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MedKoo Cat#: 584873 | Name: Bupirimate
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Description:

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

Bupirimate is an active ingredient in plant protection products and is commonly used as a systemic fungicide. It belongs to the family of pyrimidines and finds applications in controlling powdery mildew in roses and apple plantations.

Chemical Structure

Bupirimate
Bupirimate
CAS#41483-43-6

Theoretical Analysis

MedKoo Cat#: 584873

Name: Bupirimate

CAS#: 41483-43-6

Chemical Formula: C13H24N4O3S

Exact Mass: 316.1569

Molecular Weight: 316.42

Elemental Analysis: C, 49.35; H, 7.65; N, 17.71; O, 15.17; S, 10.13

Price and Availability

Size Price Availability Quantity
250mg USD 350.00 2 Weeks
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Related CAS #
No Data
Synonym
Bupirimate; Nimrod
IUPAC/Chemical Name
5-Butyl-2-ethylamino-6-methylpyrimidin-4-yldimethylsulphamate
InChi Key
DSKJPMWIHSOYEA-UHFFFAOYSA-N
InChi Code
InChI=1S/C13H24N4O3S/c1-6-8-9-11-10(3)15-13(14-7-2)16-12(11)20-21(18,19)17(4)5/h6-9H2,1-5H3,(H,14,15,16)
SMILES Code
O=S(OC1=NC(NCC)=NC(C)=C1CCCC)(N(C)C)=O
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
>3 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).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 316.42 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Estévez-Lao TY, Hillyer JF. Involvement of the Anopheles gambiae Nimrod gene family in mosquito immune responses. Insect Biochem Mol Biol. 2014 Jan;44:12-22. doi: 10.1016/j.ibmb.2013.10.008. Epub 2013 Nov 4. PubMed PMID: 24200842. 2: Cinege G, Zsámboki J, Vidal-Quadras M, Uv A, Csordás G, Honti V, Gábor E, Hegedűs Z, Varga GIB, Kovács AL, Juhász G, Williams MJ, Andó I, Kurucz É. Genes encoding cuticular proteins are components of the Nimrod gene cluster in Drosophila. Insect Biochem Mol Biol. 2017 Aug;87:45-54. doi: 10.1016/j.ibmb.2017.06.006. Epub 2017 Jun 17. PubMed PMID: 28633893. 3: Kasiotis KM, Tsakirakis AN, Richard Glass C, Charistou AN, Anastassiadou P, Gerritsen-Ebben R, Machera K. Assessment of field re-entry exposure to pesticides: A dislodgeable foliar residue study. Sci Total Environ. 2017 Oct 15;596-597:178-186. doi: 10.1016/j.scitotenv.2017.04.016. Epub 2017 Apr 19. PubMed PMID: 28432907. 4: Somogyi K, Sipos B, Pénzes Z, Kurucz E, Zsámboki J, Hultmark D, Andó I. Evolution of genes and repeats in the Nimrod superfamily. Mol Biol Evol. 2008 Nov;25(11):2337-47. doi: 10.1093/molbev/msn180. Epub 2008 Aug 14. PubMed PMID: 18703524. 5: Midega J, Blight J, Lombardo F, Povelones M, Kafatos F, Christophides GK. Discovery and characterization of two Nimrod superfamily members in Anopheles gambiae. Pathog Glob Health. 2013 Dec;107(8):463-74. doi: 10.1179/204777213X13867543472674. PubMed PMID: 24428830; PubMed Central PMCID: PMC4073527. 6: Jongen MJ, Engel R, Leenheers LH. Assessment of dermal exposure of greenhouse workers to the pesticide bupirimate. J Anal Toxicol. 1992 Jan-Feb;16(1):60-2. PubMed PMID: 1322478. 