An internal standard for the quantification of bendamustine
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Unlabeled Version(s)
23693Bendamustine (hydrochloride)
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Bendamustine-d4 (hydrochloride)

Item No. 31316

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5-[(2-chloroethyl)(2-chloroethyl-1,1,2,2-d4)amino]-1-methyl-1H-benzimidazole-2-butanoic acid, monohydrochloride
CAS Number
2802569-31-7
Molecular Formula
C16H17Cl2D4N3O2 • HCl
Formula Weight
398.8
Purity
≥99% deuterated forms (d1-d4)
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: SolubleMethanol: Soluble
SMILES
ClCCN(C1=CC=C(N(C)C(CCCC(O)=O)=N2)C2=C1)C([2H])([2H])C([2H])([2H])Cl.Cl
InChi Code
InChI=1S/C16H21Cl2N3O2.ClH/c1-20-14-6-5-12(21(9-7-17)10-8-18)11-13(14)19-15(20)3-2-4-16(22)23;/h5-6,11H,2-4,7-10H2,1H3,(H,22,23);1H/i7D2,9D2;
InChi Key
ZHSKUOZOLHMKEA-NLSMDPAKSA-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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    500 µg

    $208

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    1 mg

    $355

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    Cayman Chemical
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    Product Description

    Bendamustine-d4 is intended for use as an internal standard for the quantification of bendamustine (Item No. 23693) by GC- or LC-MS. Bendamustine is a purine analog and DNA alkylating agent.1 It inhibits growth of SKW-3, Reh, CML-T1, BV-173, and HL-60 leukemia cell lines (IC50s = 27.0, 28.6, 15.6, 20.8, and 57.7 μM, respectively) but not MCF-7 and MDA-MB-231 breast cancer cell lines (IC50s = >200 μM for both).2 It is cytotoxic to patient-derived lymphocytic leukemia (B-CLL) cells (LD50s = 6.8-8.3 mg/ml).3 Bendamustine (50 mg/kg) inhibits tumor growth by 9 and 96% alone and in combination with ofatumumab, respectively, in a JVM-3 CLL mouse xenograft model.4 It activates the DNA-damage stress response, the base excision DNA repair pathway, and apoptosis, as well as inhibits mitotic checkpoints and induces mitotic catastrophe.1 Formulations containing bendamustine have been used to treat CLL and non-Hodgkin lymphoma.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Leoni, L.M., Bailey, B., Reifert, J., et al. Bendamustine (Treanda) displays a distinct pattern of cytotoxicity and unique mechanistic features compared with other alkylating agents. Clin. Cancer Res. 14(1), 309-317 (2008).

    2. Konstantinov, S.M., Kostovski, A., Topashka-Ancheva, M., et al. Cytotoxic efficacy of bendamustine in human leukemia and breast cancer cell lines. J. Cancer Res. Clin. Oncol. 128(5), 271-278 (2002).

    3. Schwänen, C., Hecker, T., Hübinger, G., et al. In vitro evaluation of bendamustine induced apoptosis in B-chronic lymphocytic leukemia. Leukemia 16(10), 2096-2105 (2002).

    4. Haskova, Z., Whitacre, M.N., Dede, K.A., et al. Combination therapy with ofatumumab and bendamustine in xenograft model of chronic lymphocytic leukaemia. Br. J. Haematol. 156(3), 402-404 (2012).