PE20081302A1 - Proceso para la sintesis de derivados monosulfatados de benzoxazoles sustituidos - Google Patents
Proceso para la sintesis de derivados monosulfatados de benzoxazoles sustituidosInfo
- Publication number
- PE20081302A1 PE20081302A1 PE2007001678A PE2007001678A PE20081302A1 PE 20081302 A1 PE20081302 A1 PE 20081302A1 PE 2007001678 A PE2007001678 A PE 2007001678A PE 2007001678 A PE2007001678 A PE 2007001678A PE 20081302 A1 PE20081302 A1 PE 20081302A1
- Authority
- PE
- Peru
- Prior art keywords
- alkyl
- hydroxyl
- compound
- monosulphated
- synthesis
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 2
- 150000000183 1,3-benzoxazoles Chemical class 0.000 title 1
- 230000015572 biosynthetic process Effects 0.000 title 1
- 238000003786 synthesis reaction Methods 0.000 title 1
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 3
- TUJKJAMUKRIRHC-UHFFFAOYSA-N hydroxyl Chemical class [OH] TUJKJAMUKRIRHC-UHFFFAOYSA-N 0.000 abstract 3
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 2
- 229910052736 halogen Inorganic materials 0.000 abstract 2
- 150000002367 halogens Chemical class 0.000 abstract 2
- 229910052717 sulfur Inorganic materials 0.000 abstract 2
- -1 3-FLUORO-4-HYDROXY-PHENYL Chemical class 0.000 abstract 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 abstract 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- 239000003153 chemical reaction reagent Substances 0.000 abstract 1
- 230000001076 estrogenic effect Effects 0.000 abstract 1
- 239000003495 polar organic solvent Substances 0.000 abstract 1
- 229910000028 potassium bicarbonate Inorganic materials 0.000 abstract 1
- 235000015497 potassium bicarbonate Nutrition 0.000 abstract 1
- 239000011736 potassium bicarbonate Substances 0.000 abstract 1
- TYJJADVDDVDEDZ-UHFFFAOYSA-M potassium hydrogencarbonate Chemical compound [K+].OC([O-])=O TYJJADVDDVDEDZ-UHFFFAOYSA-M 0.000 abstract 1
- 230000001681 protective effect Effects 0.000 abstract 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 abstract 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 abstract 1
- 235000017557 sodium bicarbonate Nutrition 0.000 abstract 1
- UIIMBOGNXHQVGW-UHFFFAOYSA-M sodium bicarbonate Substances [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 abstract 1
- NOJNFULGOQGBKB-UHFFFAOYSA-M sodium;3-[3-tert-butylsulfanyl-1-[[4-(6-ethoxypyridin-3-yl)phenyl]methyl]-5-[(5-methylpyridin-2-yl)methoxy]indol-2-yl]-2,2-dimethylpropanoate Chemical compound [Na+].C1=NC(OCC)=CC=C1C(C=C1)=CC=C1CN1C2=CC=C(OCC=3N=CC(C)=CC=3)C=C2C(SC(C)(C)C)=C1CC(C)(C)C([O-])=O NOJNFULGOQGBKB-UHFFFAOYSA-M 0.000 abstract 1
- 230000001180 sulfating effect Effects 0.000 abstract 1
- 239000011593 sulfur Substances 0.000 abstract 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
- C07D263/52—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings condensed with carbocyclic rings or ring systems
- C07D263/54—Benzoxazoles; Hydrogenated benzoxazoles
- C07D263/56—Benzoxazoles; Hydrogenated benzoxazoles with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 2
- C07D263/57—Aryl or substituted aryl radicals
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
-
- 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
- A61P5/24—Drugs for disorders of the endocrine system of the sex hormones
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Veterinary Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Endocrinology (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Diabetes (AREA)
- Reproductive Health (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
SE REFIERE A UN PROCESO PARA PREPARAR UN COMPUESTO DE FORMULA I O Ia QUE COMPRENDE SULFATAR UN COMPUESTO DE FORMULA II, DONDE PG1 ES UN GRUPO PROTECTOR DE HIDROXILO TAL COMO TER-BUTILDIMETILSILILO; R1 ES H, HIDROXILO, HALOGENO, ALQUILO C1-C6, ENTRE OTROS; R2 Y R2a SON CADA UNO H, HIDROXILO, HALOGENO, ENTRE OTROS; R3 Y R3a SON CADA UNO H, ALQUILO C1-C6, ALQUENILO C2-C7, ENTRE OTROS; X ES O, S, NH, N-(ALQUILO C1-C6), ENTRE OTROS. EL REACTIVO SULFATANTE COMPRENDE UN COMPLEJO DE TRIOXIDO DE AZUFRE Y PIRIDINA Y SE REALIZA EN UN SISTEMA DE SOLVENTES ORGANICOS POLARES TAL COMO ACETONITRILO EN PRESENCIA DE BICARBONATO DE SODIO O POTASIO A UNA TEMPERATURA DESDE 20-60C. UN COMPUESTO OBTENIDO ES SAL SODICA DEL MONO-[2-(3-FLUORO-4-HIDROXI-FENIL)-7-VINIL-BENZOOXAZOL-5-IL]ESTER DEL ACIDO SULFURICO. DICHOS COMPUESTOS TIENEN ACTIVIDAD ESTROGENICA
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US86786606P | 2006-11-30 | 2006-11-30 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| PE20081302A1 true PE20081302A1 (es) | 2008-10-17 |
Family
ID=39144549
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PE2007001678A PE20081302A1 (es) | 2006-11-30 | 2007-11-29 | Proceso para la sintesis de derivados monosulfatados de benzoxazoles sustituidos |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US20080139819A1 (es) |
| AR (1) | AR064029A1 (es) |
| CL (1) | CL2007003442A1 (es) |
| PE (1) | PE20081302A1 (es) |
| TW (1) | TW200829559A (es) |
| WO (1) | WO2008067425A1 (es) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2019113646A1 (en) * | 2017-12-15 | 2019-06-20 | Griffith University | Sulfation method |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20070046148A (ko) * | 2004-08-26 | 2007-05-02 | 와이어쓰 | 에스트로겐 작용제로서의 프로드러그 치환 벤족사졸 |
-
2007
- 2007-11-29 PE PE2007001678A patent/PE20081302A1/es not_active Application Discontinuation
- 2007-11-29 US US11/947,057 patent/US20080139819A1/en not_active Abandoned
- 2007-11-29 CL CL200703442A patent/CL2007003442A1/es unknown
- 2007-11-29 TW TW096145370A patent/TW200829559A/zh unknown
- 2007-11-29 AR ARP070105305A patent/AR064029A1/es unknown
- 2007-11-29 WO PCT/US2007/085842 patent/WO2008067425A1/en not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| AR064029A1 (es) | 2009-03-04 |
| TW200829559A (en) | 2008-07-16 |
| US20080139819A1 (en) | 2008-06-12 |
| WO2008067425A1 (en) | 2008-06-05 |
| CL2007003442A1 (es) | 2008-05-30 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FX | Voluntary withdrawal |