An internal standard for the quantification of captan
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Unlabeled Version(s)
24138Captan
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Captan-d6

Item No. 39577

Technical Information
Formal Name
2-((trichloromethyl)thio)-3a,4,7,7a-tetrahydro-1H-isoindole-1,3(2H)-dione-4,4,5,6,7,7-d6
CAS Number
1330190-00-5
Molecular Formula
C9H2Cl3D6NO2S
Formula Weight
Purity
≥99% deuterated forms (d1-d6)
Formulation
A solid
Chloroform: Slightly solubleEthyl Acetate: Slightly solubleMethanol: Slightly soluble
SMILES
O=C1N(SC(Cl)(Cl)Cl)C(C2C([2H])([2H])C([2H])=C([2H])C([2H])([2H])C21)=O
InChi Code
InChI=1S/C9H8Cl3NO2S/c10-9(11,12)16-13-7(14)5-3-1-2-4-6(5)8(13)15/h1-2,5-6H,3-4H2/i1D,2D,3D2,4D2
InChi Key
LDVVMCZRFWMZSG-TZCZJOIZSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    Captan-d6 is intended for use as an internal standard for the quantification of captan (Item No. 24138) by GC- or LC-MS. Captan is a trichloromethyl sulfenyl fungicide that degrades into thiophosgene, a highly reactive compound that reacts with thiol and non-thiol proteins, in cells.1 It reduces radial growth of, and starch depletion by, A. fumigatus on the leaf surface of A. tenuis when used at a concentration of 50 μg/ml.2 Captan (50-1,000 mg/kg) increases the number of micronuclei and chromosomal aberrations in polychromatic erythrocytes in bone marrow in mice.3 It also induces chromosomal aberrations in spermatocytes and sperm head abnormalities in mice. Captan reduces survival of adult male and female alfalfa leafcutting bees (M. rotunda) when applied topically or administered in the diet at concentrations of 150-684 and 24.45-48.9 g/L, respectively.4 Formulations containing captan 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. Long, J.W., and Siegel, M.R. Mechanism of action and fate of the fungicide chlorothalonil (2,4,5,6-tetrachloroisophthalonitrile) in biological systems. 2. In vitro reactions. Chem. Biol. Interact. 10(6), 383-394 (1975).

    2. Kithubutheen, A.J., and Pugh, G.J. Effects of fungicides on Aspergillus fumigatus. Antonie Van Leeuwenhoek 45(2), 303-312 (1979).

    3. Feng, J.Y., and Lin, B.Y. Cytogenetic effects of an agricultural antibiotic, captan, on mouse bone marrow and testicular cells. Environ. Res. 43(2), 359-363 (1987).

    4. Huntzinger, C.I., James, R.R., Bosch, J., et alFungicide tests on adult alfalfa leafcutting bees (Hymenoptera: Megachilidae). J. Econ. Entomol. 101(4), 1088-1094 (2008).