oxatomide (BioDeep_00000858517)

   


代谢物信息卡片


oxatomide

化学式: C27H30N4O (426.241949)
中文名称: 奥沙米特
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1CN(CCN1CCCN2C3=CC=CC=C3NC2=O)C(C4=CC=CC=C4)C5=CC=CC=C5
InChI: 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)

描述信息

R - Respiratory system > R06 - Antihistamines for systemic use > R06A - Antihistamines for systemic use > R06AE - Piperazine derivatives
D018377 - Neurotransmitter Agents > D018494 - Histamine Agents > D006633 - Histamine Antagonists
C308 - Immunotherapeutic Agent > C29578 - Histamine-1 Receptor Antagonist
D019141 - Respiratory System Agents > D018927 - Anti-Asthmatic Agents
D018926 - Anti-Allergic Agents
Oxatomide is a potent and orally active dual H1-histamine receptor and P2X7 receptor antagonist with antihistamine and anti-allergic activity. Oxatomide almost completely blocks the ATP-induced current in human P2X7 receptors (IC50 of 0.95 μM). Oxatomide inhibits ATP-induced Ca2+ influx with an IC50 value of 0.43 μM and also inhibits serotonin[1][2].

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1 个代谢物同义名

oxatomide



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文献列表

  • Mark J Henderson, Kathleen A Trychta, Shyh-Ming Yang, Susanne Bäck, Adam Yasgar, Emily S Wires, Carina Danchik, Xiaokang Yan, Hideaki Yano, Lei Shi, Kuo-Jen Wu, Amy Q Wang, Dingyin Tao, Gergely Zahoránszky-Kőhalmi, Xin Hu, Xin Xu, David Maloney, Alexey V Zakharov, Ganesha Rai, Fumihiko Urano, Mikko Airavaara, Oksana Gavrilova, Ajit Jadhav, Yun Wang, Anton Simeonov, Brandon K Harvey. A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome. Cell reports. 2021 04; 35(4):109040. doi: 10.1016/j.celrep.2021.109040. [PMID: 33910017]
  • Tobie D Lee, Olivia W Lee, Kyle R Brimacombe, Lu Chen, Rajarshi Guha, Sabrina Lusvarghi, Bethilehem G Tebase, Carleen Klumpp-Thomas, Robert W Robey, Suresh V Ambudkar, Min Shen, Michael M Gottesman, Matthew D Hall. A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. Molecular pharmacology. 2019 11; 96(5):629-640. doi: 10.1124/mol.119.115964. [PMID: 31515284]
  • Yasuto Kido, Pär Matsson, Kathleen M Giacomini. Profiling of a prescription drug library for potential renal drug-drug interactions mediated by the organic cation transporter 2. Journal of medicinal chemistry. 2011 Jul; 54(13):4548-58. doi: 10.1021/jm2001629. [PMID: 21599003]
  • Naruo Shoji, Kazuhito Asano, Atsuko Furuta, Kojiro Hirano, Harumi Suzaki. Effect of histamine H1 receptor antagonists on TARC/CCL17 and MDC/CCL22 production from CD14+ cells induced by antigenic stimulation in vitro. International archives of allergy and immunology. 2011; 155(1):38-51. doi: 10.1159/000318720. [PMID: 21109747]
  • Xiaodong She, Lili Wu, Huilin Wei, Weida Liu, Yun Chen. Determination of oxatomide in human plasma by high-performance liquid chromatography-electrospray ionization mass spectrometry. Biomedical chromatography : BMC. 2008 Jul; 22(7):746-52. doi: 10.1002/bmc.992. [PMID: 18348338]
  • Yoshinori Kobayashi, Ria Takahashi, Fumiko Ogino. Antipruritic effect of the single oral administration of German chamomile flower extract and its combined effect with antiallergic agents in ddY mice. Journal of ethnopharmacology. 2005 Oct; 101(1-3):308-12. doi: 10.1016/j.jep.2005.05.003. [PMID: 15964726]
  • François Parant, Mustapha Moulsma, Marie Claude Gagnieu, Gisèle Lardet. Hydroxyzine and metabolites as a source of interference in carbamazepine particle-enhanced turbidimetric inhibition immunoassay (PETINIA). Therapeutic drug monitoring. 2005 Aug; 27(4):457-62. doi: 10.1097/01.ftd.0000160718.88822.20. [PMID: 16044102]
  • Y Kobayashi, Y Nakano, K Inayama, A Sakai, T Kamiya. Dietary intake of the flower extracts of German chamomile (Matricaria recutita L.) inhibited compound 48/80-induced itch-scratch responses in mice. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2003 Nov; 10(8):657-64. doi: 10.1078/0944-7113-00283. [PMID: 14692726]
