IL32569A - Process for the preparation of dimethyl cyclopropane carboxylic acid derivatives and some products resulting therefrom - Google Patents

Process for the preparation of dimethyl cyclopropane carboxylic acid derivatives and some products resulting therefrom

Info

Publication number: IL32569A
Authority: IL; Israel
Prior art keywords: cyclopropane; dimethyl; formyl; racemic; carboxylic acid
Prior art date: 1968-07-12

Application number

IL32569A

Other languages

English (en)

Other versions

IL32569A0 (en

Original Assignee

Roussel Uclaf

Priority date (The priority date 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 date listed.)

1968-07-12

Filing date

1969-07-08

Publication date

1976-06-30

1969-07-08 Application filed by Roussel Uclaf filed Critical Roussel Uclaf

1969-09-25 Publication of IL32569A0 publication Critical patent/IL32569A0/xx

1976-06-30 Publication of IL32569A publication Critical patent/IL32569A/en

Links

238000000034 method Methods 0.000 title claims 19
238000002360 preparation method Methods 0.000 title claims 6
VEQMUQZKBLIXLT-UHFFFAOYSA-N 2,3-dimethylcyclopropane-1-carboxylic acid Chemical class CC1C(C)C1C(O)=O VEQMUQZKBLIXLT-UHFFFAOYSA-N 0.000 title 1
-1 alkyl radical Chemical class 0.000 claims 16
239000002253 acid Substances 0.000 claims 12
150000001875 compounds Chemical class 0.000 claims 12
125000005907 alkyl ester group Chemical group 0.000 claims 10
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims 9
239000003795 chemical substances by application Substances 0.000 claims 9
CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 claims 7
150000002596 lactones Chemical class 0.000 claims 7
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 6
239000002609 medium Substances 0.000 claims 6
DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 claims 5
125000000217 alkyl group Chemical group 0.000 claims 5
239000012736 aqueous medium Substances 0.000 claims 5
239000003153 chemical reaction reagent Substances 0.000 claims 5
239000003638 chemical reducing agent Substances 0.000 claims 5
230000000694 effects Effects 0.000 claims 5
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 4
150000001241 acetals Chemical class 0.000 claims 4
230000002378 acidificating effect Effects 0.000 claims 4
238000006243 chemical reaction Methods 0.000 claims 4
239000007858 starting material Substances 0.000 claims 4
XLOPRKKSAJMMEW-SFYZADRCSA-N (+)-trans-chrysanthemic acid Chemical compound CC(C)=C[C@@H]1[C@@H](C(O)=O)C1(C)C XLOPRKKSAJMMEW-SFYZADRCSA-N 0.000 claims 3
PTQGFDXPHNRDCV-CRCLSJGQSA-N (1s,3s)-3-formyl-2,2-dimethylcyclopropane-1-carboxylic acid Chemical compound CC1(C)[C@@H](C=O)[C@@H]1C(O)=O PTQGFDXPHNRDCV-CRCLSJGQSA-N 0.000 claims 3
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 3
125000003118 aryl group Chemical group 0.000 claims 3
229910052799 carbon Inorganic materials 0.000 claims 3
238000000354 decomposition reaction Methods 0.000 claims 3
230000001419 dependent effect Effects 0.000 claims 3
150000002148 esters Chemical class 0.000 claims 3
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 3
150000003254 radicals Chemical class 0.000 claims 3
230000002829 reductive effect Effects 0.000 claims 3
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 2
QMMFVYPAHWMCMS-UHFFFAOYSA-N Dimethyl sulfide Chemical compound CSC QMMFVYPAHWMCMS-UHFFFAOYSA-N 0.000 claims 2
WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 claims 2
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 2
UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 claims 2
150000007513 acids Chemical class 0.000 claims 2
125000002252 acyl group Chemical group 0.000 claims 2
125000003545 alkoxy group Chemical group 0.000 claims 2
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 2
150000001721 carbon Chemical group 0.000 claims 2
125000004432 carbon atom Chemical group C* 0.000 claims 2
125000004093 cyano group Chemical group *C#N 0.000 claims 2
125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims 2
229910052739 hydrogen Inorganic materials 0.000 claims 2
