Tilorone dihydrochloride (BioDeep_00000743464)
代谢物信息卡片
Tilorone dihydrochloride
化学式: C25H36Cl2N2O3 (482.2102846)
中文名称: 替洛隆二盐酸盐
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CCN(CC)CCOC1=CC2=C(C=C1)C3=C(C2=O)C=C(C=C3)OCCN(CC)CC.Cl.Cl
InChI: 2*1H
描述信息
C78272 - Agent Affecting Nervous System > C47796 - Cholinergic Agonist
D007155 - Immunologic Factors > D007369 - Interferon Inducers
D000890 - Anti-Infective Agents > D000998 - Antiviral Agents
D000893 - Anti-Inflammatory Agents
D000970 - Antineoplastic Agents
Tilorone dihydrochloride is an orally active interferon (IFN) inducer with broad-spectrum antiviral activities. Tilorone dihydrochloride possesses robust anti-Severe fever with thrombocytopenia syndrome virus (SFTSV) activity in vitro and in vivo through stimulation of host innate immunity. Tilorone dihydrochloride can penetrate the blood-brain barrier to activate HIF in the CNS[1][2][3].Tilorone dihydrochloride exhibits an inhibitory activity with EC50 of 230 nM against Ebola virus (EBOV)[4].
同义名列表
数据库引用编号
7 个数据库交叉引用编号
- ChEBI: CHEBI:147356
- KEGGdrug: D06149
- PubChem: 33958
- ChEMBL: CHEMBL539581
- MeSH: Tilorone
- CAS: 27591-69-1
- medchemexpress: HY-B1080
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
0 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
0 个相关的物种来源信息
在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：
- PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
- NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
- Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
- Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。
点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。
文献列表
- Murat Zh Zhurinov, Alfira F Miftakhova, Viktoriya Keyer, Zarina T Shulgau, Elena V Solodova, Maxat K Kalykberdiyev, Arlan Z Abilmagzhanov, Eldar T Talgatov, Sauyk Ait, Alexandr V Shustov. Glycyrrhiza glabra L. Extracts and Other Therapeutics against SARS-CoV-2 in Central Eurasia: Available but Overlooked.
Molecules (Basel, Switzerland).
2023 Aug; 28(16):. doi:
10.3390/molecules28166142. [PMID: 37630394] - Lucy Martinez-Guerrero, Xiaohong Zhang, Kimberley M Zorn, Sean Ekins, Stephen H Wright. Cationic Compounds with SARS-CoV-2 Antiviral Activity and Their Interaction with Organic Cation Transporter/Multidrug and Toxin Extruder Secretory Transporters.
The Journal of pharmacology and experimental therapeutics.
2021 10; 379(1):96-107. doi:
10.1124/jpet.121.000619. [PMID: 34253645] - O V Kalyuzhin, E I Isaeva, E N Vetrova, A I Chernysheva, L O Ponezheva, A V Karaulov. Effect of Tilorone on the Dynamics of Viral Load and the Levels of Interferons and Interleukin-1β in the Lung Tissue and Blood Serum of Mice with Experimental Influenza.
Bulletin of experimental biology and medicine.
2021 Oct; 171(6):736-740. doi:
10.1007/s10517-021-05306-0. [PMID: 34705177] - Sean Ekins, Thomas R Lane, Peter B Madrid. Tilorone: a Broad-Spectrum Antiviral Invented in the USA and Commercialized in Russia and beyond.
Pharmaceutical research.
2020 Mar; 37(4):71. doi:
10.1007/s11095-020-02799-8. [PMID: 32215760] - N A Kasian, O V Vashchenko, L V Budianska, R Ye Brodskii, L N Lisetski. Thermodynamics and kinetics of joint action of antiviral agent tilorone and DMSO on model lipid membranes.
Biochimica et biophysica acta. Biomembranes.
