DE3122499C2 - - Google Patents
Info
- Publication number
- DE3122499C2 DE3122499C2 DE3122499A DE3122499A DE3122499C2 DE 3122499 C2 DE3122499 C2 DE 3122499C2 DE 3122499 A DE3122499 A DE 3122499A DE 3122499 A DE3122499 A DE 3122499A DE 3122499 C2 DE3122499 C2 DE 3122499C2
- Authority
- DE
- Germany
- Prior art keywords
- nrrl
- ifo
- mucor
- hiemalis
- syncephalastrum
- 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
Classifications
-
- 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
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D309/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
- C07D309/16—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D309/28—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member 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
- C07D309/30—Oxygen atoms, e.g. delta-lactones
-
- 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
- C12N1/14—Fungi; Culture media therefor
- C12N1/145—Fungal 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
- C12P17/00—Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms
- C12P17/02—Oxygen as only ring hetero atoms
- C12P17/06—Oxygen as only ring hetero atoms containing a six-membered hetero ring, e.g. fluorescein
-
- 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
- C12P7/00—Preparation of oxygen-containing organic compounds
- C12P7/62—Carboxylic acid esters
-
- 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
-
- 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
- C12R2001/645—Fungi ; Processes using fungi
-
- 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
- C12R2001/645—Fungi ; Processes using fungi
- C12R2001/65—Absidia
-
- 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
- C12R2001/645—Fungi ; Processes using fungi
- C12R2001/785—Mucor
-
- 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
- C12R2001/645—Fungi ; Processes using fungi
- C12R2001/845—Rhizopus
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S435/00—Chemistry: molecular biology and microbiology
- Y10S435/8215—Microorganisms
- Y10S435/822—Microorganisms using bacteria or actinomycetales
- Y10S435/886—Streptomyces
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Biotechnology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Genetics & Genomics (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- General Engineering & Computer Science (AREA)
- Microbiology (AREA)
- Tropical Medicine & Parasitology (AREA)
- Biomedical Technology (AREA)
- Virology (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Botany (AREA)
- Mycology (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyrane Compounds (AREA)
Description
Cunninghamella echinulata
Syncephalostrum racemosum
Mucor hiemalis f. hiemalis
Mucor bacilliformis
Mucor hiemalis f. corticolus
Mucor globosus
Mucor heterosporus
Circinella rigida
Circinella umbellata
Phycomyces blakesleeanus
Pycnoporus coccineus
Rhizoctonia solani
Syncephalastrum nigricans
Streptomyces roseochromogenus
Cunninghamella echinulata IFO-4445
Cunninghamella echinulata IFO-4444
Cunninghamella echinulata ATCC-9244
Syncephalastrum racemosum IFO-4814
Syncephalastrum racemosum IFO-4828
Streptomyces roseochromogenus NRRL-1233
Streptomyces roseochromogenus IFO-3363
Streptomyces roseochromogenus IFO-3411
Mucor hiemalis f. hiemalis IFO-5834
Mucor hiemalis f. hiemalis IFO-5303
Mucor bacilliformis NRRL-2346
Mucor hiemalis f. corticolus NRRL-12473
Mucor globosus NRRL 12474
Mucor heterosporus NRRL-3154
Circinella rigida NRRL-2341
Circinella umbellata NRRL-1713
Phycomyces blakesleeanus NRRL-12475
Pycnoporus coccineus NRRL-12476
Rhizoctonia solani NRRL-12477
Syncephalastrum nigricans NRRL-12478
Syncephalastrum nigricans NRRL-12479
Syncephalastrum nigricans NRRL-12480
Cunninghamella echinulata IFO-4445
Syncephalastrum racemosum IFO-4814
Syncephalastrum racemosum IFO-4828
Streptomyces roseochromogenus NRRL-1233
Mucor hiemalis f. hiemalis IFO-5834
Mucor hiemalis f. hiemalis IFO-5303
Mucor bacilliformis NRRL-2346
Mucor hiemalis f. corticolus NRRL-12473
Mucor globosus NRRL-12474
Mucor heterosporus NRRL-3154
Circinella rigida NRRL-2341
Circinella umbellata NRRL-1713
Phycomyces blakesleeanus NRRL-12475
Pycnoporus coccineus NRRL-12476
Rhizoctonia solani NRRL-12477
Syncephalastrum nigricans NRRL-12478
Syncephalastrum nigricans NRRL-12479
Syncephalastrum nigricans NRRL-12480
Pycnoporus coccineus
- 1) Kernmagnetisches Resonanzspektrum:
Das NMR-Spektrum, das bei 60 MHz in Deuterochloroform unter Verwendung von Tetramethylsilan als innerem Standard gemessen wurde, ist in Fig. 1 der beigefügten Zeichnungen gezeigt. - 2) Ultraviolett-Absorptionsspektrum (Lösung in Methanol)
λ max nm: 230; 236,7; 244,6. - 3) Infrarot-Absorptionsspektrum (flüssiger Film)
ν cm-1: 3400, 2950, 1725. - 4) Dünnschichtchromatographie:
TLC-Platte: Merck Silicagel Art 5717;
Lösungsmittel: Benzol, Aceton, Essigsäure (Volumenverhältnis 50 : 50 : 3);
Rf-Wert: 0,62.