239000001257 hydrogen Substances 0.000 claims 2
125000004435 hydrogen atom Chemical group [H]* 0.000 claims 2
230000007062 hydrolysis Effects 0.000 claims 2
238000006460 hydrolysis reaction Methods 0.000 claims 2
150000004702 methyl esters Chemical class 0.000 claims 2
229910052757 nitrogen Inorganic materials 0.000 claims 2
229910052760 oxygen Inorganic materials 0.000 claims 2
239000001301 oxygen Substances 0.000 claims 2
229920006395 saturated elastomer Polymers 0.000 claims 2
229910052717 sulfur Inorganic materials 0.000 claims 2
239000011593 sulfur Substances 0.000 claims 2
HTSGKJQDMSTCGS-UHFFFAOYSA-N 1,4-bis(4-chlorophenyl)-2-(4-methylphenyl)sulfonylbutane-1,4-dione Chemical compound C1=CC(C)=CC=C1S(=O)(=O)C(C(=O)C=1C=CC(Cl)=CC=1)CC(=O)C1=CC=C(Cl)C=C1 HTSGKJQDMSTCGS-UHFFFAOYSA-N 0.000 claims 1
SLRMQYXOBQWXCR-UHFFFAOYSA-N 2154-56-5 Chemical compound [CH2]C1=CC=CC=C1 SLRMQYXOBQWXCR-UHFFFAOYSA-N 0.000 claims 1
PTQGFDXPHNRDCV-UHFFFAOYSA-N 3-formyl-2,2-dimethylcyclopropane-1-carboxylic acid Chemical compound CC1(C)C(C=O)C1C(O)=O PTQGFDXPHNRDCV-UHFFFAOYSA-N 0.000 claims 1
101100490437 Mus musculus Acvrl1 gene Proteins 0.000 claims 1
OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims 1
ZVQOOHYFBIDMTQ-UHFFFAOYSA-N [methyl(oxido){1-[6-(trifluoromethyl)pyridin-3-yl]ethyl}-lambda(6)-sulfanylidene]cyanamide Chemical compound N#CN=S(C)(=O)C(C)C1=CC=C(C(F)(F)F)N=C1 ZVQOOHYFBIDMTQ-UHFFFAOYSA-N 0.000 claims 1
239000012445 acidic reagent Substances 0.000 claims 1
229910052783 alkali metal Inorganic materials 0.000 claims 1
150000008044 alkali metal hydroxides Chemical class 0.000 claims 1
150000001340 alkali metals Chemical group 0.000 claims 1
125000004453 alkoxycarbonyl group Chemical group 0.000 claims 1
RMRFFCXPLWYOOY-UHFFFAOYSA-N allyl radical Chemical compound [CH2]C=C RMRFFCXPLWYOOY-UHFFFAOYSA-N 0.000 claims 1
150000005840 aryl radicals Chemical class 0.000 claims 1
SRSXLGNVWSONIS-UHFFFAOYSA-N benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-N 0.000 claims 1
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 1
150000001735 carboxylic acids Chemical class 0.000 claims 1
YMGUBTXCNDTFJI-UHFFFAOYSA-N cyclopropanecarboxylic acid Chemical class OC(=O)C1CC1 YMGUBTXCNDTFJI-UHFFFAOYSA-N 0.000 claims 1
125000004663 dialkyl amino group Chemical group 0.000 claims 1
125000002950 monocyclic group Chemical group 0.000 claims 1
239000007800 oxidant agent Substances 0.000 claims 1
125000004430 oxygen atom Chemical group O* 0.000 claims 1
150000002978 peroxides Chemical class 0.000 claims 1
229910052698 phosphorus Inorganic materials 0.000 claims 1
239000011574 phosphorus Substances 0.000 claims 1
125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 claims 1
230000001256 tonic effect Effects 0.000 claims 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D307/93—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems condensed with a ring other than six-membered
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N53/00—Biocides, pest repellants or attractants, or plant growth regulators containing cyclopropane carboxylic acids or derivatives thereof
- A—HUMAN NECESSITIES
- A47—FURNITURE; DOMESTIC ARTICLES OR APPLIANCES; COFFEE MILLS; SPICE MILLS; SUCTION CLEANERS IN GENERAL
- A47F—SPECIAL FURNITURE, FITTINGS, OR ACCESSORIES FOR SHOPS, STOREHOUSES, BARS, RESTAURANTS OR THE LIKE; PAYING COUNTERS
- A47F5/00—Show stands, hangers, or shelves characterised by their constructional features
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C61/00—Compounds having carboxyl groups bound to carbon atoms of rings other than six-membered aromatic rings
- C07C61/16—Unsaturated compounds
- C07C61/35—Unsaturated compounds having unsaturation outside the rings
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C61/00—Compounds having carboxyl groups bound to carbon atoms of rings other than six-membered aromatic rings
- C07C61/16—Unsaturated compounds
- C07C61/35—Unsaturated compounds having unsaturation outside the rings
- C07C61/37—Chrysanthemumic acid

