JPS56138181A - Ml-236a and mb-530a derivative - Google Patents
Ml-236a and mb-530a derivativeInfo
- Publication number
- JPS56138181A JPS56138181A JP4129280A JP4129280A JPS56138181A JP S56138181 A JPS56138181 A JP S56138181A JP 4129280 A JP4129280 A JP 4129280A JP 4129280 A JP4129280 A JP 4129280A JP S56138181 A JPS56138181 A JP S56138181A
- Authority
- JP
- Japan
- Prior art keywords
- formula
- ferm
- compound
- sank18174
- sank15177
- 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.)
- Granted
Links
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 abstract 1
- 241000031003 Monascus ruber Species 0.000 abstract 1
- 125000002252 acyl group Chemical group 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 239000003524 antilipemic agent Substances 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 239000008280 blood Substances 0.000 abstract 1
- 210000004369 blood Anatomy 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 235000012000 cholesterol Nutrition 0.000 abstract 1
- WWSNTLOVYSRDEL-DZSDEGEFSA-N compactin diol lactone Chemical compound C([C@@H]1[C@H]2[C@@H](O)CCC=C2C=C[C@@H]1C)C[C@@H]1C[C@@H](O)CC(=O)O1 WWSNTLOVYSRDEL-DZSDEGEFSA-N 0.000 abstract 1
- WWSNTLOVYSRDEL-UHFFFAOYSA-N desmethylmonacolin J Natural products CC1C=CC2=CCCC(O)C2C1CCC1CC(O)CC(=O)O1 WWSNTLOVYSRDEL-UHFFFAOYSA-N 0.000 abstract 1
- 239000012442 inert solvent Substances 0.000 abstract 1
- 230000002401 inhibitory effect Effects 0.000 abstract 1
- PCZOHLXUXFIOCF-BXMDZJJMSA-N lovastatin Chemical compound C([C@H]1[C@@H](C)C=CC2=C[C@H](C)C[C@@H]([C@H]12)OC(=O)[C@@H](C)CC)C[C@@H]1C[C@@H](O)CC(=O)O1 PCZOHLXUXFIOCF-BXMDZJJMSA-N 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- AJLFOPYRIVGYMJ-INTXDZFKSA-N mevastatin Chemical compound C([C@H]1[C@@H](C)C=CC2=CCC[C@@H]([C@H]12)OC(=O)[C@@H](C)CC)C[C@@H]1C[C@@H](O)CC(=O)O1 AJLFOPYRIVGYMJ-INTXDZFKSA-N 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
- -1 α-methylbutyryl Chemical group 0.000 abstract 1
Classifications
-
- 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
-
- 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
- A61K31/365—Lactones
- A61K31/366—Lactones having six-membered rings, e.g. delta-lactones
-
- 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
-
- 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
Abstract
NEW MATERIAL:A compound of formula I (R1 and R2 are H or acyl; R3 is H or methyl, except when R1, R2 and R3 are all H or when R1 is H and R2 is α-methylbutyryl).
EXAMPLE: ML-236A-3,8'-diformate.
USE: Useful as an antilipemic agent and a preventing agent against antiarteriosclerosis having an action on lowering the lipoid cocn, in blood by inhibiting the biosynthesis of the cholesterol.
PROCESS: ML-236A of formula II, ML-236B of formula III, ML-530A of formula IV or ML-530B of formula V is reacted with an acid chloride in the presence of an organic amine in an inert solvent to give the compound of formula I. The ML-530A and B are novel substances and the ML-530A or B is obtained by cultivating Monascus ruber SANK15177 (FERM-P No.4965) or SANK18174 (FERM-P No. 4957).
