A histamine H2 receptor antagonist
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Labeled Version(s)
29050Cimetidine-d3
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Cimetidine

Item No. 18743

Technical Information
Formal Name
N-cyano-N''-methyl-N'-[2-[[(4-methyl-1H-imidazol-5-yl)methyl]thio]ethyl]-guanidine
CAS Number
51481-61-9
Synonyms
  • NSC 335308
  • SKF 92334
Molecular Formula
C10H16N6S
Formula Weight
Purity
≥98%
Formulation
A crystalline solid
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS(pH7.2) (1:1): 0.5 mg/mlEthanol: 1 mg/ml
λmax
221 nm
SMILES
CN/C(NC#N)=N\CCSCC1=C(C)NC=N1
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)
InChi Key
AQIXAKUUQRKLND-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    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 alInverse 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 alActions 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 alCimetidine inhibits angiogenesis and suppresses tumor growth. Biomed. Pharmacother. 59(1-2), 56-60 (2005).