GB1396622A - Sulphones having a 1,5-dimethyl-hexa-1,5-dienylene group - Google Patents
Sulphones having a 1,5-dimethyl-hexa-1,5-dienylene groupInfo
- Publication number
- GB1396622A GB1396622A GB536773A GB536773A GB1396622A GB 1396622 A GB1396622 A GB 1396622A GB 536773 A GB536773 A GB 536773A GB 536773 A GB536773 A GB 536773A GB 1396622 A GB1396622 A GB 1396622A
- Authority
- GB
- United Kingdom
- Prior art keywords
- formula
- compound
- atom
- esters
- vitamin
- 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
- 125000001174 sulfone group Chemical group 0.000 title abstract 5
- 150000001875 compounds Chemical class 0.000 abstract 10
- 150000002148 esters Chemical class 0.000 abstract 8
- 125000004432 carbon atom Chemical group C* 0.000 abstract 5
- -1 sulphonyl group Chemical group 0.000 abstract 5
- GLZPCOQZEFWAFX-UHFFFAOYSA-N Geraniol Chemical compound CC(C)=CCCC(C)=CCO GLZPCOQZEFWAFX-UHFFFAOYSA-N 0.000 abstract 4
- 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 3
- 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 3
- FPIPGXGPPPQFEQ-OVSJKPMPSA-N all-trans-retinol Chemical compound OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-OVSJKPMPSA-N 0.000 abstract 3
- 239000003795 chemical substances by application Substances 0.000 abstract 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 3
- 235000019155 vitamin A Nutrition 0.000 abstract 3
- 239000011719 vitamin A Substances 0.000 abstract 3
- 229940045997 vitamin a Drugs 0.000 abstract 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 2
- GLZPCOQZEFWAFX-YFHOEESVSA-N Geraniol Natural products CC(C)=CCC\C(C)=C/CO GLZPCOQZEFWAFX-YFHOEESVSA-N 0.000 abstract 2
- 239000005792 Geraniol Substances 0.000 abstract 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 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
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 2
- 150000002170 ethers Chemical class 0.000 abstract 2
- 229940113087 geraniol Drugs 0.000 abstract 2
- 229910052736 halogen Inorganic materials 0.000 abstract 2
- 125000005843 halogen group Chemical group 0.000 abstract 2
- CRDAMVZIKSXKFV-FBXUGWQNSA-N (2-cis,6-cis)-farnesol Chemical compound CC(C)=CCC\C(C)=C/CC\C(C)=C/CO CRDAMVZIKSXKFV-FBXUGWQNSA-N 0.000 abstract 1
- YHRUHBBTQZKMEX-YFVJMOTDSA-N (2-trans,6-trans)-farnesal Chemical compound CC(C)=CCC\C(C)=C\CC\C(C)=C\C=O YHRUHBBTQZKMEX-YFVJMOTDSA-N 0.000 abstract 1
- YHRUHBBTQZKMEX-UHFFFAOYSA-N (2E,6E)-3,7,11-trimethyl-2,6,10-dodecatrien-1-al Natural products CC(C)=CCCC(C)=CCCC(C)=CC=O YHRUHBBTQZKMEX-UHFFFAOYSA-N 0.000 abstract 1
- 239000000260 (2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-ol Substances 0.000 abstract 1
- 239000004215 Carbon black (E152) Substances 0.000 abstract 1
- WTEVQBCEXWBHNA-UHFFFAOYSA-N Citral Natural products CC(C)=CCCC(C)=CC=O WTEVQBCEXWBHNA-UHFFFAOYSA-N 0.000 abstract 1
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 abstract 1
- YHRUHBBTQZKMEX-FBXUGWQNSA-N E,E-Farnesal Natural products CC(C)=CCC\C(C)=C/CC\C(C)=C/C=O YHRUHBBTQZKMEX-FBXUGWQNSA-N 0.000 abstract 1
- 239000000370 acceptor Substances 0.000 abstract 1
- 150000001241 acetals Chemical class 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- 125000002015 acyclic group Chemical group 0.000 abstract 1
- 150000001298 alcohols Chemical class 0.000 abstract 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 125000002877 alkyl aryl group Chemical group 0.000 abstract 1
- PLILDISEFZJECC-RMWYGNQTSA-N all-trans-4-oxoretinal Chemical compound O=C\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)C(=O)CCC1(C)C PLILDISEFZJECC-RMWYGNQTSA-N 0.000 abstract 1
- SHGAZHPCJJPHSC-YCNIQYBTSA-N all-trans-retinoic acid Chemical compound OC(=O)\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C SHGAZHPCJJPHSC-YCNIQYBTSA-N 0.000 abstract 1
