GB1468401A - Polyene derivatives - Google Patents
Polyene derivativesInfo
- Publication number
- GB1468401A GB1468401A GB1401674A GB1401674A GB1468401A GB 1468401 A GB1468401 A GB 1468401A GB 1401674 A GB1401674 A GB 1401674A GB 1401674 A GB1401674 A GB 1401674A GB 1468401 A GB1468401 A GB 1468401A
- Authority
- GB
- United Kingdom
- Prior art keywords
- lower alkyl
- hydrogen
- radicals
- denote
- denotes
- 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
- 150000004291 polyenes Chemical class 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- 229910052739 hydrogen Inorganic materials 0.000 abstract 3
- 239000001257 hydrogen Substances 0.000 abstract 3
- -1 polyene compounds Chemical class 0.000 abstract 3
- 150000002431 hydrogen Chemical class 0.000 abstract 2
- 238000006052 Horner reaction Methods 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 125000005042 acyloxymethyl group Chemical group 0.000 abstract 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- 125000002905 alkanoylamido group Chemical group 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 abstract 1
- 125000004849 alkoxymethyl group Chemical group 0.000 abstract 1
- 125000005115 alkyl carbamoyl group Chemical group 0.000 abstract 1
- 230000000118 anti-neoplastic effect Effects 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C317/00—Sulfones; Sulfoxides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/093—Preparation of halogenated hydrocarbons by replacement by halogens
- C07C17/10—Preparation of halogenated hydrocarbons by replacement by halogens of hydrogen atoms
- C07C17/12—Preparation of halogenated hydrocarbons by replacement by halogens of hydrogen atoms in the ring of aromatic compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/093—Preparation of halogenated hydrocarbons by replacement by halogens
- C07C17/16—Preparation of halogenated hydrocarbons by replacement by halogens of hydroxyl groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/26—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton
- C07C17/32—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton by introduction of halogenated alkyl groups into ring compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
- C07C205/07—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by halogen atoms
- C07C205/11—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by halogen atoms having nitro groups bound to carbon atoms of six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
- C07C205/27—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups
- C07C205/35—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups having nitro groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
- C07C205/36—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups having nitro groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton to carbon atoms of the same non-condensed six-membered aromatic ring or to carbon atoms of six-membered aromatic rings being part of the same condensed ring system
- C07C205/37—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups having nitro groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton to carbon atoms of the same non-condensed six-membered aromatic ring or to carbon atoms of six-membered aromatic rings being part of the same condensed ring system the oxygen atom of at least one of the etherified hydroxy groups being further bound to an acyclic carbon atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
- C07C205/49—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by carboxyl groups
- C07C205/56—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by carboxyl groups having nitro groups bound to carbon atoms of six-membered aromatic rings and carboxyl groups bound to acyclic carbon atoms of the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/132—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
- C07C29/136—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH
