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

MedKoo CAT#: 462658

CAS#: 5915-41-3

Description: Terbuthylazine is a selective herbicide.

Chemical Structure

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Terbuthylazine
CAS# 5915-41-3
Instruction

Theoretical Analysis

MedKoo Cat#: 462658
Name: Terbuthylazine
CAS#: 5915-41-3
Chemical Formula: C9H16ClN5
Exact Mass: 229.11
Molecular Weight: 229.712
Elemental Analysis: C, 47.06; H, 7.02; Cl, 15.43; N, 30.49

Price and Availability

Size Price Availability Quantity
10mg USD -2 2 Weeks
25mg USD -2 2 Weeks
50mg USD -2 2 Weeks
100mg USD -2 2 Weeks
500mg USD -2 2 Weeks
1g USD -2 2 Weeks
2g USD -2 2 Weeks
5g USD -2 2 Weeks
250mg USD 270 2 Weeks
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Synonym: Gardoprim; Turbulethylazin; Terbutylethylazine;

IUPAC/Chemical Name: N2-(tert-butyl)-6-chloro-N4-ethyl-1,3,5-triazine-2,4-diamine

InChi Key: FZXISNSWEXTPMF-UHFFFAOYSA-N

InChi Code: InChI=1S/C9H16ClN5/c1-5-11-7-12-6(10)13-8(14-7)15-9(2,3)4/h5H2,1-4H3,(H2,11,12,13,14,15)

SMILES Code: CCNc1nc(NC(C)(C)C)nc(Cl)n1

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:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 229.71 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
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Tasca AL, Puccini M, Fletcher A. Terbuthylazine and desethylterbuthylazine: Recent occurrence, mobility and removal techniques. Chemosphere. 2018 Jul;202:94-104. doi: 10.1016/j.chemosphere.2018.03.091. Epub 2018 Mar 14. PMID: 29554512.

2: Želježić D, Žunec S, Bjeliš M, Benković V, Mladinić M, Lovaković Tariba B, Pavičić I, Marjanović Čermak AM, Kašuba V, Milić M, Pizent A, Lucić Vrdoljak A, Kopjar N. Effects of the chloro-s-triazine herbicide terbuthylazine on DNA integrity in human and mouse cells. Environ Sci Pollut Res Int. 2018 Jul;25(19):19065-19081. doi: 10.1007/s11356-018-2046-7. Epub 2018 May 2. PMID: 29721798.

3: Carretta L, Cardinali A, Marotta E, Zanin G, Masin R. Dissipation of terbuthylazine, metolachlor, and mesotrione in soils with contrasting texture. J Environ Sci Health B. 2018;53(10):661-668. doi: 10.1080/03601234.2018.1474556. Epub 2018 May 29. PMID: 29842837.

4: Carretta L, Cardinali A, Zanin G, Masin R. Effect of sewage amendment on the dissipation of terbuthylazine, its degradation compound desethyl-terbuthylazine, and S-metolachlor in a field study. J Environ Sci Health B. 2019;54(3):187-195. doi: 10.1080/03601234.2018.1541384. Epub 2019 Jan 2. PMID: 30601689.

5: Velisek J, Koutnik D, Zuskova E, Stara A. Effects of the terbuthylazine metabolite terbuthylazine-desethyl on common carp embryos and larvae. Sci Total Environ. 2016 Jan 1;539:214-220. doi: 10.1016/j.scitotenv.2015.08.152. Epub 2015 Sep 9. PMID: 26363394.

6: Tasca AL, Puccini M, Clematis D, Panizza M. Electrochemical removal of Terbuthylazine:Boron-Doped Diamond anode coupled with solid polymer electrolyte. Environ Pollut. 2019 Aug;251:285-291. doi: 10.1016/j.envpol.2019.04.134. Epub 2019 May 3. PMID: 31082613.

7: European Food Safety Authority (EFSA), Abdourahime H, Anastassiadou M, Arena M, Auteri D, Barmaz S, Brancato A, Bura L, Carrasco Cabrera L, Chaideftou E, Chiusolo A, Court Marques D, Crivellente F, De Lentdecker C, Egsmose M, Fait G, Ferreira L, Gatto V, Greco L, Ippolito A, Istace F, Jarrah S, Kardassi D, Leuschner R, Lostia A, Lythgo C, Mangas I, Messinetti S, Miron I, Molnar T, Padovani L, Parra Morte JM, Pedersen R, Raczyk M, Reich H, Ruocco S, Saari KE, Santos M, Serafimova R, Sharp R, Stanek A, Streissl F, Sturma J, Szentes C, Terron A, Tiramani M, Vagenende B, Vainovska P, Villamar-Bouza L. Updated peer review of the pesticide risk assessment for the active substance terbuthylazine in light of confirmatory data submitted. EFSA J. 2019 Sep 19;17(9):e05817. doi: 10.2903/j.efsa.2019.5817. PMID: 32626435; PMCID: PMC7009257.

8: Stara A, Zuskova E, Kouba A, Velisek J. Effects of terbuthylazine-desethyl, a terbuthylazine degradation product, on red swamp crayfish (Procambarus clarkii). Sci Total Environ. 2016 Oct 1;566-567:733-740. doi: 10.1016/j.scitotenv.2016.05.113. Epub 2016 May 27. PMID: 27239716.