- 150000001450 anions Chemical class 0.000 abstract 1
- IDMGVRDNZFQORW-JWBAUCAFSA-N axerophthene Chemical compound C\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C IDMGVRDNZFQORW-JWBAUCAFSA-N 0.000 abstract 1
- 235000021466 carotenoid Nutrition 0.000 abstract 1
- 229940043350 citral Drugs 0.000 abstract 1
- 125000004122 cyclic group Chemical group 0.000 abstract 1
- 150000001993 dienes Chemical group 0.000 abstract 1
- 229940043259 farnesol Drugs 0.000 abstract 1
- 229930002886 farnesol Natural products 0.000 abstract 1
- WTEVQBCEXWBHNA-JXMROGBWSA-N geranial Chemical compound CC(C)=CCC\C(C)=C\C=O WTEVQBCEXWBHNA-JXMROGBWSA-N 0.000 abstract 1
- ZHYZQXUYZJNEHD-VQHVLOKHSA-N geranic acid Chemical compound CC(C)=CCC\C(C)=C\C(O)=O ZHYZQXUYZJNEHD-VQHVLOKHSA-N 0.000 abstract 1
- 229930008392 geranic acid Natural products 0.000 abstract 1
- 229930195733 hydrocarbon Natural products 0.000 abstract 1
- 150000002825 nitriles Chemical class 0.000 abstract 1
- 150000007823 ocimene derivatives Chemical class 0.000 abstract 1
- 230000002207 retinal effect Effects 0.000 abstract 1
- 229930002330 retinoic acid Natural products 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- 150000003505 terpenes Chemical class 0.000 abstract 1
- 235000007586 terpenes Nutrition 0.000 abstract 1
- CRDAMVZIKSXKFV-UHFFFAOYSA-N trans-Farnesol Natural products CC(C)=CCCC(C)=CCCC(C)=CCO CRDAMVZIKSXKFV-UHFFFAOYSA-N 0.000 abstract 1
- XJPBRODHZKDRCB-UHFFFAOYSA-N trans-alpha-ocimene Natural products CC(=C)CCC=C(C)C=C XJPBRODHZKDRCB-UHFFFAOYSA-N 0.000 abstract 1
- ZHYZQXUYZJNEHD-UHFFFAOYSA-N trans-geranic acid Natural products CC(C)=CCCC(C)=CC(O)=O ZHYZQXUYZJNEHD-UHFFFAOYSA-N 0.000 abstract 1
- 150000005671 trienes 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
- C07C403/24—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
- 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
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C317/00—Sulfones; Sulfoxides
- C07C317/14—Sulfones; Sulfoxides having sulfone or sulfoxide groups bound to carbon atoms of six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C317/00—Sulfones; Sulfoxides
- C07C317/16—Sulfones; Sulfoxides having sulfone or sulfoxide groups and singly-bound oxygen atoms bound to the same carbon skeleton
- C07C317/18—Sulfones; Sulfoxides having sulfone or sulfoxide groups and singly-bound oxygen atoms bound to the same carbon skeleton with sulfone or sulfoxide groups bound to acyclic carbon atoms of the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C317/00—Sulfones; Sulfoxides
- C07C317/44—Sulfones; Sulfoxides having sulfone or sulfoxide groups and carboxyl groups bound to the same carbon skeleton
-
- 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
-
- 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
- C07C403/22—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 sulfur atoms
-
- 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
- C07C2601/14—The ring being saturated
-
- 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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7203482A FR2171497A5 (en) | 1972-02-02 | 1972-02-02 | 1,5-dimethyl-1,5-hexadienylidene sulphone derivs - - intermediates for terpenes |
| FR7212477A FR2180152A6 (en) | 1972-04-10 | 1972-04-10 | 1,5-dimethyl-1,5-hexadienylidene sulphone derivs - - intermediates for terpenes |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1396622A true GB1396622A (en) | 1975-06-04 |
Family
ID=26216882
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB536773A Expired GB1396622A (en) | 1972-02-02 | 1973-02-02 | Sulphones having a 1,5-dimethyl-hexa-1,5-dienylene group |
