ES2671134T3 - Composiciones farmacéuticas derivadas de ácido xanturénico y métodos relacionados con las mismas - Google Patents
Composiciones farmacéuticas derivadas de ácido xanturénico y métodos relacionados con las mismas Download PDFInfo
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- ES2671134T3 ES2671134T3 ES05857253.8T ES05857253T ES2671134T3 ES 2671134 T3 ES2671134 T3 ES 2671134T3 ES 05857253 T ES05857253 T ES 05857253T ES 2671134 T3 ES2671134 T3 ES 2671134T3
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D215/20—Oxygen atoms
- C07D215/22—Oxygen atoms attached in position 2 or 4
- C07D215/233—Oxygen atoms attached in position 2 or 4 only one oxygen atom which is attached in position 4
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D215/48—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/335—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
- A61K31/34—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having five-membered rings with one oxygen as the only ring hetero atom, e.g. isosorbide
- A61K31/341—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having five-membered rings with one oxygen as the only ring hetero atom, e.g. isosorbide not condensed with another ring, e.g. ranitidine, furosemide, bufetolol, muscarine
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/47—Quinolines; Isoquinolines
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/47—Quinolines; Isoquinolines
- A61K31/4706—4-Aminoquinolines; 8-Aminoquinolines, e.g. chloroquine, primaquine
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/47—Quinolines; Isoquinolines
- A61K31/4709—Non-condensed quinolines and containing further heterocyclic rings
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/63—Compounds containing para-N-benzenesulfonyl-N-groups, e.g. sulfanilamide, p-nitrobenzenesulfonyl hydrazide
- A61K31/635—Compounds containing para-N-benzenesulfonyl-N-groups, e.g. sulfanilamide, p-nitrobenzenesulfonyl hydrazide having a heterocyclic ring, e.g. sulfadiazine
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/66—Phosphorus compounds
- A61K31/675—Phosphorus compounds having nitrogen as a ring hetero atom, e.g. pyridoxal phosphate
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/70—Carbohydrates; Sugars; Derivatives thereof
- A61K31/7042—Compounds having saccharide radicals and heterocyclic rings
- A61K31/7052—Compounds having saccharide radicals and heterocyclic rings having nitrogen as a ring hetero atom, e.g. nucleosides, nucleotides
- A61K31/706—Compounds having saccharide radicals and heterocyclic rings having nitrogen as a ring hetero atom, e.g. nucleosides, nucleotides containing six-membered rings with nitrogen as a ring hetero atom
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K45/00—Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
- A61K45/06—Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
- A61P13/12—Drugs for disorders of the urinary system of the kidneys
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
- A61P27/02—Ophthalmic agents
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
- A61P27/02—Ophthalmic agents
- A61P27/06—Antiglaucoma agents or miotics
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/12—Drugs for disorders of the metabolism for electrolyte homeostasis
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
- A61P7/10—Antioedematous agents; Diuretics
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/04—Inotropic agents, i.e. stimulants of cardiac contraction; Drugs for heart failure
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/12—Antihypertensives
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H17/00—Compounds containing heterocyclic radicals directly attached to hetero atoms of saccharide radicals
- C07H17/02—Heterocyclic radicals containing only nitrogen as ring hetero atoms
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- 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
- G01N33/53—Immunoassay; Biospecific binding assay; Materials therefor
- G01N33/5308—Immunoassay; Biospecific binding assay; Materials therefor for analytes not provided for elsewhere, e.g. nucleic acids, uric acid, worms, mites
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- G—PHYSICS
- G06—COMPUTING; CALCULATING OR COUNTING
- G06K—GRAPHICAL DATA READING; PRESENTATION OF DATA; RECORD CARRIERS; HANDLING RECORD CARRIERS
- G06K19/00—Record carriers for use with machines and with at least a part designed to carry digital markings
