CAS: 56-49-5; 3-Methyl-1,2-Dihydrocyclopenta[ij]Tetraphene

该化合物是一种多环芳烃(PAH),由于生物化学和致癌性研究具有很强的诱变和致癌性,因此广泛用于生物化学和致癌性研究.作为一种原型丙烯烃受体(AhR)的刺激剂,它是研究化学致癌性生物代谢,细胞色素P450诱导和化学致癌性机制的宝贵工具.其高反应性和形成DNA吸附剂的能力使其在形成致癌途径的模型和评估化学预防剂方面特别有用.3-甲基乙基氯乙烯还被用于毒理学研究,以评估环境中PAH的接触风险.其特性良好的生物化学相互作用确保实验环境中的再现性,支持分子学和毒理学研究的进展.

结构式图片

物理性质

MSDS等安全信息

欧盟法规

ECHA物质ECHA物质C&L通报REACH预注册

上下游产品

CAS号100260-10-4 3-methyl-1,2,2a... | CAS号2458-08-4 3α,7α-dihydroxy... | CAS号855173-92-1 3-methyl-2a,3,4... | CAS号668-84-8 (2,3-Dihydro-7-... | CAS号855293-72-0 4-Methyl-7-(4-f... | CAS号63665-87-2 (7-methyl-2,3-d... | CAS号15085-20-8 1H-Indene-4-car... | CAS号102549-05-3 3ξ-(2-amino-phe... | CAS号5676-40-4 3α,7α-diacetoxy... | CAS号25486-92-4 1,2,11,12-Tetra... | CAS号3343-07-5 3-methylcholant... | CAS号3343-10-0 Cyclopenta[ij]b... | CAS号7319-59-7 1-Acetoxy-3-met... | CAS号3342-98-1 1-hydroxy-3-met... | CAS号63041-50-9 6,12b-Dihydro-3...

合成工艺路线路线简述

    📜(3A,5B,7A)-3,7-二羟基-12-氧代-胆烷-24-酸 反应生成 3-甲基胆蒽
    参考文献:Methylcholanthrene From Cholic Acid
    标题:Methylcholanthrene From Cholic Acid
    摘要:
    DOI:10.1021/ja01308A511

    海关参考信息

    专利信息


    专利号:US-7241900-B2
    优先权日:2002-02-12
    标题 :Synthesis of indole thiazole compounds as ligands for the Ah receptor
    发明人：DELUCA HECTOR F; GRZYWACZ PAWEL K; SICINSKI RAFAL R
    权利人:WISCONSIN ALUMNI RES FOUND
    摘要:A method of synthesizing aromatic ketone compositions of formula I comprising the step of introducing a double bond into the 5 membered ring of the 4,5-dihydro-1,3-azoles moiety of formula II is disclosed. A method of synthesizing aromatic ketone compositions of formula I comprising the step of ring synthesis of the tetrahydro-1,3-azoles of formula XI is also disclosed.

    专利号:US-8926955-B2
    优先权日:2008-12-22
    标题 :Synthesis of polymer conjugates of indolocarbazole compounds
    发明人：BAGNOD RAFFAELLA; BECCARIA LUCA; BERTARIONE RAVA ROSSA LUISA; CRISCUOLO DOMENICO; LORENZETTO CHIARA; MAINERO VALENTINA; MARCONI ALESSANDRA; PINCELLI CARLO; TRAVERSA SILVIO
    权利人:BAGNOD RAFFAELLA; BECCARIA LUCA; BERTARIONE RAVA ROSSA LUISA; CRISCUOLO DOMENICO; LORENZETTO CHIARA; MAINERO VALENTINA; MARCONI ALESSANDRA; PINCELLI CARLO; TRAVERSA SILVIO; CREABILIS S A
    摘要:The present invention relates to a process for the preparation of polymer conjugates of indolocarbaxole compounds, in particular of polymer conjugates of K-252a and derivatives thereof, by a synthetic route which results in a highly pure product, with a high product yield. In a further aspect the present invention relates to novel polymer conjugates of K-252a and derivatives thereof, wherein the chemical group linking the polymer unity to the K-252a or to the K-252a derivative compound is characterized by a 5-member oxazolidindionic cyclic structure. These novel polymer conjugates are obtained through the novel synthetic route with high purity and high yields.