- 1) Kernmagnetisches Resonanzspektrum:
Das NMR-Spektrum, das bei 100 MHz in Deuterochloroform unter Verwendung von Tetramethylhylsilan als innerem Standard gemessen wurde, ist in Fig. 2 der beigefügten Zeichnungen gezeigt. - 2) Massenspektrum:
Die Messung erfolgte (nach der Silylierung mit N,O-Bis- (trimethylsilyl)-trifluoracetamid) mit Hilfe eines Massenspektrometers Typ D-300 der Nippon Electronics.
M/e: 654 (M⁺), 552, 462, 372, 272, 233, 231. - 3) Ultraviolett-Absorptionsspektrum (Lösung in Methanol)
g max nm: 229; 234,8; 244,5. - 4) Infrarot-Absorptionsspektrum (flüssiger Film):
Wie in Fig. 3 der beigefügten Zeichnungen gezeigt. - 5) Dünnschichtchromatographie:
TLC-Platte: Merck Silicagel Art 5715;
Lösungsmittel: Benzol und Aceton im Volumverhältnis 1 : 1;
Rf-Wert: 0,88.
- 1) Kernmagnetisches Resonanzspektrum:
Das bei 100 MHz in Deuterochloroform und unter Anwendung von Tetramethylsilan als innerem Standard gemessene NMR- Spektrum ist in Fig. 4 der beigefügten Zeichnungen gezeigt. - 2) Ultraviolett-Absorptionsspektrum (Lösung in Methanol)
g max nm: 229; 234,8; 244,5. - 3) Infrarot-Absorptionsspektrum (flüssiger Film):
Wie in Fig. 5 der beigefügten Zeichnungen dargestellt.
- 1) Ultraviolett-Absorptionsspektrum (Lösung in Methanol)
λ max nm: 229 (Schulter), 235, 245 (Schulter). - 2) Infrarot-Absorptionsspektrum (KBr)
ν cm-1: 3400, 2850, 1710, 1580. - 3) Dünnschichtchromatographie:
TLC-Platte: Merck Silicagel Art 5715;
Lösungsmittel: Gemisch aus Benzol, Aceton und Essigsäure (Volumverhältnis 50 : 50 : 3);
Rf-Wert: 0,45.
- 1) Kernmagnetisches Resonanzspektrum:
Die Messung erfolgte bei 200 MHz in Deuterochloroform unter Verwendung von Tetramethylsilan als innerem Standard.
δ ppm: 0,88 (3 H, Triplett, J=7,3 Hz);
0,89 (3 H, Duplett, J=6,5 Hz);
1,12 (3 H, Duplett, J=6,8 Hz);
1,1 - 1,7 (10 H, Multiplett);
2,34 (1 H, Sextuplett, J=7 Hz);
2,3 - 2,5 (2 H, Multiplett);
2,49 (2 H, Duplett, J=6,4 Hz);
2,58 (1 H, Multiplett);
3,72 (3 H, Singulett);
3,78 (1 H, Multiplett);
4,25 (1 H, Quintuplett, J=7 Hz);
4,4 (1 H, Multiplett);
5,42 (1 H, Multiplett);
5,56 (1 H, Multiplett);
5,90 (1 H, doppeltes Duplett, J=9,8 und 5,6 Hz);
5,99 (1 H, Duplett, J=9,8 Hz). - 2) Massenspektrum:
Die Messung erfolgte (nach der Silylierung mit N,O-Bis-(trimethysilyl)- trifluoracetamid) unter Anwendung eines Massenspektrometers Typ D-300 der Nippon Electronics.