2019 01; 1861(1):123-129. doi:
10.1016/j.bbamem.2018.08.007. [PMID: 30463695] - Sean Ekins, Mary A Lingerfelt, Jason E Comer, Alexander N Freiberg, Jon C Mirsalis, Kathleen O'Loughlin, Anush Harutyunyan, Claire McFarlane, Carol E Green, Peter B Madrid. Efficacy of Tilorone Dihydrochloride against Ebola Virus Infection.
Antimicrobial agents and chemotherapy.
2018 02; 62(2):. doi:
10.1128/aac.01711-17. [PMID: 29133569] - N V Kungurov, N M Gerasimova, N I Skidan, A P Gorbunov, N P Evstigneeva. [Open population comparative randomized clinical trial of lavomax efficacy and safety in combined treatment of non-gonococcal urethritis].
Urologiia (Moscow, Russia : 1999).
2010 Sep; ?(5):46-52. doi:
NULL. [PMID: 21254641] - G P Potebnya, G S Lisovenko, N V Trokhimenko, N L Cheremshenko, G V Didenko, A S Reder, S A Andronati. Elevation of efficacy of cancer vaccine combined with interferon and inducer of endogeneous interferon synthesis amixin.
Experimental oncology.
2008 Dec; 30(4):319-23. doi:
NULL. [PMID: 19112431] - Xianhua Zhang, Li Yang, Suodi Zhai, Jingli Duan. Simultaneous quantification of tiloronoxim and tilorone in human urine by liquid chromatography-tandem mass spectrometry.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2008 Nov; 875(2):349-57. doi:
10.1016/j.jchromb.2008.09.011. [PMID: 18842466] - Vladimir G Zinkovsky, Olga V Zhuk, Svetlana K Sumriy. Pharmacokinetics of a synthetic interferon inducer amixin in mice.
Pharmacological reports : PR.
2007 Nov; 59(6):739-51. doi:
NULL. [PMID: 18195465] - D Marionnet, P Deschaux, S Reynaud. Possible implication of macrophages in the regulation of cytochrome P450 activities in carp (Cyprinus carpio).
Fish & shellfish immunology.
2006 Jul; 21(1):80-91. doi:
10.1016/j.fsi.2005.10.006. [PMID: 16337134] - Tatiana A Semenenko, Eugenia P Selkova, Galina Yu Nikitina, Tatiana P Gotvyanskaya, Tamara I Yudina, Marina P Amaryan, Nikolay N Nosik, Mels H Turyanov. Immunomodulators in the prevention of acute respiratory viral infections.
Russian journal of immunology : RJI : official journal of Russian Society of Immunology.
2002 Jul; 7(2):105-14. doi:
NULL. [PMID: 12687252] - I V Maev, S S Grigorian, M G Gadzhieva, N I Ovchinnikova, T P Ospel'nikova, A N Kaziulin. [Interferon status of patients with non-specific ulcerous colitis and its correction with interferon inducers].
Terapevticheskii arkhiv.
2002; 74(2):31-5. doi:
NULL. [PMID: 11899820] - E P Sel'kova, T A Semenenko, N N Nosik, T I Iudina, M P Amarian, L A Lavrukhina, T N Pantiukhova, G Iu Tarasova. [Effect of amyxin--a domestic analog of tilorone--on characteristics of interferon and immune status of man].
Zhurnal mikrobiologii, epidemiologii i immunobiologii.
2001 Jul; ?(4):31-5. doi:
NULL. [PMID: 11569258] - A V Karpov, N M Zholobak, N Y Spivak, S L Rybalko, S V Antonenko, L D Krivokhatskaya. Virus-inhibitory effect of a yeast RNA-tilorone molecular complex in cell cultures.
Acta virologica.
2001 Jun; 45(3):181-4. doi:
NULL. [PMID: 11774897] - J G Chung, H L Chang, C C Yeh, H F Lu, C C Chang, H D Tsai. Effects of the immunomodulator tilorone on the acetylation of 2-aminofluorene and DNA-2-aminofluorene adducts in the rats.
Anticancer research.
