ATE49745T1 - Optisch aktive d,l-nordihydroguaiaretsaeureisomere und ihre racemate, verfahren zu deren herstellung und methode zur verleihung eines angenehmen medizinischen geruchs. - Google Patents
Optisch aktive d,l-nordihydroguaiaretsaeureisomere und ihre racemate, verfahren zu deren herstellung und methode zur verleihung eines angenehmen medizinischen geruchs.Info
- Publication number
- ATE49745T1 ATE49745T1 AT85905968T AT85905968T ATE49745T1 AT E49745 T1 ATE49745 T1 AT E49745T1 AT 85905968 T AT85905968 T AT 85905968T AT 85905968 T AT85905968 T AT 85905968T AT E49745 T1 ATE49745 T1 AT E49745T1
- Authority
- AT
- Austria
- Prior art keywords
- optically active
- positions
- butane
- nordihydroguaiaretiomers
- immunizing
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 3
- 230000003053 immunization Effects 0.000 title 1
- 239000000203 mixture Substances 0.000 abstract 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 abstract 2
- HCZKYJDFEPMADG-TXEJJXNPSA-N masoprocol Chemical compound C([C@H](C)[C@H](C)CC=1C=C(O)C(O)=CC=1)C1=CC=C(O)C(O)=C1 HCZKYJDFEPMADG-TXEJJXNPSA-N 0.000 abstract 2
- LILVIPFFVHAPJR-UHFFFAOYSA-N 1,4-bis(3,4-dimethoxyphenyl)butan-2-one Chemical compound C1=C(OC)C(OC)=CC=C1CCC(=O)CC1=CC=C(OC)C(OC)=C1 LILVIPFFVHAPJR-UHFFFAOYSA-N 0.000 abstract 1
- BMYNFMYTOJXKLE-UHFFFAOYSA-N 3-azaniumyl-2-hydroxypropanoate Chemical compound NCC(O)C(O)=O BMYNFMYTOJXKLE-UHFFFAOYSA-N 0.000 abstract 1
- JMYXNUMGPRHHBC-UHFFFAOYSA-N 4-[4-(3,4-dihydroxyphenyl)butyl]benzene-1,2-diol Chemical compound C1=C(O)C(O)=CC=C1CCCCC1=CC=C(O)C(O)=C1 JMYXNUMGPRHHBC-UHFFFAOYSA-N 0.000 abstract 1
- 239000001273 butane Substances 0.000 abstract 1
- HCZKYJDFEPMADG-UHFFFAOYSA-N erythro-nordihydroguaiaretic acid Natural products C=1C=C(O)C(O)=CC=1CC(C)C(C)CC1=CC=C(O)C(O)=C1 HCZKYJDFEPMADG-UHFFFAOYSA-N 0.000 abstract 1
- 208000021302 gastroesophageal reflux disease Diseases 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- 229960003951 masoprocol Drugs 0.000 abstract 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical group CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 abstract 1
- 230000003287 optical effect Effects 0.000 abstract 1
- 150000002989 phenols Chemical class 0.000 abstract 1
- 125000004469 siloxy group Chemical group [SiH3]O* 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C43/00—Ethers; Compounds having groups, groups or groups
- C07C43/02—Ethers
- C07C43/20—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring
- C07C43/205—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring the aromatic ring being a non-condensed ring
- C07C43/2055—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring the aromatic ring being a non-condensed ring containing more than one ether bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C39/00—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring
- C07C39/12—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring polycyclic with no unsaturation outside the aromatic rings
- C07C39/15—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring polycyclic with no unsaturation outside the aromatic rings with all hydroxy groups on non-condensed rings, e.g. phenylphenol
- C07C39/16—Bis-(hydroxyphenyl) alkanes; Tris-(hydroxyphenyl)alkanes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C43/00—Ethers; Compounds having groups, groups or groups
- C07C43/02—Ethers
- C07C43/20—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring
- C07C43/23—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring containing hydroxy or O-metal groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Detergent Compositions (AREA)