COPYRIGHT: (C)1981,JPO&Japio
Priority Applications (20)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP55041292A JPH0692381B2 (en) | 1980-03-31 | 1980-03-31 | MB-530A derivative |
IE698/81A IE52367B1 (en) | 1980-03-31 | 1981-03-27 | Inhibitors of cholesterol biosynthesis,their preparation and use |
DE3153666A DE3153666C2 (en) | 1980-03-31 | 1981-03-30 | Monacoline derivatives, processes for their preparation and medicinal products containing them |
DE19813112566 DE3112566A1 (en) | 1980-03-31 | 1981-03-30 | MONACOLINE DERIVATIVES, METHOD FOR THE PRODUCTION THEREOF AND MEDICINAL PRODUCTS CONTAINING THESE DERIVATIVES |
CH215381A CH646966A5 (en) | 1980-03-31 | 1981-03-30 | CHOLESTERIN BIOSYNTHESIS INHIBITING COMPOUNDS, THEIR PRODUCTION AND USE. |
IT67438/81A IT1144325B (en) | 1980-03-31 | 1981-03-30 | CHOLESTEROL BIOSYNTHESIS INHIBITORS THEIR PREPARATION AND USE |
BE0/204328A BE888214A (en) | 1980-03-31 | 1981-03-31 | DERIVATIVES OF MONACOLIN K TYPE COMPOUNDS HAVING INHIBITORY ACTIVITY ON THE BIOSYNTHESIS OF CHOLESTEROL |
KR1019810001067A KR840001958B1 (en) | 1980-03-31 | 1981-03-31 | Process for preparing compounds having inhibitory activity against the biosyn-thesis of cholesterol |
NL8101592A NL8101592A (en) | 1980-03-31 | 1981-03-31 | CHOLESTEROL BIOSYNTHESIS BRAKES, THEIR PREPARATION AND USE. |
DK145481A DK151273C (en) | 1980-03-31 | 1981-03-31 | PROCEDURE FOR THE PREPARATION OF THE CHOLESTEROL BIOSYNTHESE INHIBITOR MB-530A. |
FR8106403A FR2479222A1 (en) | 1980-03-31 | 1981-03-31 | COMPOUND DERIVATIVES OF MONACOLIN K TYPE HAVING INHIBITORY ACTIVITY ON CHOLESTEROL BIOSYNTHESIS, PREPARATION METHOD AND THERAPEUTIC USE THEREOF |
AU68932/81A AU6893281A (en) | 1980-03-31 | 1981-03-31 | 4,6-disubstituted tetrahydropyran-2-one derivatives |
AT0150781A ATA150781A (en) | 1980-03-31 | 1981-03-31 | METHOD FOR PRODUCING NEW CHOLESTERINE BIOSYNTHESIS INHIBITORS |
FI810991A FI810991L (en) | 1980-03-31 | 1981-03-31 | INHIBITOR AV CHOLESTEROLS BIOSYNTES DERAS FRAMSTAELLNING OCH ANVAENDNING |
SE8102047A SE461590B (en) | 1980-03-31 | 1981-03-31 | DERIVATIVES OF 6-HEXAHYDRONAFTYLETHYL-4-HYDROXY-TETRAHYDROPYRENE-2-ON, PROCEDURES FOR PREPARING THESE AND A PHARMACEUTICAL COMPOSITION FOR USE FOR INHIBITION OF CHOLESTEROL |
GB8110075A GB2073193A (en) | 1980-03-31 | 1981-03-31 | Inhibitors of Cholesterol Biosynthesis, their Preparation and Use |
DK542085A DK159439C (en) | 1980-03-31 | 1985-11-22 | ANALOGY PROCEDURE FOR PREPARING CHOLESTEROL SYNTHESIS INHIBITORS |
DK032190A DK167805B1 (en) | 1980-03-31 | 1990-02-07 | INTERMEDIATE FOR THE PREPARATION OF CHOLESTEROL SYNTHESIS INHIBITORS |
DK032290A DK32290D0 (en) | 1980-03-31 | 1990-02-07 | APPLICATION OF 8'-ACYLED DERIVATIVES OF THE INTERMEDIATE COMPOUND MB-530A FOR THE PREPARATION OF A MEDICINE FOR TREATING HYPERCHOLESTEROLAEMIA |
MX9203567A MX9203567A (en) | 1980-03-31 | 1992-06-26 | MONOCOLIN DERIVATIVE, PROCEDURE FOR ITS PREPARATION AND MEDICATION CONTAINED IN THIS DERIVATIVE. |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP55041292A JPH0692381B2 (en) | 1980-03-31 | 1980-03-31 | MB-530A derivative |
Related Child Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP11356790A Division JPH0334975A (en) | 1990-04-27 | 1990-04-27 | Ml-236a and mb-530a derivative |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS56138181A true JPS56138181A (en) | 1981-10-28 |
JPH0692381B2 JPH0692381B2 (en) | 1994-11-16 |
Family
ID=12604367
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP55041292A Expired - Lifetime JPH0692381B2 (en) | 1980-03-31 | 1980-03-31 | MB-530A derivative |
Country Status (15)
Country | Link |
---|---|
JP (1) | JPH0692381B2 (en) |
AT (1) | ATA150781A (en) |
AU (1) | AU6893281A (en) |
BE (1) | BE888214A (en) |
CH (1) | CH646966A5 (en) |
DE (2) | DE3112566A1 (en) |
DK (3) | DK151273C (en) |
FI (1) | FI810991L (en) |
FR (1) | FR2479222A1 (en) |
GB (1) | GB2073193A (en) |
