An inhibitor of aldehyde dehydrogenase 1a2
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WIN 18,446

Item No. 14018

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N,N’-1,8-octanediylbis[2,2-dichloro-acetamide]
CAS Number
1477-57-2
Synonyms
  • NSC 59354
Molecular Formula
C12H20Cl4N2O2
Formula Weight
366.1
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMF:PBS (pH 7.2) (1:5): 0.1 mg/mlDMSO: 5 mg/mlEthanol: 0.5 mg/ml
SMILES
O=C(NCCCCCCCCNC(C(Cl)Cl)=O)C(Cl)Cl
InChi Code
InChI=1S/C12H20Cl4N2O2/c13-9(14)11(19)17-7-5-3-1-2-4-6-8-18-12(20)10(15)16/h9-10H,1-8H2,(H,17,19)(H,18,20)
InChi Key
FAOMZVDZARKPFJ-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    50 mg

    $64

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    100 mg

    $96

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    250 mg

    $145

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    Product Description

    WIN 18,446 is a bis-(dichloroacetyl)-diamine which inhibits aldehyde dehydrogenase 1a2, (IC50 = 300 nM), a testes-specific isoform of the enzyme involved in vitamin A metabolism.1 In this way, WIN 18,446 suppresses the expression of several genes that are regulated by retinoic acid and are necessary for spermatogenesis.2,1 As a result, WIN 18,446 may cause infertility in males.2,1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Amory, J.K., Muller, C.H., Shimshoni, J.A., et al. Suppression of spermatogenesis by bisdichloroacetyldiamines is mediated by inhibition of testicular retinoic acid biosynthesis. J. Androl. 32(1), 111-119 (2011).

    2. Hogarth, C.A., Evanoff, R., Snyder, E., et al. Suppression of Stra8 expression in the mouse gonad by WIN 18,446. Biol. Reprod. 84(5), 957-965 (2011).