Tebuconazole-d9 | CAS#1246818-83-6 | Tebuconazole internal standard

MedKoo Cat#: 464701 | Name: Tebuconazole-d9

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Description:

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

Tebuconazole-d9 is intended for use as an internal standard for the quantification of tebuconazole by GC- or LC-MS. Tebuconazole is a triazole fungicide that is active against both seed and foliar fungi. It inhibits 14α-demethylase isolated from U. maydis and S. bicolor with IC50 values of 0.05 and 0.16 nM, respectively. It inhibits the androgenic effect of the androgen receptor agonist DHT (IC20 = 2.89 µM) and is cytotoxic (EC20 = 38.9 µM) in an MDA-kb2 assay. Tebuconazole (50 and 100 mg/kg per day) administered during gestation reduces testosterone levels and increases testicular levels of progesterone and 17α-hydroxyprogesterone in male rat fetuses. It has a feminizing effect on male pups and a virializing effect on female pups. When administered to rats gestationally through postnatal day 42, tebuconazole (20 and 60 mg/kg per day) leads to cell death of pyramidal cells in the CA3-4 region of the hippocampus and layer V of the cortex concomitant with impairment in learning the platform location in the Morris water maze.

Chemical Structure

Tebuconazole-d9

CAS#1246818-83-6

Theoretical Analysis

MedKoo Cat#: 464701

Name: Tebuconazole-d9

CAS#: 1246818-83-6

Chemical Formula: C16H13D9ClN3O

Exact Mass: 316.2016

Molecular Weight: 316.88

Elemental Analysis: C, 60.65; H, 9.86; Cl, 11.19; N, 13.26; O, 5.05

Price and Availability

Size	Price	Availability	Quantity
1mg	USD 450.00	2 Weeks
5mg	USD 950.00	2 Weeks

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Related CAS #

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Synonym

Tebuconazole-d9; Tebuconazole d9;

IUPAC/Chemical Name

3-((1H-1,2,4-triazol-1-yl)methyl)-1-(4-chlorophenyl)-4,4-bis(methyl-d3)pentan-5,5,5-d3-3-ol

InChi Key

PXMNMQRDXWABCY-GQALSZNTSA-N

InChi Code

InChI=1S/C16H22ClN3O/c1-15(2,3)16(21,10-20-12-18-11-19-20)9-8-13-4-6-14(17)7-5-13/h4-7,11-12,21H,8-10H2,1-3H3/i1D3,2D3,3D3

SMILES Code

ClC1=CC=C(CCC(O)(CN2C=NC=N2)C(C([2H])([2H])[2H])(C([2H])([2H])[2H])C([2H])([2H])[2H])C=C1

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

To be determined

Shelf Life

>2 years if stored properly

Drug Formulation

To be determined

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 316.88 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.

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

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Food Chem. 2021 Apr 20;358:129909. doi: 10.1016/j.foodchem.2021.129909. Epub ahead of print. PMID: 33933960. 5: Liu J, Zhao F, Xu Y, Qiu J, Qian Y. Gut Flora-Mediated Metabolic Health, the Risk Produced by Dietary Exposure to Acetamiprid and Tebuconazole. Foods. 2021 Apr 12;10(4):835. doi: 10.3390/foods10040835. PMID: 33921314; PMCID: PMC8070257. 6: Ömeroğlu İ, Tümay SO, Makhseed S, Husain A, Durmuş M. A highly sensitive "ON- OFF-ON" dual optical sensor for the detection of Cu(II) ion and triazole pesticides based on novel BODIPY-substituted cavitand. Dalton Trans. 2021 Apr 23. doi: 10.1039/d1dt00792k. Epub ahead of print. PMID: 33890599. 7: Dong J, Chen W, Feng J, Liu X, Xu Y, Wang C, Yang W, Du X. Facile, Smart, and Degradable Metal-Organic Framework Nanopesticides Gated with FeIII-Tannic Acid Networks in Response to Seven Biological and Environmental Stimuli. ACS Appl Mater Interfaces. 2021 Apr 28;13(16):19507-19520. doi: 10.1021/acsami.1c04118. Epub 2021 Apr 15. PMID: 33856772. 8: Pérez-Mayán L, Ramil M, Cela R, Rodríguez I. Supercritical fluid chromatography-mass spectrometric determination of chiral fungicides in viticulture-related samples. J Chromatogr A. 2021 May 10;1644:462124. doi: 10.1016/j.chroma.2021.462124. Epub 2021 Mar 30. PMID: 33839447. 9: Song Y, Shi J, Xiong Z, Shentu X, Yu X. Three antimicrobials alter gut microbial communities and causing different mortality of brown planthopper, Nilaparvata lugens Stål. Pestic Biochem Physiol. 2021 May;174:104806. doi: 10.1016/j.pestbp.2021.104806. Epub 2021 Feb 24. PMID: 33838707. 10: Othmène YB, Salem IB, Hamdi H, Annabi E, Abid-Essefi S. Tebuconazole induced cytotoxic and genotoxic effects in HCT116 cells through ROS generation. Pestic Biochem Physiol. 2021 May;174:104797. doi: 10.1016/j.pestbp.2021.104797. Epub 2021 Feb 11. PMID: 33838701. 11: Thabit TMA, Abdelkareem EM, Bouqellah NA, Shokr SA. Triazole Fungicide Residues and Their Inhibitory Effect on Some Trichothecenes Mycotoxin Excretion in Wheat Grains. Molecules. 2021 Mar 22;26(6):1784. doi: 10.3390/molecules26061784. PMID: 33810162; PMCID: PMC8005144. 12: Sayari M, van der Nest MA, Steenkamp ET, Rahimlou S, Hammerbacher A, Wingfield BD. Characterization of the Ergosterol Biosynthesis Pathway in Ceratocystidaceae. J Fungi (Basel). 2021 Mar 22;7(3):237. doi: 10.3390/jof7030237. PMID: 33809900; PMCID: PMC8004197. 13: Degani O, Kalman B. Assessment of Commercial Fungicides against Onion (Allium cepa) Basal Rot Disease Caused by Fusarium oxysporum f. sp. cepae and Fusarium acutatum. J Fungi (Basel). 2021 Mar 21;7(3):235. doi: 10.3390/jof7030235. PMID: 33801156; PMCID: PMC8004095. 14: Jørgensen KM, Helleberg M, Hare RK, Jørgensen LN, Arendrup MC. Dissection of the Activity of Agricultural Fungicides against Clinical Aspergillus Isolates with and without Environmentally and Medically Induced Azole Resistance. 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Individual performances and biochemical pathways as altered by field-realistic exposures of current-use fungicides and their mixtures in a non-target species, Gammarus fossarum. Chemosphere. 2021 Mar 15;277:130277. doi: 10.1016/j.chemosphere.2021.130277. Epub ahead of print. PMID: 33774253. 19: Jakl M, Ćavar Zeljković S, Kovač I, Bělonožníková K, Jaklová Dytrtová J. Side effects of triazoles on treated crops. Chemosphere. 2021 Mar 15;277:130242. doi: 10.1016/j.chemosphere.2021.130242. Epub ahead of print. PMID: 33773316. 20: Namjoyan S, Rajabi A, Sorooshzadeh A, AghaAlikhani M. The potential of tebuconazole for mitigating oxidative stress caused by limited irrigation and improving sugar yield and root quality traits in sugar beet. Plant Physiol Biochem. 2021 May;162:547-555. doi: 10.1016/j.plaphy.2021.03.027. Epub 2021 Mar 18. PMID: 33773230.