2000 Jan; 20(1A):467-73. doi:
NULL. [PMID: 10769698] - I Algarra, A González, M Pérez, J J Gaforio, F Garrido. Effect of in vivo activation of natural killer (NK) cells by a tilorone analogue on the survival of mice injected intravenously with different experimental murine tumours.
Clinical and experimental immunology.
1996 Mar; 103(3):499-505. doi:
10.1111/j.1365-2249.1996.tb08308.x. [PMID: 8608652] - D Pfau, S Westphal, P V Bossanyi, K Dietzmann. Abnormal dendritic maturation of neurons under the influence of a Tilorone analogue (R 10.874).
Experimental and toxicologic pathology : official journal of the Gesellschaft fur Toxikologische Pathologie.
1995 Nov; 47(5):367-74. doi:
10.1016/s0940-2993(11)80351-9. [PMID: 8871069] - M J Reiter, T L Testerman, R L Miller, C E Weeks, M A Tomai. Cytokine induction in mice by the immunomodulator imiquimod.
Journal of leukocyte biology.
1994 Feb; 55(2):234-40. doi:
10.1002/jlb.55.2.234. [PMID: 7507969] - M Kandefer-Szerszeń, S Meczyński, L Borowska, A Szuster-Ciesielska, W Rzeski. Seasonal modulation of interferon response in spotted sousliks (Spermophilus suslicus).
Archivum immunologiae et therapiae experimentalis.
1994; 42(5-6):425-31. doi:
NULL. [PMID: 8572902] - R D Terry, T A Marks, R D Hamilton, T W Pitts, H E Renis. Prevention of tilorone developmental toxicity with progesterone.
Teratology.
1992 Sep; 46(3):237-50. doi:
10.1002/tera.1420460307. [PMID: 1523581] - S Grave, H Lüllmann, R Lüllmann-Rauch, G Osterkamp, M Prokopek. Induction of mucopolysaccharidosis in rats by treatment with immunostimulatory acridine derivatives.
Toxicology and applied pharmacology.
1992 Jun; 114(2):215-24. doi:
10.1016/0041-008x(92)90071-y. [PMID: 1609413] - R K Drobitch, M Tomilo, C K Svensson. Immunomodulation and drug acetylation: influence of the immunomodulator tilorone on hepatic, renal and blood N-acetyltransferase activity and on hepatic cytosolic acetyl coenzyme A content.
Biochemical pharmacology.
1992 Apr; 43(7):1643-8. doi:
10.1016/0006-2952(92)90224-7. [PMID: 1567485] - M Prokopek. The tilorone-induced mucopolysaccharidosis in rats. Biochemical investigations.
Biochemical pharmacology.
1991 Nov; 42(11):2187-91. doi:
10.1016/0006-2952(91)90355-9. [PMID: 1720315] - Y Hiyama, K Kuriyama. Dissociation between antiinflammatory action of tilorone and its interferon inducing activity.
Agents and actions.
1991 Jul; 33(3-4):229-32. doi:
10.1007/bf01986567. [PMID: 1719782] - N P Chizhov, T T Smol'skaia, P I Baĭchenko, R I Luk'ianova, V M Teslenko, G P Bavra, I A Romanchenko, E B Shatalov, F I Ershov, E B Tazulakhova. [Clinical research on the tolerance for and the interferon-inducing activity of amiksin].
Voprosy virusologii.
1990 Sep; 35(5):411-4. doi:
NULL. [PMID: 1702569] - S S Grigorian, A M Ivanova, Sh Kh Khodzhaev, F I Ershov. [Interferon-inducing activity of amixin and its effect on the interferon status].
Voprosy virusologii.
1990 Jan; 35(1):61-4. doi:
NULL. [PMID: 1694610] - B N Galkin, V A Barinov, L A Tiunov, T O Filippova, V A Ivanova, N Ia Golovenko, L A Litvinova. [The effect of tilorone on peroxidation systems and antiperoxidation defense under normal conditions and in hypoxia].
Voprosy meditsinskoi khimii.
1990 Jan; 36(1):60-2. doi:
NULL. [PMID: 2343579] - L Hein, R Lüllmann-Rauch. Mucopolysaccharidosis and lipidosis in rats treated with tilorone analogues.
