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MedKoo Cat#: 571293 | Name: Dinoseb

Description:

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

Dinoseb is a herbicide that was widely used for weed-control when producing crops like soybeans, vegetables, fruits, and nuts, or citrus. It also killed insects in grapes and was used to dry seed crops.

Chemical Structure

Dinoseb
Dinoseb
CAS#88-85-7

Theoretical Analysis

MedKoo Cat#: 571293

Name: Dinoseb

CAS#: 88-85-7

Chemical Formula: C10H12N2O5

Exact Mass: 240.0746

Molecular Weight: 240.22

Elemental Analysis: C, 50.00; H, 5.04; N, 11.66; O, 33.30

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Dinoseb; Basanite; Desicoil; Hivertox; Phemotan; Premerge; Sparic
IUPAC/Chemical Name
2-(1-Methylpropyl)-4,6-dinitrophenol
InChi Key
OWZPCEFYPSAJFR-UHFFFAOYSA-N
InChi Code
InChI=1S/C10H12N2O5/c1-3-6(2)8-4-7(11(14)15)5-9(10(8)13)12(16)17/h4-6,13H,3H2,1-2H3
SMILES Code
OC1=C([N+]([O-])=O)C=C([N+]([O-])=O)C=C1C(C)CC
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).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 240.22 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: Zhang TY, Xu B, Hu CY, Li M, Xia SJ, Tian FX, Gao NY. Degradation kinetics and chloropicrin formation during aqueous chlorination of dinoseb. Chemosphere. 2013 Nov;93(11):2662-8. doi: 10.1016/j.chemosphere.2013.08.035. Epub 2013 Sep 10. PubMed PMID: 24034831. 2: Guan Y, Wei J, Zhang D, Zu M, Zhang L. To identify the important soil properties affecting dinoseb adsorption with statistical analysis. ScientificWorldJournal. 2013 Apr 22;2013:362854. doi: 10.1155/2013/362854. Print 2013. PubMed PMID: 23737715; PubMed Central PMCID: PMC3655634. 3: Takahashi K, Ishii R, Nemoto S, Matsuda R. [Use of the analytical method LC-MS/MS for finding dinoseb and dinoterb in agricultural products, livestock products and seafood]. Shokuhin Eiseigaku Zasshi. 2013;54(1):1-6. Japanese. PubMed PMID: 23470868. 4: Stevens TO, Crawford RL, Crawford DL. Selection and isolation of bacteria capable of degrading dinoseb (2-sec-butyl-4,6-dinitrophenol). Biodegradation. 1991;2(1):1-13. PubMed PMID: 1369393. 5: Matsumoto M, Poncipe C, Ema M. Review of developmental toxicity of nitrophenolic herbicide dinoseb, 2-sec-butyl-4,6-dinitrophenol. Reprod Toxicol. 2008 Apr;25(3):327-34. doi: 10.1016/j.reprotox.2008.03.006. Epub 2008 Apr 1. Review. PubMed PMID: 18462922. 6: Mir NA, Haque MM, Khan A, Muneer M, Boxall C. Photoassisted degradation of a herbicide derivative, dinoseb, in aqueous suspension of titania. ScientificWorldJournal. 2012;2012:251527. doi: 10.1100/2012/251527. Epub 2012 Mar 12. PubMed PMID: 22536127; PubMed Central PMCID: PMC3317596. 7: Salla GBF, Bracht L, de Sá-Nakanishi AB, Parizotto AV, Bracht F, Peralta RM, Bracht A. Distribution, lipid-bilayer affinity and kinetics of the metabolic effects of dinoseb in the liver. Toxicol Appl Pharmacol. 2017 Aug 15;329:259-271. doi: 10.1016/j.taap.2017.06.013. Epub 2017 Jun 15. PubMed PMID: 28624444. 