Abstracts
Triflumizole
CAS Nos. 68694-11-1 and 99387-89-0
For more abstracts search PubMed or Toxnet

 
 

ACTIVITY: Fungicide (azole)

Synonyms for Triflumizole [BSI:ISO] - CAS No. 68694-11-1
• (E)-4-Chloro-alpha,alpha,alpha-trifluoro-N-(1-imidazol-1-yl-2-propoxyethylidene)-o-toluidine
• 1-(1-((4-Chloro-2-(trifluoromethyl)phenyl)imino)-2-propoxyethyl)-1H-imidazole
• 4-Chloro-alpha,alpha,alpha-trifluoro-N-(1-imidazol-1-yl-2-propoxyethylidene)-o-toluidine

Structure for CAS No. 99387-89-0 Structure for CAS No. 68694-11-1

Report available from
The National Technical Information Service
(NTIS)

Order from NTIS by: phone at 1-800-553-NTIS (U.S. customers); (703)605-6000 (other countries); fax at (703)605-6900; and email at orders@ntis.gov. NTIS is located at 5285 Port Royal Road, Springfield, VA, 22161, USA.
Order No. Title Abstract

NTIS/PB92-126978

9p

1991 - Pesticide Fact Sheet Number 228: Triflumizole.

Environmental Protection Agency, Washington, DC. Office of Pesticides and Toxic Substances.

The document contains up-to-date chemical information, including a summary of the Agency's regulatory position and rationale, on a specific pesticide or group of pesticides. A Fact Sheet is issued when the registration of a new chemical has taken place as in the case with Triflumizole.


CAS No. 68694-11-1

From Toxline at Toxnet

J PESTIC SCI; 16 (2). 1991. 301-314.

Development of a new fungicide, triflumizole.

NAKATA A, HASHIMOTO S, IKURA K, KATSUURA K

Odawara Res. Cent., Nippon Soda Co. Ltd., Takada, Odawara 250-02, Jpn.

BIOSIS COPYRIGHT: BIOL ABS. Triflumizole (E-4-Chloro-alpha,alpha,alpha-trifluoro-N-(1-imidazol-1-yl-2-propoxyethylidene)-o-toluidine) is a novel systemic fungicide discovered and developed by Nippon Soda Co., Ltd. We found a new synthetic method of imidazole derivatives and we used this method for the developing of new pesticide. The synthesized imidazole containing compound, N-(1-imidazol-1-ylalkoxyalkylidene)anilines showed relatively strong and broad fungicidal activity accompanied with plant growth regulating effect. T highest fungicidal activity was obtained by phenyl substitution with halogen, methyl or trifluoromethyl in the 2-position and halogen in the 4-position, respectively. The introduction of hetero atom, 0, to alkyl chain reduced the effect on plant growth remarkably without reducing fungicidal efficacy. As the results, a compound was selected and is now marketed as a common name triflumizole. Triflumizole showed a wide range of antifungal spectrum in vitro including fungicidal activ [abstract truncated]


No CAS No. Cited

Crop Protection; Volume 23, Issue 5 , May 2004, Pages 371-378

Mechanism for the differential toxicity of neonicotinoid insecticides in the honey bee, Apis mellifera

Takao Iwasa, Naoki Motoyama, John T. Ambrose and R.M.R. Michael Roe

Department of Entomology, Dearstyne Entomology Building, Campus Box 7647, North Carolina State University, Raleigh, NC 27695-7647, USA

Laboratory bioassays were conducted to determine the contact honey bee toxicity of commercial and candidate neonicotinoid insecticides. The nitro-substituted compounds were the most toxic to the honey bee in our laboratory studies with LD50 values of 18 ng/bee for imidacloprid, 22 ng for clothianidin, 30 ng for thiamethoxam, 75 ng for dinotefuran and 138 ng for nitenpyram. The cyano-substituted neonicotinoids exhibited a much lower toxicity with LD50 values for acetamiprid and thiacloprid of 7.1 and 14.6 g/bee, respectively. Piperonyl butoxide, triflumizole and propiconazole increased honey bee toxicity of acetamiprid 6.0-, 244- and 105-fold and thiacloprid 154-, 1,141- and 559-fold, respectively, but had a minimal effect on imidacloprid (1.70, 1.85 and 1.52-fold, respectively). The acetamiprid metabolites, N-demethyl acetamiprid, 6-chloro-3-pyridylmethanol and 6-chloro-nicotinic acid when applied topically, produced no mortality at 50 g/bee. These results suggest that P450s are an important mechanism for acetamiprid and thiacloprid detoxification and their low toxicity to honey bees. When honey bees were placed in cages in forced contact with alfalfa treated with acetamiprid and the synergist, triflumizole, in combination at their maximum recommended application rates, no mortality was detected above that of the control.

 

No CAS No. Cited

From Toxline at Toxnet

MEDEDELINGEN FACULTEIT LANDBOUWKUNDIGE EN TOEGEPASTE BIOLOGISCHE WETENSCHAPPEN UNIVERSITEIT GENT; 62 (3B). 1997. 1103-1107.

