IL35429A - 2-phenylamino-delta1-pyrrolines,their production and their use as acaricides - Google Patents

2-phenylamino-delta1-pyrrolines,their production and their use as acaricides

Info

Publication number: IL35429A
Authority: IL; Israel
Prior art keywords: compound; phenylamino; process according; formula; reaction
Prior art date: 1969-10-23

Application number

IL35429A

Other languages

English (en)

Original Assignee

Bayer Ag

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.)

1969-10-23

Filing date

1970-10-08

Publication date

1972-10-29

1970-10-08 Application filed by Bayer Ag filed Critical Bayer Ag

1972-10-29 Publication of IL35429A publication Critical patent/IL35429A/en

Links

238000004519 manufacturing process Methods 0.000 title claims description 9
230000000895 acaricidal effect Effects 0.000 title claims description 8
239000000642 acaricide Substances 0.000 title description 3
150000001875 compounds Chemical class 0.000 claims description 39
238000000034 method Methods 0.000 claims description 23
239000000203 mixture Substances 0.000 claims description 14
150000003839 salts Chemical class 0.000 claims description 13
241001465754 Metazoa Species 0.000 claims description 10
238000006243 chemical reaction Methods 0.000 claims description 9
239000003085 diluting agent Substances 0.000 claims description 9
-1 inorganic acid halide Chemical class 0.000 claims description 8
XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical group ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 claims description 8
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 8
239000003795 chemical substances by application Substances 0.000 claims description 7
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 6
125000004432 carbon atom Chemical group C* 0.000 claims description 6
239000007788 liquid Substances 0.000 claims description 6
239000007787 solid Substances 0.000 claims description 6
125000000217 alkyl group Chemical group 0.000 claims description 5
NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 4
239000002253 acid Substances 0.000 claims description 4
239000004480 active ingredient Substances 0.000 claims description 4
125000003342 alkenyl group Chemical group 0.000 claims description 4
125000005843 halogen group Chemical group 0.000 claims description 4
FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 claims description 4
239000004094 surface-active agent Substances 0.000 claims description 3
VXEGSRKPIUDPQT-UHFFFAOYSA-N 4-[4-(4-methoxyphenyl)piperazin-1-yl]aniline Chemical compound C1=CC(OC)=CC=C1N1CCN(C=2C=CC(N)=CC=2)CC1 VXEGSRKPIUDPQT-UHFFFAOYSA-N 0.000 claims description 2
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 2
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 2
GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 claims description 2
YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 claims description 2
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 2
229910021627 Tin(IV) chloride Inorganic materials 0.000 claims description 2
150000007513 acids Chemical class 0.000 claims description 2
229910000147 aluminium phosphate Inorganic materials 0.000 claims description 2
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 2
229910052794 bromium Inorganic materials 0.000 claims description 2
239000000460 chlorine Substances 0.000 claims description 2
229910052801 chlorine Inorganic materials 0.000 claims description 2
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
125000001153 fluoro group Chemical group F* 0.000 claims description 2
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
229910017604 nitric acid Inorganic materials 0.000 claims description 2
FAIAAWCVCHQXDN-UHFFFAOYSA-N phosphorus trichloride Chemical compound ClP(Cl)Cl FAIAAWCVCHQXDN-UHFFFAOYSA-N 0.000 claims description 2
239000005049 silicon tetrachloride Substances 0.000 claims description 2
239000001117 sulphuric acid Substances 0.000 claims description 2
235000011149 sulphuric acid Nutrition 0.000 claims description 2
WQYSXVGEZYESBR-UHFFFAOYSA-N thiophosphoryl chloride Chemical compound ClP(Cl)(Cl)=S WQYSXVGEZYESBR-UHFFFAOYSA-N 0.000 claims description 2
HPGGPRDJHPYFRM-UHFFFAOYSA-J tin(iv) chloride Chemical compound Cl[Sn](Cl)(Cl)Cl HPGGPRDJHPYFRM-UHFFFAOYSA-J 0.000 claims description 2
150000004064 1-pyrrolines Chemical class 0.000 claims 1
238000006482 condensation reaction Methods 0.000 claims 1
239000012442 inert solvent Substances 0.000 claims 1
241000238876 Acari Species 0.000 description 13
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 12
230000003151 ovacidal effect Effects 0.000 description 7
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
235000013601 eggs Nutrition 0.000 description 6
241001481703 Rhipicephalus <genus> Species 0.000 description 5
241000238680 Rhipicephalus microplus Species 0.000 description 5
239000002585 base Substances 0.000 description 5