M/e: 654 (M⁺), 552, 462, 372, 290, 272, 233, 231. - 3) Ultraviolett-Absorptionsspektrum (Lösung in Äthanol)
λ max nm: 230; 237,3; 246,4. - 4) Infrarot-Absorptionsspektrum (flüssiger Film)
ν cm -1: 3400, 2950, 1730. - 5) Dünnschichtchromatographie:
TLC-Platte: Merck Silicagel Art 5715;
Lösungsmittel: Benzol und Aceton (Volumverhältnis 1 : 1);
Rf-Wert: 0,88.
- 1) Kernmagnetisches Resonanzspektrum:
Die Messung erfolgte bei 200 MHz in Deuteromethanol unter Verwendung von Tetramethylsilan als innerem Standard.
δ ppm: 0,91 (3 H, Triplett, J=7,5 Hz);
0,92 (3 H, Duplett, J=7 Hz);
1,12 (3 H, Duplett, J=7 Hz);
1,1 - 1,8 (10 H, Multiplett);
2,25 (1 H, doppeltes Duplett, J=15 und 7,6 Hz);
2,34 (1 H, doppeltes Duplett, J=15 und 5,5 Hz);
2,2 - 2,4 (3 H, Multiplett);
2,48 (1 H, Multiplett);
3,68 (1 H, Multiplett);
4,07 (1 H, Multiplett);
4,28 (1 H, Multiplett);
5,36 (1 H, Multiplett);
5,48 (1 H, doppeltes Duplett, J=3 und 2 Hz);
5,88 (1 H, doppeltes Duplett, J=9,6 und 5,3 Hz);
5,98 (1 H, Duplett, J=9,8 Hz). - 2) Ultraviolett-Absorptionsspektrum (Lösung in Methanol)
λ max nm: 230,0; 237,2; 245,0. - 3) Infrarot-Absorptionsspektrum (KBr)
ν cm-1: 3400, 2900, 1725, 1580. - 4) Dünnschichtchromatographie:
TLC-Platte: Merck Silicagel Art 5715;
Lösungsmittel: Benzol, Aceton und Essigsäure (Volumverhältnis 50 : 50 : 3);
Rf-Wert: 0,45.
- 1) Kernmagnetisches Resonanzspektrum:
Gemessen in Deuterochloroform bei 100 MHz unter Verwendung von Tetramethylsilan als innerem Standard. δ ppm:
6,01 (1 H, Duplett);
5,90 (1 H, Quadruplett);
5,75 (1 H, Multiplett);
5,50 (1 H, Multiplett);
4,60 (1 H, Multiplett);
4,25 (1 H, Multiplett). - 2) Ultraviolett-Absorptionsspektrum (Methanol)
λ max nm: 230, 237, 245. - 3) Infrarot-Absorptionsspektrum (KBr)
ν cm-1: 3500, 1720. - 4) Massenspektrum:
M/e: 406 (M⁺), 304, 286. - 5) Optische Drehung:
- 6) Schmelzpunkt:
141-134°C. - 7) Elementaranalyse:
Berechnet:C: 67,95%; H: 8,43% Gefunden:C: 68,05%; H: 8,37%. - 8) Dünnschichtchromatographie:
TLC-Platte:Merck Silicagel Art 5715 Lösungsmittel:Benzol/Aceton (Volumenverhältnis 1 : 1) Rf-Wert:0,64.
- 1) Kernmagnetisches Resonanzspektrum:
Gemessen in Deuterochloroform bei 60 MHz unter Verwendung von Tetramethylsilan als innerem Standard. δ ppm:
6,00 (1 H, Duplett);
5,95 (1 H, Quadruplett);
5,70 (1 H, breites Singulett);
5,50 (1 H, breites Singulett). - 2) Ultraviolett-Absorptionsspektrum (Methanol)
g max nm: 230, 238, 246. - 3) Infrarot-Absorptionsspektrum (KBr)
ν cm-1: 3400, 2900, 1680.
- 1) Kernmagnetisches Resonanzspektrum:
Gemessen in Deuterochloroform bei 60 MHz unter Verwendung von Tetramethylsilan als innerem Standard. δ ppm:
6,01 (1 H, Duplett);
5,90 (1 H, Quadruplett);
5,75 (1 H, breites Singulett);
5,50 (1 H, breites Singulett).