9: European Food Safety Authority (EFSA), Brancato A, Brocca D, Bura L, Chiusolo A, Marques DC, Crivellente F, De Lentdecker C, De Maglie M, Egsmose M, Erdos Z, Fait G, Ferreira L, Goumenou M, Greco L, Istace F, Jarrah S, Kardassi D, Leuschner R, Lythgo C, Magrans JO, Medina P, Miron I, Molnar T, Nougadere A, Padovani L, Parra Morte JM, Pedersen R, Reich H, Sacchi A, Santos M, Serafimova R, Stanek A, Sturma J, Tarazona J, Terron A, Theobald A, Vagenende B, Verani A, Villamar-Bouza L. Peer review of the pesticide risk assessment for the active substance terbuthylazine in light of confirmatory data submitted. EFSA J. 2017 Jun 29;15(6):e04868. doi: 10.2903/j.efsa.2017.4868. PMID: 32625529; PMCID: PMC7010187.

10: Stipičević S, Mendaš G, Dvoršćak M, Fingler S, Galzina N, Barić K. Dissipation dynamics of terbuthylazine in soil during the maize growing season. Arh Hig Rada Toksikol. 2017 Dec 20;68(4):336-342. doi: 10.1515/aiht-2017-68-3063. PMID: 29337681.

11: Pereira AS, Cerejeira MJ, Daam MA. Toxicity of environmentally realistic concentrations of chlorpyrifos and terbuthylazine in indoor microcosms. Chemosphere. 2017 Sep;182:348-355. doi: 10.1016/j.chemosphere.2017.05.032. Epub 2017 May 6. PMID: 28505576.

12: Tariba Lovaković B, Pizent A, Kašuba V, Kopjar N, Micek V, Mendaš G, Dvoršćak M, Mikolić A, Milić M, Žunec S, Lucić Vrdoljak A, Želježić D. Effects of sub-chronic exposure to terbuthylazine on DNA damage, oxidative stress and parent compound/metabolite levels in adult male rats. Food Chem Toxicol. 2017 Oct;108(Pt A):93-103. doi: 10.1016/j.fct.2017.07.046. Epub 2017 Jul 24. PMID: 28750774.

13: Panfili I, Bartucca ML, Del Buono D. The treatment of duckweed with a plant biostimulant or a safener improves the plant capacity to clean water polluted by terbuthylazine. Sci Total Environ. 2019 Jan 1;646:832-840. doi: 10.1016/j.scitotenv.2018.07.356. Epub 2018 Jul 26. PMID: 30064109.

14: Gutiérrez IB, Mesquita AFC, Nunes C, Coimbra MA, Gonçalves FJM, Marques JC, Gonçalves AMM. Impacts of S-metolachlor and terbuthylazine in fatty acid and carbohydrate composition of the benthic clam Scrobicularia plana. Ecotoxicol Environ Saf. 2019 May 30;173:293-304. doi: 10.1016/j.ecoenv.2019.02.034. Epub 2019 Feb 15. PMID: 30776562.

15: Velisek J, Stara A, Koutnik D, Machova J. Effect of terbuthylazine-2-hydroxy at environmental concentrations on early life stages of common carp (Cyprinus carpio L.). Biomed Res Int. 2014;2014:621304. doi: 10.1155/2014/621304. Epub 2014 Feb 6. PMID: 24689046; PMCID: PMC3933222.

16: Pinto AP, Serrano C, Pires T, Mestrinho E, Dias L, Teixeira DM, Caldeira AT. Degradation of terbuthylazine, difenoconazole and pendimethalin pesticides by selected fungi cultures. Sci Total Environ. 2012 Oct 1;435-436:402-10. doi: 10.1016/j.scitotenv.2012.07.027. Epub 2012 Aug 9. PMID: 22878100.

17: Tang J, Chen Y, Dong Z. Effect of crystalline structure on terbuthylazine degradation by H2O2-assisted TiO2 photocatalysis under visible irradiation. J Environ Sci (China). 2019 May;79:153-160. doi: 10.1016/j.jes.2018.11.020. Epub 2018 Dec 13. PMID: 30784440.

18: Queirós L, Vidal T, Nogueira AJA, Gonçalves FJM, Pereira JL. Mixture toxicity assisting the design of eco-friendlier plant protection products: a case-study using a commercial herbicide combining nicosulfuron and terbuthylazine. Sci Rep. 2018 Apr 3;8(1):5547. doi: 10.1038/s41598-018-23883-5. PMID: 29615770; PMCID: PMC5883046.

19: Milan M, Ferrero A, Fogliatto S, Piano S, Vidotto F. Leaching of S-metolachlor, terbuthylazine, desethyl-terbuthylazine, mesotrione, flufenacet, isoxaflutole, and diketonitrile in field lysimeters as affected by the time elapsed between spraying and first leaching event. J Environ Sci Health B. 2015;50(12):851-61. doi: 10.1080/03601234.2015.1062650. Epub 2015 Aug 7. PMID: 26252079.

20: Álvarez PM, Quiñones DH, Terrones I, Rey A, Beltrán FJ. Insights into the removal of terbuthylazine from aqueous solution by several treatment methods. Water Res. 2016 Jul 1;98:334-43. doi: 10.1016/j.watres.2016.04.026. Epub 2016 Apr 16. PMID: 27115726.