Screening hormonal effects of fungicides with a Ficus benjamina L. chimera.

WERBROUCK S PO, JUMLI, DE ROECK K, EECKHAUT T GR, DEBERGH PC

Lab. Hortic., Fac. Agric. Appl. Biol. Sci., Univ. Gent, Coupure Links 653, B-9000 Gent, Belgium.

BIOSIS COPYRIGHT: BIOL ABS. A Ficus benjamina chimera with an albino L2- and L3-layer and a genetic green L1-layer can be used to detect interactions between pesticides and plant hormones. When this chimera was multiplied in vitro, the leaves were yellow green because the epidermis (L1) contained only few chloroplasts, Adding fungicides such as prochloraz, imazalil, triflumizole, bittertanol, dodemorf and carbendazim to this medium disturbed the integrity of the cell layers in the meristems. Dark green spots on newly developed leaves indicated that cells from the L1-layer intruded the L2 layer. These cells look green because they develop like normal L2-cells with chloroplasts. For prochloraz and possibly also for the other ergosterole biosynthesis inhibiting fungicides an inhibition of the GA biosynthesis might be an explanation. The effects of carbendazim could be explained by its known cytokinin-like properties.


CAS NO. 68694-11-1 [several other CAS Nos. were listed]

ARCHIVES OF ENVIRONMENTAL CONTAMINATION AND TOXICOLOGY; 28 (1). 1995. 1-7.

Effects of pesticides on isolated rat hepatocytes, mitochondria, and microsomes II.

YAMANO T, MORITA S

The hepatotoxic effects of 22 pesticides were studied. Hepatocytes, mitochondria, and microsomes were prepared from Sprague-Dawley-rats and incubated with the test substances in-vitro. The nonprotein sulfhydryl (NPSH) contents of hepatocytes were decreased by 12 of the pesticides, most markedly by thalonil (1897-45-6) and ziram (137-30-4). The NPSH depleting compounds copper-terephthalate (34262-89-0) and chlorothalonil (1897-45-6) also reacted with glutathione. Hepatic lipid peroxidation was induced by chlorothalonil, pretilachlor (51218-49-6), ethoprofos (13194-48-4), and metribuzin (21087-64-9). Hepatic mitochondrial respiration was affected by alpha-endosulfan (959-98-8), ethoprofos, flutolanil (66332-96-5), mepronil (55814-41-0), inabenfide (82211-24-3), trichlamide (70193-21-4), triflumizole (68694-11-1), tralomethrin (66841-25-6), bitertanol (55179-31-2), pendimethalin (40487-42-1), and sethoxydim (74051-80-2) while microsomal lipid peroxidation was inhibited by trichlamide, copper-terephthalate, and ziram, and stimulated by etrimfos (38260-54-7), glufosinate (51276-47-2), and metribuzin. Studies examining mechanisms associated with the cytotoxicity of the three most toxic compounds suggested that a decrease in cellular sulfhydryls was related to the toxicity of chlorothalonil and ziram, while depletion of ATP was seen prior to cell death following incubation with trichlamide.


CAS NO. 68694-11-1 [Two other CAS Nos. were listed]

BURDITT, A. K. JR. (ED.). ARTHROPOD MANAGEMENT TESTS, VOL. 20. III+399P. ENTOMOLOGICAL SOCIETY OF AMERICA: LANHAM, MARYLAND, USA. ISBN 0-938522-53-1.; 0 (0). 1995. 331.

LABORATORY BIOASSAY OF SELECTED BT INSECTICIDES AGAINST TOBACCO BUDWORM 1994

WHITE CA, LEONARD BR, BURRIS G, GRAVES JB

BIOSIS COPYRIGHT: BIOL ABS. RRM BOOK CHAPTER GOSSYPIUM-HIRSUTUM HELIOTHIS-VIRESCENS CONDOR DESIGN DIPEL JAVELIN MVP RAPTOR LARVIN INSECTICIDE PESTICIDE EVALUATION ARTHROPOD MANAGEMENT TEST

CAS Registry Numbers:
100920-69-2 - 3-Pyridinecarboxamide, N-(2,4-difluorophenyl)-2-(3-(trifluoromethyl)phenoxy)-, mixt. with N,N-dimethyl-N'-(4-(1-
methylethyl) phenyl)urea
68694-11-1 - Triflumizole
59669-26-0 - Thiodicarb


CAS NO. 68694-11-1 [several other CAS Nos. were listed]

ANNUAL MEETING OF THE AMERICAN PHYTOPATHOLOGICAL ASSOCIATION, PITTSBURGH, PENNSYLVANIA, USA, AUGUST 12-16, 1995. PHYTOPATHOLOGY; 85 (10). 1995. 1125.

