GB1452012A - Isomerising vitamin a compounds - Google Patents
Isomerising vitamin a compoundsInfo
- Publication number
- GB1452012A GB1452012A GB3656874A GB3656874A GB1452012A GB 1452012 A GB1452012 A GB 1452012A GB 3656874 A GB3656874 A GB 3656874A GB 3656874 A GB3656874 A GB 3656874A GB 1452012 A GB1452012 A GB 1452012A
- Authority
- GB
- United Kingdom
- Prior art keywords
- vitamin
- compounds
- palladium
- group
- isomerized
- 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
- 229940045997 vitamin a Drugs 0.000 title abstract 2
- 150000001875 compounds Chemical class 0.000 title 1
- 150000002941 palladium compounds Chemical class 0.000 abstract 4
- 150000002266 vitamin A derivatives Chemical class 0.000 abstract 3
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 2
- 125000003118 aryl group Chemical group 0.000 abstract 2
- FPIPGXGPPPQFEQ-UHFFFAOYSA-N 13-cis retinol Natural products OCC=C(C)C=CC=C(C)C=CC1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-UHFFFAOYSA-N 0.000 abstract 1
- 101000653791 Bos taurus Protein S100-A12 Proteins 0.000 abstract 1
- XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical group N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 abstract 1
- FPIPGXGPPPQFEQ-BOOMUCAASA-N Vitamin A Natural products OC/C=C(/C)\C=C\C=C(\C)/C=C/C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-BOOMUCAASA-N 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000005530 alkylenedioxy group Chemical group 0.000 abstract 1
- 125000003435 aroyl group Chemical group 0.000 abstract 1
- 125000001589 carboacyl group Chemical group 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 238000006317 isomerization reaction Methods 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 229910052763 palladium Inorganic materials 0.000 abstract 1
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 abstract 1
- 239000011604 retinal Chemical class 0.000 abstract 1
- 235000020945 retinal Nutrition 0.000 abstract 1
- 229960000342 retinol acetate Drugs 0.000 abstract 1
- QGNJRVVDBSJHIZ-QHLGVNSISA-N retinyl acetate Chemical class CC(=O)OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C QGNJRVVDBSJHIZ-QHLGVNSISA-N 0.000 abstract 1
- 235000019173 retinyl acetate Nutrition 0.000 abstract 1
- 239000011770 retinyl acetate Substances 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 235000019155 vitamin A Nutrition 0.000 abstract 1
- 239000011719 vitamin A Substances 0.000 abstract 1
- -1 vitamin A compound Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C403/00—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone
- C07C403/06—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by singly-bound oxygen atoms
- C07C403/08—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by singly-bound oxygen atoms by hydroxy groups
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
- B01J23/40—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals of the platinum group metals
- B01J23/44—Palladium
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C403/00—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone
- C07C403/06—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by singly-bound oxygen atoms
- C07C403/10—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by singly-bound oxygen atoms by etherified hydroxy groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C403/00—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone
- C07C403/06—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by singly-bound oxygen atoms
- C07C403/12—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by singly-bound oxygen atoms by esterified hydroxy groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C403/00—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone
- C07C403/14—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by doubly-bound oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C403/00—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone
- C07C403/20—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by carboxyl groups or halides, anhydrides, or (thio)esters thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/09—Geometrical isomers
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/16—Systems containing only non-condensed rings with a six-membered ring the ring being unsaturated
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH1199473A CH590222A5 (cs) | 1973-08-21 | 1973-08-21 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1452012A true GB1452012A (en) | 1976-10-06 |
Family
ID=4378834
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3656874A Expired GB1452012A (en) | 1973-08-21 | 1974-08-20 | Isomerising vitamin a compounds |
Country Status (13)
| Country | Link |
|---|---|
| JP (1) | JPS5613712B2 (cs) |
| AT (1) | AT355231B (cs) |
| BE (1) | BE819012A (cs) |
| CH (1) | CH590222A5 (cs) |
| CS (1) | CS181769B2 (cs) |
| DD (1) | DD114803A5 (cs) |