- G06K19/02—Record carriers for use with machines and with at least a part designed to carry digital markings characterised by the selection of materials, e.g. to avoid wear during transport through the machine
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- G—PHYSICS
- G06—COMPUTING; CALCULATING OR COUNTING
- G06K—GRAPHICAL DATA READING; PRESENTATION OF DATA; RECORD CARRIERS; HANDLING RECORD CARRIERS
- G06K19/00—Record carriers for use with machines and with at least a part designed to carry digital markings
- G06K19/06—Record carriers for use with machines and with at least a part designed to carry digital markings characterised by the kind of the digital marking, e.g. shape, nature, code
- G06K19/067—Record carriers with conductive marks, printed circuits or semiconductor circuit elements, e.g. credit or identity cards also with resonating or responding marks without active components
- G06K19/07—Record carriers with conductive marks, printed circuits or semiconductor circuit elements, e.g. credit or identity cards also with resonating or responding marks without active components with integrated circuit chips
- G06K19/077—Constructional details, e.g. mounting of circuits in the carrier
- G06K19/07749—Constructional details, e.g. mounting of circuits in the carrier the record carrier being capable of non-contact communication, e.g. constructional details of the antenna of a non-contact smart card
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- G—PHYSICS
- G06—COMPUTING; CALCULATING OR COUNTING
- G06K—GRAPHICAL DATA READING; PRESENTATION OF DATA; RECORD CARRIERS; HANDLING RECORD CARRIERS
- G06K19/00—Record carriers for use with machines and with at least a part designed to carry digital markings
- G06K19/06—Record carriers for use with machines and with at least a part designed to carry digital markings characterised by the kind of the digital marking, e.g. shape, nature, code
- G06K19/067—Record carriers with conductive marks, printed circuits or semiconductor circuit elements, e.g. credit or identity cards also with resonating or responding marks without active components
- G06K19/07—Record carriers with conductive marks, printed circuits or semiconductor circuit elements, e.g. credit or identity cards also with resonating or responding marks without active components with integrated circuit chips
- G06K19/077—Constructional details, e.g. mounting of circuits in the carrier
- G06K19/07749—Constructional details, e.g. mounting of circuits in the carrier the record carrier being capable of non-contact communication, e.g. constructional details of the antenna of a non-contact smart card
- G06K19/07758—Constructional details, e.g. mounting of circuits in the carrier the record carrier being capable of non-contact communication, e.g. constructional details of the antenna of a non-contact smart card arrangements for adhering the record carrier to further objects or living beings, functioning as an identification tag
- G06K19/0776—Constructional details, e.g. mounting of circuits in the carrier the record carrier being capable of non-contact communication, e.g. constructional details of the antenna of a non-contact smart card arrangements for adhering the record carrier to further objects or living beings, functioning as an identification tag the adhering arrangement being a layer of adhesive, so that the record carrier can function as a sticker
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Abstract
Una composición farmacéutica para su uso en el tratamiento de hipertensión, edema, insuficiencia renal aguda, insuficiencia cardiaca congestiva, insuficiencia renal crónica, ascitis, aumento de la presión intraocular o síndrome nefrótico, comprendiendo la composición farmacéutica una cantidad terapéuticamente eficaz de un compuesto de fórmula I:**Fórmula** A) en la que R2 es COOR; donde R se selecciona del grupo que consiste en: H, halo, sacárido, alifático, cicloalquilo, heterocicloalquilo, arilo, heteroarilo opcionalmente sustituidos, -P(O)(ORa)(ORb) y -NRaRb, donde Ra y Rb son independientemente H, alifático, cicloalquilo, heterocicloalquilo, arilo o heteroarilo opcionalmente sustituidos; R1, R3, R5, R6 y R7 son H o halógeno; X1-R4 es (>=O) o hidroxi; X2 es -O-; y R8 es H, una aldohexopiranosa, aldopentopiranosa, aldopentofuranosa o cetosa, o D-glucosa; o B) en la que el compuesto de fórmula I es ácido xanturénico 8-0-sulfato; o una sal farmacéuticamente aceptable de A) o B); y un vehículo farmacéuticamente aceptable.