IE (1) | IE52367B1 (en) |
IT (1) | IT1144325B (en) |
MX (1) | MX9203567A (en) |
NL (1) | NL8101592A (en) |
SE (1) | SE461590B (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2021509907A (en) * | 2018-01-09 | 2021-04-08 | リガンド・ファーマシューティカルズ・インコーポレイテッド | Acetal compounds and their therapeutic use |
US11970482B2 (en) | 2019-01-08 | 2024-04-30 | Ligand Pharmaceuticals Inc. | Acetal compounds and therapeutic uses thereof |
Families Citing this family (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4472426A (en) * | 1982-12-22 | 1984-09-18 | Merck & Co., Inc. | Antihypercholesterolemic compounds |
DE3682557D1 (en) * | 1985-09-13 | 1992-01-02 | Sankyo Co | HYDROXY-ML-236B DERIVATIVES, THEIR PRODUCTION AND USE. |
US4997848A (en) | 1987-10-27 | 1991-03-05 | Sankyo Company, Limited | Octahydronaphthalene oxime derivatives for cholesterol synthesis inhibition |
US5075327A (en) * | 1988-08-10 | 1991-12-24 | Hoffmann-La Roche Inc. | Antipsoriatic agents |
US5021451A (en) * | 1988-11-14 | 1991-06-04 | Hoffman-La Roche Inc. | Method for inhibiting hyperproliferative diseases |
US5073568A (en) * | 1988-11-14 | 1991-12-17 | Hoffmann-La Roche Inc. | Antipsoriatic agents |
US5200549A (en) * | 1988-11-14 | 1993-04-06 | Hoffman-La Roche Inc. | Antipsoriatic agents |
US5159104A (en) * | 1991-05-01 | 1992-10-27 | Merck & Co., Inc. | Process to simvastatin ester |
FR2937537A1 (en) * | 2008-10-29 | 2010-04-30 | Centre Nat Rech Scient | NANOPARTICLES OF STATIN |
KR101820099B1 (en) | 2013-01-18 | 2018-01-18 | 에스프린팅솔루션 주식회사 | resistive heat generating material, heating member and fusing device adopting the same |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS56122375A (en) * | 1980-02-04 | 1981-09-25 | Merck & Co Inc | Novel antihypercholesteremic compound* its intermediate and its manufacture |
Family Cites Families (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5612114B2 (en) * | 1974-06-07 | 1981-03-18 | ||
JPS5925599B2 (en) * | 1979-02-20 | 1984-06-19 | 三共株式会社 | New physiologically active substance monacolin K and its production method |
US4231938A (en) * | 1979-06-15 | 1980-11-04 | Merck & Co., Inc. | Hypocholesteremic fermentation products and process of preparation |
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 |
PT72394B (en) * | 1980-02-04 | 1982-09-06 | Merck & Co Inc | Process for preparing dihydro and tetrahydromevinoline hypocholesterolimics |
US4282155A (en) * | 1980-02-04 | 1981-08-04 | Merck & Co., Inc. | Antihypercholesterolemic compounds |
AU548996B2 (en) * | 1980-02-04 | 1986-01-09 | Merck & Co., Inc. | Tetrahydro-2h-pyran-2-one derivatives |
-
1980
- 1980-03-31 JP JP55041292A patent/JPH0692381B2/en not_active Expired - Lifetime
-
1981
- 1981-03-27 IE IE698/81A patent/IE52367B1/en not_active IP Right Cessation
- 1981-03-30 IT IT67438/81A patent/IT1144325B/en active
- 1981-03-30 CH CH215381A patent/CH646966A5/en not_active IP Right Cessation
- 1981-03-30 DE DE19813112566 patent/DE3112566A1/en active Granted
- 1981-03-30 DE DE3153666A patent/DE3153666C2/en not_active Expired - Lifetime
- 1981-03-31 AU AU68932/81A patent/AU6893281A/en not_active Abandoned
- 1981-03-31 GB GB8110075A patent/GB2073193A/en not_active Withdrawn
- 1981-03-31 DK DK145481A patent/DK151273C/en not_active IP Right Cessation
- 1981-03-31 BE BE0/204328A patent/BE888214A/en not_active IP Right Cessation
- 1981-03-31 SE SE8102047A patent/SE461590B/en not_active Application Discontinuation
- 1981-03-31 FI FI810991A patent/FI810991L/en not_active Application Discontinuation
- 1981-03-31 AT AT0150781A patent/ATA150781A/en not_active IP Right Cessation
- 1981-03-31 NL NL8101592A patent/NL8101592A/en not_active Application Discontinuation
- 1981-03-31 FR FR8106403A patent/FR2479222A1/en active Granted
-
1990
- 1990-02-07 DK DK032290A patent/DK32290D0/en not_active Application Discontinuation
- 1990-02-07 DK DK032190A patent/DK167805B1/en not_active IP Right Cessation
