
Dependent Claim 30 words
A method according to claim 1 wherein said compound is in an aqueous solution of pH of about 8 to about 14 containing up to 75% of a polar cosolvent.
Claim 5
Dependent Claim 16 words
A method according to claim 3 wherein said sample is blood or a blood fraction product.
Claim 6
Dependent Claim 39 words
A method according to claim 3 wherein said aqueous solution contains an alkali metal hydroxide other than lithium hydroxide and said cosolvent is selected from the group consisting of dimethylsulfoxide, dimethylformamide, sulfolane, trimethylphosphate, tetrahydrofuran, dimethylsulfone, N,N'-dimethylacetamide and mixtures thereof.
Claim 7
Dependent Claim 19 words
A method according to claim 5, wherein said alkali metal hydroxide is potassium hydroxide and said cosolvent is dimethylsulfoxide.
Claim 8
Independent Claim 83 words
A method for the determination of lithium in a sample suspected of containing lithium without treating said sample to remove proteins, said method comprising: (a) combining in an aqueous assay medium said sample and a compound according to the following formula: ##STR6## wherein: R 1 is NO 2 ; R 2 , R 3 and R 5 are H; and R 4 is CO 2 H; and (b) measuring the absorbance of said medium to determine the presence of lithium in said sample.
Claim 9
Independent Claim 83 words
A method for the determination of lithium in a sample suspected of containing lithium without treating said sample to remove proteins, said method comprising: (a) combining in an aqueous assay medium said sample and a compound according to the following formula: ##STR6## wherein: R 1 is NO 2 ; R 2 , R 3 and R 5 are H; and R 4 is CO 2 H; and (b) measuring the absorbance of said medium to determine the presence of lithium in said sample.
Claim 10
Dependent Claim 26 words
A method according to claim 7 wherein said compound is in an aqueous solution of pH of about 8 to about 14 containing a polar cosolvent.
Claim 11
Dependent Claim 35 words
A method according to claim 8 wherein said aqueous solution contains an alkali metal hydroxide and said cosolvent is selected from the group consisting of dimethylsulfoxide, dimethylformamide, sulfolane, trimethylformamide, tetrahydrofuran, dimethylsulfone, N,N'-dimethylacetamide and mixtures thereof.
Claim 12
Dependent Claim 19 words
A method according to claim 9, wherein said alkali metal hydroxide is potassium hydroxide and said cosolvent is dimethylsulfoxide.
Claim 13
Independent Claim 85 words
A method for the determination of lithium in a sample suspected of containing lithium without treating said sample to remove proteins, said method comprising: (a) combining in an aqueous assay medium said sample and a compound according to the following formula: ##STR7## wherein: R 1 is SO 2 CF 3 ; R 2 , R 3 and R 5 are H; and R 4 is CO 2 H; and (b) measuring the absorbance of said medium to determine the presence of lithium in said sample.
Claim 14
Independent Claim 85 words
A method for the determination of lithium in a sample suspected of containing lithium without treating said sample to remove proteins, said method comprising: (a) combining in an aqueous assay medium said sample and a compound according to the following formula: ##STR7## wherein: R 1 is SO 2 CF 3 ; R 2 , R 3 and R 5 are H; and R 4 is CO 2 H; and (b) measuring the absorbance of said medium to determine the presence of lithium in said sample.
Claim 15
Dependent Claim 26 words
A method according to claim 11 wherein said compound is in an aqueous solution of pH of about 8 to about 14 containing a polar cosolvent.
Claim 16
Dependent Claim 35 words
A method according to claim 12 wherein said aqueous solution contains an alkali metal hydroxide and said cosolvent is selected from the group consisting of dimethylsulfoxide, dimethylformamide, sulfolane, trimethylphosphate, tetrahydrofuran, dimethylsulfone, N,N'-dimethylacetamide and mixtures thereof.
Claim 17
Dependent Claim 19 words
A method according to claim 13, wherein said alkali metal hydroxide is potassium hydroxide and said cosolvent is dimethylsulfoxide.
Claim 18
Independent Claim 85 words
A method for the determination of lithium in a sample suspected of containing lithium without treating said sample to remove prtoeins, said method comprising: (a) combining in an aqueous assay medium said sample and a compound according to the following formula: ##STR8## wherein: R 1 is NO 2 ; R 2 , R 3 and R 5 are H; and R 4 is CONHCH 2 CO 2 H; and (b) measuring the absorbance of said medium to determine the presence of lithium in said sample.
Claim 19
Independent Claim 85 words
A method for the determination of lithium in a sample suspected of containing lithium without treating said sample to remove prtoeins, said method comprising: (a) combining in an aqueous assay medium said sample and a compound according to the following formula: ##STR8## wherein: R 1 is NO 2 ; R 2 , R 3 and R 5 are H; and R 4 is CONHCH 2 CO 2 H; and (b) measuring the absorbance of said medium to determine the presence of lithium in said sample.
Claim 20
Dependent Claim 26 words
A method according to claim 15 wherein said compound is in an aqueous solution of pH of about 8 to about 14 containing a polar cosolvent.
Claim 21
Dependent Claim 35 words
A method according to claim 16 wherein said aqueous solution contains an alkali metal hydroxide and said cosolvent is selected from the group consisting of dimethylsulfoxide, dimethylformamide, sulfolane, trimethylphosphate, tetrahydrofuran, dimethylsulfone, N,N'-dimethylacetamide and mixtures thereof.
Claim 22
Dependent Claim 19 words
A method according to claim 17, wherein said alkali metal hydroxide is potassium hydroxide and said cosolvent is dimethylsulfoxide.

References Cited (Backward Citations)

US4639424A Cited
US4659815A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1991-05-03 1991-11-02 1992-05-03 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1995-05-03 1995-11-02 1996-05-03 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1999-05-03 1999-11-02 2000-05-03 $7700.00 Window Closed / Lapsed

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