An internal standard for the quantification of cimetidine
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Unlabeled Version(s)
18743Cimetidine
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Cimetidine-d3

Item No. 29050

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-cyano-N''-methyl-d3-N'-[2-[[(4-methyl-1H-imidazol-5-yl)methyl]thio]ethyl]-guanidine
CAS Number
1185237-29-9
Molecular Formula
C10H13D3N6S
Formula Weight
255.4
Purity
≥99% deuterated forms (d1-d3)
Formulation
A solid
Solubility(Learn about Variance in Solubility)
Methanol: slightly solubleWater: slightly soluble
SMILES
CC1=C(CSCC/N=C(NC([2H])([2H])[2H])/NC#N)N=CN1
InChi Code
InChI=1S/C10H16N6S/c1-8-9(16-7-15-8)5-17-4-3-13-10(12-2)14-6-11/h7H,3-5H2,1-2H3,(H,15,16)(H2,12,13,14)/i2D3
InChi Key
AQIXAKUUQRKLND-BMSJAHLVSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $343

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    Product Description

    Cimetidine-d3 is intended for use as an internal standard for the quantification of cimetidine (Item No. 18743) by GC- or LC-MS. Cimetidine is a histamine H2 receptor antagonist (Ki = 0.6 μM).1 It also acts as an inverse agonist, inhibiting basal cAMP production in CHO cells expressing recombinant H2 receptors (IC50 = 1.2 μM). Cimetidine inhibits histamine-induced acid secretion from isolated bullfrog gastric mucosa (IC50 = 16 μM).2 In vivo, it inhibits histamine-induced gastric acid secretion in gastric fistulae and Heidenhain pouches in dogs (ED50 = 1.88 μmol/kg, p.o.). Cimetidine (20 mg/kg per day) also reduces tumor growth and neovascularization in a CMT93 colon cancer mouse syngeneic model.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Smit, M.J., Leurs, R., Alewijnse, A.E., et al. Inverse agonism of histamine H2 antagonist accounts for upregulation of spontaneously active histamine H2 receptors. Proc. Natl. Acad. Sci. USA 93(13), 6802-6807 (1996).

    2. Lin, T.M., Evans, D.C., Warrick, M.W., et al. Actions of nizatidine, a selective histamine H2-receptor antagonist, on gastric acid secretion in dogs, rats and frogs. J. Pharmacol. Exp. Ther. 239(2), 406-410 (1986).

    3. Natori, T., Sata, M., Nagai, R., et al. Cimetidine inhibits angiogenesis and suppresses tumor growth. Biomed. Pharmacother. 59(1-2), 56-60 (2005).