An acylhydrazone with antifungal activity
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BHBM

Item No. 29817

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-methyl-benzoic acid 2-[(5-bromo-2-hydroxyphenyl)methylene]hydrazide
CAS Number
302807-84-7
Molecular Formula
C15H13BrN2O2
Formula Weight
333.2
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: soluble
SMILES
O=C(N/N=C/C1=CC(Br)=CC=C1O)C2=CC=CC=C2C
InChi Code
InChI=1S/C15H13BrN2O2/c1-10-4-2-3-5-13(10)15(20)18-17-9-11-8-12(16)6-7-14(11)19/h2-9,19H,1H3,(H,18,20)/b17-9+
InChi Key
ZREZUYGIIHJUAR-RQZCQDPDSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    1 mg

    $41

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    5 mg

    $128

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    10 mg

    $235

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    25 mg

    $534

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    Cayman Chemical
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    Product Description

    BHBM is an acylhydrazone with antifungal activity.1,2 It is active against C. neoformans in vitro (MIC80 = 1 µg/ml).2 BHBM (0.25, 1, and 4 µg/ml) inhibits the synthesis of glucosylceramide, which is essential to fungal cell division, in C. neoformans but not J774 murine macrophages.1 In vivo, BHBM (1.2 mg/kg per day) increases survival in a mouse model of C. neoformans infection.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Haranahalli, K., Lazzarini, C., Sun, Y., et al. SAR studies on aromatic acylhydrazone-based inhibitors of fungal sphingolipid synthesis as next-generation antifungal agents. J. Med. Chem. 62(17), 8249-8273 (2019).

    2. Lazzarini, C., Haranahalli, K., Rieger, R., et al. Acylhydrazones as antifungal agents targeting the synthesis of fungal sphingolipids. Antimicrob. Agents Chemother. 62(5), e00156-00118 (2018).