BENOMYL

Details

Stereochemistry	ACHIRAL
Molecular Formula	C14H18N4O3
Molecular Weight	290.3177
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCCCNC(=O)N1C(NC(=O)OC)=NC2=C1C=CC=C2

InChI

InChIKey=RIOXQFHNBCKOKP-UHFFFAOYSA-N

InChI=1S/C14H18N4O3/c1-3-4-9-15-13(19)18-11-8-6-5-7-10(11)16-12(18)17-14(20)21-2/h5-8H,3-4,9H2,1-2H3,(H,15,19)(H,16,17,20)

HIDE SMILES / InChI

Molecular Formula	C14H18N4O3
Molecular Weight	290.3177
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Ziram and sodium N,N-dimethyldithiocarbamate inhibit ubiquitin activation through intracellular metal transport and increased oxidative stress in HEK293 cells.	2015-04-20	25714994
Antiandrogenic mechanisms of pesticides in human LNCaP prostate and H295R adrenocortical carcinoma cells.	2015-01	25324206
Pesticide use and cutaneous melanoma in pesticide applicators in the agricultural heath study.	2010-06	20164001
Pesticide use and thyroid disease among women in the Agricultural Health Study.	2010-02-15	20061368
Rhinitis associated with pesticide exposure among commercial pesticide applicators in the Agricultural Health Study.	2009-11	19289390
Benomyl induction of brain aromatase and toxic effects in the zebrafish embryo.	2009-05	19058295
Fungicide tests on adult alfalfa leafcutting bees (Hymenoptera: Megachilidae).	2008-08	18767714
Laboratory bioassays to evaluate fungicides for chalkbrood control in larvae of the alfalfa leafcutting bee (Hymenoptera: Megachilidae).	2008-06	18613563
Foraging and nesting behavior of Osmia lignaria (Hymenoptera: Megachilidae) in the presence of fungicides: cage studies.	2008-06	18613561
Effects of possible endocrine disruptors on MyD88-independent TLR4 signaling.	2008-03	18177342
Determination of benomyl residues in shiitake mushrooms (Lentinula edodes) by liquid chromatography with UV detection.	2007-07	17626722
Replacement of the essential Dictyostelium Arp2 gene by its Entamoeba homologue using parasexual genetics.	2007-06-06	17553170
Pesticide exposure and self-reported Parkinson's disease in the agricultural health study.	2007-02-15	17116648
A new environmentally resistant cell type from Dictyostelium.	2007-02	17259634
Inhibition of aldehyde detoxification in CNS mitochondria by fungicides.	2007-01	17010440
Unidentified inert ingredients in pesticides: implications for human and environmental health.	2006-12	17185266
Effects of possible endocrine disrupting chemicals on bacterial component-induced activation of NF-kappaB.	2006-10	17015962
Suppression of microtubule dynamics by benomyl decreases tension across kinetochore pairs and induces apoptosis in cancer cells.	2006-09	16903866
Activation of alpha- and beta-estrogen receptors by persistent pesticides in reporter cell lines.	2006-08-15	16626760
Neural tube defects and maternal residential proximity to agricultural pesticide applications.	2006-04-15	16495467
Nitrile glove permeation of benomyl.	2006-04	16446997
Prediction of genotoxicity of chemical compounds by statistical learning methods.	2005-06	15962942
Accelerated degradation of N, N'-dibutylurea (DBU) upon repeated application.	2005-06	15865150
Functional genomics may allow accurate categorization of the benzimidazole fungicide benomyl: lack of ability to act via steroid-receptor-mediated mechanisms.	2005-05-15	15885261
The effects of fungicide benomyl (benlate) on growth and mitosis in onion (Allium cepa L.) root apical meristem.	2005	15813220
Oxidative stress and mitochondrial aldehyde dehydrogenase activity: a comparison of pentaerythritol tetranitrate with other organic nitrates.	2004-12	15331769
