MX348467B - Proceso para la preparación de un derivado sulfatado de 3,5-diiodo-o-[3-iodofenil]-l-tirosina. - Google Patents
Proceso para la preparación de un derivado sulfatado de 3,5-diiodo-o-[3-iodofenil]-l-tirosina.Info
- Publication number
- MX348467B MX348467B MX2013011650A MX2013011650A MX348467B MX 348467 B MX348467 B MX 348467B MX 2013011650 A MX2013011650 A MX 2013011650A MX 2013011650 A MX2013011650 A MX 2013011650A MX 348467 B MX348467 B MX 348467B
- Authority
- MX
- Mexico
- Prior art keywords
- preparation
- diiodo
- tyrosine
- iodophenyl
- compound
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 3
- RYNFIHJMHIOLDH-ZDUSSCGKSA-N (2s)-2-amino-3-[3,5-diiodo-4-(3-iodophenoxy)phenyl]propanoic acid Chemical class IC1=CC(C[C@H](N)C(O)=O)=CC(I)=C1OC1=CC=CC(I)=C1 RYNFIHJMHIOLDH-ZDUSSCGKSA-N 0.000 title 1
- OUYCCCASQSFEME-UHFFFAOYSA-N tyrosine Natural products OC(=O)C(N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-UHFFFAOYSA-N 0.000 abstract 4
- OUYCCCASQSFEME-QMMMGPOBSA-N L-tyrosine Chemical compound OC(=O)[C@@H](N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-QMMMGPOBSA-N 0.000 abstract 2
- KEQGZUUPPQEDPF-UHFFFAOYSA-N 1,3-dichloro-5,5-dimethylimidazolidine-2,4-dione Chemical compound CC1(C)N(Cl)C(=O)N(Cl)C1=O KEQGZUUPPQEDPF-UHFFFAOYSA-N 0.000 abstract 1
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 abstract 1
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical class [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 abstract 1
- -1 T3S compound Chemical class 0.000 abstract 1
- 239000003153 chemical reaction reagent Substances 0.000 abstract 1
- XTHPWXDJESJLNJ-UHFFFAOYSA-N chlorosulfonic acid Substances OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 238000009472 formulation Methods 0.000 abstract 1
- 238000003018 immunoassay Methods 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 150000002989 phenols Chemical class 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 230000002285 radioactive effect Effects 0.000 abstract 1
- 239000007787 solid Substances 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 150000003668 tyrosines Chemical class 0.000 abstract 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
- C07C303/32—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of salts of sulfonic acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
- C07C303/24—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of esters of sulfuric acids
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P5/00—Drugs for disorders of the endocrine system
- A61P5/14—Drugs for disorders of the endocrine system of the thyroid hormones, e.g. T3, T4
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
- C07C303/42—Separation; Purification; Stabilisation; Use of additives
- C07C303/44—Separation; Purification
-
- 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
- G01N33/74—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving hormones or other non-cytokine intercellular protein regulatory factors such as growth factors, including receptors to hormones and growth factors
- G01N33/78—Thyroid gland hormones, e.g. T3, T4, TBH, TBG or their receptors
-
- 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
- A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
- A61K31/19—Carboxylic acids, e.g. valproic acid
- A61K31/195—Carboxylic acids, e.g. valproic acid having an amino group
- A61K31/197—Carboxylic acids, e.g. valproic acid having an amino group the amino and the carboxyl groups being attached to the same acyclic carbon chain, e.g. gamma-aminobutyric acid [GABA], beta-alanine, epsilon-aminocaproic acid or pantothenic acid
- A61K31/198—Alpha-amino acids, e.g. alanine or edetic acid [EDTA]
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
- C07C303/02—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof
