An inhibitor of LDHA
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AZ 33

Item No. 25444

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-[[4-[4-[[3-[(2-methyl-6-benzothiazolyl)amino]-3-oxopropyl]amino]-4-oxobutyl]phenyl]methyl]-propanedioic acid
CAS Number
1370290-34-8
Molecular Formula
C25H27N3O6S
Formula Weight
497.6
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30mg/mLDMSO: 30mg/mLEthanol: 2mg/mLPBS (pH 7.2): slight
λmax
223, 280 nm
SMILES
OC(C(C(O)=O)CC1=CC=C(CCCC(NCCC(NC2=CC=C(N=C(C)S3)C3=C2)=O)=O)C=C1)=O
InChi Code
InChI=1S/C25H27N3O6S/c1-15-27-20-10-9-18(14-21(20)35-15)28-23(30)11-12-26-22(29)4-2-3-16-5-7-17(8-6-16)13-19(24(31)32)25(33)34/h5-10,14,19H,2-4,11-13H2,1H3,(H,26,29)(H,28,30)(H,31,32)(H,33,34)
InChi Key
SGFJAJFBGVAOFW-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    1 mg

    $36

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    5 mg

    $153

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    10 mg

    $268

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    25 mg

    $587

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    Product Description

    AZ 33 is an inhibitor of lactate dehydrogenase A (LDHA; Kd = 0.093 μM; IC50 = 0.5 μM).1 It is selective for LDHA over LDHB in an NADH competition assay using recombinant enzymes (IC50s = 0.54 and 3.6 μM, respectively).2 AZ 33 is cell-impermeable and lacks cytotoxicity against HeLa cervical cancer cells (IC50 = >500 μM).

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ward, R.A., Brassington, C., Breeze, A.L., et al. Design and synthesis of novel lactate dehydrogenase A inhibitors by fragment-based lead generation. J. Med. Chem. 55(7), 3285-3306 (2012).

    2. Granchi, C., Calvaresi, E.C., Tuccinardi, T., et al. Assessing the differential action on cancer cells of LDH-A inhibitors based on the N-hydroxyindole-2-carboxylate (NHI) and malonic (Mal) scaffolds. Org. Biomol. Chem. 11(38), 6588-6596 (2013).