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Life Sciences & Earth Sciences (AREA)
Engineering & Computer Science (AREA)
Dentistry (AREA)
Health & Medical Sciences (AREA)
Plant Pathology (AREA)
General Health & Medical Sciences (AREA)
Wood Science & Technology (AREA)
Zoology (AREA)
Environmental Sciences (AREA)
Pest Control & Pesticides (AREA)
Oil, Petroleum & Natural Gas (AREA)
Agronomy & Crop Science (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

IL32569A 1968-07-12 1969-07-08 Process for the preparation of dimethyl cyclopropane carboxylic acid derivatives and some products resulting therefrom IL32569A (en)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
FR159067		1968-07-12
FR159066		1968-07-12

Publications (2)

Publication Number	Publication Date
IL32569A0 IL32569A0 (en)	1969-09-25
IL32569A true IL32569A (en)	1976-06-30

Family

ID=26182121

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
IL32569A IL32569A (en)	1968-07-12	1969-07-08	Process for the preparation of dimethyl cyclopropane carboxylic acid derivatives and some products resulting therefrom

Country Status (12)

Country	Link
US (1)	US3723469A (fr)
AT (1)	AT311933B (fr)
BE (1)	BE735933A (fr)
CA (1)	CA933173A (fr)
CH (2)	CH527152A (fr)
DE (1)	DE1935386C3 (fr)
DK (1)	DK131776C (fr)
GB (3)	GB1283227A (fr)
IL (1)	IL32569A (fr)
NL (2)	NL164559C (fr)
PL (1)	PL80150B1 (fr)
SE (3)	SE371821B (fr)