| DE (1) | DE2439860C3 (cs) |
| FR (1) | FR2245626B1 (cs) |
| GB (1) | GB1452012A (cs) |
| IL (1) | IL45366A (cs) |
| NL (1) | NL176259C (cs) |
| SU (1) | SU731894A3 (cs) |
| ZA (1) | ZA744737B (cs) |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2011132084A2 (en) | 2010-04-19 | 2011-10-27 | Qlt Inc. | Therapeutic regimen and method for treating or ameliorating visual disorders associated with an endogenous retinoid deficiency |
| WO2013134867A1 (en) | 2012-03-01 | 2013-09-19 | Qlt Inc. | Therapeutic regimens and methods for improving visual function in visual disorders associated with an endogenous retinoid deficiency |
| US10130606B2 (en) | 2009-09-15 | 2018-11-20 | Novelion Therapeutics Inc. | Pharmaceutical formulations comprising 9-cis-retinyl esters in a lipid vehicle |
| CN111233726A (zh) * | 2020-03-26 | 2020-06-05 | 万华化学集团股份有限公司 | 一种制备全反式维生素a醋酸酯的方法 |
| CN112358429A (zh) * | 2020-11-06 | 2021-02-12 | 万华化学集团股份有限公司 | 一种非均相催化剂及其制备方法、全反式维生素a醋酸酯的制备方法 |
| CN113321604A (zh) * | 2021-06-23 | 2021-08-31 | 万华化学集团股份有限公司 | 一种高全反式含量的β-胡萝卜素的制备方法 |
| WO2023099792A1 (en) * | 2021-12-03 | 2023-06-08 | Dsm Ip Assets B.V. | Novel compositions |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5908957A (en) * | 1997-02-14 | 1999-06-01 | Roche Vitamins Inc. | Isomerization process |
-
1973
- 1973-08-21 CH CH1199473A patent/CH590222A5/xx not_active IP Right Cessation
-
1974
- 1974-07-24 ZA ZA00744737A patent/ZA744737B/xx unknown
- 1974-07-29 IL IL45366A patent/IL45366A/xx unknown
- 1974-08-19 CS CS7400005766A patent/CS181769B2/cs unknown
- 1974-08-19 JP JP9432774A patent/JPS5613712B2/ja not_active Expired
- 1974-08-20 DD DD180627A patent/DD114803A5/xx unknown
- 1974-08-20 AT AT678474A patent/AT355231B/de not_active IP Right Cessation
- 1974-08-20 FR FR7428582A patent/FR2245626B1/fr not_active Expired
- 1974-08-20 BE BE147753A patent/BE819012A/xx not_active IP Right Cessation
- 1974-08-20 SU SU742056154A patent/SU731894A3/ru active
- 1974-08-20 GB GB3656874A patent/GB1452012A/en not_active Expired
- 1974-08-20 DE DE2439860A patent/DE2439860C3/de not_active Expired
- 1974-08-21 NL NLAANVRAGE7411171,A patent/NL176259C/xx not_active IP Right Cessation
Cited By (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US10130606B2 (en) | 2009-09-15 | 2018-11-20 | Novelion Therapeutics Inc. | Pharmaceutical formulations comprising 9-cis-retinyl esters in a lipid vehicle |
| US10736865B2 (en) | 2009-09-15 | 2020-08-11 | Retinagenix Therapeutics, Inc. | Pharmaceutical formulations comprising 9-cis-retinyl esters in a lipid vehicle |
| US9987245B2 (en) | 2010-04-19 | 2018-06-05 | Novelion Therapeutics Inc. | Therapeutic regimen and methods for treating or ameliorating visual disorders associated with an endogenous retinoid deficiency |
| WO2011132084A2 (en) | 2010-04-19 | 2011-10-27 | Qlt Inc. | Therapeutic regimen and method for treating or ameliorating visual disorders associated with an endogenous retinoid deficiency |
| US9173856B2 (en) | 2010-04-19 | 2015-11-03 | Qlt Inc. | Therapeutic regimen and methods for treating or ameliorating visual disorders associated with an endogenous retinoid deficiency |
| WO2013134867A1 (en) | 2012-03-01 | 2013-09-19 | Qlt Inc. | Therapeutic regimens and methods for improving visual function in visual disorders associated with an endogenous retinoid deficiency |
| US10828267B2 (en) | 2012-03-01 | 2020-11-10 | Retinagenix Therapeutics, Inc. | Therapeutic regimens and methods for improving visual function in visual disorders associated with an endogenous retinoid deficiency |
| CN111233726A (zh) * | 2020-03-26 | 2020-06-05 | 万华化学集团股份有限公司 | 一种制备全反式维生素a醋酸酯的方法 |
| CN112358429A (zh) * | 2020-11-06 | 2021-02-12 | 万华化学集团股份有限公司 | 一种非均相催化剂及其制备方法、全反式维生素a醋酸酯的制备方法 |
| CN112358429B (zh) * | 2020-11-06 | 2023-05-02 | 万华化学集团股份有限公司 | 一种非均相催化剂及其制备方法、全反式维生素a醋酸酯的制备方法 |
| CN113321604A (zh) * | 2021-06-23 | 2021-08-31 | 万华化学集团股份有限公司 | 一种高全反式含量的β-胡萝卜素的制备方法 |
| CN113321604B (zh) * | 2021-06-23 | 2023-01-13 | 万华化学集团股份有限公司 | 一种β-胡萝卜素的制备方法 |
| WO2023099792A1 (en) * | 2021-12-03 | 2023-06-08 | Dsm Ip Assets B.V. | Novel compositions |
Also Published As
| Publication number | Publication date |
|---|---|
| IL45366A (en) | 1979-05-31 |
| NL176259B (nl) | 1984-10-16 |
| BE819012A (fr) | 1975-02-20 |
| JPS5049256A (cs) | 1975-05-01 |
| CH590222A5 (cs) | 1977-07-29 |
| DE2439860A1 (de) | 1975-03-06 |
| SU731894A3 (ru) | 1980-04-30 |
| DE2439860C3 (de) | 1980-01-17 |
| IL45366A0 (en) | 1974-10-22 |
| FR2245626B1 (cs) | 1978-11-10 |
| DD114803A5 (cs) | 1975-08-20 |
| AT355231B (de) | 1980-02-25 |
| NL7411171A (nl) | 1975-02-25 |
| DE2439860B2 (de) | 1979-05-23 |
| ATA678474A (de) | 1979-07-15 |
| JPS5613712B2 (cs) | 1981-03-30 |
| CS181769B2 (en) | 1978-03-31 |
| FR2245626A1 (cs) | 1975-04-25 |
| ZA744737B (en) | 1975-08-27 |
| NL176259C (nl) | 1985-03-18 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |