DE3106674C2 - - Google Patents
Info
- Publication number
- DE3106674C2 DE3106674C2 DE3106674A DE3106674A DE3106674C2 DE 3106674 C2 DE3106674 C2 DE 3106674C2 DE 3106674 A DE3106674 A DE 3106674A DE 3106674 A DE3106674 A DE 3106674A DE 3106674 C2 DE3106674 C2 DE 3106674C2
- Authority
- DE
- Germany
- Prior art keywords
- singlet
- compounds
- methoxy
- hydrogen
- group
- 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 - Fee Related
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
- C07D493/02—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains two hetero rings
- C07D493/04—Ortho-condensed systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
- C07D317/44—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D317/46—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems condensed with one six-membered ring
- C07D317/48—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring
- C07D317/50—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to atoms of the carbocyclic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
- C07D317/44—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D317/46—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems condensed with one six-membered ring
- C07D317/48—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring
- C07D317/62—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring 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 atoms of the carbocyclic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
- C07D317/44—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D317/70—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems condensed with ring systems containing two or more relevant rings
-
- 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
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Animal Behavior & Ethology (AREA)
- General Chemical & Material Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Heterocyclic Compounds That Contain Two Or More Ring Oxygen Atoms (AREA)
- Plural Heterocyclic Compounds (AREA)
Description
R² Wasserstoff, oder Methoxy oder R¹ und R² zusammen die Gruppe -O-CH₂-O- bedeuten,
R³ Wasserstoff, ein geradkettiger oder verzweigter Alkylrest mit 1 bis 6 Kohlenstoffatomen, Aralkyl, Acyl oder eine herkömmliche Schutzgruppe, die gegenüber wasserfreien Basen stabil ist,
Y Cl, Br, I oder eine herkömmliche austretende Gruppe und
X Cl, Br oder I
- A. Herstellung von Ausgangsmaterial:
- B. Herstellungen und Zwischenstufen gemäß der Erfindung:
C=62,39, H=5,64;
gef.: C=62,42, H=5,66.
Claims (4)
R¹ Methoxy,
R² Wasserstoff, oder Methoxy oder
R¹ und R² zusammen die Gruppe -O-CH₂-O- bedeuten,
R³ Wasserstoff, ein geradkettiger oder verzweigter Alkylrest mit 1 bis 6 Kohlenstoffatomen, Aralkyl, Acyl oder eine herkömmliche Schutzgruppe, die gegenüber wasserfreien Basen stabil ist,
Y Cl, Br, I oder eine herkömmliche austretende Gruppe und
X Cl, Br oder I
bedeuten.
R¹ Methoxy,
R² Wasserstoff, oder Methoxy oder
R¹ und R² zusammen die Gruppe -O-CH₂-O- bedeuten,
R⁴ Wasserstoff, ein geradkettiger oder verzweigter Alkylrest mit 1 bis 6 Kohlenstoffatomen, Aralkyl oder Acyl ist, und
X Cl, Br oder I bedeuten,
dadurch gekennzeichnet, daß man ein Styrol der allgemeinen Formel worin R¹ und R² wie zuvor definiert sind, mit
- A) einer Quelle für elektrophiles Chlor, Brom oder Iod und
- B) einem Alkohol der allgemeinen Formel R⁴OH, worin R⁴ wie zuvor definiert ist.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US06/127,436 US4294763A (en) | 1980-03-05 | 1980-03-05 | Intermediates for the production of picropodophyllin and related compounds and processes for the preparation and use thereof |
Publications (2)
Publication Number | Publication Date |
---|---|
DE3106674A1 DE3106674A1 (de) | 1981-12-17 |
DE3106674C2 true DE3106674C2 (de) | 1992-06-11 |
Family
ID=22430103
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE19813106674 Granted DE3106674A1 (de) | 1980-03-05 | 1981-02-23 | Zwischenstufen zur herstellung von picropodophyllin und verwandten verbindungen, verfahren zu deren herstellung und deren verwendung |
DE3153681A Expired - Fee Related DE3153681C2 (de) | 1980-03-05 | 1981-02-23 |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE3153681A Expired - Fee Related DE3153681C2 (de) | 1980-03-05 | 1981-02-23 |
Country Status (8)
Country | Link |
---|---|
US (1) | US4294763A (de) |
JP (2) | JPS572229A (de) |
CA (1) | CA1181083A (de) |
CH (2) | CH655303A5 (de) |
DE (2) | DE3106674A1 (de) |
ES (3) | ES8205408A1 (de) |
GB (2) | GB2070609B (de) |
IT (1) | IT1212502B (de) |
Families Citing this family (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4708964A (en) * | 1984-02-09 | 1987-11-24 | Chemex Pharmaceuticals | Lipoxygenase inhibitors |
