GB1102064A - Manufacture of quaternary phosphonium salts and derivatives thereof - Google Patents
Manufacture of quaternary phosphonium salts and derivatives thereofInfo
- Publication number
- GB1102064A GB1102064A GB5963/65A GB596365A GB1102064A GB 1102064 A GB1102064 A GB 1102064A GB 5963/65 A GB5963/65 A GB 5963/65A GB 596365 A GB596365 A GB 596365A GB 1102064 A GB1102064 A GB 1102064A
- Authority
- GB
- United Kingdom
- Prior art keywords
- ionylidenethyl
- retinyl
- radical
- carbocyclic
- phosphonium salts
- 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
- 238000004519 manufacturing process Methods 0.000 title abstract 2
- 150000004714 phosphonium salts Chemical group 0.000 title abstract 2
- 125000000946 retinyl group Chemical group [H]C([*])([H])/C([H])=C(C([H])([H])[H])/C([H])=C([H])/C([H])=C(C([H])([H])[H])/C([H])=C([H])/C1=C(C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])C1(C([H])([H])[H])C([H])([H])[H] 0.000 abstract 5
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 3
- 238000000034 method Methods 0.000 abstract 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- 150000001450 anions Chemical group 0.000 abstract 2
- 150000002148 esters Chemical class 0.000 abstract 2
- -1 ethyl lactyl triphenyl phosphonium salts Chemical class 0.000 abstract 2
- 239000007788 liquid Substances 0.000 abstract 2
- XYFCBTPGUUZFHI-UHFFFAOYSA-N phosphine group Chemical group P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 abstract 2
- 150000003003 phosphines Chemical class 0.000 abstract 2
- NBZDQKZIQXMBNQ-UHFFFAOYSA-N 1,3,3-trimethyl-2-[3,6,10-trimethyl-12-(2,6,6-trimethylcyclohexen-1-yl)dodeca-1,3,5,7,9,11-hexaenyl]cyclohexene Chemical compound CC1=C(C(CCC1)(C)C)C=CC(=CC=CC(=CC=C(C=CC1=C(CCCC1(C)C)C)C)C)C NBZDQKZIQXMBNQ-UHFFFAOYSA-N 0.000 abstract 1
- NNCMKMZMPLCADZ-UHFFFAOYSA-N 1,3,3-trimethyl-2-[3,7,12-trimethyl-14-(2,6,6-trimethylcyclohexen-1-yl)tetradeca-1,3,5,7,9,11,13-heptaenyl]cyclohexene Chemical compound CC1=C(C(CCC1)(C)C)C=CC(=CC=CC(=CC=CC=C(C=CC1=C(CCCC1(C)C)C)C)C)C NNCMKMZMPLCADZ-UHFFFAOYSA-N 0.000 abstract 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 1
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 abstract 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 abstract 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 125000002837 carbocyclic group Chemical group 0.000 abstract 1
- 235000021466 carotenoid Nutrition 0.000 abstract 1
- 150000001747 carotenoids Chemical class 0.000 abstract 1
- 230000008570 general process Effects 0.000 abstract 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 abstract 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 abstract 1
- 238000011065 in-situ storage Methods 0.000 abstract 1
- 239000011261 inert gas Substances 0.000 abstract 1
- 235000011007 phosphoric acid Nutrition 0.000 abstract 1
- 229910000073 phosphorus hydride Inorganic materials 0.000 abstract 1
- 230000008569 process Effects 0.000 abstract 1
- 239000000376 reactant Substances 0.000 abstract 1
- 230000002207 retinal effect Effects 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 229920006395 saturated elastomer Polymers 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 235000011149 sulphuric acid Nutrition 0.000 abstract 1
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical class C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/54—Quaternary phosphonium compounds
- C07F9/5428—Acyclic unsaturated phosphonium compounds
-
- 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
- C07C403/24—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 six-membered non-aromatic rings, e.g. beta-carotene
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/54—Quaternary phosphonium compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US34396364A | 1964-02-11 | 1964-02-11 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1102064A true GB1102064A (en) | 1968-02-07 |