- Fats And Perfumes (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US06/436,444 US4562298A (en) | 1982-10-25 | 1982-10-25 | Optically active nordihydroguaiaretic acid and intermediates |
| PCT/US1985/002164 WO1987002661A1 (en) | 1982-10-25 | 1985-11-04 | Racemic nordihydroguaiaretic acid and intermediates |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ATE49745T1 true ATE49745T1 (de) | 1990-02-15 |
Family
ID=23732423
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT85905968T ATE49745T1 (de) | 1982-10-25 | 1985-11-04 | Optisch aktive d,l-nordihydroguaiaretsaeureisomere und ihre racemate, verfahren zu deren herstellung und methode zur verleihung eines angenehmen medizinischen geruchs. |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US4562298A (enEXAMPLES) |
| EP (1) | EP0247035B1 (enEXAMPLES) |
| JP (1) | JPS63501564A (enEXAMPLES) |
| AT (1) | ATE49745T1 (enEXAMPLES) |
| AU (1) | AU5195886A (enEXAMPLES) |
| DE (1) | DE3575552D1 (enEXAMPLES) |
| DK (1) | DK338887A (enEXAMPLES) |
| WO (1) | WO1987002661A1 (enEXAMPLES) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5409690A (en) * | 1993-06-23 | 1995-04-25 | Chemex Pharmaceuticals, Inc. | Treatment of multidrug resistant diseases in cancer cell by potentiating with masoprocol |
| US5827898A (en) * | 1996-10-07 | 1998-10-27 | Shaman Pharmaceuticals, Inc. | Use of bisphenolic compounds to treat type II diabetes |
| JP5133064B2 (ja) * | 2005-01-05 | 2013-01-30 | 國防教育研究基金会 | ウリジン２リン酸（ｕｄｐ）−グルクロン酸転移酵素２ｂ（ｕｇｔ２ｂ）の抑制剤及び促進剤 |
| MX391317B (es) | 2017-02-17 | 2025-03-21 | Promotora Tecnica Ind S A De C V | Composicion mejorada a base de acido norhidroguayaretico. |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2421117A (en) * | 1943-03-06 | 1947-05-27 | Univ Minnesota | Process for producing plant extracts |
| US2456443A (en) * | 1946-12-06 | 1948-12-14 | Wyeth Corp | Process for preparing nordihydroguaiaretic acid and intermediates |
| US2644822A (en) * | 1949-08-26 | 1953-07-07 | Sulphite Products Corp | 2, 3-bis-(oxybenzyl)-butane derivatives |
| US3843728A (en) * | 1968-12-09 | 1974-10-22 | Hoffmann La Roche | Racemic-diketone compounds |
| US3906004A (en) * | 1968-12-09 | 1975-09-16 | Hoffmann La Roche | Stereoselective synthesis of intermediate for preparation of meso-nordihydroguaiaretic acid |
| US3769350A (en) * | 1968-12-09 | 1973-10-30 | Hoffmann La Roche | Method for making 2,3-dimethyl-1,4-bis(3,4 - hydrocarbonyloxyphenyl) - 1,4-butanedione |
-
1982
- 1982-10-25 US US06/436,444 patent/US4562298A/en not_active Expired - Lifetime
-
1985
- 1985-11-04 WO PCT/US1985/002164 patent/WO1987002661A1/en active IP Right Grant
- 1985-11-04 AT AT85905968T patent/ATE49745T1/de not_active IP Right Cessation
- 1985-11-04 DE DE8585905968T patent/DE3575552D1/de not_active Expired - Lifetime
- 1985-11-04 AU AU51958/86A patent/AU5195886A/en not_active Abandoned
- 1985-11-04 EP EP85905968A patent/EP0247035B1/en not_active Expired - Lifetime
- 1985-11-04 JP JP60505283A patent/JPS63501564A/ja active Granted
-
1987
- 1987-07-01 DK DK338887A patent/DK338887A/da not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| EP0247035B1 (en) | 1990-01-24 |
| EP0247035A1 (en) | 1987-12-02 |
| AU5195886A (en) | 1987-05-19 |
| DK338887D0 (da) | 1987-07-01 |
| JPS63501564A (ja) | 1988-06-16 |
| DK338887A (da) | 1987-07-29 |
| US4562298A (en) | 1985-12-31 |
| WO1987002661A1 (en) | 1987-05-07 |
| JPH034530B2 (enEXAMPLES) | 1991-01-23 |
| DE3575552D1 (de) | 1990-03-01 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| UEP | Publication of translation of european patent specification | ||
| REN | Ceased due to non-payment of the annual fee |