ES476148A1 - Un procedimiento para la preparacion de macrolidas - Google Patents
Un procedimiento para la preparacion de macrolidasInfo
- Publication number
- ES476148A1 ES476148A1 ES476148A ES476148A ES476148A1 ES 476148 A1 ES476148 A1 ES 476148A1 ES 476148 A ES476148 A ES 476148A ES 476148 A ES476148 A ES 476148A ES 476148 A1 ES476148 A1 ES 476148A1
- Authority
- ES
- Spain
- Prior art keywords
- compounds
- halogen
- hydrogen
- halo
- modified
- 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
Links
- 150000001875 compounds Chemical class 0.000 title abstract 7
- 125000001475 halogen functional group Chemical group 0.000 title 1
- FXWHFKOXMBTCMP-WMEDONTMSA-N milbemycin Natural products COC1C2OCC3=C/C=C/C(C)CC(=CCC4CC(CC5(O4)OC(C)C(C)C(OC(=O)C(C)CC(C)C)C5O)OC(=O)C(C=C1C)C23O)C FXWHFKOXMBTCMP-WMEDONTMSA-N 0.000 title 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 3
- 239000001257 hydrogen Substances 0.000 abstract 3
- 229910052736 halogen Chemical group 0.000 abstract 2
- 150000002367 halogens Chemical group 0.000 abstract 2
- 150000002431 hydrogen Chemical group 0.000 abstract 2
- 241001468227 Streptomyces avermitilis Species 0.000 abstract 1
- 230000000895 acaricidal effect Effects 0.000 abstract 1
- 230000000507 anthelmentic effect Effects 0.000 abstract 1
- 230000002141 anti-parasite Effects 0.000 abstract 1
- 239000003096 antiparasitic agent Substances 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 230000004151 fermentation Effects 0.000 abstract 1
- 238000000855 fermentation Methods 0.000 abstract 1
- 125000003147 glycosyl group Chemical group 0.000 abstract 1
- 230000026030 halogenation Effects 0.000 abstract 1
- 238000005658 halogenation reaction Methods 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 230000000749 insecticidal effect Effects 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 abstract 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
- C07H19/01—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing oxygen
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/90—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
- A61P33/02—Antiprotozoals, e.g. for leishmaniasis, trichomoniasis, toxoplasmosis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
- A61P33/10—Anthelmintics
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
- C07F7/1804—Compounds having Si-O-C linkages
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
- C12N1/00—Microorganisms, e.g. protozoa; Compositions thereof; Processes of propagating, maintaining or preserving microorganisms or compositions thereof; Processes of preparing or isolating a composition containing a microorganism; Culture media therefor
- C12N1/20—Bacteria; Culture media therefor
- C12N1/205—Bacterial isolates
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P19/00—Preparation of compounds containing saccharide radicals
- C12P19/44—Preparation of O-glycosides, e.g. glucosides
- C12P19/60—Preparation of O-glycosides, e.g. glucosides having an oxygen of the saccharide radical directly bound to a non-saccharide heterocyclic ring or a condensed ring system containing a non-saccharide heterocyclic ring, e.g. coumermycin, novobiocin
- C12P19/62—Preparation of O-glycosides, e.g. glucosides having an oxygen of the saccharide radical directly bound to a non-saccharide heterocyclic ring or a condensed ring system containing a non-saccharide heterocyclic ring, e.g. coumermycin, novobiocin the hetero ring having eight or more ring members and only oxygen as ring hetero atoms, e.g. erythromycin, spiramycin, nystatin
- C12P19/623—Avermectin; Milbemycin; Ivermectin; C-076
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12R—INDEXING SCHEME ASSOCIATED WITH SUBCLASSES C12C - C12Q, RELATING TO MICROORGANISMS
- C12R2001/00—Microorganisms ; Processes using microorganisms
- C12R2001/01—Bacteria or Actinomycetales ; using bacteria or Actinomycetales
- C12R2001/465—Streptomyces
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Zoology (AREA)
- Wood Science & Technology (AREA)
- Medicinal Chemistry (AREA)
- Tropical Medicine & Parasitology (AREA)
- Genetics & Genomics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Biotechnology (AREA)