Family
ID=23348430
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB5963/65A Expired GB1102064A (en) | 1964-02-11 | 1965-02-11 | Manufacture of quaternary phosphonium salts and derivatives thereof |
Country Status (3)
| Country | Link |
|---|---|
| US (1) | US3517067A (https=) |
| GB (1) | GB1102064A (https=) |
| NL (1) | NL6704300A (https=) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1993020087A1 (de) * | 1992-04-03 | 1993-10-14 | Basf Aktiengesellschaft | Phosphoniumsalze und ihre verwendung als glanzmittel für wässrig-saure galvanische nickelbäder |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1598424A (en) * | 1976-10-14 | 1981-09-23 | Roche Products Ltd | Isomerisation process for 9-cis-beta-ionylidenethyl-triarylphosphonium salts |
| EP0453580A1 (en) * | 1990-03-01 | 1991-10-30 | Shell Internationale Researchmaatschappij B.V. | Fungicidal benzyl-tris(aryl)-phosphonium salts |
| US6150561A (en) * | 1997-10-03 | 2000-11-21 | Roche Vitamins Inc. | Method of making carotenoids |
| EP3326623A1 (en) | 2003-03-14 | 2018-05-30 | University of Washington | Retinoid replacements and opsin agonists and methods for the use thereof |
| NZ587006A (en) | 2004-06-18 | 2011-12-22 | Univ Washington | 11-cis-Retinal derivatives and methods for the use thereof for the treatment of visual disorders |
| WO2009102418A1 (en) | 2008-02-11 | 2009-08-20 | University Of Washington | Methods for the treatment and prevention of age-related retinal dysfunction |
| CN102612375B (zh) | 2009-09-15 | 2016-01-27 | Qlt股份有限公司 | 含有在脂质媒介物中的9-顺式-视黄酯的药物制剂 |
| CN107308143A (zh) | 2010-04-19 | 2017-11-03 | 诺维利昂治疗股份有限公司 | 用于治疗或改善与内源性类视黄醇缺乏有关的视觉障碍的治疗方案和方法 |
| JP6576636B2 (ja) | 2012-03-01 | 2019-09-18 | ノベリオン セラピューティクス インコーポレイテッド | 内因性レチノイド欠乏に関連する視覚障害における視覚機能を改善するための治療的計画および方法 |
| CA3060892A1 (en) | 2017-04-20 | 2018-10-25 | Rising Tide Foundation | Azithromycin derivatives containing a phosphonium ion as anticancer agents |
| CN110799516A (zh) | 2017-04-20 | 2020-02-14 | 来兴泰德基金会 | 作为抗癌剂的包含鏻离子的阿奇霉素衍生物 |
| WO2018193113A1 (en) * | 2017-04-20 | 2018-10-25 | Novintum Biotechnology Gmbh | Phosphonium-ion tethered tetracycline drugs for treatment of cancer |
| EP3612177A4 (en) | 2017-04-21 | 2021-01-13 | Lunella Biotech, Inc. | TARGETING HYPOXIC CARCINOUS STEM CELLS (SCC) USING DOXYCYCLINE: IMPLICATIONS FOR IMPROVING ANTI-ANGIOGENIC THERAPY |
| US11197872B2 (en) | 2017-04-21 | 2021-12-14 | Lunella Biotech, Inc. | Vitamin C and doxycycline: a synthetic lethal combination therapy for eradicating cancer stem cells (CSCs) |
| CA3063450A1 (en) | 2017-05-19 | 2018-11-22 | Lunella Biotech, Inc. | Companion diagnostics for mitochondrial inhibitors |
| PH12019502594A1 (en) | 2017-05-19 | 2020-10-26 | Lunella Biotech Inc | Antimitoscins: targeted inhibitors of mitochondrial biogenesis for eradicating cancer stem cells |
| KR102854338B1 (ko) | 2017-06-26 | 2025-09-03 | 루넬라 바이오테크 인코포레이티드 | 미토케토신: 암 세포에서 케톤 대사를 표적화하는 미토콘드리아-기반의 치료제 |
| CN116217454B (zh) * | 2023-01-05 | 2025-01-07 | 万华化学集团股份有限公司 | 一种虾青素的制备方法 |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL293043A (https=) * | 1962-05-23 |
-
1964
- 1964-02-11 US US343963A patent/US3517067A/en not_active Expired - Lifetime
-
1965
- 1965-02-11 GB GB5963/65A patent/GB1102064A/en not_active Expired
-
1967
- 1967-03-23 NL NL6704300A patent/NL6704300A/xx unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1993020087A1 (de) * | 1992-04-03 | 1993-10-14 | Basf Aktiengesellschaft | Phosphoniumsalze und ihre verwendung als glanzmittel für wässrig-saure galvanische nickelbäder |
Also Published As
| Publication number | Publication date |
|---|---|
| NL6704300A (https=) | 1968-09-24 |
| US3517067A (en) | 1970-06-23 |
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