3,70 (3 H, Singulett). - 2) Ultraviolett-Absorptionsspektrum (Methanol)
λ max nm: 230, 238, 246. - 3) Infrarot-Absorptionsspektrum (flüssiger Film)
ν cm-1: 3400, 1730. - 4) Massenanalyse:
Die Messung erfolgte nach der Silylierung mit N,O-Bis- (trimethylsilyl)-trifluoracetamid unter Anwendung eines Massenspektrometers Typ D-300 der Nippon Electronics.
M/e: 654 (M⁺).
Claims (3)
Cunninghamella echinulata IFO-4445
Syncephalastrum racemosum IFO-4814
Syncephalastrum racemosum IFO-4828
Streptomyces roseochromogenus NRRL-1233
Mucor hiemalis f. hiemalis IFO-5834
Mucor hiemalis f. hiemalis IFO-5303
Mucor bacilliformis NRRL-2346
Mucor hiemalis f. corticolus NRRL-12473
Mucor globosus NRRL-12474
Mucor heterosporus NRRL-3154
Circinella rigida NRRL-2341
Circinella umbellata NRRL-1713
Phycomyces blakesleeanus NRRL-12475
Pyconoporus coccineus NRRL-12476
Rhizoctonia solani NRRL-12477
Syncephalastrum nigricans NRRL-12478
Syncephalastrum nigricans NRRL-12479
Syncephalastrum nigricans NRRL-12480oder eines zellfreien enzymhaltigen Extrakts aus einem dieser Mikroorgansismen enzymatisch hydroxyliert und aus dem Reaktionsgemisch die Einzelverbindungen oder ein Gemisch derselben abtrennt.
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP7612780A JPS572240A (en) | 1980-06-06 | 1980-06-06 | Ml-236b derivative |
JP11548380A JPS57108039A (en) | 1980-08-22 | 1980-08-22 | Ml-236b derivative |
JP12438580A JPS5750894A (en) | 1980-09-08 | 1980-09-08 | Preparation of ml-236b derivative |
JP13031180A JPS5767575A (en) | 1980-09-19 | 1980-09-19 | Ml-236b derivative |
Publications (2)
Publication Number | Publication Date |
---|---|
DE3122499A1 DE3122499A1 (de) | 1981-12-24 |
DE3122499C2 true DE3122499C2 (de) | 1987-11-26 |
Family
ID=27465909
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE19813122499 Granted DE3122499A1 (de) | 1980-06-06 | 1981-06-05 | Neue derivate von ml-236b, verfahren zu ihrer herstellung und diese derivate enthaltende arzneimittelzubereitungen |
Country Status (17)
Country | Link |
---|---|
US (3) | US4346227A (de) |
AT (1) | AT374495B (de) |
AU (1) | AU549988B2 (de) |
BE (1) | BE889150A (de) |
CA (1) | CA1150170A (de) |
CH (1) | CH655090A5 (de) |
DE (1) | DE3122499A1 (de) |
DK (1) | DK149080C (de) |
ES (1) | ES8300353A1 (de) |
FI (1) | FI71168C (de) |
FR (1) | FR2483912B1 (de) |
GB (1) | GB2077264B (de) |
IE (1) | IE51270B1 (de) |
IT (1) | IT1144598B (de) |
MX (1) | MX7065E (de) |
NL (2) | NL191738C (de) |
SE (1) | SE453389B (de) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US9713614B2 (en) | 2006-07-05 | 2017-07-25 | Astrazeneca Ab | Combination of HMG-CoA reductase inhibitors with phosphodiesterase 4 inhibitors for the treatment of inflammatory pulmonary diseases |
Families Citing this family (510)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4444784A (en) * | 1980-08-05 | 1984-04-24 | Merck & Co., Inc. | Antihypercholesterolemic compounds |
US4432996A (en) * | 1980-11-17 | 1984-02-21 | Merck & Co., Inc. | Hypocholesterolemic fermentation products and process of preparation |
JPS57185275A (en) * | 1981-05-07 | 1982-11-15 | Sankyo Co Ltd | Tetrahydro-dum-4 and tetrahydro-isodum-4 and their derivatives |