7: Kurucz E, Márkus R, Zsámboki J, Folkl-Medzihradszky K, Darula Z, Vilmos P, Udvardy A, Krausz I, Lukacsovich T, Gateff E, Zettervall CJ, Hultmark D, Andó I. Nimrod, a putative phagocytosis receptor with EGF repeats in Drosophila plasmatocytes. Curr Biol. 2007 Apr 3;17(7):649-54. Epub 2007 Mar 15. PubMed PMID: 17363253. 8: Shahin SA, el-Amoodi KH. Induction of numerical chromosomal aberrations during DNA synthesis using the fungicides nimrod and rubigan-4 in root tips of Vicia faba L. Mutat Res. 1991 Nov;261(3):169-76. PubMed PMID: 1719408. 9: Haslam N. Genetic essentialism, neuroessentialism, and stigma: commentary on Dar-Nimrod and Heine (2011). Psychol Bull. 2011 Sep;137(5):819-24. doi: 10.1037/a0022386. PubMed PMID: 21859181. 10: Tudisca V, Bruni F, Scoppola E, Angelini R, Ruzicka B, Zulian L, Soper AK, Ricci MA. Neutron diffraction study of aqueous Laponite suspensions at the NIMROD diffractometer. Phys Rev E Stat Nonlin Soft Matter Phys. 2014 Sep;90(3):032301. Epub 2014 Sep 8. PubMed PMID: 25314440. 11: Bellón-Gómez D, Vela-Corcía D, Pérez-García A, Torés JA. Sensitivity of Podosphaera xanthii populations to anti-powdery-mildew fungicides in Spain. Pest Manag Sci. 2015 Oct;71(10):1407-13. doi: 10.1002/ps.3943. Epub 2014 Dec 15. PubMed PMID: 25418926. 12: Bretscher AJ, Honti V, Binggeli O, Burri O, Poidevin M, Kurucz É, Zsámboki J, Andó I, Lemaitre B. The Nimrod transmembrane receptor Eater is required for hemocyte attachment to the sessile compartment in Drosophila melanogaster. Biol Open. 2015 Feb 13;4(3):355-63. doi: 10.1242/bio.201410595. PubMed PMID: 25681394; PubMed Central PMCID: PMC4359741. 13: Bouya H, Errami M, Chakir A, Roth E. Kinetics of the heterogeneous photo oxidation of the pesticide bupirimate by OH-radicals and ozone under atmospheric conditions. Chemosphere. 2015 Sep;134:301-6. doi: 10.1016/j.chemosphere.2015.04.046. Epub 2015 May 15. PubMed PMID: 25966935. 14: McFadden JP, Kinoulty M, Rycroft RJ. Allergic contact dermatitis from the fungicide bupirimate. Contact Dermatitis. 1993 Jan;28(1):47. PubMed PMID: 8381343. 15: Turkheimer E. Genetics and human agency: comment on Dar-Nimrod and Heine (2011). Psychol Bull. 2011 Sep;137(5):825-8. doi: 10.1037/a0024306. PubMed PMID: 21859182. 16: Brouwer R, Marquart H, de Mik G, van Hemmen JJ. Risk assessment of dermal exposure of greenhouse workers to pesticides after re-entry. Arch Environ Contam Toxicol. 1992 Oct;23(3):273-80. PubMed PMID: 1333747. 17: Nimrod G. Technostress: measuring a new threat to well-being in later life. Aging Ment Health. 2018 Aug;22(8):1080-1087. doi: 10.1080/13607863.2017.1334037. Epub 2017 May 31. PubMed PMID: 28562064. 18: Słowik-Borowiec M, Szpyrka E, Rupar J, Matyaszek A, Podbielska M. Pesticide residues in stone fruits from the south-eastern region of Poland in 2012-2104. Rocz Panstw Zakl Hig. 2015;66(3):211-6. PubMed PMID: 26400116. 19: Gavish R, Levy A, Dekel K, Karp E, Maimon N. Response. Chest. 2015 Aug;148(2):e63. doi: 10.1378/chest.15-0956. PubMed PMID: 26238845. 20: McNeilly JD, Heal MR, Beverland IJ, Howe A, Gibson MD, Hibbs LR, MacNee W, Donaldson K. Soluble transition metals cause the pro-inflammatory effects of welding fumes in vitro. Toxicol Appl Pharmacol. 2004 Apr 1;196(1):95-107. PubMed PMID: 15050411.