- C07C29/147—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of carboxylic acids or derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C315/00—Preparation of sulfones; Preparation of sulfoxides
- C07C315/04—Preparation of sulfones; Preparation of sulfoxides by reactions not involving the formation of sulfone or sulfoxide groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C317/00—Sulfones; Sulfoxides
- C07C317/02—Sulfones; Sulfoxides having sulfone or sulfoxide groups bound to acyclic carbon atoms
- C07C317/10—Sulfones; Sulfoxides having sulfone or sulfoxide groups bound to acyclic carbon atoms of an unsaturated carbon skeleton containing rings
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/004—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reaction with organometalhalides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/51—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition
- C07C45/511—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition involving transformation of singly bound oxygen functional groups to >C = O groups
- C07C45/515—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition involving transformation of singly bound oxygen functional groups to >C = O groups the singly bound functional group being an acetalised, ketalised hemi-acetalised, or hemi-ketalised hydroxyl group
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C47/00—Compounds having —CHO groups
- C07C47/52—Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings
- C07C47/575—Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings containing ether groups, groups, groups, or groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/20—Unsaturated compounds containing keto groups bound to acyclic carbon atoms
- C07C49/255—Unsaturated compounds containing keto groups bound to acyclic carbon atoms containing ether groups, groups, groups, or groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C57/00—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms
- C07C57/30—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms containing six-membered aromatic rings
- C07C57/42—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms containing six-membered aromatic rings having unsaturation outside the rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C57/00—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms
- C07C57/46—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms containing six-membered aromatic rings and other rings, e.g. cyclohexylphenylacetic acid
- C07C57/48—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms containing six-membered aromatic rings and other rings, e.g. cyclohexylphenylacetic acid having unsaturation outside the aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
- C07C59/40—Unsaturated compounds
- C07C59/58—Unsaturated compounds containing ether groups, groups, groups, or groups
- C07C59/64—Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings
-
- 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
- C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
- C07F9/40—Esters thereof
-
- 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
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Molecular Biology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyridine Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Cephalosporin Compounds (AREA)
Abstract
There are prepared novel antineoplastic polyene compounds of the formula <IMAGE> in which R1 and R2 denote lower alkyl, R3, R4 and R5 represent hydrogen, lower alkyl, lower alkoxy, lower alkenoxy, nitro, amino, lower alkanoylamido or an N-heterocyclic radical, where at least one of the radicals R3 to R5 is other than hydrogen and where, if one of the radicals R3, R4 and R5 denotes lower alkyl, the other two do not denote hydrogen, and R6 denotes formyl, alkoxymethyl, alkanoyloxymethyl, carboxyl, alkoxycarbonyl, di-lower alkylcarbamoyl or N-heterocyclylcarbonyl. The process is based on a Horner reaction of an appropriate aromatic component and an aliphatic component.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH460373A CH585166A5 (en) | 1973-03-30 | 1973-03-30 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1468401A true GB1468401A (en) | 1977-03-23 |