Description
El formato de ensayo de inhibición competitiva clásico requiere la adición simultánea de analito marcado (analito conjugado) y no marcado (de la muestra). Tanto el analito marcado como el no etiquetado compiten simultáneamente por el sitio de unión en el anticuerpo de captura monoclonal en la placa. Al igual que el formato de
5 inhibición competitiva secuencial, la señal coloreada es inversamente proporcional a la concentración del analito diana no marcado en la muestra.
La detección del analito marcado puede hacerse usando un sustrato de peroxidasa tal como TMB, que puede leerse en un lector de placas de microtitulación. Por ejemplo, con una curva estándar (1 blanco y 7 patrones) y 3 controles,
10 un formato de placa de microtitulación de 96 pocillos puede analizar 21 muestras por triplicado y 37 muestras por duplicado.
Como otro aspecto de la presente descripción, se pueden usar anticuerpos, o fragmentos de anticuerpos útiles en la presente descripción para detectar cuantitativa o cualitativamente la presencia de ácido xanturénico-8-O-β-D
15 glucósido. Esto se puede lograr, por ejemplo, mediante técnicas de inmunofluorescencia que emplean un anticuerpo marcado con fluorescencia (véase a continuación) acoplado con detección microscópica de luz, citometría de flujo o fluorimétrica.
Los anticuerpos (o fragmentos de los mismos) útiles en la presente descripción pueden emplearse, adicionalmente,
20 histológicamente, como en inmunofluorescencia o microscopía de inmunoelectrones, para la detección in situ de ácido xanturénico-8-O-β-D-glucósido. La detección in situ puede realizarse eliminando un espécimen histológico de un paciente, y aplicando al mismo un anticuerpo marcado de la presente descripción. El anticuerpo (o fragmento) se aplica opcionalmente al recubrir el anticuerpo (o fragmento) marcado en una muestra biológica. A través del uso de tal procedimiento, es posible determinar no solo la presencia del ácido xanturénico-8-O-β-D-glucósido, sino también
25 su distribución en el tejido examinado. Usando la presente descripción, los expertos en la materia percibirán fácilmente que cualquiera de una amplia diversidad de métodos histológicos (tales como procedimientos de tinción) puede modificarse para lograr tal detección in situ.
Los expertos en la técnica podrán determinar las condiciones de ensayo ópticas y operativas para cada 30 determinación empleando experimentación rutinaria.
Una de las formas en que el anticuerpo específico del péptido del gen puede marcarse de forma detectable es unirlo a una enzima y usarlo en un inmunoensayo enzimático (EIA) (Voller, Ric Clin Lab, 8: 289-98 (1978) ["The Enzyme Linked Immunosorbent Assay (ELISA)", Diagnostic Horizons 2: 1-7, 1978, Microbiological Associates Quarterly 35 Publication, Walkersville, Md.]; Voller et al., J. Clin. Pathol., 31: 507-20 (1978); Butler, Meth. Enzymol., 73: 482-523 (1981); Maggio (ed.), Enzyme Immunoassay, CRC Press, Boca Raton, Fla. (1980); Ishikawa et al., (eds.) Enzyme Immunoassay, Igaku-Shoin, Tokio (1981)). La enzima que está unida al anticuerpo reaccionará con un sustrato apropiado, opcionalmente un sustrato cromogénico, de tal manera que se produzca un resto químico que pueda detectarse, por ejemplo, por espectrofotometría, medios fluorimétricos o por medios visuales. Las enzimas que se 40 pueden usar para marcar de forma detectable el anticuerpo incluyen, pero sin limitación, malato deshidrogenasa, nucleasa estafilocócica, delta-5-esteroide isomerasa, alcohol deshidrogenasa de levadura, alfa-glicerofosfato, deshidrogenasa, triosa fosfato isomerasa, peroxidasa de rábano picante, fosfatasa alcalina, asparaginasa, glucosa oxidasa, beta-galactosidasa, ribonucleasa, ureasa, catalasa, glucosa-6-fosfato deshidrogenasa, glucoamilasa y acetilcolinesterasa. La detección se puede lograr mediante métodos colorimétricos que emplean un sustrato
45 cromogénico para la enzima. La detección también se puede realizar por comparación visual de la extensión de la reacción enzimática de un sustrato en comparación con estándares preparados de forma similar.