JPS57185276A (en) * | 1981-05-11 | 1982-11-15 | Sankyo Co Ltd | Dihydro-dum-4 and dihydro-isodum-4 and their derivative |
JPS5815968A (ja) * | 1981-07-21 | 1983-01-29 | Sankyo Co Ltd | Ml−236b誘導体およびその製法 |
JPS5835144A (ja) * | 1981-08-27 | 1983-03-01 | Sankyo Co Ltd | Mb−530b誘導体およびその製造法 |
JPS5889191A (ja) * | 1981-11-20 | 1983-05-27 | Sankyo Co Ltd | 3−ヒドロキシ−ml−236b誘導体の製造法 |
PH20405A (en) * | 1983-07-21 | 1987-01-05 | Fujisawa Pharmaceutical Co | Anti-tumor agent container fr.900216 substance or its pharmaceutically acceptable salts thereof |
DE3580863D1 (de) * | 1984-06-04 | 1991-01-24 | Merck & Co Inc | Herstellungsverfahren von hemmstoffen der hmg-coa-reduktase mit einer 3,5-dihydroxypentanoatteilstruktur. |
US4611068A (en) * | 1984-11-19 | 1986-09-09 | Merck Frosst Canada, Inc. | Process for the preparation of HMG-CoA reductase inhibitors and intermediate compounds employed therein |
EP0204287A3 (de) * | 1985-06-04 | 1987-07-01 | Merck & Co. Inc. | Herstellungsverfahren von HMG-CoA-Reduktase-Hemmstoffen mit 3,5-Dihydroxypentansäureeinheiten |
USRE33033E (en) * | 1985-07-05 | 1989-08-22 | Merck & Co., Inc. | Process for the preparation of HMG-CoA reductase inhibitors intermediates |
US4611081A (en) * | 1985-07-05 | 1986-09-09 | Merck & Co., Inc. | Process for the preparation of HMG-CoA reductase inhibitors intermediates |
US4668699A (en) * | 1985-08-05 | 1987-05-26 | Merck & Co., Inc. | Novel HMG-CoA reductase inhibitors |
DE3682557D1 (de) * | 1985-09-13 | 1992-01-02 | Sankyo Co | Hydroxy-ml-236b-derivate, deren herstellung und anwendung. |
US5272174A (en) * | 1985-09-13 | 1993-12-21 | Sankyo Company, Limited | Hydroxy-ML-236B derivatives, their preparation and use |
JPH0633312B2 (ja) * | 1986-05-02 | 1994-05-02 | 大正製薬株式会社 | 14−ハイドロキシエリスロマイシン誘導体およびその製造方法 |
US4864038A (en) * | 1986-05-05 | 1989-09-05 | Merck & Co., Inc. | Antihypercholesterolemic compounds |
EP0245004A3 (de) * | 1986-05-05 | 1989-07-26 | Merck & Co. Inc. | Antihypercholesterolemische Verbindungen |
EP0245990A3 (de) * | 1986-05-05 | 1989-07-19 | Merck & Co. Inc. | Antihypercholesterolemische Verbindungen |
US4766145A (en) * | 1986-05-05 | 1988-08-23 | Merck & Co., Inc. | Antihypercholesterolemic compounds |
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Publication number | Priority date | Publication date | Assignee | Title |
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JPS5612114B2 (de) * | 1974-06-07 | 1981-03-18 | ||
DE2748825C2 (de) * | 1976-11-02 | 1986-11-27 | Sankyo Co., Ltd., Tokio/Tokyo | Substituierte 3,5-Dihydroxyheptansäurederivate und diese enthaltende Arzneimittel gegen Hyperlipämie |
JPS5925599B2 (ja) * | 1979-02-20 | 1984-06-19 | 三共株式会社 | 新生理活性物質モナコリンkおよびその製造法 |
JPS55150898A (en) * | 1979-05-11 | 1980-11-25 | Sankyo Co Ltd | Preparation of a new physiologically active substance mb-530b |
IL60219A (en) * | 1979-06-15 | 1985-05-31 | Merck & Co Inc | Hypocholesteremic fermentation products of the hmg-coa reductase inhibitor type,their preparation and pharmaceutical compositions containing them |
US4294926A (en) * | 1979-06-15 | 1981-10-13 | Merck & Co., Inc. | Hypocholesteremic fermentation products and process of preparation |