Families Citing this family (40)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3998868A (en) *	1971-06-28	1976-12-21	Sumitomo Chemical Company, Limited	Alkadienylcyclopropanecarboxylates
GB1410080A (en) *	1972-12-21	1975-10-15	Nat Res Dev	Oxime derivatives of 2,2-dimethyl-3-formyl cyclopropane carboxylic acid and their use as insecticides
DE2437051C2 (de) *	1974-08-01	1981-11-26	Rudolf Dipl.-Wirtsch.-Ing. 3548 Arolsen Wilke	Riegel-Rosettensatz
BE827651A (fr) *	1975-04-07	1975-10-07		Nouveau procede de preparation d'esters d'acide chrysanthemique
ZA775160B (en) *	1976-08-27	1978-07-26	Fmc Corp	Insecticidal styryl- and substituted-styrylcyclopropanecarboxylates
US4183942A (en) *	1976-08-27	1980-01-15	Fmc Corporation	Insecticidal (β-phenyl-β-substituted-vinyl)cyclopropanecarboxylates
US4160842A (en) *	1976-08-27	1979-07-10	Fmc Corporation	Insecticidal [β-(substituted-phenyl)vinyl]cyclopropanecarboxylates
FR2396006A1 (fr) *	1977-06-27	1979-01-26	Roussel Uclaf	Nouveaux composes a noyau cyclopropanique, procede de preparation et application a la preparation de derives cyclopropaniques a chaine dihalovinyliques
DE2730515A1 (de) *	1977-07-06	1979-01-18	Bayer Ag	Substituierte phenoxybenzyloxycarbonylderivate, verfahren zu ihrer herstellung und ihre verwendung als insektizide und akarizide
US4132717A (en) *	1977-08-09	1979-01-02	Shell Oil Company	Enol lactone intermediate for the preparation of (1R,cis)-caronaldehydic acid
US4258205A (en) *	1977-12-16	1981-03-24	Shell Oil Company	2,2-Dimethylcyclopropanecarbaldehyde dimethyl acetal derivatives
US4200644A (en) *	1978-01-26	1980-04-29	Fmc Corporation	Arylthiovinylcyclopropanecarboxylate insecticides
ZA7911B (en) *	1978-01-31	1980-01-30	Roussel Uclaf	Optically-active substituted benzyl alcohol and process for preparing it
CA1258864A (fr) *	1978-02-06	1989-08-29	Charles E. Hatch, Iii	Intermediaires insecticides, et leur production
US4526987A (en) *	1978-02-06	1985-07-02	Fmc Corporation	Alkyl 6,6-dimethyl-2-oxo-3-oxabicyclo[3.1.0]hexane-1-carboxylates
FR2423488A1 (fr) *	1978-03-17	1979-11-16	Roussel Uclaf	Nouveaux ethers dont les restes organiques comportent des atomes chiraux, leur procede de preparation et leur application au dedoublement des alcools, des phenols ou de certains composes de structure lactonique
FR2450830A1 (fr) *	1978-07-24	1980-10-03	Roussel Uclaf	Nouveau procede de preparation d'acides cyclopropane-1-carboxyliques 3-substitues
US4262117A (en) *	1978-08-28	1981-04-14	American Cyanamid Company	Cyanovinyl cyclopropanecarboxylic acids
US4219562A (en) *	1979-03-08	1980-08-26	Shell Oil Company	3-(Hydrocarbylthiomethyl)-2,2-dimethylcyclopropanecarboxylate pesticides
US4257956A (en) *	1979-04-06	1981-03-24	Shell Oil Company	Oxabicycloalkane pyrethroid intermediates
US4215069A (en) *	1979-06-18	1980-07-29	Fmc Corporation	Arylthiovinylcyclopropanecarboxylate intermediates
US4296241A (en) *	1979-07-21	1981-10-20	Bayer Aktiengesellschaft	Preparation of 3-(2,2-dichlorovinyl)-2,2-dimethyl-cyclopropane-1-carboxylic acid derivatives
FR2463134A1 (fr) *	1979-08-10	1981-02-20	Roussel Uclaf	Nouveaux composes sulfones comportant un cycle lactonique, leur procede de preparation et leur application a la preparation de derives cyclopropaniques
US4235780A (en) *	1979-11-01	1980-11-25	Fmc Corporation	Derivatives of 2H-pyran-2-one
US4237058A (en) *	1979-11-01	1980-12-02	Fmc Corporation	Bicyclic lactone derivatives
EP0029621A1 (fr) *	1979-11-01	1981-06-03	Shell Internationale Researchmaatschappij B.V.	Iodo-lactones, procédé pour leur préparation et leur utilisation pour la séparation des acides cis à partir des acides cis-trans
FR2479213A1 (fr) *	1980-03-28	1981-10-02	Roussel Uclaf	Procede de preparation d'acide pentenoique possedant une fonction aldehyde
US4387233A (en) *	1980-06-30	1983-06-07	Fmc Corporation	Derivatives of 2H-pyran-2-one
US4409398A (en) *	1981-08-13	1983-10-11	Shell Oil Company	Preparation of (1R, cis)-oxyimino-substituted cyclo-propanecarboxylic acids
US4448986A (en) *	1981-08-13	1984-05-15	Shell Oil Company	Preparation of (1R,cis)-oxyimino-substituted cyclopropanecarboxylic acids
EP0175920A3 (fr) *	1984-09-21	1987-05-27	Hüls Troisdorf Aktiengesellschaft	Procédé de production de dérivés d'acide vinylcyclopropanecarboxylique, produits intermédiaires et procédé de production de ces produits intermédiaires
DE3808560A1 (de) *	1988-03-15	1989-10-05	Kromer Theodor Gmbh & Co Kg	Schluesselfuehrung insbesondere fuer bartschluessel von einsteckschloessern
FR2683525B1 (fr) *	1991-11-08	1994-01-21	Roussel Uclaf	Nouveau procede de preparation de la lactone de l'acide 1r, cis 2,2-dimethyl 3-formyl cyclopropane-1-carboxylique et intermediaires .
FR2683526B1 (fr) *	1991-11-08	1994-01-21	Roussel Uclaf	Nouveau procede de preparation de la lactone de l'acide 1r, cis 2,2-dimethyl 3-formyl cyclopropane-1-carboxylique et intermediaires halogenes.
CN1094125C (zh) *	1997-11-29	2002-11-13	中国科学院大连化学物理研究所	一种制备高纯蒈醛的方法
IN191721B (fr)	2000-01-28	2003-12-20	Sumitomo Chemical Co
JP5076313B2 (ja) *	2005-12-13	2012-11-21	住友化学株式会社	精製２，２−ジメチル−３−ホルミルシクロプロパンカルボン酸エステルの製造方法およびその中間体
US7893294B2 (en) *	2006-08-18	2011-02-22	Sumitomo Chemical Company, Limited	Process for production of trans-2, 2-dimethyl-3-formylcyclopropanecarboxylic acid ester
CN102391228A (zh) *	2011-12-26	2012-03-28	江苏扬农化工股份有限公司	一种合成卡龙酸酐的新方法
CN113511964B (zh) *	2021-03-18	2023-09-19	山东京博农化科技股份有限公司	一种用于定量定性分析的高含量2,2-二氯-1-(1-氯环丙基)乙酮的合成方法