- Public Health (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Biochemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- General Engineering & Computer Science (AREA)
- Microbiology (AREA)
- Environmental Sciences (AREA)
- Plant Pathology (AREA)
- Molecular Biology (AREA)
- Pest Control & Pesticides (AREA)
- Dentistry (AREA)
- Agronomy & Crop Science (AREA)
- Virology (AREA)
- Biomedical Technology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Abstract
Un procedimiento para la preparación de macrolidas de fórmula**fórmula** dónde la línea de puntos indica un enlace sencillo o doble; R1 es hidrógeno, o halógeno; R2 es hidrógeno , metilo o alcanoílo inferior; R3 es n-propilo o sec-butilo y R4 está presenta solamente cuando la línea de puntos indica un enlace sencillo y representa hidrógeno, hidroxi, alcanoiloxi inferior, alquiltio inferior, alquilsulfinilo inferior, alquilsulfonilo inferior o alcoxi inferior; cuyo procedimiento consiste en hacer reaccionar un compuesto de la fórmula estructural anterior donde R1 es hidroxi con un haluro de bencenosulfonilo en presencia de una base , para preparar el compuesto donde R1 es halógeno y hacer reaccionar este compuesto halogenado con un hidruro de trialquilestaño en presencia de un iniciador de radicales libares para preparar el compuesto donde R1 es hidrógeno.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US05/861,810 US4171314A (en) | 1977-12-19 | 1977-12-19 | 13-Halo and 13-deoxy C-076 compounds |
US05/861,919 US4173571A (en) | 1977-12-19 | 1977-12-19 | 13-Halo and 13-deoxy derivatives of C-076 compounds |
Publications (1)
Publication Number | Publication Date |
---|---|
ES476148A1 true ES476148A1 (es) | 1979-11-16 |
Family
ID=27127647
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ES476148A Expired ES476148A1 (es) | 1977-12-19 | 1978-12-19 | Un procedimiento para la preparacion de macrolidas |
Country Status (14)
Country | Link |
---|---|
EP (1) | EP0002615B2 (es) |
JP (1) | JPS54145699A (es) |
AU (1) | AU527532B2 (es) |
CA (1) | CA1114370A (es) |
DE (1) | DE2862331D1 (es) |
DK (1) | DK152129C (es) |
ES (1) | ES476148A1 (es) |
HU (1) | HU181458B (es) |
IL (1) | IL56149A (es) |
IT (1) | IT1102350B (es) |
PH (1) | PH16612A (es) |
PL (1) | PL123050B1 (es) |
YU (1) | YU39431B (es) |
ZA (1) | ZA787081B (es) |
Families Citing this family (33)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5632481A (en) * | 1979-08-23 | 1981-04-01 | Sankyo Co Ltd | Antibiotic b-41d, its preparation, and acaricide and anthelminthic agent and repellent containing the same as active constituent |
US4289760A (en) * | 1980-05-02 | 1981-09-15 | Merck & Co., Inc. | 23-Keto derivatives of C-076 compounds |
US4469682A (en) * | 1983-01-28 | 1984-09-04 | Merck & Co., Inc. | Avermectin and milbemycin phosphate esters, pharmaceutical compositions, and method of use |
JPS60126289A (ja) * | 1983-11-14 | 1985-07-05 | Sankyo Co Ltd | ミルベマイシン類の5−カ−ボネ−ト誘導体 |
AT396250B (de) * | 1984-09-14 | 1993-07-26 | American Cyanamid Co | Verfahren zur herstellung von neuen antibiotisch wirkenden verbindungen |
EP0180539A1 (de) * | 1984-09-18 | 1986-05-07 | Ciba-Geigy Ag | 13-Halo- und 13-Hydroximilbemycine |
HUT39739A (en) * | 1984-12-04 | 1986-10-29 | Ciba Geigy Ag | Process for production of derivatives of 13,3-milbemycin and medical preparatives containing thereof |
GB2168345B (en) * | 1984-12-14 | 1988-05-25 | Ciba Geigy Ag | Pesticidal 13b-substituted milbemycin derivatives |
US4587247A (en) * | 1985-02-25 | 1986-05-06 | Merck & Co., Inc. | Substituted and unsubstituted 13-(alkoxy)methoxy derivatives of the avermectin aglycones, compositions and use |
US4666937A (en) * | 1985-03-04 | 1987-05-19 | Merck & Co., Inc. | Avermectin bioconversion products |
JPS6289685A (ja) * | 1985-05-31 | 1987-04-24 | Sankyo Co Ltd | 13−ハロゲンミルベマイシン誘導体 |
ES8800986A1 (es) * | 1985-07-27 | 1987-12-01 | Pfizer | Un procedimiento para la produccion de un nuevo derivado de avermectina |
US4778809A (en) * | 1985-08-23 | 1988-10-18 | Ciba-Geigy Corporation | 5-esters of milbemycins for controlling parasitic pests |
AU598204B2 (en) * | 1985-09-13 | 1990-06-21 | American Cyanamid Company | Chemical derivatives of antibiotics S541 |