8: Younis HM, Mohanty P. Inhibition of electron flow and energy transduction in isolated spinach chloroplasts by the herbicide dinoseb. Chem Biol Interact. 1980 Oct;32(1-2):179-86. PubMed PMID: 7428111. 9: Kaake RH, Roberts DJ, Stevens TO, Crawford RL, Crawford DL. Bioremediation of soils contaminated with the herbicide 2-sec-butyl-4,6-dinitrophenol (dinoseb). Appl Environ Microbiol. 1992 May;58(5):1683-9. PubMed PMID: 1622239; PubMed Central PMCID: PMC195658. 10: Palmeira CM, Moreno AJ, Madeira VM. Interactions of herbicides 2,4-D and dinoseb with liver mitochondrial bioenergetics. Toxicol Appl Pharmacol. 1994 Jul;127(1):50-7. PubMed PMID: 8048053. 11: Palmeira CM, Moreno AJ, Madeira VM. Effects of paraquat, dinoseb and 2,4-D on intracellular calcium and on vasopressin-induced calcium mobilization in isolated hepatocytes. Arch Toxicol. 1995;69(7):460-6. PubMed PMID: 8526741. 12: Preache MM, Gibson JE. Effects in mice of high and low environmental temperature on the maternal and fetal toxicity of 2-sec-butyl-4,6-dinitrophenol (dinoseb) and on disposition of [14C]-dinoseb(12). Teratology. 1975 Oct;12(2):147-56. PubMed PMID: 1198325. 13: Stevens TO, Crawford RL, Crawford DL. Biodegradation of Dinoseb (2-sec-Butyl-4,6-Dinitrophenol) in Several Idaho Soils with Various Dinoseb Exposure Histories. Appl Environ Microbiol. 1990 Jan;56(1):133-9. PubMed PMID: 16348086; PubMed Central PMCID: PMC183261. 14: Hall LL, Fisher HL, Sumler MR, Hughes MF, Shah PV. Age-related percutaneous penetration of 2-sec-butyl-4,6-dinitrophenol (dinoseb) in rats. Fundam Appl Toxicol. 1992 Aug;19(2):258-67. PubMed PMID: 1516783. 15: Satapanajaru T, Onanong S, Comfort SD, Snow DD, Cassada DA, Harris C. Remediating dinoseb-contaminated soil with zerovalent iron. J Hazard Mater. 2009 Sep 15;168(2-3):930-7. doi: 10.1016/j.jhazmat.2009.02.127. Epub 2009 Mar 6. PubMed PMID: 19345492. 16: Palmeira CM, Moreno AJ, Madeira VM. Metabolic alterations in hepatocytes promoted by the herbicides paraquat, dinoseb and 2,4-D. Arch Toxicol. 1994;68(1):24-31. PubMed PMID: 8166601. 17: Palmeira CM, Moreno AJ, Madeira VM. Thiols metabolism is altered by the herbicides paraquat, dinoseb and 2,4-D: a study in isolated hepatocytes. Toxicol Lett. 1995 Nov 15;81(2-3):115-23. PubMed PMID: 8553365. 18: Viant MR, Pincetich CA, Hinton DE, Tjeerdema RS. Toxic actions of dinoseb in medaka (Oryzias latipes) embryos as determined by in vivo 31P NMR, HPLC-UV and 1H NMR metabolomics. Aquat Toxicol. 2006 Mar 10;76(3-4):329-42. Epub 2005 Nov 14. PubMed PMID: 16290222. 19: McCormack KM, Abuelgasim A, Sanger VL, Hook JB. Postnatal morphology and functional capacity of the kidney following prenatal treatment with dinoseb in rats. J Toxicol Environ Health. 1980 May;6(3):633-43. PubMed PMID: 7420470. 20: Hammill TB, Crawford RL. Degradation of 2-sec-butyl-4,6-dinitrophenol (dinoseb) by Clostridium bifermentans KMR-1. Appl Environ Microbiol. 1996 May;62(5):1842-6. PubMed PMID: 8633886; PubMed Central PMCID: PMC167963.

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