Potential teratogenic effects of benomyl in rat embryos cultured in vitro.	2004-11-04	15907663
Degradation of N,N'-dibutylurea (DBU) in soils treated with only DBU and DBU-fortified benlate fungicides.	2004-09-10	15356237
Exploration of essential gene functions via titratable promoter alleles.	2004-07-09	15242642
A benzimidazole fungicide, benomyl, and its metabolite, carbendazim, induce aromatase activity in a human ovarian granulose-like tumor cell line (KGN).	2004-04	14691014
Assessing N,N'-Dibutylurea (DBU) formation in soils after application of n-butylisocyanate and benlate fungicides.	2004-02-25	14969526
Recombinant human estrogen, androgen and progesterone receptors for detection of potential endocrine disruptors.	2004-02	14579009
Antifungal 3-butylisocoumarins from Asteraceae-Anthemideae.	2004-01	14738379
Integration of chemical-genetic and genetic interaction data links bioactive compounds to cellular target pathways.	2004-01	14661025
Biological control of Fusarium wilt of pigeonpea Cajanus cajan (L.) Millsp with chitinolytic Alcaligenes xylosoxydans.	2003-12	15320506
Genotoxicity of benomyl and its residues in somatic and germ cells of mice fed on treated stored wheat grains.	2003-12	14520507
Effect of common pesticides used in the Niger Delta basin of southern Nigeria on soil microbial populations.	2003-11	14609273
Mutations in a beta-tubulin disrupt spindle orientation and microtubule dynamics in the early Caenorhabditis elegans embryo.	2003-11	12937270
The fungicide benomyl inhibits differentiation of neural tissue in the Xenopus embryo and animal cap explants.	2003-10	14502586
Parasexual genetics of Dictyostelium gene disruptions: identification of a ras pathway using diploids.	2003-07-10	12854977
Responses of two ladybeetles to eight fungicides used in Florida citrus: implications for biological control.	2001	15455066
Mechanism for benomyl action as a mitochondrial aldehyde dehydrogenase inhibitor in mice.	1998-05	9585485
In vitro susceptibilities of the AIDS-associated microsporidian Encephalitozoon intestinalis to albendazole, its sulfoxide metabolite, and 12 additional benzimidazole derivatives.	1997-12	9420047
Beta-tubulin genes from the parasitic nematode Haemonchus contortus modulate drug resistance in Caenorhabditis elegans.	1995-03-03	7877171
In vitro susceptibility of the opportunistic fungus Cryptococcus neoformans to anthelmintic benzimidazoles.	1994-02	8192471
Endpoints of spermatotoxicity in the rat after short duration exposures to fourteen reproductive toxicants.	1992	1288759
Effects on the fetal rat eye of maternal benomyl exposure and protein malnutrition.	1991-07	1914497
[Contact eczema caused by pesticides in East Germany].	1989	2525102
Combined high performance liquid chromatography mass spectrometry.	1981-09	7306684
Bacterial breakdown of benomyl. I. Pure cultures.	1978	582241

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:45:41 GMT 2025` Edited by `admin` on `Mon Mar 31 18:45:41 GMT 2025`
Record UNII	TLW21058F5
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

BENLATE

Preferred Name

English

BENOMYL

Common Name

English

BENOMYL [HSDB]

Common Name

English

METHYL (1-((BUTYLAMINO)CARBONYL)-1H-BENZIMIDAZOL-2-YL)CARBAMATE

Systematic Name

English

NSC-263489

Code

English

METHYL-1-((BUTYLAMINO)CARBONYL)-H-BENZIMIDAZOL-2-YLCARBAMATE

Common Name

English

BENOMYL [MI]

Common Name

English

BENOSAN

Brand Name

English

BENOMYL [ISO]

Common Name

English

FUNDAZOL

Brand Name

English

BENOMYL [MART.]

Common Name

English

Classification Tree Code System Code

EPA PESTICIDE CODE

99101