An internal standard for the quantification of (R)-(−)-metalaxyl
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(R)-(−)-Metalaxyl-d6

Item No. 39575

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
methyl N-(2,6-bis(methyl-d3)phenyl)-N-(2-methoxyacetyl)-D-alaninate
CAS Number
1398112-32-7
Synonyms
  • (R)-(-)-Metalaxyl-d6
Molecular Formula
C15H15D6NO4
Formula Weight
285.4
Purity
≥99% deuterated forms (d1-d6)
Formulation
A 10 mg/ml solution in acetonitrile
Solubility(Learn about Variance in Solubility)
Acetonitrile: Soluble
SMILES
[2H]C([2H])([2H])C(C=CC=C1C([2H])([2H])[2H])=C1N([C@@H](C(OC)=O)C)C(COC)=O
InChi Code
InChI=1S/C15H21NO4/c1-10-7-6-8-11(2)14(10)16(13(17)9-19-4)12(3)15(18)20-5/h6-8,12H,9H2,1-5H3/t12-/m1/s1/i1D3,2D3
InChi Key
ZQEIXNIJLIKNTD-GMGXQYKBSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    (R)-(−)-Metalaxyl-d6 is intended for use as an internal standard for the quantification of (R)-(−)-metalaxyl by GC- or LC-MS. (R)-(−)-Metalaxyl is a fungicide and an active enantiomer of metalaxyl (Item No. 25817).1,2 It is active against several isolates of the plant pathogenic fungus P. nicotianae (EC50s = <0.01-2.9 µg/ml).1 (R)-(−)-Metalaxyl (3 g/kg of seeds) completely protects sunflower plants (H. annus) from infection by P. helianthi.2 It is toxic to D. magna and D. rerio (LC50s = 176.4 and 237.67 mg/L, respectively).3 Formulations containing (R)-(−)-metalaxyl have been used in the control of fungi in agriculture.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hu, J., Hong, C., Moorman, G.W., et al. Mefenoxam sensitivity and fitness analysis of Phytophthora nicotianae isolates from nurseries in Virginia, USA. Plant Pathol. 57(4), 728-736 (2008).

    2. Zadra, C., Marucchini, C., and Zazzerini, A. Behavior of metalaxyl and its pure R-enantiomer in sunflower plants (Helianthus annus). J. Agric. Food Chem. 50(19), 5373-5377 (2002).

    3. Yao, K., Zhu, L., Duan, Z., et al. Comparison of R-metalaxyl and rac-metalaxyl in acute, chronic, and sublethal effect on aquatic organisms: Daphnia magna, Scenedesmus quadricanda, and Danio rerio. Environ. Toxicol. 24(2), 148-156 (2009).