An internal standard for the quantification of trimethoprim
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Unlabeled Version(s)
16473Trimethoprim
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Trimethoprim-d3

Item No. 26119

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5-(3,5-dimethoxy-4-(methoxy-d3)benzyl)pyrimidine-2,4-diamine
CAS Number
1189923-38-3
Molecular Formula
C14H15D3N4O3
Formula Weight
293.3
Purity
≥99% deuterated forms (d1-d3)
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Slightly SolubleMethanol: Slightly Soluble
SMILES
COC1=CC(CC2=CN=C(N)N=C2N)=CC(OC)=C1OC([2H])([2H])[2H]
InChi Code
InChI=1S/C14H18N4O3/c1-19-10-5-8(6-11(20-2)12(10)21-3)4-9-7-17-14(16)18-13(9)15/h5-7H,4H2,1-3H3,(H4,15,16,17,18)/i3D3
InChi Key
IEDVJHCEMCRBQM-HPRDVNIFSA-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

    $196

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    1 mg

    $370

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    Cayman Chemical
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    Product Description

    Trimethoprim-d3 is intended for use as an internal standard for the quantification of trimethoprim (Item No. 16473) by GC- or LC-MS. Trimethoprim is a synthetic antibiotic that inhibits dihydrofolate reductase (DHFR), which is necessary for the synthesis of purines, amino acids, and thymidylic acid.1,2 Trimethoprim shows prominent selectivity for bacterial DHFR over mammalian DHFR (IC50s = 5 and 30,000 nM, respectively).2 Formulations containing trimethoprim, commonly used in combination with sulfamethoxazole to minimize acquired resistance, have been used in the treatment of urinary tract infections.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Lam, T., Hilgers, M.T., Cunningham, M.L., et al. Structure-based design of new dihydrofolate reductase antibacterial agents: 7-(Benzimidazol-1-yl)-2,4-diaminoquinazolines. J. Med. Chem. 57(3), 651-668 (2014).

    2. Schweitzer, B.I., Dicker, A.P., and Bertino, J.R. Dihydrofolate reductase as a therapeutic target. The FASEB Journal 4(8), 2441-2452 (1990).