Toxicology.
1989 Oct; 58(2):145-54. doi:
10.1016/0300-483x(89)90004-8. [PMID: 2508267] - V Bocci, L Paulesu, G P Pessina, C Nicoletti. The physiological interferon response. IX. Interferon activity in rabbit lymph after intraduodenal administration of alimentary lectins.
Lymphokine research.
1988; 7(1):49-59. doi:
NULL. [PMID: 2452325] - S S Grigorian, F I Ershov, A M Poverennyĭ, G A Popov, V K Podgorodnichenko. [Characteristics of interferon production from the enteral administration of inducers].
Voprosy virusologii.
1988 Jan; 33(1):67-70. doi:
NULL. [PMID: 2453100] - R Lullmann-Rauch. Lysosomal storage of sulfated glycosaminoglycans in renal interstitial cells of rats treated with tilorone.
Cell and tissue research.
1987 Dec; 250(3):641-8. doi:
10.1007/bf00218958. [PMID: 3690640] - N Kaibara, K Takagishi, T Hotokebuchi, M Morinaga, C Arita, K Arai. Enhancing effects of tilorone on collagen arthritis and humoral immune response to type II collagen.
Clinical immunology and immunopathology.
1987 Mar; 42(3):311-8. doi:
10.1016/0090-1229(87)90019-5. [PMID: 3829452] - C K Svensson. Effect of the immunomodulator tilorone on antipyrine disposition in the rat.
Journal of pharmaceutical sciences.
1986 Oct; 75(10):946-8. doi:
10.1002/jps.2600751006. [PMID: 3795024] - S Ikeda, Y Matsuda, C Nishimura. Enhancement by muramyldipeptides of the activities of early-type inducers of interferon.
Antiviral research.
1985 Dec; 5(6):345-53. doi:
10.1016/0166-3542(85)90004-x. [PMID: 2418780] - R D Pasternak, R L Marks, S J Hubbs, G DiPasquale. Effect of antirheumatic agents on the mitogen response of arthritic rat spleen cells.
Research communications in chemical pathology and pharmacology.
1985 Jun; 48(3):353-67. doi:
NULL. [PMID: 3927458] - M Tálas, B Fedorenko, L Bátkai, I Stöger. Interferon production by and radioprotective effect of poly I : C and tilorone in mice exposed to helium alpha irradiation.
Acta microbiologica Hungarica.
1985; 32(3):225-31. doi:
NULL. [PMID: 2417438] - L C Osborne, J T Peeler, D L Archer. Effects of a strong and a weak carcinogen on murine alpha/beta interferon production in vivo.
Fundamental and applied toxicology : official journal of the Society of Toxicology.
1984 Apr; 4(2 Pt 1):210-5. doi:
10.1016/0272-0590(84)90121-0. [PMID: 6327442] - S Levine, P Cacho, R Sowinski, W L Thelmo. Depletion of lymphoid tissues by tilorone. Ultrastructure and synergistic interaction with antilymphocyte serum.
The American journal of pathology.
1983 May; 111(2):174-83. doi:
NULL. [PMID: 6601914] - S L James, T L Kipnis, A Sher, R Hoff. Enhanced resistance to acute infection with Trypanosoma cruzi in mice treated with an interferon inducer.
Infection and immunity.
1982 Feb; 35(2):588-93. doi:
10.1128/iai.35.2.588-593.1982. [PMID: 6173326] - N S Doherty. The interaction of tilorone and RMI 9563DA with the complement system.
International journal of immunopharmacology.
1982; 4(1):67-72. doi:
10.1016/0192-0561(82)90010-8. [PMID: 7085140] - S Jacobson, R M Friedman, C J Pfau. Interferon induction by lymphocytic choriomeningitis viruses correlates with maximum virulence.
The Journal of general virology.
