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MedKoo Cat#: 461432 | Name: Bromacil
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Description:

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

Bromacil is a substituted uracil herbicide used worldwide. It is not readily biodegradable and therefore has consequences to the environment.

Chemical Structure

Bromacil
Bromacil
CAS#314-40-9

Theoretical Analysis

MedKoo Cat#: 461432

Name: Bromacil

CAS#: 314-40-9

Chemical Formula: C9H13BrN2O2

Exact Mass: 260.0160

Molecular Weight: 261.11

Elemental Analysis: C, 41.40; H, 5.02; Br, 30.60; N, 10.73; O, 12.25

Price and Availability

Size Price Availability Quantity
100mg USD 250.00 2 Weeks
250mg USD 450.00 2 Weeks
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Related CAS #
No Data
Synonym
Bromacil; Bromax; Cynogan; Hyvar X bromacil; Uragan; Ureabor; Urox B;
IUPAC/Chemical Name
5-bromo-3-(sec-butyl)-6-methylpyrimidine-2,4(1H,3H)-dione
InChi Key
CTSLUCNDVMMDHG-UHFFFAOYSA-N
InChi Code
InChI=1S/C9H13BrN2O2/c1-4-5(2)12-8(13)7(10)6(3)11-9(12)14/h5H,4H2,1-3H3,(H,11,14)
SMILES Code
O=C1N(C(C)CC)C(C(Br)=C(C)N1)=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
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 261.11 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: Angthararuk D, Sutthivaiyakit P, Blaise C, Gagné F, Sutthivaiyakit S. Photo-catalysis of bromacil under simulated solar light using Au/TiO₂: evaluation of main degradation products and toxicity implications. Environ Sci Pollut Res Int. 2015 Jan;22(2):1468-79. doi: 10.1007/s11356-014-3425-3. Epub 2014 Aug 28. PubMed PMID: 25163558. 2: El-Nahhal Y, Hamdona N. Phytotoxicity of Alachlor, Bromacil and Diuron as single or mixed herbicides applied to wheat, melon, and molokhia. Springerplus. 2015 Jul 22;4:367. doi: 10.1186/s40064-015-1148-7. eCollection 2015. PubMed PMID: 26207198; PubMed Central PMCID: PMC4510307. 3: Williams RM, Kulick AR, Yedlapalli S, Battistella L, Hajiran CJ, Sooter LJ. In vitro selection of a single-stranded DNA molecular recognition element specific for bromacil. J Nucleic Acids. 2014;2014:102968. doi: 10.1155/2014/102968. Epub 2014 Oct 23. PubMed PMID: 25400940; PubMed Central PMCID: PMC4225842. 4: Chen Z, Zou Y, Wang J, Li M, Wen Y. Phytotoxicity of chiral herbicide bromacil: Enantioselectivity of photosynthesis in Arabidopsis thaliana. Sci Total Environ. 2016 Apr 1;548-549:139-147. doi: 10.1016/j.scitotenv.2016.01.046. Epub 2016 Jan 20. PubMed PMID: 26802342. 5: Wilson PC, Wilson SB. Toxicity of the herbicides bromacil and simazine to the aquatic macrophyte, Vallisneria americana Michx. Environ Toxicol Chem. 2010 Jan;29(1):201-11. doi: 10.1002/etc.22. PubMed PMID: 20821436. 6: Alavi G, Sanda M, Loo B, Green RE, Ray C. Movement of bromacil in a Hawaii soil under pineapple cultivation - a field study. Chemosphere. 2008 May;72(1):45-52. doi: 10.1016/j.chemosphere.2008.02.015. Epub 2008 Mar 28. PubMed PMID: 18374966. 7: Al Mardini F, Legube B. Effect of the adsorbate (Bromacil) equilibrium concentration in water on its adsorption on powdered activated carbon. Part 3: Competition with natural organic matter. J Hazard Mater. 2010 Oct 15;182(1-3):10-7. doi: 10.1016/j.jhazmat.2010.05.035. Epub 2010 May 13. PubMed PMID: 20619963. 8: Ibáñez M, Sancho JV, Pozo OJ, Hernández F. Use of quadrupole time-of-flight mass spectrometry to determine proposed structures of transformation products of the herbicide bromacil after water chlorination. Rapid Commun Mass Spectrom. 2011 Oct 30;25(20):3103-13. doi: 10.1002/rcm.5183. PubMed PMID: 21953966. 9: Zhu Y, Li QX. Movement of bromacil and hexazinone in soils of Hawaiian pineapple fields. Chemosphere. 2002 Nov;49(6):669-74. PubMed PMID: 12430654. 10: Kim SB, On HS, Kim DJ, Jury WA, Wang Z. Determination of bromacil transport as a function of water and carbon content in soils. J Environ Sci Health B. 2007 Jun-Jul;42(5):529-37. PubMed PMID: 17562461. 11: Chaudhry GR, Cortez L. Degradation of bromacil by a Pseudomonas sp. Appl Environ Microbiol. 1988 Sep;54(9):2203-7. PubMed PMID: 3056270; PubMed Central PMCID: PMC202837. 12: Call DJ, Brooke LT, Kent RJ, Knuth ML, Poirier SH, Huot JM, Lima AR. Bromacil and diuron herbicides: toxicity, uptake, and elimination in freshwater fish. Arch Environ Contam Toxicol. 1987 Sep;16(5):607-13. PubMed PMID: 3632043. 13: Al Mardini F, Legube B. Effect of the adsorbate (Bromacil) equilibrium concentration in water on its adsorption on powdered activated carbon. Part 2: Kinetic parameters. J Hazard Mater. 2009 Oct 30;170(2-3):754-62. doi: 10.1016/j.jhazmat.2009.05.087. Epub 2009 May 22. PubMed PMID: 19560269. 14: Allender WJ. Movement of bromacil and hexazinone in a municipal site. Bull Environ Contam Toxicol. 1991 Feb;46(2):284-91. PubMed PMID: 2018874. 15: Wickliff C, McFarlane JC, Ratsch H. Uptake of bromacil by isolated barley roots. Environ Monit Assess. 1984 Mar;4(1):43-51. doi: 10.1007/BF01047620. PubMed PMID: 24259145. 16: Mueller TC, Senseman SA, Wauchope RD, Clegg C, Young RW, Southwick LM, Riley MB, Moye HA, Dumas JA, Mersie W, Mattice JD, Leidy RB. Recovery of atrazine, bromacil, chlorpyrifos, and metolachlor from water samples after concentration on solid-phase extraction disks: interlaboratory study. J AOAC Int. 2000 Nov-Dec;83(6):1327-33. PubMed PMID: 11128134. 17: Lauren DR, Taylor HJ, Rahman A. Analysis of the herbicides dicamba, clopyralid and bromacil in asparagus by high-performance liquid chromatography. J Chromatogr. 1988 May 20;439(2):470-5. PubMed PMID: 3403656. 18: Singh M, Castle WS, Achhireddy NR. Movement of bromacil and norflurazon in a sandy soil in Florida. Bull Environ Contam Toxicol. 1985 Aug;35(2):279-84. PubMed PMID: 4027433. 19: Singh HK, Muneer M, Bahnemann D. Photocatalysed degradation of a herbicide derivative, bromacil, in aqueous suspensions of titanium dioxide. Photochem Photobiol Sci. 2003 Feb;2(2):151-6. PubMed PMID: 12664977. 20: Tan S, Singh M. Effects of cationic surfactants on leaching of bromacil and norflurazon. Bull Environ Contam Toxicol. 1995 Sep;55(3):359-65. PubMed PMID: 8520141.