-
1992
- 1992-06-26 MX MX9203567A patent/MX9203567A/en unknown
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS56122375A (en) * | 1980-02-04 | 1981-09-25 | Merck & Co Inc | Novel antihypercholesteremic compound* its intermediate and its manufacture |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2021509907A (en) * | 2018-01-09 | 2021-04-08 | リガンド・ファーマシューティカルズ・インコーポレイテッド | Acetal compounds and their therapeutic use |
US11970482B2 (en) | 2019-01-08 | 2024-04-30 | Ligand Pharmaceuticals Inc. | Acetal compounds and therapeutic uses thereof |
Also Published As
Publication number | Publication date |
---|---|
DE3112566C2 (en) | 1990-04-05 |
DE3112566A1 (en) | 1982-03-11 |
IE810698L (en) | 1981-09-30 |
AU6893281A (en) | 1981-10-08 |
DK167805B1 (en) | 1993-12-20 |
IT1144325B (en) | 1986-10-29 |
DK32290A (en) | 1990-02-07 |
GB2073193A (en) | 1981-10-14 |
DK151273C (en) | 1988-07-04 |
DE3153666C2 (en) | 1993-11-11 |
DK32290D0 (en) | 1990-02-07 |
MX9203567A (en) | 1992-09-01 |
IT8167438A0 (en) | 1981-03-30 |
SE8102047L (en) | 1981-10-01 |
BE888214A (en) | 1981-09-30 |
FR2479222A1 (en) | 1981-10-02 |
DK145481A (en) | 1981-10-01 |
DK32190A (en) | 1990-02-07 |
NL8101592A (en) | 1981-10-16 |
CH646966A5 (en) | 1984-12-28 |
DK151273B (en) | 1987-11-16 |
DK32190D0 (en) | 1990-02-07 |
FR2479222B1 (en) | 1983-08-26 |
SE461590B (en) | 1990-03-05 |
IE52367B1 (en) | 1987-09-30 |
ATA150781A (en) | 1983-03-15 |
JPH0692381B2 (en) | 1994-11-16 |
FI810991L (en) | 1981-10-01 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
JPS56138181A (en) | Ml-236a and mb-530a derivative | |
JPS57136579A (en) | Thiazolylurea derivative, its preparation, and pharmaceutical composition containing the same | |
JPS577459A (en) | Novel phenylcarbamate derivative and analgesic containing the same | |
JPS56118015A (en) | Immunological activator containing organic germanium compound | |
JPS5536403A (en) | Preparation of 1-benzazonine derivative | |
JPS57212188A (en) | Imidazobenzoxazine derivative and its preparation | |
JPS572278A (en) | Dibenzoxazepin derivative | |
JPS55108898A (en) | 25-hydroxy-24-oxocholesterol derivative and its preparation | |
JPS5653654A (en) | Preparation of novel aniline derivative | |
JPS5592363A (en) | New 2-azetidinone derivative | |
JPS5679668A (en) | 1,4-dihydro-4-oxonicotinic acid derivatice and its preparation | |
JPS57163362A (en) | Azetidinone derivative and its preparation | |
JPS5735540A (en) | Deuterium substituted carboxylic acid, deuterium substituted carboxylic acid ester derivative, insecticide and acaricide containing deuterium substituted carboxylic acid ester derivative | |
JPS55164671A (en) | Azetidine derivative and its preparation | |
JPS5543034A (en) | Thiazolidine-2-carboxylic acid derivative and agricultural and horticultural fungicide containing the same | |
JPS5718648A (en) | Cyclopropanecarboxylic acid ester derivative, preparation of cyclopropanecarboxylic acid ester derivative, and insecticidal and miticidal agent containing cyclopropanecarboxylic acid ester derivative | |
JPS57171932A (en) | Cyclopentenone derivative and its production | |
JPS5675460A (en) | Carboxylic ester, its preparation and insecticide and acaricide containing the same | |
JPS57116013A (en) | Antitrichophytic agent | |
JPS643144A (en) | Novel cyclic compound and antilipemic agent containing said compound as active component | |
JPS56108774A (en) | Carboxylic acid ester, its preparation, and insecticidal and miticidal agent containing said ester as effective component | |
JPS57131739A (en) | Novel cyclohexanecarboxylic acid derivative | |
JPS55147278A (en) | Nicotinoylaminotriazine derivative | |
JPS56145244A (en) | Derivative of cyclopropanecarboxylic acid ester, its preparation, and insecticidal and tickicidal agent containing the same | |
JPS5452068A (en) | 2-azetidinone derivative and its preparation |