1981 Dec; 57(Pt 2):275-83. doi:
10.1099/0022-1317-57-2-275. [PMID: 6172554] - P Z Lin. [Treatment of marked epithelial dysplasia of esophagus. II. Microspectophotometric studies on DNA content in epithelial cells of esophagus treated with antitumor B III or tilorone (author's transl)].
Zhonghua zhong liu za zhi [Chinese journal of oncology].
1981 Nov; 3(4):245-8. doi:
". [PMID: 7341174] - B Fahlbusch, W Zschiesche, W Römer. Characterization of tilorone-induced mouse migration inhibitory factor by affinity chromatography and isoelectric focusing.
Acta biologica et medica Germanica.
1981; 40(2):147-52. doi:
NULL. [PMID: 7023160] - E De Clercq, J Descamps, G Verhelst, R T Walker, A S Jones, P F Torrence, D Shugar. Comparative efficacy of antiherpes drugs against different strains of herpes simplex virus.
The Journal of infectious diseases.
1980 May; 141(5):563-74. doi:
10.1093/infdis/141.5.563. [PMID: 6246180] - H Y Cai, Y J Shu, G Q Wang, A R Wu, P Z Lin, S F Liu, M X Li. [Therapy of severe epithelial dysplasia of esophagus. I. Therapeutic effects of Antitumor B III, Antitumor B and tilorone (author's transl)].
Zhonghua zhong liu za zhi [Chinese journal of oncology].
1980; 2(2):92-5. doi:
". [PMID: 7418605] - K W Renton, D E Keyler, G J Mannering. Suppression of the inductive effects of phenobarbital and 3-methylcholanthrene on ascorbic acid synthesis and hepatic cytochrome P-450-linked monooxygenase systems by the interferon inducers, poly rI.rC and tilorone.
Biochemical and biophysical research communications.
1979 Jun; 88(3):1017-23. doi:
10.1016/0006-291x(79)91510-9. [PMID: 465068] - E J Wenk, S Levine, E M Hoenig. Fine structure of contrasting choroid plexus lesions caused by tertiary amines or cyclophosphamide.
Journal of neuropathology and experimental neurology.
1979 Jan; 38(1):1-9. doi:
10.1097/00005072-197901000-00001. [PMID: 219152] - M Gidlund, E A Ojo, A Orn, H Wigzell, R A Murgita. Severe suppression of the B-cell system has no impact on the maturation of natural killer cells in mice.
Scandinavian journal of immunology.
1979; 9(2):167-73. doi:
10.1111/j.1365-3083.1979.tb02719.x. [PMID: 311511] - W Zschiesche, B Fahlbusch, I Schumann, E Tonew. Induction of cytokines by tilorone hydrochloride.
Agents and actions.
1978 Oct; 8(5):515-22. doi:
10.1007/bf02111439. [PMID: 717185] - W L Thelmo, S Levine. Renal lesions induced induced by tilorone and an analog. Ultrastructure and acid phosphatase study.
The American journal of pathology.
1978 May; 91(2):355-60. doi:
NULL. [PMID: 645830] - I Gresser, C Maury, M T Bandu, M Tovey, M T Maunoury. Role of endogenous interferon in the anti-tumor effect of poly I-C and statolon as demonstrated by the use of anti-mouse interferon serum.
International journal of cancer.
1978 Jan; 21(1):72-77. doi:
10.1002/ijc.2910210113. [PMID: 564332] - S Levine, R Sowinski. Synergistic suppression of the hyperacute form of experimental allergic encephalomyelitis by tilorone and cycloleucine.
Proceedings of the Society for Experimental Biology and Medicine. Society for Experimental Biology and Medicine (New York, N.Y.).
1977 Dec; 156(3):457-60. doi:
10.3181/00379727-156-39956. [PMID: 594075] - Y H Chang, W Hoffman. Adjuvant polyarthritis. III. Evidence in support of viral etiology.
Arthritis and rheumatism.
1977 Nov; 20(8):1507-13. doi:
10.1002/art.1780200810. [PMID: 200247] - S E Walker. Accelerated mortality in young NZB/NZW mice treated with the interferon inducer tilorone hydrochloride.