La detección también puede realizarse usando cualquiera de una diversidad de otros inmunoensayos. Por ejemplo, marcando radiactivamente los anticuerpos o fragmentos de anticuerpos, es posible detectar el ácido xanturénico-8
50 O-β-D-glucósido a través del uso de un radioinmunoensayo (RIA) (véase, por ejemplo, Weintraub, B., Principles of Radioimmunoassays, Seventh Training Course on Radioligand Assay Techniques, The Endocrine Society, March, 1986). El isótopo radioactivo se puede detectar por medios tales como el uso de un contador gamma o un contador de centelleo o por autorradiografía.
55 También es posible marcar el anticuerpo con un compuesto fluorescente. Cuando el anticuerpo marcado por fluorescencia se expone a la luz de la longitud de onda adecuada, su presencia puede detectarse entonces debido a la fluorescencia. Entre los compuestos de marcado fluorescente más comúnmente utilizados están isotiocianato de fluoresceína, rodamina, ficoeritrina, ficocianina, aloficocianina, o-ftaldehído y fluorescamina.
15
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Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US11/027,131 US8697674B2 (en) | 2004-12-29 | 2004-12-29 | Xanthurenic acid derivative pharmaceutical compositions and methods related thereto |
US17131 | 2004-12-29 | ||
PCT/US2005/047474 WO2006072000A2 (en) | 2004-12-29 | 2005-12-29 | Xanthurenic acid derivative pharmaceutical compositoins and methods related thereto |
Publications (1)
Publication Number | Publication Date |
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ES2671134T3 true ES2671134T3 (es) | 2018-06-05 |
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ES05857253.8T Active ES2671134T3 (es) | 2004-12-29 | 2005-12-29 | Composiciones farmacéuticas derivadas de ácido xanturénico y métodos relacionados con las mismas |
Country Status (10)
Country | Link |
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US (6) | US8697674B2 (es) |
EP (2) | EP3379506A1 (es) |
JP (1) | JP5456975B2 (es) |
KR (1) | KR20080010383A (es) |
CN (2) | CN104069123B (es) |
AU (1) | AU2005321915A1 (es) |
BR (1) | BRPI0519764A2 (es) |
CA (1) | CA2593096A1 (es) |
ES (1) | ES2671134T3 (es) |
WO (1) | WO2006072000A2 (es) |
Families Citing this family (8)
Publication number | Priority date | Publication date | Assignee | Title |
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US8697674B2 (en) | 2004-12-29 | 2014-04-15 | Naturon, Inc. | Xanthurenic acid derivative pharmaceutical compositions and methods related thereto |
US8956859B1 (en) | 2010-08-13 | 2015-02-17 | Aviex Technologies Llc | Compositions and methods for determining successful immunization by one or more vaccines |
CN103134885A (zh) * | 2011-12-01 | 2013-06-05 | 石药集团中奇制药技术(石家庄)有限公司 | 一种氨氯地平、缬沙坦和氢氯噻嗪复方制剂溶出度的检测方法 |
CN102557995A (zh) * | 2011-12-14 | 2012-07-11 | 天津药物研究院药业有限责任公司 | N-乙氧甲酰基-5-氯-2-甲基-4-氨磺酰基苯胺的合成方法 |
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EP3640633A1 (en) * | 2018-10-16 | 2020-04-22 | UriSalt GmbH | Means for the quantitative determination of cationic electrolyte concentration and creatinine concentration and of their ratios |
