MedKoo Cat#: 462657 | Name: Terbacil

Description:

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

Terbacil is a selective and soil applied, uracil herbicide, employed at a pre-emergence stage for the control of annual and some perennial weeds in peaches, citrus and apple orchards. Its mode of action involves the inhibition of photosynthesis process in weeds.

Chemical Structure

Terbacil
Terbacil
CAS#5902-51-2

Theoretical Analysis

MedKoo Cat#: 462657

Name: Terbacil

CAS#: 5902-51-2

Chemical Formula: C9H13ClN2O2

Exact Mass: 216.0666

Molecular Weight: 216.67

Elemental Analysis: C, 49.89; H, 6.05; Cl, 16.36; N, 12.93; O, 14.77

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Synonym
Turbacil;
IUPAC/Chemical Name
3-(tert-butyl)-5-chloro-6-methylpyrimidine-2,4(1H,3H)-dione
InChi Key
NBQCNZYJJMBDKY-UHFFFAOYSA-N
InChi Code
InChI=1S/C9H13ClN2O2/c1-5-6(10)7(13)12(8(14)11-5)9(2,3)4/h1-4H3,(H,11,14)
SMILES Code
CC1=C(C(N(C(C)(C)C)C(N1)=O)=O)Cl
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 216.67 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: Thriveni T, Rajesh Kumar J, Sujatha D, Sreedhar NY. Behaviour and quantification studies of terbacil and lenacil in environmental samples using cyclic and adsorptive stripping voltammetry at hanging mercury drop electrode. Environ Monit Assess. 2007 May;128(1-3):359-68. doi: 10.1007/s10661-006-9319-1. Epub 2006 Sep 7. PMID: 16957849. 2: Jordan LS, Zurqiyah AA, Clerx WA, Leasch JG. Metabolism of terbacil in orange seedlings. Arch Environ Contam Toxicol. 1975;3(3):268-77. doi: 10.1007/BF02220740. PMID: 1190839. 3: Börzsönyi M, Kocsis Z, Pintér A, Csik M, Kelecsényi Z, Surján A, Török G. Mutagenicity studies on terbacil, an uracil-analogue pesticide. Acta Morphol Hung. 1987;35(1-2):3-8. PMID: 3124505. 4: Cessna AJ. Determination of terbacil in blueberries. J Agric Food Chem. 1977 Mar-Apr;25(2):432-3. doi: 10.1021/jf60210a032. PMID: 838988. 5: Gutenmann WH, Lisk DJ. Excretory pathway of Terbacil(Sinbar) in lactating cows. J Agric Food Chem. 1969 Sep;17(5):1011-3. doi: 10.1021/jf60165a035. PMID: 21428338. 6: Rhodes RC, Reiser RW, Gardiner JA, Sherman H. Identification of the metabolites of terbacil in dog urine. J Agric Food Chem. 1969 Sep;17(5):974-9. doi: 10.1021/jf60165a030. PMID: 21428331. 7: Muneer M, Bahnema D. Semiconductor-mediated photocatalysed degradation of two selected pesticide derivatives, terbacil and 2,4,5-tribromoimidazole, in aqueous suspension. Water Sci Technol. 2001;44(5):331-7. PMID: 11695479. 8: Vassetti D, Pagliai M, Procacci P. Assessment of GAFF2 and OPLS-AA General Force Fields in Combination with the Water Models TIP3P, SPCE, and OPC3 for the Solvation Free Energy of Druglike Organic Molecules. J Chem Theory Comput. 2019 Mar 12;15(3):1983-1995. doi: 10.1021/acs.jctc.8b01039. Epub 2019 Feb 14. PMID: 30694667. 9: Polzhofer K. Bestimmung von MCPA und TERBACIL in Apfeln [Determination of MCPA and TERBACIL in apples (author's transl)]. Z Lebensm Unters Forsch. 1978 Sep 28;167(3):162-4. German. doi: 10.1007/BF01122837. PMID: 706815. 10: Khan SU. Determination of terbacil in soil by gas-liquid chromatography with 63Ni electron capture detection. Bull Environ Contam Toxicol. 1977 Jul;18(1):83-8. doi: 10.1007/BF01686310. PMID: 884341. 11: Gardiner JA, Rhodes RC, Adams JB, Soboczenski EJ. Synthesis and studies with labeled bromacil 2-C14 and terbacil. J Agric Food Chem. 1969 Sep;17(5):980-6. doi: 10.1021/jf60165a031. PMID: 21428332. 12: Holt RF, Pease HL. Determination of terbacil and metabolite residues using microcoulometric gas chromatography. J Agric Food Chem. 1977 Mar- Apr;25(2):373-7. doi: 10.1021/jf60210a031. PMID: 576426. 13: Ivanova B, Spiteller M. UV-MALDI mass spectrometric quantitation of uracil based pesticides in fruit soft drinks along with matrix effects evaluation. Ecotoxicol Environ Saf. 2014 Feb;100:233-41. doi: 10.1016/j.ecoenv.2013.08.005. Epub 2013 Sep 6. PMID: 24018142. 14: Park KW, Mallory-Smith CA. psbA mutation (Asn266 to Thr) in Senecio vulgaris L. confers resistance to several PS II-inhibiting herbicides. Pest Manag Sci. 2006 Sep;62(9):880-5. doi: 10.1002/ps.1252. PMID: 16791906. 15: He Y, Lee HK. Combination of solid-phase extraction and field-amplified concentration for trace analysis of organonitrogen pesticides by micellar electrokinetic chromatography. Electrophoresis. 1997 Oct;18(11):2036-41. doi: 10.1002/elps.1150181126. PMID: 9420165. 16: Pitarch E, Portolés T, Marín JM, Ibáñez M, Albarrán F, Hernández F. Analytical strategy based on the use of liquid chromatography and gas chromatography with triple-quadrupole and time-of-flight MS analyzers for investigating organic contaminants in wastewater. Anal Bioanal Chem. 2010 Aug;397(7):2763-76. doi: 10.1007/s00216-010-3692-x. Epub 2010 Apr 29. PMID: 20428853. 17: Dissanayake N, Hoy JW, Griffin JL. Herbicide Effects on Sugarcane Growth, Pythium Root Rot, and Pythium arrhenomanes. Phytopathology. 1998 Jun;88(6):530-5. doi: 10.1094/PHYTO.1998.88.6.530. PMID: 18944905. 18: Sadło S, Szpyrka E, Rogozińska K, Rupar J. Wystepowanie pozostałości niektórych pestycydów w miecie pieprzowej Mentha piperita L. w latach 2003-2005 [Occurrence of some pesticides residues in peppermint Mentha piperita L. in 2003-2005]. Rocz Panstw Zakl Hig. 2006;57(3):211-6. Polish. PMID: 17193741. 19: Shemer H, Sharpless CM, Elovitz MS, Linden KG. Relative rate constants of contaminant candidate list pesticides with hydroxyl radicals. Environ Sci Technol. 2006 Jul 15;40(14):4460-6. doi: 10.1021/es0602602. PMID: 16903286. 20: Portolés T, Pitarch E, López FJ, Hernández F. Development and validation of a rapid and wide-scope qualitative screening method for detection and identification of organic pollutants in natural water and wastewater by gas chromatography time-of-flight mass spectrometry. J Chromatogr A. 2011 Jan 14;1218(2):303-15. doi: 10.1016/j.chroma.2010.11.010. Epub 2010 Nov 16. PMID: 21134677.