1969
- 1969-07-08 IL IL32569A patent/IL32569A/en unknown
- 1969-07-08 SE SE6909671A patent/SE371821B/xx unknown
- 1969-07-08 SE SE7210532A patent/SE386670B/xx unknown
- 1969-07-08 SE SE7210531A patent/SE386669B/xx unknown
- 1969-07-10 BE BE735933D patent/BE735933A/xx not_active IP Right Cessation
- 1969-07-10 PL PL1969134739A patent/PL80150B1/pl unknown
- 1969-07-11 CH CH20771A patent/CH527152A/fr not_active IP Right Cessation
- 1969-07-11 CA CA056846A patent/CA933173A/en not_active Expired
- 1969-07-11 DE DE1935386A patent/DE1935386C3/de not_active Expired
- 1969-07-11 CH CH1066969A patent/CH527787A/fr not_active IP Right Cessation
- 1969-07-11 AT AT667569A patent/AT311933B/de not_active IP Right Cessation
- 1969-07-11 US US00841140A patent/US3723469A/en not_active Expired - Lifetime
- 1969-07-14 GB GB57343/71A patent/GB1283227A/en not_active Expired
- 1969-07-14 GB GB57342/71A patent/GB1283226A/en not_active Expired
- 1969-07-14 NL NL6910789.A patent/NL164559C/xx not_active IP Right Cessation
- 1969-07-14 DK DK378669A patent/DK131776C/da active
- 1969-07-14 NL NL6910790.A patent/NL163768C/xx not_active IP Right Cessation
- 1969-07-14 GB GB35377/69A patent/GB1283225A/en not_active Expired

Also Published As

Publication number	Publication date
GB1283226A (en)	1972-07-26
DK131776C (da)	1976-02-02
NL163768C (nl)	1980-10-15
DE1935386B2 (de)	1978-07-06
NL6910790A (fr)	1970-01-14
US3723469A (en)	1973-03-27
DE1935386A1 (de)	1970-01-15
NL164559C (nl)	1981-01-15
GB1283225A (en)	1972-07-26
DE1935386C3 (de)	1979-03-15
CH527787A (fr)	1972-09-15
BE735933A (fr)	1970-01-12
SE386669B (sv)	1976-08-16
NL6910789A (fr)	1970-01-14
NL164559B (nl)	1980-08-15
CH527152A (fr)	1972-08-31
AT311933B (de)	1973-12-10
DK131776B (da)	1975-09-01
PL80150B1 (en)	1975-08-30
GB1283227A (en)	1972-07-26
IL32569A0 (en)	1969-09-25
NL163768B (nl)	1980-05-16
CA933173A (en)	1973-09-04
SE371821B (fr)	1974-12-02
SE386670B (sv)	1976-08-16

Publication	Publication Date	Title
KR890002119A (ko)	1989-04-08	3-데메틸메발론산 유도체, 이의 제조방법, 이 화합물을 기본으로 하는 약제학적 조성물, 이의 용도 및 중간체
NO159169C (no)	1988-12-07	Analogifremgansmaate for fremstilling av derivater av (okso-4-4h-(1)-benzopyran-8-yl)eddiksyre med antitumoral terapeutisk aktivitet.
GB1207371A (en)	1970-09-30	Cyclopropane carboxylic acids and derivatives thereof having insecticidal properties
KR890014514A (ko)	1989-10-24	아라키돈산의 리폭시게나제-유도된 대사산물의 생합성을 억제하는 화합물
ATE9225T1 (de)	1984-09-15	Derivate des 5-hydroxy-tetrahydro-2-furanons.
GB864925A (en)	1961-04-12	Novel compounds of the lactone type
SE8405275D0 (sv)	1984-10-22	1,2-dithiolan derivatives, processes for their production, pharmaceutical compositions containing them and their use
KR910000652A (ko)	1991-01-29	(1,2,3,4-테트라하이드로-9-아크리딘이미노) 사이클로헥산 카복실산 및 관련 화합물, 이들의 제조방법 및 약제로서의 용도
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KR890002135A (ko)	1989-04-08	7-[1H-피롤-3-일]치환된 3,5-디하이드록 시헵트-6-에노산, 7-[1H-피롤-3-일]-치환된 3,5-디하이드록시 헵타노산, 상응하는 이의 δ-락톤 및 염, 이의 제조방법, 이의 약제로서의 용도, 약제학적 생성물 및 중간체
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