JPH0678342B2 (ja) * | 1986-01-07 | 1994-10-05 | 三共株式会社 | 新規マクロライド化合物 |
US5840704A (en) * | 1986-07-16 | 1998-11-24 | Pfizer Inc. | Antiparasitic agents and process for their preparation |
EP0260537A1 (en) * | 1986-09-12 | 1988-03-23 | American Cyanamid Company | 13-Deoxy-23-oxo(keto) and 23-imino derivatives of 13-deoxy C-076-aglycone compounds |
US5149832A (en) * | 1986-09-12 | 1992-09-22 | American Cyanamid Company | Mono and diacyl derivatives of ll-f28249 compounds |
ATE82017T1 (de) * | 1986-09-12 | 1992-11-15 | American Cyanamid Co | 23-deoxy-derivate von ll-f28249-verbindungen. |
US4886828A (en) * | 1986-09-12 | 1989-12-12 | American Cyanamid Company | Δ22 -derivatives of LL-F28249 compounds |
US5019589A (en) * | 1986-09-12 | 1991-05-28 | American Cyanamid Company | Δ23 -LL-F28249 compounds |
US4849446A (en) * | 1986-09-12 | 1989-07-18 | American Cyanamid Company | 23-imino derivatives of 23-keto compounds |
US5238848A (en) * | 1987-01-23 | 1993-08-24 | Pfizer Inc | Cultures for production of avermectins |
US5525506A (en) * | 1987-01-23 | 1996-06-11 | Pfizer Inc. | Process for production of avermectins and cultures therefor |
US5234831A (en) * | 1987-01-23 | 1993-08-10 | Pfizer Inc | Cultures for production of B avermectins |
US5240850A (en) * | 1987-10-23 | 1993-08-31 | Pfizer Inc. | Cultures for production of avermectin aglycones |
CA1340771C (en) * | 1987-11-09 | 1999-09-28 | Shih-Jen Edward Lee | Ethylated avermectins |
GB8726730D0 (en) * | 1987-11-14 | 1987-12-16 | Pfizer Ltd | Antiparasitic agents |
US4895837A (en) * | 1988-01-29 | 1990-01-23 | Merck & Co., Inc. | Avermectin derivatives |
GB8815967D0 (en) * | 1988-07-05 | 1988-08-10 | Pfizer Ltd | Antiparasitic agents |
CA1339481C (en) * | 1988-10-18 | 1997-09-30 | Shieh-Shung Tom Chen | Anthelmintic bioconversion products |
US5015630A (en) * | 1989-01-19 | 1991-05-14 | Merck & Co., Inc. | 5-oxime avermectin derivatives |
US6103504A (en) * | 1992-03-25 | 2000-08-15 | Pfizer Inc. | Process for production of avermectins and cultures therefor |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS4914624A (es) * | 1972-06-08 | 1974-02-08 | ||
SE434277B (sv) * | 1976-04-19 | 1984-07-16 | Merck & Co Inc | Sett att framstella nya antihelmintiskt verkande foreningar genom odling av streptomyces avermitilis |
US4093629A (en) * | 1977-04-11 | 1978-06-06 | Merck & Co., Inc. | Derivatives of antibiotic substance milbemycin and processes therefor |
-
1978
- 1978-12-07 IL IL56149A patent/IL56149A/xx not_active IP Right Cessation
- 1978-12-07 PH PH21905A patent/PH16612A/en unknown
- 1978-12-08 YU YU2875/78A patent/YU39431B/xx unknown
- 1978-12-11 AU AU42389/78A patent/AU527532B2/en not_active Expired
- 1978-12-14 CA CA317,928A patent/CA1114370A/en not_active Expired
- 1978-12-15 EP EP78300831A patent/EP0002615B2/en not_active Expired - Lifetime
- 1978-12-15 DE DE7878300831T patent/DE2862331D1/de not_active Expired
- 1978-12-16 PL PL1978211838A patent/PL123050B1/pl unknown
- 1978-12-18 DK DK567678A patent/DK152129C/da not_active IP Right Cessation
- 1978-12-18 HU HU78ME2233A patent/HU181458B/hu not_active IP Right Cessation
- 1978-12-18 ZA ZA787081A patent/ZA787081B/xx unknown
- 1978-12-19 JP JP15587278A patent/JPS54145699A/ja active Granted
- 1978-12-19 IT IT31028/78A patent/IT1102350B/it active
- 1978-12-19 ES ES476148A patent/ES476148A1/es not_active Expired
Also Published As
Publication number | Publication date |
---|---|
DK567678A (da) | 1979-07-13 |
DE2862331D1 (en) | 1983-11-10 |
PL123050B1 (en) | 1982-09-30 |
IL56149A (en) | 1989-09-28 |
IL56149A0 (en) | 1979-03-12 |
YU39431B (en) | 1984-12-31 |
DK152129B (da) | 1988-02-01 |
PH16612A (en) | 1983-11-28 |
IT1102350B (it) | 1985-10-07 |
CA1114370A (en) | 1981-12-15 |
PL211838A1 (es) | 1980-03-10 |
EP0002615A2 (en) | 1979-06-27 |
JPH0341158B2 (es) | 1991-06-21 |
AU527532B2 (en) | 1983-03-10 |
IT7831028A0 (it) | 1978-12-19 |
EP0002615B2 (en) | 1990-01-17 |
DK152129C (da) | 1988-08-08 |
EP0002615B1 (en) | 1983-10-05 |
ZA787081B (en) | 1980-08-27 |
HU181458B (en) | 1983-07-28 |
JPS54145699A (en) | 1979-11-14 |
AU4238978A (en) | 1979-06-28 |
EP0002615A3 (en) | 1979-07-11 |
YU287578A (en) | 1982-10-31 |
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