Family
ID=4279174
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB1401674A Expired GB1468401A (en) | 1973-03-30 | 1974-03-29 | Polyene derivatives |
GB918576A Expired GB1468402A (en) | 1973-03-30 | 1974-03-29 | Triarylphosphonium salts |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB918576A Expired GB1468402A (en) | 1973-03-30 | 1974-03-29 | Triarylphosphonium salts |
Country Status (32)
Country | Link |
---|---|
JP (1) | JPS5724333B2 (en) |
AR (1) | AR207004A1 (en) |
AT (1) | AT340397B (en) |
AU (1) | AU472475B2 (en) |
BE (1) | BE813002A (en) |
BR (1) | BR7402525D0 (en) |
CA (1) | CA1030975A (en) |
CH (4) | CH585166A5 (en) |
CU (1) | CU34050A (en) |
DD (1) | DD111368A5 (en) |
DE (1) | DE2414619C2 (en) |
DK (1) | DK155043C (en) |
ES (1) | ES424750A1 (en) |
FI (1) | FI62280C (en) |
FR (1) | FR2223037B1 (en) |
GB (2) | GB1468401A (en) |
HK (1) | HK28780A (en) |
HU (1) | HU172655B (en) |
IE (1) | IE39098B1 (en) |
IL (1) | IL44368A (en) |
KE (1) | KE3047A (en) |
LU (2) | LU69733A1 (en) |
MX (1) | MX152550A (en) |
MY (1) | MY8100064A (en) |
NL (2) | NL161429C (en) |
NO (2) | NO143426C (en) |
PH (1) | PH13081A (en) |
PL (1) | PL96105B1 (en) |
SE (1) | SE419752B (en) |
SU (1) | SU613718A3 (en) |
YU (1) | YU40253B (en) |
ZA (1) | ZA741580B (en) |
Cited By (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4137246A (en) * | 1976-09-13 | 1979-01-30 | Hoffmann-La Roche Inc. | Fluorinated aromatic polyenes |
US4169100A (en) * | 1975-11-14 | 1979-09-25 | Hoffmann-La Roche Inc. | Fluorinated aromatic polyenes |
US4201727A (en) | 1976-11-14 | 1980-05-06 | Hoffmann-La Roche Inc. | Fluorinated aromatic polyenes |
US4266073A (en) * | 1975-11-14 | 1981-05-05 | Hoffmann-La Roche Inc. | Fluorinated aromatic polyenes |
US4299995A (en) | 1979-05-10 | 1981-11-10 | Hoffmann-La Roche Inc. | Fluorinated polyenes |
US4321209A (en) | 1975-11-14 | 1982-03-23 | Hoffmann-La Roche Inc. | Fluorinated aromatic polyenes |
US4335248A (en) | 1975-11-14 | 1982-06-15 | Hoffmann-La Roche Inc. | Fluorinated polyenes |
US4338253A (en) | 1975-11-14 | 1982-07-06 | Hoffmann-La Roche Inc. | Fluorinated aromatic polyenes |
US4375563A (en) | 1975-11-14 | 1983-03-01 | Hoffmann-La Roche Inc. | Fluorinated aromatic polyenes |
US4395575A (en) | 1975-11-14 | 1983-07-26 | Hoffmann-La Roche, Inc. | 5(Halophenyl)-2-fluoro-pentadienals |
Families Citing this family (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CH604705A5 (en) * | 1974-09-24 | 1978-09-15 | Hoffmann La Roche | |
CH619437A5 (en) * | 1975-08-22 | 1980-09-30 | Hoffmann La Roche | Process for the preparation of polyene compounds. |
CH624373A5 (en) * | 1975-11-14 | 1981-07-31 | Hoffmann La Roche | Process for the preparation of polyene compounds |
CA1111441A (en) | 1976-12-20 | 1981-10-27 | Werner Bollag | Polyene compounds |
US4200647A (en) * | 1977-12-21 | 1980-04-29 | Hoffmann-La Roche Inc. | Vitamin A compositions to treat rheumatic disease |
US4642318A (en) * | 1982-11-17 | 1987-02-10 | Klaus Wolff | Method for decreasing radiation load in PUVA therapy |
CH661516A5 (en) * | 1983-12-08 | 1987-07-31 | Hoffmann La Roche | PHENYLNONATETRAENOYL SUGAR DERIVATIVES. |
ZA854828B (en) * | 1984-07-27 | 1986-03-26 | Hoffmann La Roche | Phenyl nonatetraenoic acid derivatives |
US5250562A (en) * | 1988-02-24 | 1993-10-05 | Hoffmann-La Roche Inc. | Stilbene derivatives |
JPH10158192A (en) * | 1996-10-03 | 1998-06-16 | Eisai Co Ltd | Medicine composition for treating graft-versus-host disease (gvhd) and for suppressing graft rejection in organ transplantation |
JP4584384B2 (en) * | 1999-09-28 | 2010-11-17 | 扶桑薬品工業株式会社 | New antitumor agent |
