A histamine H1 receptor antagonist
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Oxatomide

Item No. 42288

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1-[3-[4-(diphenylmethyl)-1-piperazinyl]propyl]-1,3-dihydro-2H-benzimidazol-2-one
CAS Number
60607-34-3
Synonyms
  • KW 4354
  • NSC 309710
  • R 35443
Molecular Formula
C27H30N4O
Formula Weight
426.6
Purity
≥98%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Sparingly soluble: 1-10 mg/mLEthanol: Slightly soluble: 0.1-1 mg/mL
SMILES
O=C(NC1=C2C=CC=C1)N2CCCN3CCN(CC3)C(C4=CC=CC=C4)C5=CC=CC=C5
InChi Code
InChI=1S/C27H30N4O/c32-27-28-24-14-7-8-15-25(24)31(27)17-9-16-29-18-20-30(21-19-29)26(22-10-3-1-4-11-22)23-12-5-2-6-13-23/h1-8,10-15,26H,9,16-21H2,(H,28,32)
InChi Key
BAINIUMDFURPJM-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Cayman Chemical
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    Product Description

    Oxatomide is a histamine H1 receptor antagonist (Ki = 15 nM).1 It is selective for the histamine H1 receptor over muscarinic acetylcholine receptors (mAChRs; Ki = 263 nM) but also inhibits the serotonin (5-HT) receptor subtype 5-HT2 (Ki = 7 nM). Oxatomide inhibits histamine release induced by an anti-IgE antibody in isolated human lung fragments (IC50 = 4.5 nM) and degranulation of RBL-2H3 mast cells induced by A23187 (Item No. 22030).2,3 It also inhibits nitric oxide (NO) production induced by LPS in RAW 264.7 cells when used at a concentration of 50 µM, and superoxide production induced by N-formyl-Met-Leu-Phe (fMLP; Item No. 21495) or phorbol 12-myristate 13-acetate (PMA; Item No. 10008014) in isolated rat neutrophils in a concentration-dependent manner.4,5 Oxatomide reduces histamine-induced vascular permeability in mice (ED50 = 2.9 mg/kg).1 Formulations containing oxatomide have been used in the treatment of allergic symptoms.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kakiuchi, M., Ohashi, T., Musoh, K., et al. Studies on the novel antiallergic agent HSR-609: Its penetration into the central nervous system in mice and guinea pigs and its selectivity for the histamine H1-receptor. Jpn. J. Pharmacol. 73(4), 291-298 (1997).

    2. Church, M.K., and Gradidge, C.F. Inhibition of histamine release from human lung in vitro by antihistamines and related drugs. Br. J. Pharmacol. 69(4), 663-667 (2019).

    3. Koga, T., Kawahara, N., Aburada, M., et al. Antiallergic activity of 3-O-Dodecyl-ʟ-ascorbic acid. Molecules 29(1), 69 (2023).

    4. Králová, J., Račková, L., Pekarová, M., et al. The effects of H1-antihistamines on the nitric oxide production by RAW 264.7 cells with respect to their lipophilicity. Int. Immunopharmacol. 9(7-8), 990-995 (2009).

    5. Fukuishi, N., Kan, T., Hirose, K., et al. Inhibitory effect of epinastine on superoxide generation by rat neutrophils. Jpn. J. Pharmacol. 68, 449-452 (1995).