IR-4 REGISTRATION OF MINOR USES OF FUNGICIDES AND NEMATICIDES

THOMPSON DC, BIEHN WL, GUEST RT

BIOSIS COPYRIGHT: BIOL ABS. RRM MEETING ABSTRACT CROP INDUSTRY AGRICHEMICAL RESIDUES POTENTIAL PROFITS

CAS Registry Numbers:
131341-86-1 - Fludioxonil
119611-00-6 - Fenethanil
119446-68-3 - Difenoconazole
107534-96-3 - Tebuconazole
68694-11-1 - Triflumizole
8018-01-7 - Mancozeb
1897-45-6 - Chlorothalonil


CAS NO. 68694-11-1

From Toxline at Toxnet

JOURNAL OF PESTICIDE SCIENCE; 19 (1). 1994. 1-10.

Runoff and leaching of pesticides in golf course.

ODANAKA Y, TANIGUCHI T, SHIMAMURA Y, IIJIMA K, KOMA Y, TAKECHI T, MATANO

Mitsukaido Inst., Inst. Environmental Toxicol., Uchimoriya-cho, Mitsukaido 303, JAP.

BIOSIS COPYRIGHT: BIOL ABS. An investigation of runoff property of pesticides applied in a golf course was conducted by using lysimeters and at actual golf courses. In lysimeter experiment, a remarkable leaching was observed in only 5 pesticides (trichlorfon (DEP), metalaxyl, isoprothiolane, flutolanil and iprodione) with at least 100 mm of precipitation. The leaching was scarce in other 12 pesticides (bensulide (SAP), isofenphos, fenitrothion (MEP), fenarimol, triflumizole, tetrachlorvinphos (CVMP), pyridaphenthion, oxine-copper, isoxathion, prothiofos, tolclofosmethyl, pendimethalin) with sum of 440 mm of precipitation for 51 days. The leaching pattern of the 5 pesticides showed a single broad peak. There was a tendency that pesticides with a high water solubility had a potential to move downward. In putting green experiment, all the 3 pesticides applied (isofenphos, flutolanil and metalaxyl) were detected in leaching water with only 10 mm of precipitation. There was no significant difference am [abstract truncated]


CAS NO. 68694-11-1 [several other CAS Nos. were listed]

PFLANZENSCHUTZ (VIENNA); 0 (2). 1992. 9-16.

TABLE OF LICENSED FUNGICIDES IN HORTICULTURE FOR 1992

BEDLAN G


BIOSIS COPYRIGHT: BIOL ABS. RRM REVIEW CABBAGE LETTUCE CELERY HORSERADISH CARROTS ONIONS BEANS PEAS CUCUMBERS TOMATOES PEPPERS MUSHROOMS LIST


CAS. NO. 99387-89-0 [several other CAS Nos. were listed]

FOURTH INTERNATIONAL WORKSHOP ON CHEMICAL, BIOLOGICAL AND ECOTOXICOLOGICAL BEHAVIOUR OF PESTICIDES IN THE SOIL ENVIRONMENT, ROME, ITALY, MAY 29-31, 1991. SCI TOTAL ENVIRON; 123-124 (0). 1992. 459-468.

ASSESSMENT OF THE MOVEMENT OF TRIAZOLE FUNGICIDES BY SOIL THIN-LAYER CHROMATOGRAPHY

JAMET P, EUDELINE V

BIOSIS COPYRIGHT: BIOL ABS. RRM PENICILLIUM-EXPANSUM ENVIRONMENTAL TOXICOLOGY SOIL BIOASSAY ANALYTICAL METHOD FRANCE


CAS NO. 68694-11-1

http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?cmd=Retrieve&db=pubmed&dopt=Abstract&list_uids=1885028

GIG SANIT; 1991 Mar;(3):83-4.

DETERMINATION OF TRIFLUMIZOLE AND ITS TRANSFORMATION PRODUCTS IN AGRICULTURAL CROPS WATER AND SOIL

PIS'MENNAYA MV

No abstract available

PMID: 1885028 [PubMed - indexed for MEDLINE]


CAS NO. 68694-11-1

PFLANZENSCHUTZ (VIENNA); 0 (3). 1991. 10-16.

OVERVIEW OF FUNGICIDES PERMITTED IN 1991 FOR VEGETABLE CULTIVATION

BEDLAN G

BIOSIS COPYRIGHT: BIOL ABS. RRM ONIONS LEGUMES MUSHROOMS FRUIT TUBERS ROOT VEGETABLES


CAS NO. 68694-11-1

PFLANZENSCHUTZ (VIENNA); 0 (SPEC. ISSUE 6). 1988. 6-12.

REVIEW OF ACTIVE SUBSTANCES AND APPROVED COMMERCIAL PREPARATIONS AVAILABLE FOR PLANT PROTECTION IN FRUIT GROWING

FISCHER-COLBRIE P


CAS NO. 68694-11-1 (approx. 23 other CAS Nos. were listed]

JPN PESTIC INF; 0 (50). 1987. 34-36.

1986 EVALUATION OF CANDIDATE PESTICIDES B-III FUNGICIDES FRUIT TREES

KOIZUMI M


 
 
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