A histamine H1 receptor antagonist and mast cell stabilizer
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Labeled Version(s)
28802Ketotifen-13C-d3
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Ketotifen (fumarate)

Item No. 20303

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4,9-dihydro-4-(1-methyl-4-piperidinylidene)-10H-benzo[4,5]cyclohepta[1,2-b]thiophen-10-one-(2E)-2-butenedioate
CAS Number
34580-14-8
Synonyms
  • HC 20511
Molecular Formula
C19H19NOS • C4H4O4
Formula Weight
425.5
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 25 mg/mLDMSO: 25 mg/mLDMSO:PBS(pH 7.2) (1:2): .3 mg/mLEthanol: .5 mg/mL
λmax
250, 309 nm
SMILES
O=C1C2=C(C=CS2)/C(C3=CC=CC=C3C1)=C4CCN(C)CC/4.OC(/C=C/C(O)=O)=O
InChi Code
InChI=1S/C19H19NOS.C4H4O4/c1-20-9-6-13(7-10-20)18-15-5-3-2-4-14(15)12-17(21)19-16(18)8-11-22-19;5-3(6)1-2-4(7)8/h2-5,8,11H,6-7,9-10,12H2,1H3;1-2H,(H,5,6)(H,7,8)/b;2-1+
InChi Key
YNQQEYBLVYAWNX-WLHGVMLRSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Certificates of Analysis & Batch Specific Data

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    100 mg

    $28

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    250 mg

    $43

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    500 mg

    $61

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    1 g

    $79

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    Cayman Chemical
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    Product Description

    Ketotifen is a histamine H1 receptor antagonist (Ki = 1.3 nM) and mast cell stabilizer.1,2 It is selective for H1 receptors over H2 and H3 receptors (Kis = 987 and 2,500 nM, respectively).1 Ketotifen (50 and 100 μM) inhibits degranulation of rat peritoneal mast cells induced by compound 48/80 (Item No. 22173).2 It inhibits the passive cutaneous anaphylaxis (PCA) reaction in rats by 54.6% when administered orally at a dose of 20 mg/kg.3 Ketotifen (30 mg/kg) inhibits the quick phase airway response in a rat ovalbumin-induced immediate airway response model.4 Formulations containing ketotifen have been used in the treatment of itching associated with allergic conjunctivitis.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Sharif, N.A., Xu, S.X., and Yanni, J.M. Olopatadine (AL-4943A): Ligand binding and functional studies on a novel, long acting H1-selective histamine antagonist and anti-allergic agent for use in allergic conjunctivitis. J. Ocul. Pharmacol. Ther. 12(4), 401-407 (1996).

    2. Baba, A., Tachi, M., Ejima, Y., et al. Anti-allergic drugs tranilast and ketotifen dose-dependently exert mast cell-stabilizing properties. Cell Physiol. Biochem. 38(1), 15-27 (2016).

    3. Nishikawa, Y., Shindo, T., Ishi, K., et al. Acrylamide derivatives as antiallergic agents. III. Synthesis and structure-activity relationships of N-[4-(4-diphenylmethyl-1-piperazinyl)butyl]- and N-[4-(4-diphenylmethylene-1-piperidyl)butyl]-3-heteroarylacry lamides. Chem. Pharm. Bull. (Tokyo) 37(3), 684-687 (1989).

    4. Miyagawa, N., Iwasaki, H., Kato, T., et al. Two pharmacological phases in antigen-induced immediate airway response in rats. Biol. Pharm. Bull. 32(12), 2260-2264 (2008).