Country Status (9)
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4199531A (en) | 1976-10-19 | 1980-04-22 | Takeda Chemical Industries, Ltd. | Intermediates for the production of quinones |
| US4270003A (en) | 1978-08-02 | 1981-05-26 | Kuraray Co., Ltd. | Hydroquinone derivatives and preparation thereof |
| EP0054732A1 (en) * | 1980-12-24 | 1982-06-30 | Eisai Co., Ltd. | Conjugated polyprenylcarboxylic acids and their derivatives as well as pharmaceutical preparations containing these compounds |
| EP0107188A1 (en) * | 1982-10-21 | 1984-05-02 | Eisai Co., Ltd. | A pharmaceutical composition and the use thereof for the treatment of inflammation |
| US5145972A (en) * | 1989-12-01 | 1992-09-08 | Rhone-Poulenc Nutrition Animale | Process for preparing halo acetals from enamines |
Families Citing this family (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE794872A (fr) * | 1972-02-02 | 1973-08-01 | Rhone Poulenc Sa | Nouvelles sulfones derivees de dimethyl-1,5 hexadiene-1,5 ylene |
| FR2200844A5 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1972-08-25 | 1974-04-19 | Anvar | |
| FR2205898A5 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1972-11-08 | 1974-05-31 | Rhone Poulenc Sa | |
| FR2342282A1 (fr) * | 1976-02-25 | 1977-09-23 | Rhone Poulenc Ind | Procede de preparation de sulfones acetals et leur utilisation pour la preparation d'aldehydes ethyleniques |
| FR2359821A1 (fr) * | 1976-07-28 | 1978-02-24 | Rhone Poulenc Ind | Perfectionnement au procede de preparation de la vitamine a a partir de sulfones |
| JPS5791932A (en) * | 1980-11-28 | 1982-06-08 | Kuraray Co Ltd | Polyprenyl compound |
| FR2589861B1 (fr) * | 1985-11-13 | 1987-12-24 | Rhone Poulenc Sante | Procede de preparation du retinonitrile et nouveau carbonate utilisable dans sa mise en oeuvre |
| US4654461A (en) * | 1986-04-14 | 1987-03-31 | Phillips Petroleum Company | Production of high (Z,Z) content 1,5,9-tetradecatriene |
| US4883887A (en) * | 1987-07-09 | 1989-11-28 | Hoffmann-La Roche Inc. | Sulfone polyene intermediates |
| US4847542A (en) * | 1987-10-22 | 1989-07-11 | Multi-Elmac Corporation | Automatic garage door operator with remote load control |
| US5237102A (en) * | 1990-06-14 | 1993-08-17 | Kuraray Company Ltd. | Sulfone aldehydes useful for producing β-carotene |
| US5185468A (en) * | 1990-06-14 | 1993-02-09 | Kuraray Company Ltd. | Process for producing β-carotene, and intermediate compounds useful for the process |
| DE4123994A1 (de) * | 1991-07-19 | 1993-01-21 | Basf Ag | Verbessertes verfahren zur herstellung von polyenen |
| FR2684373A1 (fr) * | 1991-11-28 | 1993-06-04 | Rhone Poulenc Nutrition Animal | Nouveaux intermediaires de preparation de vitamines a et e et des carotenouides. |
| US5786391A (en) * | 1995-01-11 | 1998-07-28 | Cornell Research Foundation, Inc. | Regulating gene expression using retinoids with Ch2 OH or related groups at the side chain terminal position |
| DE69802465T2 (de) * | 1997-05-29 | 2002-06-27 | Sumitomo Chemical Co., Ltd. | Polyalkoholderivate und Verfahren zur Herstellung davon |
| TW530044B (en) * | 1998-09-01 | 2003-05-01 | Sumitomo Chemical Co | Tetraene derivative and process for producing the same |
| JP2001039943A (ja) * | 1999-07-26 | 2001-02-13 | Sumitomo Chem Co Ltd | リコペンの製造方法およびその中間体 |
| EP3125938A4 (en) | 2014-03-31 | 2017-08-23 | The Johns Hopkins University | Use of bacteria, bacterial products, and other immunoregulatory entities in combination with anti-ctla-4 and/or anti-pd-1 antibodies to treat solid tumor malignancies |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3075003A (en) * | 1959-05-21 | 1963-01-22 | Int Flavors & Fragrances Inc | Terpene alcohol, ester thereof and process for making same |