244000078703 ectoparasite Species 0.000 description 4
238000009472 formulation Methods 0.000 description 4
230000005764 inhibitory process Effects 0.000 description 4
239000000243 solution Substances 0.000 description 4
239000002904 solvent Substances 0.000 description 4
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
239000007864 aqueous solution Substances 0.000 description 3
150000004945 aromatic hydrocarbons Chemical class 0.000 description 3
239000000969 carrier Substances 0.000 description 3
230000000694 effects Effects 0.000 description 3
239000003995 emulsifying agent Substances 0.000 description 3
239000000839 emulsion Substances 0.000 description 3
239000012433 hydrogen halide Substances 0.000 description 3
229910000039 hydrogen halide Inorganic materials 0.000 description 3
238000000338 in vitro Methods 0.000 description 3
238000002360 preparation method Methods 0.000 description 3
239000007858 starting material Substances 0.000 description 3
RFFLAFLAYFXFSW-UHFFFAOYSA-N 1,2-dichlorobenzene Chemical compound ClC1=CC=CC=C1Cl RFFLAFLAYFXFSW-UHFFFAOYSA-N 0.000 description 2
CXNVOWPRHWWCQR-UHFFFAOYSA-N 4-Chloro-ortho-toluidine Chemical compound CC1=CC(Cl)=CC=C1N CXNVOWPRHWWCQR-UHFFFAOYSA-N 0.000 description 2
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
239000004606 Fillers/Extenders Substances 0.000 description 2
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
150000001448 anilines Chemical class 0.000 description 2
MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
230000018109 developmental process Effects 0.000 description 2
239000002270 dispersing agent Substances 0.000 description 2
229910052500 inorganic mineral Inorganic materials 0.000 description 2
239000011707 mineral Substances 0.000 description 2
239000003960 organic solvent Substances 0.000 description 2
150000003014 phosphoric acid esters Chemical class 0.000 description 2
BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
239000011541 reaction mixture Substances 0.000 description 2
239000008096 xylene Substances 0.000 description 2
RELMFMZEBKVZJC-UHFFFAOYSA-N 1,2,3-trichlorobenzene Chemical class ClC1=CC=CC(Cl)=C1Cl RELMFMZEBKVZJC-UHFFFAOYSA-N 0.000 description 1
DYSRXWYRUJCNFI-UHFFFAOYSA-N 2,4-dibromoaniline Chemical compound NC1=CC=C(Br)C=C1Br DYSRXWYRUJCNFI-UHFFFAOYSA-N 0.000 description 1
KQCMTOWTPBNWDB-UHFFFAOYSA-N 2,4-dichloroaniline Chemical compound NC1=CC=C(Cl)C=C1Cl KQCMTOWTPBNWDB-UHFFFAOYSA-N 0.000 description 1
XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 1
SYTBIFURTZACKR-UHFFFAOYSA-N 2-bromo-4-chloroaniline Chemical compound NC1=CC=C(Cl)C=C1Br SYTBIFURTZACKR-UHFFFAOYSA-N 0.000 description 1
XRAKCYJTJGTSMM-UHFFFAOYSA-N 2-chloro-4-fluoroaniline Chemical compound NC1=CC=C(F)C=C1Cl XRAKCYJTJGTSMM-UHFFFAOYSA-N 0.000 description 1
AKCRQHGQIJBRMN-UHFFFAOYSA-N 2-chloroaniline Chemical compound NC1=CC=CC=C1Cl AKCRQHGQIJBRMN-UHFFFAOYSA-N 0.000 description 1
125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
FVZODFVCIDBDGS-UHFFFAOYSA-N 3-bromo-4-chloroaniline Chemical compound NC1=CC=C(Cl)C(Br)=C1 FVZODFVCIDBDGS-UHFFFAOYSA-N 0.000 description 1
KOWPUNQBGWIERF-UHFFFAOYSA-N 3-bromo-4-fluoroaniline Chemical compound NC1=CC=C(F)C(Br)=C1 KOWPUNQBGWIERF-UHFFFAOYSA-N 0.000 description 1
GRXMMIBZRMKADT-UHFFFAOYSA-N 3-bromo-4-methylaniline Chemical compound CC1=CC=C(N)C=C1Br GRXMMIBZRMKADT-UHFFFAOYSA-N 0.000 description 1
RQKFYFNZSHWXAW-UHFFFAOYSA-N 3-chloro-p-toluidine Chemical compound CC1=CC=C(N)C=C1Cl RQKFYFNZSHWXAW-UHFFFAOYSA-N 0.000 description 1
LGOZNQPHTIGMQJ-UHFFFAOYSA-N 4-bromo-2-ethylaniline Chemical compound CCC1=CC(Br)=CC=C1N LGOZNQPHTIGMQJ-UHFFFAOYSA-N 0.000 description 1
PCHYYOCUCGCSBU-UHFFFAOYSA-N 4-bromo-2-methylaniline Chemical compound CC1=CC(Br)=CC=C1N PCHYYOCUCGCSBU-UHFFFAOYSA-N 0.000 description 1
QLYHPNUFNZJXOQ-UHFFFAOYSA-N 4-bromo-3-chloroaniline Chemical compound NC1=CC=C(Br)C(Cl)=C1 QLYHPNUFNZJXOQ-UHFFFAOYSA-N 0.000 description 1
MMEGELSFOYDPQW-UHFFFAOYSA-N 4-bromo-3-methylaniline Chemical compound CC1=CC(N)=CC=C1Br MMEGELSFOYDPQW-UHFFFAOYSA-N 0.000 description 1
FRZVXNRFFMHYFO-UHFFFAOYSA-N 4-chloro-2-ethylaniline Chemical compound CCC1=CC(Cl)=CC=C1N FRZVXNRFFMHYFO-UHFFFAOYSA-N 0.000 description 1
HIHCTGNZNHSZPP-UHFFFAOYSA-N 4-chloro-3-methylaniline Chemical compound CC1=CC(N)=CC=C1Cl HIHCTGNZNHSZPP-UHFFFAOYSA-N 0.000 description 1
241001480736 Amblyomma hebraeum Species 0.000 description 1
241000283690 Bos taurus Species 0.000 description 1
IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 1
241001251778 Hyalomma truncatum Species 0.000 description 1
206010061217 Infestation Diseases 0.000 description 1
241000238889 Ixodidae Species 0.000 description 1
241000771994 Melophagus ovinus Species 0.000 description 1
SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 1
VFTIVLHHKVIICP-UHFFFAOYSA-N N-but-2-enyl-3,4-dichloroaniline Chemical compound C(C=CC)NC1=CC(=C(C=C1)Cl)Cl VFTIVLHHKVIICP-UHFFFAOYSA-N 0.000 description 1