- C07C303/04—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof by substitution of hydrogen atoms by sulfo or halosulfonyl groups
- C07C303/08—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof by substitution of hydrogen atoms by sulfo or halosulfonyl groups by reaction with halogenosulfonic acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
- C07C309/01—Sulfonic acids
- C07C309/28—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
- C07C309/41—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing singly-bound oxygen atoms bound to the carbon skeleton
- C07C309/42—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing singly-bound oxygen atoms bound to the carbon skeleton having the sulfo groups bound to carbon atoms of non-condensed six-membered aromatic rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Molecular Biology (AREA)
- Endocrinology (AREA)
- Biomedical Technology (AREA)
- Urology & Nephrology (AREA)
- Immunology (AREA)
- Hematology (AREA)
- Medicinal Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- General Physics & Mathematics (AREA)
- Pathology (AREA)
- Analytical Chemistry (AREA)
- Physics & Mathematics (AREA)
- Food Science & Technology (AREA)
- Biotechnology (AREA)
- Cell Biology (AREA)
- Microbiology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Veterinary Medicine (AREA)
- Diabetes (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicinal Preparation (AREA)
Abstract
La presente invención se relaciona a un proceso para la preparación de la sal monosódica del derivado 3,5-diiodo-O-[3-iodo-4-(sulfooxi)fenil]-L-tirosina (T3S)iniciando del compuesto fenólico correspondiente, en presencia de ácido clorosulfónico y dimetilacetamida como un solvente. El T3S así obtenido se puede aislar convenientemente en una forma pura como un sólido en producciones buenas. La presente invención además se relaciona al proceso para la preparación de T3S, en donde el reactivo de inicio es T2 y además comprende la formulación del compuesto en comprimidos. Además, la invención describe inmuno-ensayos no radioactivos con base en derivados de T3S.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US13/083,047 US20110245342A1 (en) | 2002-11-13 | 2011-04-08 | 3,5,3'-triiodothyronine sulfate as thyromimetic agent and pharmaceutical formulations thereof |
| IT000713A ITMI20110713A1 (it) | 2011-04-29 | 2011-04-29 | Processo per la preparazione di un derivato solfatato di3,5-diiodo-o-[3-iodofenil]-l-tirosina |
| PCT/EP2012/056274 WO2012136761A1 (en) | 2011-04-08 | 2012-04-05 | Process for the preparation of a sulfated derivative of 3,5-diiodo-o-[3-iodophenyl]-l-tyrosine |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| MX2013011650A MX2013011650A (es) | 2013-11-01 |
| MX348467B true MX348467B (es) | 2017-06-13 |
Family
ID=45929531
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MX2013011650A MX348467B (es) | 2011-04-08 | 2012-04-05 | Proceso para la preparación de un derivado sulfatado de 3,5-diiodo-o-[3-iodofenil]-l-tirosina. |
Country Status (13)
| Country | Link |
|---|---|
| EP (3) | EP3260443B1 (es) |
| JP (3) | JP5833222B2 (es) |
| KR (2) | KR101800229B1 (es) |
| CN (2) | CN107840813B (es) |
| AU (3) | AU2012238665B2 (es) |
| CA (2) | CA3017729C (es) |
| DK (1) | DK2694471T3 (es) |
| ES (2) | ES2645295T3 (es) |
| IL (1) | IL228757B (es) |
| MX (1) | MX348467B (es) |
| RU (1) | RU2610093C2 (es) |
| SI (1) | SI2694471T1 (es) |
| WO (1) | WO2012136761A1 (es) |
Family Cites Families (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2993928A (en) * | 1957-01-15 | 1961-07-25 | Glaxo Lab Ltd | Preparation of triiodothyronine |
| US2970165A (en) * | 1957-10-01 | 1961-01-31 | Warner Lambert Pharmaceutical | Sulfate compounds |
| US3313839A (en) * | 1963-07-01 | 1967-04-11 | Gen Aniline & Film Corp | Preparation of sulfate esters by the reaction of chlorosulfonic acid with alkoxylated alkyl phenols |
