IT1160403B - 3-Poly:fluoro-propyl cyclopropane-carboxylate ester derivs. - with insecticidal and acaricidal activities - Google Patents
3-Poly:fluoro-propyl cyclopropane-carboxylate ester derivs. - with insecticidal and acaricidal activitiesInfo
- Publication number
- IT1160403B IT1160403B IT3131078A IT3131078A IT1160403B IT 1160403 B IT1160403 B IT 1160403B IT 3131078 A IT3131078 A IT 3131078A IT 3131078 A IT3131078 A IT 3131078A IT 1160403 B IT1160403 B IT 1160403B
- Authority
- IT
- Italy
- Prior art keywords
- insecticidal
- fluoro
- poly
- carboxylate ester
- alkyl
- Prior art date
Links
- 230000000895 acaricidal effect Effects 0.000 title abstract 2
- 150000002148 esters Chemical class 0.000 title abstract 2
- 125000005816 fluoropropyl group Chemical group [H]C([H])(F)C([H])([H])C([H])([H])* 0.000 title 1
- 230000000749 insecticidal effect Effects 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 2
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 abstract 1
- 125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 abstract 1
- 101100277337 Arabidopsis thaliana DDM1 gene Proteins 0.000 abstract 1
- OWZREIFADZCYQD-UHFFFAOYSA-N [cyano-(3-phenoxyphenyl)methyl] 3-(2,2-dibromoethenyl)-2,2-dimethylcyclopropane-1-carboxylate Chemical class CC1(C)C(C=C(Br)Br)C1C(=O)OC(C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 OWZREIFADZCYQD-UHFFFAOYSA-N 0.000 abstract 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 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
- 101150113676 chr1 gene Proteins 0.000 abstract 1
- 125000001475 halogen functional group Chemical group 0.000 abstract 1
- 125000001072 heteroaryl group Chemical group 0.000 abstract 1
- 239000002917 insecticide Substances 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 abstract 1
- 229910052717 sulfur Inorganic materials 0.000 abstract 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 abstract 1
- 229920002554 vinyl polymer Polymers 0.000 abstract 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
Esters of formula (I) are new. In (I), A is CF3-C=C-, -CF3-CX=CH- or CF3-C(XY)-CH2-; X is H,F,CL or Br; Y is Cl or Br; R is a gp. -CH2. CR7=CR8. CH2R9, -CH2C=CCH2R9 or (II) - (IV); R1 is H, CN or C=CH; in (III) CHR1 is attached at the 2 or 3 position; R2 is 3-phenoxy, 3-benzyl, 4-allyl, 4-propargyl; R3 is H or alkyl, attached at the 2 or 3 position; R4 is benzyl, benzoyl, phenyl, allyl or propargyl attached at the 4 or 5 position; Y1 is O or S; R5 and R6 are each 1-3C alkyl or together complete an aliphatic, heteroaromatic or aromatic ring (satd. or unsatd.); R7 and R8 are each H, halo or CH3; and R9 is phenyl, opt. substd. vinyl or phenoxy. Also new are cpds. (II) in which R is replaced by H or 1-4C alkyl. (I) are insecticides more effective and more stable than known natural or synthetic pyrethrins, and also have acaricidal activity. (II) are intermediates for (I).
Priority Applications (36)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
IT3131078A IT1160403B (en) | 1978-12-27 | 1978-12-27 | 3-Poly:fluoro-propyl cyclopropane-carboxylate ester derivs. - with insecticidal and acaricidal activities |
BG044135A BG48333A3 (en) | 1978-02-28 | 1979-02-06 | Method for preparing of 2, 2- dimethyl cyclopropane carbonic acid derivatives |
BG044136A BG48921A3 (en) | 1978-02-28 | 1979-02-06 | Method for destroying of insects |
NO790621A NO152582C (en) | 1978-02-28 | 1979-02-23 | INSECTICID AGENT CONTAINING AS ACTIVE COMPONENT ONE OR MORE 3-SUBSTITUTED 2,2-DIMETHYL-CYCLOPROPANCARBOXYL ACID ESTERS |
BR7901221A BR7901221A (en) | 1978-02-28 | 1979-02-23 | PROCESS FOR THE PREPARATION OF INSECTICID AND ACARICIDE COMPOUNDS |
DK080379A DK161830C (en) | 1978-02-28 | 1979-02-23 | ESTERS OF 2,2-DIMETHYLYCYCLOPROPANCARBOXYL ACID DERIVATIVES, PROCEDURES FOR THE PRODUCTION THEREOF, INSECTICID AND ACARICID AGENTS AND PROCEDURES TO FIGHT AGAINST PLANTS |
NL7901460A NL7901460A (en) | 1978-02-28 | 1979-02-23 | INSECTICIDE PYRETHROIDS, CYCLOPROPANECARBON ACIDS AND ESTER INTERMEDIATE PRODUCTS AND METHODS FOR PREPARING THEM. |
PT69283A PT69283A (en) | 1978-02-28 | 1979-02-26 | Pyrethroids |
BG042659A BG48931A3 (en) | 1978-02-28 | 1979-02-26 | Method for preparing of pyretroids |
GR58472A GR72544B (en) | 1978-02-28 | 1979-02-26 | |