US4319039A (en) * | 1979-06-15 | 1982-03-09 | Merck & Co., Inc. | Preparation of ammonium salt of hypocholesteremic fermentation product |
US4342767A (en) * | 1980-01-23 | 1982-08-03 | Merck & Co., Inc. | Hypocholesteremic fermentation products |
-
1981
- 1981-06-04 MX MX819478U patent/MX7065E/es unknown
- 1981-06-04 DK DK247081A patent/DK149080C/da not_active IP Right Cessation
- 1981-06-05 SE SE8103560A patent/SE453389B/sv not_active IP Right Cessation
- 1981-06-05 FI FI811762A patent/FI71168C/fi not_active IP Right Cessation
- 1981-06-05 CH CH3722/81A patent/CH655090A5/de not_active IP Right Cessation
- 1981-06-05 US US06/270,846 patent/US4346227A/en not_active Expired - Lifetime
- 1981-06-05 DE DE19813122499 patent/DE3122499A1/de active Granted
- 1981-06-05 ES ES502827A patent/ES8300353A1/es not_active Expired
- 1981-06-05 IT IT67777/81A patent/IT1144598B/it active Protection Beyond IP Right Term
- 1981-06-05 AU AU71376/81A patent/AU549988B2/en not_active Expired
- 1981-06-05 IE IE1257/81A patent/IE51270B1/en active Protection Beyond IP Right Term
- 1981-06-05 FR FR8111190A patent/FR2483912B1/fr not_active Expired
- 1981-06-05 NL NL8102737A patent/NL191738C/xx not_active IP Right Cessation
- 1981-06-08 GB GB8117450A patent/GB2077264B/en not_active Expired
- 1981-06-08 CA CA000379232A patent/CA1150170A/en not_active Expired
- 1981-06-09 AT AT0256781A patent/AT374495B/de not_active IP Right Cessation
- 1981-06-09 BE BE0/205046A patent/BE889150A/fr not_active IP Right Cessation
-
1982
- 1982-02-24 US US06/351,974 patent/US4410629A/en not_active Expired - Lifetime
- 1982-02-24 US US06/351,975 patent/US4448979A/en not_active Expired - Lifetime
-
1996
- 1996-11-18 NL NL960028C patent/NL960028I2/nl unknown
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US9713614B2 (en) | 2006-07-05 | 2017-07-25 | Astrazeneca Ab | Combination of HMG-CoA reductase inhibitors with phosphodiesterase 4 inhibitors for the treatment of inflammatory pulmonary diseases |
Also Published As
Publication number | Publication date |
---|---|
IT8167777A0 (it) | 1981-06-05 |
FI811762L (fi) | 1981-12-07 |
IT1144598B (it) | 1986-10-29 |
GB2077264B (en) | 1984-04-26 |
AU7137681A (en) | 1981-12-10 |
SE8103560L (sv) | 1981-12-07 |
SE453389B (sv) | 1988-02-01 |
DK149080C (da) | 1986-07-28 |
IE811257L (en) | 1981-12-06 |
CA1150170A (en) | 1983-07-19 |
BE889150A (fr) | 1981-12-09 |
AU549988B2 (en) | 1986-02-27 |
CH655090A5 (de) | 1986-03-27 |
DK149080B (da) | 1986-01-13 |
US4346227A (en) | 1982-08-24 |
ES502827A0 (es) | 1982-11-01 |
ATA256781A (de) | 1983-09-15 |
NL191738B (nl) | 1996-01-02 |
NL960028I2 (nl) | 1997-07-01 |
MX7065E (es) | 1987-04-10 |
US4410629A (en) | 1983-10-18 |
DE3122499A1 (de) | 1981-12-24 |
FR2483912A1 (fr) | 1981-12-11 |
DK247081A (da) | 1981-12-07 |
AT374495B (de) | 1984-04-25 |
FI71168C (fi) | 1986-11-24 |
NL191738C (nl) | 1996-05-03 |
FR2483912B1 (fr) | 1985-07-12 |
US4448979A (en) | 1984-05-15 |
GB2077264A (en) | 1981-12-16 |
NL960028I1 (nl) | 1997-01-06 |
NL8102737A (nl) | 1982-01-04 |
ES8300353A1 (es) | 1982-11-01 |
FI71168B (fi) | 1986-08-14 |
IE51270B1 (en) | 1986-11-26 |
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