US4795819A (en) * | 1985-04-12 | 1989-01-03 | Bristol-Myers Company | Intermediates for the production of epipodophyllotoxin and related compounds and processes for the preparation and use thereof |
US4866189A (en) * | 1985-04-12 | 1989-09-12 | Bristol-Myers Company | Intermediates for the production of epipodophyllotoxin and related compounds and processes for the preparation and use thereof |
US4644072A (en) * | 1985-04-12 | 1987-02-17 | Bristol-Myers Company | Intermediates for the production of epipodophyllotoxin and related compounds and processes for the preparation and use thereof |
US4734512A (en) * | 1985-12-05 | 1988-03-29 | Bristol-Myers Company | Intermediates for the production of podophyllotoxin and related compounds and processes for the preparation and use thereof |
US5013851A (en) * | 1985-12-05 | 1991-05-07 | Bristol-Myers Company | Intermediates for the production of podophyllotoxin and related compounds |
US5106996A (en) * | 1985-12-05 | 1992-04-21 | Bristol-Myers Company | Process for the preparation of podophyllotoxin |
ATE445838T1 (de) | 2001-07-25 | 2009-10-15 | Raptor Pharmaceutical Inc | Zusammensetzungen und verfahren zur modulation des transports durch die blut-hirn-schranke |
EP2671508B1 (de) | 2005-04-28 | 2020-09-16 | Proteus Digital Health, Inc. | Pharma-Informatiksystem |
CA2663377A1 (en) | 2006-09-18 | 2008-03-27 | Raptor Pharmaceutical Inc. | Treatment of liver disorders by administration of receptor-associated protein (rap)-conjugates |
WO2009100349A1 (en) * | 2008-02-09 | 2009-08-13 | The Trustees Of Columbia University In The City Of New York | Analogues of (-)-picropodophyllin, synthesis and uses thereof |
HUE059078T2 (hu) | 2009-02-20 | 2022-10-28 | Enhanx Biopharm Inc | Glutation-alapú hatóanyagszállító rendszer |
JP2012526144A (ja) | 2009-05-06 | 2012-10-25 | ラボラトリー スキン ケア インコーポレイテッド | 活性物質−リン酸カルシウム粒子複合体を含む経皮送達組成物およびその使用方法 |
US20120077778A1 (en) | 2010-09-29 | 2012-03-29 | Andrea Bourdelais | Ladder-Frame Polyether Conjugates |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
NL6613143A (de) * | 1965-09-21 | 1967-03-22 | ||
US4122092A (en) * | 1977-08-25 | 1978-10-24 | University Of Rochester | Total synthesis of (±)-picropodophyllone and (±)-4'-demethylpicropodophyllone |
-
1980
- 1980-03-05 US US06/127,436 patent/US4294763A/en not_active Expired - Lifetime
-
1981
- 1981-02-23 DE DE19813106674 patent/DE3106674A1/de active Granted
- 1981-02-23 DE DE3153681A patent/DE3153681C2/de not_active Expired - Fee Related
- 1981-02-27 CH CH1350/81A patent/CH655303A5/de not_active IP Right Cessation
- 1981-02-27 CH CH5351/84A patent/CH657363A5/de not_active IP Right Cessation
- 1981-03-02 JP JP2978981A patent/JPS572229A/ja active Granted
- 1981-03-03 CA CA000372161A patent/CA1181083A/en not_active Expired
- 1981-03-04 ES ES500051A patent/ES8205408A1/es not_active Expired
- 1981-03-04 ES ES500055A patent/ES500055A0/es active Granted
- 1981-03-04 ES ES500056A patent/ES8205407A1/es not_active Expired
- 1981-03-04 GB GB8106755A patent/GB2070609B/en not_active Expired
- 1981-03-05 IT IT8120148A patent/IT1212502B/it active
-
1983
- 1983-03-28 GB GB08308455A patent/GB2116182B/en not_active Expired
-
1988
- 1988-07-05 JP JP88167623A patent/JPH01199929A/ja active Pending
Also Published As
Publication number | Publication date |
---|---|
US4294763A (en) | 1981-10-13 |
GB8308455D0 (en) | 1983-05-05 |
GB2116182B (en) | 1984-10-31 |
DE3153681C2 (de) | 1992-07-09 |
ES500051A0 (es) | 1982-06-01 |
ES500056A0 (es) | 1982-06-01 |
JPH0148272B2 (de) | 1989-10-18 |
ES8205407A1 (es) | 1982-06-01 |
GB2070609B (en) | 1984-08-08 |
GB2116182A (en) | 1983-09-21 |
GB2070609A (en) | 1981-09-09 |
CH655303A5 (de) | 1986-04-15 |
ES8205408A1 (es) | 1982-06-01 |
DE3106674A1 (de) | 1981-12-17 |
IT1212502B (it) | 1989-11-22 |
CA1181083A (en) | 1985-01-15 |
JPS572229A (en) | 1982-01-07 |
ES8205406A1 (es) | 1982-06-01 |
CH657363A5 (de) | 1986-08-29 |
JPH01199929A (ja) | 1989-08-11 |
ES500055A0 (es) | 1982-06-01 |
IT8120148A0 (it) | 1981-03-05 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
8110 | Request for examination paragraph 44 | ||
8128 | New person/name/address of the agent |
Representative=s name: LEDERER, F., DIPL.-CHEM. DR., PAT.-ANW., 8000 MUEN |
|
8172 | Supplementary division/partition in: |
Ref country code: DE Ref document number: 3153681 Format of ref document f/p: P |
|
Q171 | Divided out to: |
Ref country code: DE Ref document number: 3153681 |
|
8125 | Change of the main classification |
Ipc: C07D317/62 |
|
AH | Division in |
Ref country code: DE Ref document number: 3153681 Format of ref document f/p: P |
|
D2 | Grant after examination | ||
AH | Division in |
Ref country code: DE Ref document number: 3153681 Format of ref document f/p: P |
|
8364 | No opposition during term of opposition | ||
8339 | Ceased/non-payment of the annual fee |