Preliminary tests on N-substituted phthalimides as insecticides

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Material Information

Title:
Preliminary tests on N-substituted phthalimides as insecticides
Physical Description:
7 p. : ; 27 cm.
Language:
English
Creator:
Bottger, G. T
Gertler, S. I
United States -- Bureau of Entomology and Plant Quarantine
Publisher:
U.S. Department of Agriculture, Agricultural Research Administration, Bureau of Entomology and Plant Quarantine
Place of Publication:
Washington, D.C
Publication Date:

Subjects

Subjects / Keywords:
Insecticides -- Testing   ( lcsh )
Imides   ( lcsh )
Genre:
federal government publication   ( marcgt )
non-fiction   ( marcgt )

Notes

General Note:
Caption title.
General Note:
"E-777."
General Note:
"May 1949."
Statement of Responsibility:
by G.T. Bottger and S.I. Gertler.

Record Information

Source Institution:
University of Florida
Rights Management:
All applicable rights reserved by the source institution and holding location.
Resource Identifier:
aleph - 030293753
oclc - 780159940
System ID:
AA00025169:00001

Full Text

May 1949 Z-777

SUnited States Department of Agriculture
Agricultural Research Administration
Bureau of Entomology and Plant Quarantine



PRELIMINARY TESTS ON N-SUBSTITUTED PHTHALIMIDES AS INSECTICIDES

By G. T. Bottger, Division of Control Investigations,
and S. I. Settler, Division of Insecticide Investigations


Twenty-five N-substituted phthalimides have been tested in the
laboratory of this Bureau at Sanford, Fla., or at Anaheim, Calif. They
may be represented by the general formula
0
II


'-R


0
where S represents an aliphatic, aromatic, or cycloaliphatic radical.
All the compounds were prepared in a similar manner by heating phthalic
anhydride with an amine at a temperature high enough to split off water
and form an N-substituted phthalimide. All compounds were tested as
dusts, either undiluted or at 50-percent concentration in pyrophyllite.
Two of the most toxic materials were also tested as 10-percent dusts
against insects, and as 1-percent sprays to determine their phytotox-
icity. Seventeen of these compounds are included in a previous report
(Z-729) on tests with miscellaneous synthetic organic compounds.

For comparative purposes, tests were made with the standard in-
secticides DDT, derris, gamma benzene hexachloride, lead arsenate, and
pyrethrum which contained 0.60 percent of pyrethrin I and 0.63 percent
of pyrethrin II.
*
The following insects were used in the tests?

Armyworm (Cirphis unipuncta (Haw.))
Celery leaf tier (Phlyctaenia rubigalis (Guen.))
Cross-striped cabbageworm (Everrestis rimosalis (Guen.))
Diamondback moth (Plutella maculipennis (Curt.))
Large milkweed bug (Oncopeltus fasciatus (Dall.))
Melonworm (Diaphania hyalinata (Ln))
Southern armywrm (Prodenia eridania (Cram.))
Southern beet webworm (Pachyzancla bipunctalis (F.))
Squash bug (Anas tristis (Deg.))
Striped blister beetle (Epicauta vittata (F.))
Sweetpotato weevil (CQlaE formicarius elegantulus (Sum.))





-2-


All insects were reared in the laboratory except the striped
blister beetle and the squash bugs, which were collected from field
populations.

In tests with lepidopterous larvae, sections of leaves were
dusted in a settling chamber and then placed in petri dishes with the
test insects. Large milkweed bug nymphs, squash bugs, and adult
sweetpotato weevils were placed in crystallizing or petri dishes, where
they were dusted by placing the dishes in the bottom of a settling cham-
ber. After the insects were dusted, they were confined with untreated
food during the test period. Twenty-four to thirty insects were used in
each tested

The results of tests with the standard insecticides are presented
inbkble 1.

Data on eight compounds tested as undiluted dusts are presented in
table 2. Sixty-seven percent mortality of the cross-striped oabbageworm
occurred among insects fed foliage dusted with a light deposit of N-ethyl-
phthalimide. This compound also showed some toxicity to the melonworm
and the sweetpotato weevil, but none to the southern arnnyworm. N-Iso-
butylphthalimide and N-propylphthalimide were also toxic to the cross-
striped cabbageworm and the melonworm. However, N-isopropylphthalimide
appeared to be the most effective against a greater number of insects.

In table 3 are presented the results of tests made with 17 compounds
tested as 50-percent dusts against the melonworm, the southern armyworm,
and the southern beet webworm. None of these compounds were effective
against the melonworm or the southern anuyworm. However, all except
N-(p-tolyl)phthalimide showed some toxicity to the southern beet webworm.

When tested for phytotoxicity as 1-percent sprays, N-propylphthali-
mide caused slight to moderate injury to beans, collards, potatoes, Swiss
chard, and squash, but N-isopropylphthalimide caused no injury to green
foliage of bean, collards, cotton, okra, peas, pumpkin, and Swiss chard.
These two compounds, when tested as 10-percent dusts, were not effective
against the armnywonrm, the celery leaf tier, or the milkweed bug, but'were
toxic against the diamondback moth. N-Isopropylphthalimide was consider-
ably the more toxic of the two compounds against this insect.









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