Clinical immunology and immunopathology.
1977 Sep; 8(2):204-12. doi:
10.1016/0090-1229(77)90110-6. [PMID: 902437] - W F Benedict, A Banerjee, A Gardner, P A Jones. Induction of morphological transformation in mouse C3H/10T1/2 clone 8 cells and chromosomal damage in hamster A(T1)C1-3 cells by cancer chemotherapeutic agents.
Cancer research.
1977 Jul; 37(7 Pt 1):2202-8. doi:
NULL. [PMID: 67887] - T I Balezina, L E Korneeva, V M Zemskov, G I Loidina, O V Nikolaeva, S L Fainshtein, L L Fadeeva, Z V Eromolieva. Comparison of interferon-inducing activities and antiviral effects of tobacco mosaic virus, tilorone and sodium nucleinate.
Acta virologica.
1977 Jul; 21(4):338-43. doi:
NULL. [PMID: 20769] - D A Stringfellow. Comparation interferon- inducing and antiviral properties of 2-amino-5-bromo-6-methyl-4-pyrimidinol (U-25,166), tilorone hydrochloride, and polyinosinic-polycytidylic acid.
Antimicrobial agents and chemotherapy.
1977 Jun; 11(6):984-92. doi:
10.1128/aac.11.6.984. [PMID: 879763] - D A Stringfellow, E R Kern, D K Kelsey, L A Glasgow. Suppressed response to interferon inducation in mice infected with encephalomyocarditis virus, Semliki forest virus, influenza A2 virus, Herpesvirus hominis type 2, or murine cytomegalovirus.
The Journal of infectious diseases.
1977 Apr; 135(4):540-51. doi:
10.1093/infdis/135.4.540. [PMID: 192804] - S Levine, R Sowinski. T-Lymphocyte depletion and lesions of choroid plexus and kidney induced by tertiary amines in rats.
Toxicology and applied pharmacology.
1977 Apr; 40(1):147-59. doi:
10.1016/0041-008x(77)90126-0. [PMID: 68556] - B Fahlbusch, W Zschiesche, I Schumann, E Tonew. Induction of lymphokines by tilorone.
Archivum immunologiae et therapiae experimentalis.
1977; 25(5):701-5. doi:
NULL. [PMID: 339871] - A Wildstein, L E Stevens, H Applebaum, R E McCabe, G A Hashim, H Fitzpatrick. Prolonged survival of canine renal alografts by Tillorone.
Transplantation.
1976 Aug; 22(2):205-7. doi:
NULL. [PMID: 788246] - S Levine, R Sowinski. Endotoxin toxicity in rats is enhanced by tilorone.
Proceedings of the Society for Experimental Biology and Medicine. Society for Experimental Biology and Medicine (New York, N.Y.).
1976 Feb; 151(2):329-32. doi:
10.3181/00379727-151-39203. [PMID: 766017] - A Wildstein, L Stevens, H Applebaum, R McCabe, G Hashim, H Fitzpatrick. Prolongation of allografts in animals with a new agent: tilorone.
Proceedings of the Clinical Dialysis and Transplant Forum.
1975 Nov; 5(?):47-50. doi:
NULL. [PMID: 785462] - H Megel, A Raychaudhuri, I Shemano, T H Beaver, L L Thomas. The anti-inflammatory actions of tilorone hydrochloride.
Proceedings of the Society for Experimental Biology and Medicine. Society for Experimental Biology and Medicine (New York, N.Y.).
1975 May; 149(1):89-93. doi:
10.3181/00379727-149-38749. [PMID: 124872] - E T Gláz, M Tálas. Comparison of the ability of small molecular interferon inducers: tilorone and acridine drugs.
Archives of virology.
1975; 48(4):375-84. doi:
10.1007/bf01317436. [PMID: 1200845] - E Furusawa, S Furusawa, J Y Lee. Antiviral-anticancer activity of tobacco leaf and the smoke condensate.
Proceedings of the Western Pharmacology Society.
1975; 18(?):322-5. doi:
". [PMID: 170632]