    专利号:US-4804789-A
    优先权日:1982-07-06
    标题 :D-mannite derivatives as starting products for the synthesis of phospholipids
    发明人：EIBL HANSJOERG
    权利人:MAX PLANCK GESELLSCHAFT
    摘要:The invention concerns D-mannitol derivatives of the general formula I ##STR1## wherein R 1 and R 2 are the same or different, and when R 1 R 2 are the same, signify a straight-chained or branched alkyl, alkenyl or alkynyl group with 6 to 24 carbon atoms, which can contain cycloalkyl radicals with 3 to 6 carbon atoms, aryl radicals, benzyloxy, allyloxy, mesyloxy and/or halogen substituents and, when R 1 and R 2 are different, signify a straight-chained or branched alkyl group with 1 to 24 carbon atoms, which can contain cycloalkyl radicals with 3 to 6 carbon atoms, aryl radicals, benzyloxy, allyloxy, mesyloxy and/or halogen substituents, or a straight-chained or branched alkenyl or alkynyl group with 3 to 24 carbon atoms, which can contain cycloalkyl radicals with 3 to 6 carbon atoms, aryl radicals, benzyloxy, allyloxy, mesyloxy and/or halogen substituents, and R 1 can also be trityl. Starting from these D-mannitol derivatives, there can be obtained, in simple manner and with good yields, phospholipids in the form of their optically pure stereoisomers.

    专利号:US-2003069200-A1
    优先权日:2000-03-17
    标 题 :Use of glucosylceramide synthesis inhibitors in brain cancertherapy
    发明人：PLATT FRANCES MARY; SEYFRIED THOMAS NEIL; SMITH PAUL DAVID
    摘要:Treatments for brain cancer are provided, based on administration of inhibitors of glycophospholipids synthesis.

    专利号:US-2004204588-A1
    优先权日:2002-02-12
    标题 :Synthesis of indole thiazole compounds as ligands for the Ah receptor

    专利号:CA-2747838-C
    优先权日:2008-12-22
    标 题 :Synthesis of polymer conjugates of indolocarbazole compounds

    其他信息查阅

    供应商参考报价(招募中)

    品牌试剂参考报价(招募中)