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
241000283973 Oryctolagus cuniculus Species 0.000 description 1
241001494479 Pecora Species 0.000 description 1
CYTYCFOTNPOANT-UHFFFAOYSA-N Perchloroethylene Chemical group ClC(Cl)=C(Cl)Cl CYTYCFOTNPOANT-UHFFFAOYSA-N 0.000 description 1
241001480837 Rhipicephalus annulatus Species 0.000 description 1
241001481704 Rhipicephalus appendiculatus Species 0.000 description 1
241000864246 Rhipicephalus decoloratus Species 0.000 description 1
241000864202 Rhipicephalus evertsi Species 0.000 description 1
241000607479 Yersinia pestis Species 0.000 description 1
150000001298 alcohols Chemical class 0.000 description 1
239000003513 alkali Substances 0.000 description 1
235000012211 aluminium silicate Nutrition 0.000 description 1
125000000129 anionic group Chemical group 0.000 description 1
150000004982 aromatic amines Chemical class 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
238000009835 boiling Methods 0.000 description 1
150000004657 carbamic acid derivatives Chemical class 0.000 description 1
125000002091 cationic group Chemical group 0.000 description 1
239000007795 chemical reaction product Substances 0.000 description 1
150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
150000008422 chlorobenzenes Chemical class 0.000 description 1
239000012141 concentrate Substances 0.000 description 1
238000009833 condensation Methods 0.000 description 1
230000005494 condensation Effects 0.000 description 1
238000000151 deposition Methods 0.000 description 1
239000000645 desinfectant Substances 0.000 description 1
150000004816 dichlorobenzenes Chemical class 0.000 description 1
238000010790 dilution Methods 0.000 description 1
239000012895 dilution Substances 0.000 description 1
229960001760 dimethyl sulfoxide Drugs 0.000 description 1
ZYBWTEQKHIADDQ-UHFFFAOYSA-N ethanol;methanol Chemical compound OC.CCO ZYBWTEQKHIADDQ-UHFFFAOYSA-N 0.000 description 1
150000002170 ethers Chemical class 0.000 description 1
238000002474 experimental method Methods 0.000 description 1
239000000194 fatty acid Substances 0.000 description 1
239000008187 granular material Substances 0.000 description 1
230000012447 hatching Effects 0.000 description 1
239000005457 ice water Substances 0.000 description 1
238000007654 immersion Methods 0.000 description 1
239000003701 inert diluent Substances 0.000 description 1
229910010272 inorganic material Inorganic materials 0.000 description 1
239000011147 inorganic material Substances 0.000 description 1
229920005610 lignin Polymers 0.000 description 1
244000144972 livestock Species 0.000 description 1
229920000609 methyl cellulose Polymers 0.000 description 1
239000001923 methylcellulose Substances 0.000 description 1
235000010981 methylcellulose Nutrition 0.000 description 1
239000002480 mineral oil Substances 0.000 description 1
235000010446 mineral oil Nutrition 0.000 description 1
238000002156 mixing Methods 0.000 description 1
QPBGVICDOBKDAS-UHFFFAOYSA-N n-butyl-3,4-dichloroaniline Chemical compound CCCCNC1=CC=C(Cl)C(Cl)=C1 QPBGVICDOBKDAS-UHFFFAOYSA-N 0.000 description 1
231100000194 ovacidal Toxicity 0.000 description 1
230000003071 parasitic effect Effects 0.000 description 1
239000006072 paste Substances 0.000 description 1
239000004033 plastic Substances 0.000 description 1
229920003023 plastic Polymers 0.000 description 1
239000002798 polar solvent Substances 0.000 description 1
239000010695 polyglycol Substances 0.000 description 1
229920000151 polyglycol Polymers 0.000 description 1
229910000027 potassium carbonate Inorganic materials 0.000 description 1
239000000843 powder Substances 0.000 description 1
238000000746 purification Methods 0.000 description 1
150000003235 pyrrolidines Chemical class 0.000 description 1
150000003242 quaternary ammonium salts Chemical class 0.000 description 1
150000003254 radicals Chemical class 0.000 description 1
239000000376 reactant Substances 0.000 description 1
150000004760 silicates Chemical class 0.000 description 1
RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
235000012239 silicon dioxide Nutrition 0.000 description 1
238000005507 spraying Methods 0.000 description 1
LSNNMFCWUKXFEE-UHFFFAOYSA-L sulfite Chemical compound [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 description 1
239000000725 suspension Substances 0.000 description 1
238000003786 synthesis reaction Methods 0.000 description 1
239000000454 talc Substances 0.000 description 1
229910052623 talc Inorganic materials 0.000 description 1
229950011008 tetrachloroethylene Drugs 0.000 description 1
230000001988 toxicity Effects 0.000 description 1
231100000419 toxicity Toxicity 0.000 description 1
239000002699 waste material Substances 0.000 description 1
150000003738 xylenes Chemical class 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/18—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
- C07D207/22—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)
Pyrrole Compounds (AREA)