| US3429970A (en) * | 1961-02-02 | 1969-02-25 | Hoffmann La Roche | Method of hindering the metamorphosis and reproduction of arthropodes |
| BE794873A (fr) * | 1972-02-02 | 1973-08-01 | Rhone Poulenc Sa | Nouvelles sulfones a enchainement dimethyl-1,6 hexadien-1,5 ylene |
| BE794872A (fr) * | 1972-02-02 | 1973-08-01 | Rhone Poulenc Sa | Nouvelles sulfones derivees de dimethyl-1,5 hexadiene-1,5 ylene |
| US3960967A (en) * | 1973-09-14 | 1976-06-01 | Hoffmann-La Roche Inc. | Process for producing a sulfone derivative of vitamin A alcohol |
| JPS5257107A (en) * | 1975-10-30 | 1977-05-11 | Hoffmann La Roche | Polyene compound and method of producing same |
| FR2342282A1 (fr) * | 1976-02-25 | 1977-09-23 | Rhone Poulenc Ind | Procede de preparation de sulfones acetals et leur utilisation pour la preparation d'aldehydes ethyleniques |
| FR2342267A1 (fr) * | 1976-02-25 | 1977-09-23 | Rhone Poulenc Ind | Alpha-halogenoacetals d'aldehydes ethyleniques et leur preparation |
| FR2359821A1 (fr) * | 1976-07-28 | 1978-02-24 | Rhone Poulenc Ind | Perfectionnement au procede de preparation de la vitamine a a partir de sulfones |
-
0
- BE BE794872D patent/BE794872A/xx not_active IP Right Cessation
-
1972
- 1972-12-29 IT IT34006/72A patent/IT982381B/it active
-
1973
- 1973-01-25 NL NL737301103A patent/NL152530B/xx not_active IP Right Cessation
- 1973-01-31 JP JP1279073A patent/JPS5323827B2/ja not_active Expired
- 1973-02-01 CA CA162,696A patent/CA994796A/fr not_active Expired
- 1973-02-01 US US05/328,537 patent/US4331814A/en not_active Expired - Lifetime
- 1973-02-02 GB GB536773A patent/GB1396622A/en not_active Expired
- 1973-02-02 DD DD168635A patent/DD107447A5/xx unknown
- 1973-02-02 DE DE2305267A patent/DE2305267C3/de not_active Expired
-
1982
- 1982-02-04 US US06/345,927 patent/US4474983A/en not_active Expired - Lifetime
- 1982-02-04 US US06/345,748 patent/US4433171A/en not_active Expired - Lifetime
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4199531A (en) | 1976-10-19 | 1980-04-22 | Takeda Chemical Industries, Ltd. | Intermediates for the production of quinones |
| US4270003A (en) | 1978-08-02 | 1981-05-26 | Kuraray Co., Ltd. | Hydroquinone derivatives and preparation thereof |
| EP0054732A1 (en) * | 1980-12-24 | 1982-06-30 | Eisai Co., Ltd. | Conjugated polyprenylcarboxylic acids and their derivatives as well as pharmaceutical preparations containing these compounds |
| EP0107188A1 (en) * | 1982-10-21 | 1984-05-02 | Eisai Co., Ltd. | A pharmaceutical composition and the use thereof for the treatment of inflammation |
| US5145972A (en) * | 1989-12-01 | 1992-09-08 | Rhone-Poulenc Nutrition Animale | Process for preparing halo acetals from enamines |
| US5292897A (en) * | 1989-12-01 | 1994-03-08 | Rhone-Poulenc Nutrition Animale | Process for preparing halo acetals from enamines |
Also Published As
| Publication number | Publication date |
|---|---|
| DE2305267C3 (de) | 1980-01-10 |
| CA994796A (fr) | 1976-08-10 |
| US4433171A (en) | 1984-02-21 |
| JPS5323827B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1978-07-17 |
| JPS4885559A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1973-11-13 |
| DE2305267A1 (de) | 1973-08-16 |
| IT982381B (it) | 1974-10-21 |
| US4331814A (en) | 1982-05-25 |
| BE794872A (fr) | 1973-08-01 |
| US4474983A (en) | 1984-10-02 |
| NL7301103A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1973-08-06 |
| DD107447A5 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1974-08-05 |
| NL152530B (nl) | 1977-03-15 |
| DE2305267B2 (de) | 1979-05-10 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PE20 | Patent expired after termination of 20 years |
Effective date: 19930131 |