  • Judith Varady, Xihan Wu, Xueliang Fang, Ji Min, Zengjian Hu, Beth Levant, Shaomeng Wang. Molecular modeling of the three-dimensional structure of dopamine 3 (D3) subtype receptor: discovery of novel and potent D3 ligands through a hybrid pharmacophore- and structure-based database searching approach. Journal of medicinal chemistry. 2003 Oct; 46(21):4377-92. doi: 10.1021/jm030085p. [PMID: 14521403]
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  • C Dani, E Martelli, G Bertini, L Filippi, M Pezzati, L Mazzetti, M Ciuffi, L Zilletti, F F Rubaltelli. Pharmacokinetics of oxatomide in preterm infants. Drugs under experimental and clinical research. 2002; 28(5):207-10. doi: NULL. [PMID: 12635496]
  • Kazuo Kikuchi, Takayoshi Ohishi, Taketoshi Masuike, Kenji Ohmori, Kenichi Sakai. High-performance liquid chromatographic determination of oxatomide and its metabolite and its application to pharmacokinetic study in rat plasma. Arzneimittel-Forschung. 2002; 52(10):754-63. doi: 10.1055/s-0031-1299962. [PMID: 12442638]
  • M Kakimoto, Y Sugimoto, M Harada, Y Kobayashi, C Okuma, C Taga, C Kamei. Effects of fujibitol, a remedy for nasal symptoms, on experimental allergic rhinitis in rats. Biological & pharmaceutical bulletin. 2000 Sep; 23(9):1055-8. doi: 10.1248/bpb.23.1055. [PMID: 10993204]
  • J J Paulussen, M J Fischer, N J Zuidam, J C v Miltenburg, N J de Mol, L H Janssen. Influence of the antiallergic drug oxatomide and derivatives on membrane structures: relation with inhibition of calcium influx in rat basophilic leukemia cells. Biochemical pharmacology. 1999 Mar; 57(5):503-10. doi: 10.1016/s0006-2952(98)00317-7. [PMID: 9952313]
  • S Kimura, A Watanabe, M Takeuchi, M Nagata, M Harada. Suppressive effects of antihistaminic and/or anti-PAF agents on passive anaphylactic shock in mice sensitized with allogeneic monoclonal IgE and IgG1 antibodies and hyperimmune serum. Immunological investigations. 1998 Dec; 27(6):379-93. doi: 10.3109/08820139809022711. [PMID: 9845423]
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  • K Fujimori, E Suzuki, M Arakawa. [Effects of oxatomide, H1-antagonist, on postinfectious chronic cough; a comparison of oxatomide combined with dextromethorphan versus dextromethorphan alone]. Arerugi = [Allergy]. 1998 Jan; 47(1):48-53. doi: NULL. [PMID: 9528165]
  • K Ohmori, H Manabe, K Akuta-Ohnuma. Inhibitory effect of oxatomide on oxygen-radical generation and peptide-leukotriene release from guinea pig eosinophils. Arzneimittel-Forschung. 1998 Jan; 48(1):43-6. doi: NULL. [PMID: 9522030]
  • K Fujimori, E Suzuki, M Arakawa. [Clinical features of postinfectious chronic cough]. Arerugi = [Allergy]. 1997 May; 46(5):420-5. doi: NULL. [PMID: 9232911]
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  • H Manabe, K Ohmori, H Tomioka, S Yoshida. Oxatomide inhibits the release of chemical mediators from human lung tissues and from granulocytes. International archives of allergy and applied immunology. 1988; 87(1):91-7. doi: 10.1159/000234655. [PMID: 2459069]
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  • W Meuldermans, J Hendrickx, F Knaeps, W Lauwers, J Heykants, J M Grindel. Plasma levels, biotransformation and excretion of oxatomide (R 35 443) in rats, dogs and man. Xenobiotica; the fate of foreign compounds in biological systems. 1984 Jun; 14(6):445-62. doi: 10.3109/00498258409151432. [PMID: 6475104]
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  • K Ohmori, H Ishii, T Hirayama, K Shuto, N Nakamizo. [Pharmacological studies on oxatomide (KW-4354): (2) Effect on the experimental models of the type 1-type 4 allergic reactions]. Nihon yakurigaku zasshi. Folia pharmacologica Japonica. 1982 Sep; 80(3):261-70. doi: NULL. [PMID: 6130033]
  • J Demaubeuge, D Tennstedt, R Broux. Does mast cell protection plus mediator antagonism surpass the effect of a classic antihistaminic in the treatment of chronic urticaria? A double-blind comparison of oxatomide and mequitazine. Dermatologica. 1982 Jun; 164(6):386-94. doi: 10.1159/000250123. [PMID: 6126399]
  • J Van Reempts, F De Clerck, M Borgers. Oxatomide protects against degranulation of rat peritoneal mast cells during in vitro challenge with antigen or compound 48/80. Ultrastructural aspects. Agents and actions. 1981 May; 11(3):177-83. doi: 10.1007/bf01967611. [PMID: 6167155]