IL35429A 1969-10-23 1970-10-08 2-phenylamino-delta1-pyrrolines,their production and their use as acaricides IL35429A (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
DE19691953344 DE1953344A1 (de)	1969-10-23	1969-10-23	2-Phenylamino-delta?-pyrroline und ihre akarizide Verwendung

Publications (1)

Publication Number	Publication Date
IL35429A true IL35429A (en)	1972-10-29

Family

ID=5748967

Family Applications (2)

Application Number	Title	Priority Date	Filing Date
IL35429A IL35429A (en)	1969-10-23	1970-10-08	2-phenylamino-delta1-pyrrolines,their production and their use as acaricides
IL7035429Q IL35429D0 (en)	1969-10-23	1970-10-09	2-phenylamino-delta1-pyrrolines,their production and their use as ascaricides

Family Applications After (1)

Application Number	Title	Priority Date	Filing Date
IL7035429Q IL35429D0 (en)	1969-10-23	1970-10-09	2-phenylamino-delta1-pyrrolines,their production and their use as ascaricides

Country Status (11)

Country	Link
US (1)	US3772330A (fr)
JP (1)	JPS4924917B1 (fr)
BE (1)	BE757934A (fr)
CH (1)	CH551410A (fr)
DE (1)	DE1953344A1 (fr)
ES (1)	ES384793A1 (fr)
FR (1)	FR2066492A5 (fr)
GB (1)	GB1294768A (fr)
IL (2)	IL35429A (fr)
NL (1)	NL7015583A (fr)
ZA (1)	ZA707026B (fr)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US5187185A (en) *	1988-12-09	1993-02-16	Rhone-Poulenc Ag Company	Pesticidal 1-arylpyrroles
US4533739A (en) *	1982-10-12	1985-08-06	G. D. Searle & Co.	2-[(Aminophenyl and amidophenyl)amino]-1-azacycloalkanes having antidiarrheal activity
FR2974364B1 (fr) *	2011-04-19	2013-10-11	Univ Strasbourg	Nouveaux derives amino-pyrroliniques, leur utilisation dans la prevention et/ou le traitement du syndrome metabolique

