An internal standard for the quantification of atrazine
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Unlabeled Version(s)
13375Atrazine
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Atrazine-d5

Item No. 39551

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
6-chloro-N-(ethyl-d5)-N′-(1-methylethyl)-1,3,5-triazine-2,4-diamine
CAS Number
163165-75-1
Synonyms
  • ATR-d5
Molecular Formula
C8H9ClD5N5
Formula Weight
220.7
Purity
≥99% deuterated forms (d1-d5)
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Slightly solubleEthanol: Slightly solubleMethanol: Slightly soluble (heated)
SMILES
ClC1=NC(NC(C)C)=NC(NC([2H])([2H])C([2H])([2H])[2H])=N1
InChi Code
InChI=1S/C8H14ClN5/c1-4-10-7-12-6(9)13-8(14-7)11-5(2)3/h5H,4H2,1-3H3,(H2,10,11,12,13,14)/i1D3,4D2
InChi Key
MXWJVTOOROXGIU-SGEUAGPISA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    Atrazine-d5 is intended for use as an internal standard for the quantification of atrazine (Item No. 13375) by GC- or LC-MS. Atrazine is an herbicide.1 It inhibits the emergence of hood canarygrass (P. paradoxa), ryegrass (L. rigidum), and slender foxtail (A. myosuroides) in field studies when applied at a concentration of 0.25 or 0.5 kg/ha.2 Atrazine (25 ppb) decreases serum levels of testosterone and increases the incidence of hermaphroditism in adult male frogs during larval development.3 It decreases uterine size and reduces serum levels of estrogen, progesterone, luteinizing hormone, follicle-stimulating hormone (FSH), and prolactin in female rats when administered at a dose of 300 mg/kg per day.4 Dietary administration of atrazine (1000 ppm) increases the incidence of mammary tumors in rats.5 Formulations containing atrazine have been used as herbicides in agriculture.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Rahman, A., Burney, B., and Honore, E.N. Weed control in maize on high organic matter soils. P. NZ Weed P. 33, 245-248 (1980).

    2. Yaacoby, T., Schonfeld, M., and Rubin, B. Characteristics of atrazine-resistant biotypes of three grass weeds. Weed Sci. 34(2), 181-184 (1986).

    3. Hayes, T.B., Collins, A., Lee, M., et al. Hermaphroditic, demasculinized frogs after exposure to the herbicide atrazine at low ecologically relevant doses. Proc. Natl. Acad. Sci. USA 99(8), 5476-5480 (2002).

    4. Goldman, J.M., Stoker, T.E., and Cooper, R.L. Neuroendocrine and reproductive effects of contemporary-use pesticides. Toxicol. Ind. Health 15(1-2), 26-36 (1999).

    5. Eldridge, J.C., Wetzel, L.T., Stevens, J.T., et al. The mammary tumor response in triazine-treated female rats: A threshold-mediated interaction with strain and species-specific reproductive senescence. Steroids 64(9), 672-678 (1999).