Benomyl
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    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 561266

CAS#: 17804-35-2

Description: Benomyl is a is a fungicide. It is a systemic benzimidazole fungicide that is selectively toxic to microorganisms and invertebrates, especially earthworms. Benomyl binds to microtubules, interfering with cell functions, such as meiosis and intracellular transportation. The selective toxicity of benomyl as a fungicide is possibly due to its heightened effect on fungal rather than mammalian microtubules.


Price and Availability

Size
Price

250mg
USD 250
Size
Price

Size
Price

Benomyl, purity > 98%, is in stock. Current shipping out time is about 2 weeks after order is received. CoA, QC data and MSDS documents are available in one week after order is received.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 561266
Name: Benomyl
CAS#: 17804-35-2
Chemical Formula: C14H18N4O3
Exact Mass: 290.1379
Molecular Weight: 290.32
Elemental Analysis: C, 57.92; H, 6.25; N, 19.30; O, 16.53


Synonym: Benomyl; Benlate; Fundazol; Agrocit; Uzgen

IUPAC/Chemical Name: Methyl N-[1-(butylcarbamoyl)benzimidazol-2-yl]carbamate

InChi Key: RIOXQFHNBCKOKP-UHFFFAOYSA-N

InChi Code: 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)

SMILES Code: O=C(OC)NC1=NC2=CC=CC=C2N1C(NCCCC)=O


Technical Data

Appearance:
Solid powder

Purity:
>98% (or refer to the Certificate of Analysis)

Shipping Condition:
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition:
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility:
Soluble in DMSO

Shelf Life:
>2 years if stored properly

Drug Formulation:
This drug may be formulated in DMSO

Stock Solution Storage:
0 - 4 C for short term (days to weeks), or -20 C for long term (months).

Harmonized System Code:
293490


References

1: Von Burg R. Benomyl. J Appl Toxicol. 1993 Sep-Oct;13(5):377-81. Review. PubMed PMID: 8258636.

2: Willhite CC. Benomyl. J Appl Toxicol. 1983 Oct;3(5):261-4. Review. PubMed PMID: 6363493.

3: McCarroll NE, Protzel A, Ioannou Y, Frank Stack HF, Jackson MA, Waters MD, Dearfield KL. A survey of EPA/OPP and open literature on selected pesticide chemicals. III. Mutagenicity and carcinogenicity of benomyl and carbendazim. Mutat Res. 2002 Sep;512(1):1-35. Review. PubMed PMID: 12220588.

4: Hess RA, Nakai M. Histopathology of the male reproductive system induced by the fungicide benomyl. Histol Histopathol. 2000 Jan;15(1):207-24. Review. PubMed PMID: 10668211.

5: Langie SA, Koppen G, Desaulniers D, Al-Mulla F, Al-Temaimi R, Amedei A, Azqueta A, Bisson WH, Brown DG, Brunborg G, Charles AK, Chen T, Colacci A, Darroudi F, Forte S, Gonzalez L, Hamid RA, Knudsen LE, Leyns L, Lopez de Cerain Salsamendi A, Memeo L, Mondello C, Mothersill C, Olsen AK, Pavanello S, Raju J, Rojas E, Roy R, Ryan EP, Ostrosky-Wegman P, Salem HK, Scovassi AI, Singh N, Vaccari M, Van Schooten FJ, Valverde M, Woodrick J, Zhang L, van Larebeke N, Kirsch-Volders M, Collins AR. Causes of genome instability: the effect of low dose chemical exposures in modern society. Carcinogenesis. 2015 Jun;36 Suppl 1:S61-88. doi: 10.1093/carcin/bgv031. Review. PubMed PMID: 26106144; PubMed Central PMCID: PMC4565613.

6: Van Gestel CA. Validation of earthworm toxicity tests by comparison with field studies: a review of benomyl, carbendazim, carbofuran, and carbaryl. Ecotoxicol Environ Saf. 1992 Apr;23(2):221-36. Review. PubMed PMID: 1374328.

7: Padilla PA, Ladage ML. Suspended animation, diapause and quiescence: arresting the cell cycle in C. elegans. Cell Cycle. 2012 May 1;11(9):1672-9. doi: 10.4161/cc.19444. Epub 2012 May 1. Review. PubMed PMID: 22510566; PubMed Central PMCID: PMC3372386.

8: Singh P, Rathinasamy K, Mohan R, Panda D. Microtubule assembly dynamics: an attractive target for anticancer drugs. IUBMB Life. 2008 Jun;60(6):368-75. doi: 10.1002/iub.42. Review. PubMed PMID: 18384115.

9: Perreault SD, Linder RE, Strader LF, Slott V. The value of multiple endpoint data in male reproductive toxicology: revelations in the rat. Prog Clin Biol Res. 1989;302:179-92. Review. PubMed PMID: 2666988.

10: Doores S. The microbiology of apples and apple products. Crit Rev Food Sci Nutr. 1983;19(2):133-49. Review. PubMed PMID: 6380951.

11: Hess RA. Effects of environmental toxicants on the efferent ducts, epididymis and fertility. J Reprod Fertil Suppl. 1998;53:247-59. Review. PubMed PMID: 10645284.

12: Somerville L. The metabolism of fungicides. Xenobiotica. 1986 Oct-Nov;16(10-11):1017-30. Review. PubMed PMID: 3541392.

13: Willshaw HE. How dangerous a world is it? Br J Ophthalmol. 1998 Jan;82(1):6-7. Review. PubMed PMID: 9536871; PubMed Central PMCID: PMC1722344.

14: Berger B, von Holst C. Pesticide residues in products of plant origin in the European Union. Sampling strategy and results from the co-ordinated EU monitoring programmes in 1996 and 1997. Environ Sci Pollut Res Int. 2001;8(2):109-12. Review. PubMed PMID: 11400636.

15: Richmond DV. Effects of toxicants on the morphology and fine structure of fungi. Adv Appl Microbiol. 1975;19:289-319. Review. PubMed PMID: 1103589.

16: Moye HA. High speed liquid chromatography of pesticides. J Chromatogr Sci. 1975 Jun;13(6):268-79. Review. PubMed PMID: 806608.

17: Sandhu SS, Waters MD. Mutagenicity evaluation of chemical pesticides. J Environ Sci Health B. 1980;15(6):929-48. Review. PubMed PMID: 7002993.

18: Goedicke HJ. [Toxicological evaluation of pesticide and chemical residues in control of biological processes in vegetables under glass and plastics]. Nahrung. 1988;32(6):565-70. Review. German. PubMed PMID: 3068546.

19: Murray KE, Thomas SM, Bodour AA. Prioritizing research for trace pollutants and emerging contaminants in the freshwater environment. Environ Pollut. 2010 Dec;158(12):3462-71. doi: 10.1016/j.envpol.2010.08.009. Epub 2010 Sep 9. Review. PubMed PMID: 20828905.

20: Papadopoulou-Mourkidou E. Postharvest-applied agrochemicals and their residues in fresh fruits and vegetables. J Assoc Off Anal Chem. 1991 Sep-Oct;74(5):745-65. Review. PubMed PMID: 1783584.