DE102008002302A1 (en) | 2007-06-13 | 2008-12-18 | Basf Se | Preparing etretinate, useful to treat severe psoriasis and ichthyosis vulgaris, comprises reacting acitretin with active reagent e.g. 1,1'-carbonyldiimidazole, followed by reacting with ethanol and/or alkali or alkaline earth ethanolate |
KR101604566B1 (en) * | 2007-12-28 | 2016-03-17 | 가부시키가이샤 브리지스톤 | Hydroxyaryl functionalized polymers |
-
1973
- 1973-03-30 CH CH460373A patent/CH585166A5/xx active Protection Beyond IP Right Term
-
1974
- 1974-01-01 AR AR252831A patent/AR207004A1/en active
- 1974-03-07 IL IL44368A patent/IL44368A/en unknown
- 1974-03-11 ZA ZA00741580A patent/ZA741580B/en unknown
- 1974-03-12 AU AU66566/74A patent/AU472475B2/en not_active Expired
- 1974-03-25 IE IE643/74A patent/IE39098B1/en unknown
- 1974-03-25 PH PH15656A patent/PH13081A/en unknown
- 1974-03-26 DE DE2414619A patent/DE2414619C2/en not_active Expired
- 1974-03-28 DD DD177523A patent/DD111368A5/xx unknown
- 1974-03-28 SU SU742008955A patent/SU613718A3/en active
- 1974-03-28 LU LU69733*A patent/LU69733A1/xx active Protection Beyond IP Right Term
- 1974-03-28 FR FR7410832A patent/FR2223037B1/fr not_active Expired
- 1974-03-29 HU HU73HO00001662A patent/HU172655B/en unknown
- 1974-03-29 NL NL7404324.A patent/NL161429C/en active Protection Beyond IP Right Term
- 1974-03-29 MX MX150257A patent/MX152550A/en unknown
- 1974-03-29 SE SE7404312A patent/SE419752B/en not_active IP Right Cessation
- 1974-03-29 CU CU7434050A patent/CU34050A/en unknown
- 1974-03-29 AT AT260174A patent/AT340397B/en active Protection Beyond IP Right Term
- 1974-03-29 GB GB1401674A patent/GB1468401A/en not_active Expired
- 1974-03-29 DK DK176174A patent/DK155043C/en active Protection Beyond IP Right Term
- 1974-03-29 ES ES424750A patent/ES424750A1/en not_active Expired
- 1974-03-29 GB GB918576A patent/GB1468402A/en not_active Expired
- 1974-03-29 FI FI981/74A patent/FI62280C/en active Protection Beyond IP Right Term
- 1974-03-29 JP JP3481374A patent/JPS5724333B2/ja not_active Expired
- 1974-03-29 BE BE142589A patent/BE813002A/en not_active IP Right Cessation
- 1974-03-29 BR BR2525/74A patent/BR7402525D0/en unknown
- 1974-03-29 PL PL1974169924A patent/PL96105B1/en unknown
- 1974-03-29 CA CA196,337A patent/CA1030975A/en not_active Expired
- 1974-03-29 NO NO741144A patent/NO143426C/en unknown
- 1974-03-29 YU YU883/74A patent/YU40253B/en unknown
-
1976
- 1976-02-12 CH CH171376A patent/CH616136A5/en not_active IP Right Cessation
- 1976-02-12 CH CH171176A patent/CH616135A5/en not_active IP Right Cessation
- 1976-02-12 CH CH171076A patent/CH616134A5/en not_active IP Right Cessation
-
1980
- 1980-05-03 KE KE3047A patent/KE3047A/en unknown
- 1980-05-22 HK HK287/80A patent/HK28780A/en unknown
-
1981
- 1981-12-30 MY MY64/81A patent/MY8100064A/en unknown
-
1993
- 1993-06-16 LU LU88313C patent/LU88313I2/en unknown
- 1993-06-17 NL NL930081C patent/NL930081I2/en unknown
-
1994
- 1994-07-07 NO NO1994004C patent/NO1994004I1/en unknown
Cited By (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4169100A (en) * | 1975-11-14 | 1979-09-25 | Hoffmann-La Roche Inc. | Fluorinated aromatic polyenes |
US4266073A (en) * | 1975-11-14 | 1981-05-05 | Hoffmann-La Roche Inc. | Fluorinated aromatic polyenes |
US4321209A (en) | 1975-11-14 | 1982-03-23 | Hoffmann-La Roche Inc. | Fluorinated aromatic polyenes |
US4335248A (en) | 1975-11-14 | 1982-06-15 | Hoffmann-La Roche Inc. | Fluorinated polyenes |
US4338253A (en) | 1975-11-14 | 1982-07-06 | Hoffmann-La Roche Inc. | Fluorinated aromatic polyenes |
US4375563A (en) | 1975-11-14 | 1983-03-01 | Hoffmann-La Roche Inc. | Fluorinated aromatic polyenes |
US4395575A (en) | 1975-11-14 | 1983-07-26 | Hoffmann-La Roche, Inc. | 5(Halophenyl)-2-fluoro-pentadienals |
US4137246A (en) * | 1976-09-13 | 1979-01-30 | Hoffmann-La Roche Inc. | Fluorinated aromatic polyenes |
US4201727A (en) | 1976-11-14 | 1980-05-06 | Hoffmann-La Roche Inc. | Fluorinated aromatic polyenes |
US4299995A (en) | 1979-05-10 | 1981-11-10 | Hoffmann-La Roche Inc. | Fluorinated polyenes |
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