    实用工具

    ⚠️全国化工行业净网倡议书
    📋制造商识别码
    📖 海关编码查询
    📝MSDS生成器

    📌 第三方产品分析报告

    ✅ COA系统入驻 | 共享模式

    主要参考文献

    1. Jukić T, Jurin Martić A, Ivanković S, Antica M, Pavan Jukić D, Rotim C, Jurin M. The role of regulatory T lymphocytes in immune control of MC-2 fibrosarcoma. Acta Clin Croat. 2020 Jun;59(2):351-358. doi: 10.20471/acc.2020.59.02.20. 2. Yamashita N, Kanno Y, Yoshikawa M, Ozawa M, Sanada N, Nemoto K, Kizu R. Polycyclic aromatic hydrocarbons induce CYP3A5 gene expression via aryl hydrocarbon receptor in HepG2 cells. J Toxicol Sci. 2021;46(1):25-29. doi: 10.2131/jts.46.25.
    156:136-144. doi: 10.1016/j.radonc.2020.12.008. Epub ahead of print. 268(Pt B):115860. doi: 10.1016/j.envpol.2020.115860. Epub 2020 Oct 15.
    7:979-985. doi: 10.1016/j.toxrep.2020.08.003. 6. Gastelum G, Jiang W, Wang L, Zhou G, Borkar R, Putluri N, Moorthy B. Polycyclic Aromatic Hydrocarbon-induced Pulmonary Carcinogenesis in Cytochrome P450 (CYP)1A1- and 1A2-Null Mice: Roles of CYP1A1 and CYP1A2. Toxicol Sci. 2020 Oct 1;177(2):347-361. doi: 10.1093/toxsci/kfaa107. 7. Chang CC, Huang KH, Hsu SP, Lee YG, Sue YM, Juan SH. Author Correction: Simvastatin reduces the carcinogenic effect of 3-methylcholanthrene in renal epithelial cells through histone deacetylase 1 inhibition and RhoA reactivation. Sci Rep. 2020 Jul 22;10(1):12526. doi: 10.1038/s41598-020-69592-w. Erratum for: Sci Rep. 2019 Mar 14;9(1):4606. 8. Sanada N, Gotoh-Kinoshita Y, Yamashita N, Kizu R. An androgen-independent mechanism underlying the androgenic effects of 3-methylcholanthrene, a potent aryl hydrocarbon receptor agonist. Toxicol Res (Camb). 2020 May 14;9(3):271-282. doi: 10.1093/toxres/tfaa027. 9. Ide H, Inoue S, Mizushima T, Jiang G, Nagata Y, Goto T, Kashiwagi E, Miyamoto H. Compound A inhibits urothelial tumorigenesis via both the androgen receptor and glucocorticoid receptor signaling pathways. Am J Transl Res. 2020 May 15;12(5):1779-1788. 10. Devrim T, Ekici H, Devrim AK, Sozmen M, Senol A, Bozkur KK, Duru O, Yalcin S. Late effects of cutaneous 3-methylcholanthrene exposure on DNA damage-related pleiotropic growth factors and oxidative stress markers in mice. Bratisl Lek Listy. 2020;121(5):325-330. 52(5):570-572. doi: 10.1093/abbs/gmaa020. 18(1):203. doi: 10.1186/s12944-019-1149-6. 13. Rhon Calderón EA, Galarza RA, Faletti AG. 3-Methylcholanthrene impacts on the female germ cells of rats without causing systemic toxicity. Toxicology. 2020 Jan 15;429:152328. doi: 10.1016/j.tox.2019.152328. Epub 2019 Nov 9. 24(20):3707. doi: 10.3390/molecules24203707. 15. Ide H, Inoue S, Mizushima T, Kashiwagi E, Zheng Y, Miyamoto H. Role of glucocorticoid signaling in urothelial tumorigenesis: Inhibition by prednisone presumably through inducing glucocorticoid receptor transrepression. Mol Carcinog. 2019 Dec;58(12):2297-2305. doi: 10.1002/mc.23118. Epub 2019 Sep 18.

    合成参考文献


    参考文献:10.1016/j.taap.2011.06.007
    摘要:Potapovich AI, Lulli D, Fidanza P, Kostyuk VA, De Luca C, Pastore S, Korkina LG. Plant polyphenols differentially modulate inflammatory responses of human keratinocytes by interfering with activation of transcription factors NFκB and AhR and EGFR-ERK pathway. Toxicol Appl Pharmacol. 2011 Sep 01;255(2):138–49. doi: 10.1016/j.taap.2011.06.007.
    参考文献:10.1007/s00726-011-0974-3
    摘要:Patra S, Ghosh A, Roy SS, Bera S, Das M, Talukdar D, Ray S, Wallimann T, Ray M. A short review on creatine-creatine kinase system in relation to cancer and some experimental results on creatine as adjuvant in cancer therapy. Amino Acids. 2012 Jun;42(6):2319–30. doi: 10.1007/s00726-011-0974-3.
    参考文献:10.4161/cc.10.16.16422
    摘要:Ferrer I, Blanco-Aparicio C, Peregrina S, Cañamero M, Fominaya J, Cecilia Y, Lleonart M, Hernandez-Losa J, Ramon y Cajal S, Carnero A. Spinophilin acts as a tumor suppressor by regulating Rb phosphorylation. Cell Cycle. 2011 Aug 15;10(16):2751–62. doi: 10.4161/cc.10.16.16422.
    参考文献:10.1155/2011/603740
    摘要:Tanaka T, Ishigamori R. Understanding Carcinogenesis for Fighting Oral Cancer. Journal of Oncology. 2011;2011():1–10. doi: 10.1155/2011/603740.
    参考文献:10.3797/scipharm.1011-13
    摘要:Jenny M, Wondrak A, Zvetkova E, Tram NT, Phi PT, Schennach H, Culig Z, Ueberall F, Fuchs D. Crinum latifolium leave extracts suppress immune activation cascades in peripheral blood mononuclear cells and proliferation of prostate tumor cells. Sci Pharm. 2011 Apr;79(2):323–35.
    📝 需求与反馈
    尽可能描述清楚需求与问题信息
    ×

    通知