CN109799305A (zh) * | 2019-03-28 | 2019-05-24 | 苏州旭辉检测有限公司 | 一种尿液样本中多种普利类降压药的检测方法 |
CN111647640A (zh) * | 2020-05-22 | 2020-09-11 | 中国药科大学 | 一种快速精准实现慢性心力衰竭心功能病程分级的方法 |
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GB2092130B (en) | 1980-07-28 | 1984-05-10 | Hodogaya Chemical Co Ltd | 4-oximino-1,2,3,4-tetrahydroquinoline derivatives |
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US5106630A (en) * | 1988-07-11 | 1992-04-21 | Neal S. Bricker | Natriuretic hormone |
US4938949A (en) * | 1988-09-12 | 1990-07-03 | University Of New York | Treatment of damaged bone marrow and dosage units therefor |
US5124152A (en) * | 1991-01-07 | 1992-06-23 | Fisons Corporation | Parenteral formulation of metolazone |
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AU7602100A (en) | 2000-08-18 | 2002-03-04 | Gen Hospital Corp | Method for the identification of agents that inhibit or promote cataracts and uses thereof |
FR2827045B1 (fr) | 2001-07-05 | 2007-08-10 | Univ Pasteur | Methodes et compositions pour la selection et le developpement de nouveaux agents pharmacologiques ou de nouveaux medicaments |
US20030152622A1 (en) * | 2001-10-25 | 2003-08-14 | Jenny Louie-Helm | Formulation of an erodible, gastric retentive oral diuretic |
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US8697674B2 (en) * | 2004-12-29 | 2014-04-15 | Naturon, Inc. | Xanthurenic acid derivative pharmaceutical compositions and methods related thereto |
CA2608476A1 (en) | 2005-06-28 | 2007-01-04 | Bausch & Lomb Incorporated | Preparations comprising arylazine substituted with a carbonylic moiety to increase the activity of gelatinase a in ocular cells |
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- 2005-12-29 EP EP05857253.8A patent/EP1851739B8/en not_active Not-in-force
- 2005-12-29 CN CN201410171868.8A patent/CN104069123B/zh not_active Expired - Fee Related
- 2005-12-29 CN CN200580048085.XA patent/CN101443823B/zh not_active Expired - Fee Related
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- 2005-12-29 US US11/323,580 patent/US20060217322A1/en not_active Abandoned
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US8697674B2 (en) | 2014-04-15 |
WO2006072000A2 (en) | 2006-07-06 |
EP1851739B8 (en) | 2018-05-23 |
KR20080010383A (ko) | 2008-01-30 |
US20100092999A1 (en) | 2010-04-15 |
WO2006072000A3 (en) | 2008-12-24 |
US20130157295A1 (en) | 2013-06-20 |
EP3379506A1 (en) | 2018-09-26 |
US8034576B2 (en) | 2011-10-11 |
CN101443823A (zh) | 2009-05-27 |
EP1851739A4 (en) | 2012-08-29 |
US20060142248A1 (en) | 2006-06-29 |
JP2008537928A (ja) | 2008-10-02 |
CA2593096A1 (en) | 2006-07-06 |
US10370335B2 (en) | 2019-08-06 |
JP5456975B2 (ja) | 2014-04-02 |
US8361734B2 (en) | 2013-01-29 |
US20140309180A1 (en) | 2014-10-16 |
EP1851739A2 (en) | 2007-11-07 |
CN104069123A (zh) | 2014-10-01 |
US20060217322A1 (en) | 2006-09-28 |
CN101443823B (zh) | 2014-06-04 |
BRPI0519764A2 (pt) | 2009-03-10 |
EP1851739B1 (en) | 2018-02-28 |
CN104069123B (zh) | 2016-10-05 |
US20120028280A1 (en) | 2012-02-02 |
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