| DK0550108T3 (da) * | 1991-12-30 | 1999-01-04 | Akzo Nobel Nv | Thyreoaktiv sammensætning med langvarig frigivelse |
| JP3487620B2 (ja) * | 1992-12-01 | 2004-01-19 | 日本製粉株式会社 | 逆転写酵素阻害剤及び抗ウイルス剤 |
| GB9401892D0 (en) * | 1994-02-01 | 1994-03-30 | Boots Co Plc | Therapeutic agents |
| DE4441147A1 (de) * | 1994-11-18 | 1996-05-23 | Hoechst Ag | Verfahren zur Herstellung von 3-(N-Aryl-amino)-propyl-2'-sulfatoethyl-sulfonyl-Verbindungen |
| US5955105A (en) * | 1995-11-14 | 1999-09-21 | Knoll Pharmaceutical Company | Stabilized thyroid hormone preparations and methods of making same |
| AU2001278034A1 (en) * | 2000-07-26 | 2002-02-05 | Bio-Diagnostics Inc. | Method for diagnosing thyroid conditions and for monitoring thyroxine therapy |
| US20030224047A1 (en) * | 2001-02-15 | 2003-12-04 | Franz G. Andrew | Levothyroxine compositions and methods |
| US6423549B1 (en) * | 2001-03-14 | 2002-07-23 | Bio-Rad Laboratories, Inc. | Phycoerythrin labeled thyronine analogues and assays using labeled analogues |
| ITMI20011401A1 (it) * | 2001-07-02 | 2003-01-02 | Altergon Sa | Formulazioni farmaceutiche per ormoni tiroidei |
| GB0215978D0 (en) * | 2002-07-10 | 2002-08-21 | Karobio Ab | Novel compounds |
| ITMI20022394A1 (it) * | 2002-11-13 | 2004-05-14 | Bracco Spa | Uso di triiodotironina 3-solfato come farmaco ad attivita' tireomimetica e relative formulazioni farmaceutiche. |
| EP2965751A1 (en) * | 2004-10-08 | 2016-01-13 | Forward Pharma A/S | Controlled release pharmaceutical compositions comprising a fumaric acid ester |
| WO2008140459A1 (en) * | 2007-05-16 | 2008-11-20 | Fmc Corporation | Solid form |
| FR2931359B1 (fr) * | 2008-05-20 | 2012-12-21 | Menvielle Bourg Fabienne Joanny | Utilisation d'une matrice pour administration orale de magnesium a liberation prolongee, et composition contenant cette matrice |
| RU2701731C2 (ru) * | 2009-04-01 | 2019-10-01 | Биал-Портела Энд Ка, С.А. | Фармацевтические препараты, содержащие производные нитрокатехина, и способы их получения |
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2012
- 2012-04-05 CN CN201711004564.2A patent/CN107840813B/zh active Active
- 2012-04-05 KR KR1020137029263A patent/KR101800229B1/ko active IP Right Grant
- 2012-04-05 ES ES12712124.2T patent/ES2645295T3/es active Active
- 2012-04-05 CN CN201280023319.5A patent/CN103534232A/zh active Pending
- 2012-04-05 EP EP17182061.6A patent/EP3260443B1/en active Active
- 2012-04-05 WO PCT/EP2012/056274 patent/WO2012136761A1/en active Application Filing
- 2012-04-05 MX MX2013011650A patent/MX348467B/es active IP Right Grant
- 2012-04-05 EP EP20182336.6A patent/EP3736264B1/en active Active
- 2012-04-05 KR KR1020177016140A patent/KR101865883B1/ko active IP Right Grant
- 2012-04-05 ES ES20182336T patent/ES2929462T3/es active Active
- 2012-04-05 SI SI201231117T patent/SI2694471T1/sl unknown
- 2012-04-05 EP EP12712124.2A patent/EP2694471B1/en active Active
- 2012-04-05 DK DK12712124.2T patent/DK2694471T3/da active
- 2012-04-05 AU AU2012238665A patent/AU2012238665B2/en active Active
- 2012-04-05 CA CA3017729A patent/CA3017729C/en active Active
- 2012-04-05 RU RU2013149419A patent/RU2610093C2/ru active
- 2012-04-05 CA CA2831697A patent/CA2831697C/en active Active
- 2012-04-05 JP JP2014503150A patent/JP5833222B2/ja active Active
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2013
- 2013-10-06 IL IL228757A patent/IL228757B/en active IP Right Grant
-
2015
- 2015-10-26 JP JP2015209955A patent/JP6166762B2/ja active Active
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2016
- 2016-11-29 AU AU2016265998A patent/AU2016265998B2/en active Active
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2017
- 2017-06-23 JP JP2017123294A patent/JP6389927B2/ja active Active
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2018
- 2018-07-19 AU AU2018206768A patent/AU2018206768B2/en active Active
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| FG | Grant or registration |