US06/015,104 US4258202A (en) | 1978-02-28 | 1979-02-26 | Cyclopropanecarboxylic acids and esters |
IN173/CAL/79A IN150228B (en) | 1978-02-28 | 1979-02-26 | |
IL56739A IL56739A0 (en) | 1978-02-28 | 1979-02-26 | Cyclorpropanecarboxylic acid derivatives,their preparationand their use as insecticides and acaricides |
DD79211259A DD142281A5 (en) | 1978-02-28 | 1979-02-27 | PROCEDURE FOR THE CONTROL OF INSECTS AND ACARES |
HU79MO1039A HU185607B (en) | 1978-02-28 | 1979-02-27 | Process for producing cyclopropan-carboxylic acid derivatives |
ES478426A ES478426A1 (en) | 1978-02-28 | 1979-02-27 | Cyclopropane carboxylic acid esters |
CA000322525A CA1237439A (en) | 1978-02-28 | 1979-02-27 | 2,2-dimethylcyclopropane carboxylic acid derivatives |
EG12679A EG14225A (en) | 1978-12-27 | 1979-02-27 | Pyretaroids |
FR7904952A FR2442826A1 (en) | 1978-02-28 | 1979-02-27 | NEW CLASS OF PYRETHROIDS AND THEIR USE AS INSECTICIDES |
DD79218658A DD148767A5 (en) | 1978-02-28 | 1979-02-27 | METHOD FOR THE PRODUCTION OF INSECTICIDAL AND ACARICIDAL COMPOUNDS |
GB7906851A GB2015519B (en) | 1978-02-28 | 1979-02-27 | Cyclopropane carboxylic acid esters |
CH194279A CH638485A5 (en) | 1978-02-28 | 1979-02-27 | PYRETROIDS AND THEIR PREPARATION PROCESSES. |
YU00482/79A YU48279A (en) | 1978-02-28 | 1979-02-27 | Process for preparing insecticidic and acaricidic compounds |
PL1979213760A PL135350B1 (en) | 1978-02-28 | 1979-02-27 | METHOD OF OBTAINING NOVEL PYRETROIDES AND INSECTICIDE AND / OR ACARICIDE |
AU44631/79A AU531296B2 (en) | 1978-02-28 | 1979-02-27 | Pyrethroids |
DE19792907609 DE2907609A1 (en) | 1978-02-28 | 1979-02-27 | NEW PYRETHROIDS, THEIR PRODUCTION AND USE |
NZ189791A NZ189791A (en) | 1978-02-28 | 1979-02-28 | 2,2-cyclopropanecarboxylic acid esters and pesticidal compositions |
BE0/193748A BE874515A (en) | 1978-02-28 | 1979-02-28 | NEW CLASS OF PYRETHROIDS AND THEIR USE AS INSECTICIDES |
MX797764U MX5698E (en) | 1978-02-28 | 1979-02-28 | PROCEDURE FOR PREPARING ESTERS OF 2,2-DIMETHYL CYCLOPROPANCARBOXYLIC ACIDS |
AR275649A AR241108A1 (en) | 1978-02-28 | 1979-02-28 | PYRETHROID INSECTICIDES, CYCLOPROPANCARBOXYLIC ACIDS AND INTERMEDIATE ESTERS AND THEIR PREPARATION PROCEDURES |
RO79101065A RO77772A (en) | 1978-02-28 | 1979-02-28 | PROCESS FOR THE PREPARATION OF 2,2-DIMETHYLCYCLOPROPANCARBOXYLIC ACID DERIVATIVES |
JP2204779A JPS54130537A (en) | 1978-02-28 | 1979-02-28 | Pyrethroid insecticide*cyclopropane carboxylic acid and ester intermediate and their manufacture |
LU80981A LU80981A1 (en) | 1978-02-28 | 1979-02-28 | NEW CLEASSE OF PYRETHROIDS AND THEIR USE AS INSECTICIDES |
CU35085A CU21426A (en) | 1978-12-27 | 1979-05-23 | Procedure for the synthesi of acids and esters cyclopropanecarboxylyc |
NO792716A NO153098C (en) | 1978-02-28 | 1979-08-21 | 3-SUBSTITUTED 2,2-DIMETHYL-CYCLOPROPANCARBOXYL ACIDES AND LOWER ALKYLESTERS THEREOF USE AS OUTSIDE MATERIALS IN THE PREPARATION OF PYRETHROIDS WITH INSECTICID EFFECT |
KE3293A KE3293A (en) | 1978-02-28 | 1983-06-08 | Pyrethrols insecticides cyclopropanecarboxylic acids |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
IT3131078A IT1160403B (en) | 1978-12-27 | 1978-12-27 | 3-Poly:fluoro-propyl cyclopropane-carboxylate ester derivs. - with insecticidal and acaricidal activities |
Publications (2)
Publication Number | Publication Date |
---|---|
IT7831310A0 IT7831310A0 (en) | 1978-12-27 |
IT1160403B true IT1160403B (en) | 1987-03-11 |
Family
ID=11233438
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
IT3131078A IT1160403B (en) | 1978-02-28 | 1978-12-27 | 3-Poly:fluoro-propyl cyclopropane-carboxylate ester derivs. - with insecticidal and acaricidal activities |
Country Status (2)
Country | Link |
---|---|
CU (1) | CU21426A (en) |
IT (1) | IT1160403B (en) |
-
1978
- 1978-12-27 IT IT3131078A patent/IT1160403B/en active
-
1979
- 1979-05-23 CU CU35085A patent/CU21426A/en unknown
Also Published As
Publication number | Publication date |
---|---|
CU21426A (en) | 1981-12-04 |
IT7831310A0 (en) | 1978-12-27 |
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Legal Events
Date | Code | Title | Description |
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TA | Fee payment date (situation as of event date), data collected since 19931001 |
Effective date: 19931213 |