0
- BE BE757934D patent/BE757934A/fr unknown
1969
- 1969-10-23 DE DE19691953344 patent/DE1953344A1/de active Pending
1970
- 1970-10-08 IL IL35429A patent/IL35429A/en unknown
- 1970-10-09 IL IL7035429Q patent/IL35429D0/xx unknown
- 1970-10-15 ZA ZA707026A patent/ZA707026B/xx unknown
- 1970-10-16 US US00081514A patent/US3772330A/en not_active Expired - Lifetime
- 1970-10-21 GB GB50005/70A patent/GB1294768A/en not_active Expired
- 1970-10-22 ES ES384793A patent/ES384793A1/es not_active Expired
- 1970-10-23 CH CH1573970A patent/CH551410A/xx not_active IP Right Cessation
- 1970-10-23 JP JP45092855A patent/JPS4924917B1/ja active Pending
- 1970-10-23 FR FR7038435A patent/FR2066492A5/fr not_active Expired
- 1970-10-23 NL NL7015583A patent/NL7015583A/xx unknown

Also Published As

Publication number	Publication date
BE757934A (fr)	1971-04-23
FR2066492A5 (fr)	1971-08-06
ES384793A1 (es)	1973-03-01
DE1953344A1 (de)	1971-04-29
NL7015583A (fr)	1971-04-27
IL35429D0 (en)	1970-12-24
ZA707026B (en)	1971-09-29
GB1294768A (en)	1972-11-01
JPS4924917B1 (fr)	1974-06-26
US3772330A (en)	1973-11-13
CH551410A (de)	1974-07-15

Publication	Publication Date	Title
SE442995B (sv)	1986-02-10	Substituerade fenoxibensyloxikarbonylderivat samt anvendning derav for bekempning av insekter och/eller akarider
DE3109035A1 (de)	1982-01-07	N-substituierte-(delta)(pfeil hoch)1(pfeil hoch)tetrahydrophthalimidderivate, diese enthaltende herbizide zusammensetzung und verfahren zu deren verwendung
IL44710A (en)	1977-12-30	1-phenyl-2-azolyl-formamidines their preparation and their use as herbicides
US4103017A (en)	1978-07-25	Pesticidal 2-iminothiazoline derivatives
DE2725148A1 (de)	1978-12-14	1-aryl-4-alkyl-1,2,4-triazol-5-one und verfahren zu ihrer herstellung
US4582849A (en)	1986-04-15	Fungicidal N-substituted maleic acid imides
IL35429A (en)	1972-10-29	2-phenylamino-delta1-pyrrolines,their production and their use as acaricides
US4060628A (en)	1977-11-29	2-(Alkylhalophenylimino)dithiolanes and ectoparasiticidal composition and method
US3737543A (en)	1973-06-05	Ectoparasiticidally active 2-arylamino-1-alkyl lactams
EP0277091A2 (fr)	1988-08-03	2-Imino-1,3-dithiétanes, leur préparation et utilisation comme pesticides
US4575501A (en)	1986-03-11	2-Arylhydrazino-2-thiazolines, acyl derivatives of these compounds, 2-arylazo-2-thiazolines, preparation processes, and their use for combating ectoparasites and endoparasites
US3821204A (en)	1974-06-28	2-aryliminopyrrolidines and their production
US3927217A (en)	1975-12-16	Combating animal acarid ectoparasites with -pheny liminopyrrolidines
EP0073960A1 (fr)	1983-03-16	2-Arylhydrazino-2-imidazolines, leurs dérivés acyliques, procédé pour leur préparation et leur utilisation pour le traitement des endoparasites et des ectoparasites
US4038403A (en)	1977-07-26	Benzotriazole ovicides and larvicides
EP0000640B1 (fr)	1981-06-03	Tétrahydro-s-triazine-thiones, procédé pour leur préparation et les compositions acaricides qui les contiennent.
US3755351A (en)	1973-08-28	Carbamates of 2-phenylhydrazino-2-imidazolines
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