CAS: 4707-32-8; 2,2-Dimethyl-3,4-Dihydro-2H-Benzo[h]Chromene-5,6-Dione

上下游产品

α-lapachone Lapachol 2-hydroxy-3-(3-methyl-3-sulfooxy-butyl)-[1,4]naphthoquinone H-benzo[h]chromene5,6-diacetoxy-2,2-dimethyl-3,4-dihydro-2H-benzo[h]chromeneH-benzo[h]chromene5,6-diacetoxy-2,2-dimethyl-3,4-dihydro-2H-benzo[h]chromene 7,8-dihydro-9,9-dimethyl-9H-pyrano[3',2':4]naphtha[1,2-b]quinoxaline 3,4-dihydro-2,2-dimethyl-2H-naphtho[1,2-b]-pyran α-lapachone

去氧拉巴醌置于iron(Iii) Chloride,对甲苯磺酸体系中,用 水,甲苯 作为反应溶剂,化学反应 0.5H,以76%的收率获得产物3,4-二氢-2,2-二甲基-2H-萘并[1,2-B]吡喃-5,6-二酮
参考文献:β-Lapachone 的合成,一种来自 Lapacho 树的潜在抗癌剂
标题:β-Lapachone 的合成,一种来自 Lapacho 树的潜在抗癌剂
摘要:一种药学上重要的天然产物 β-拉帕酮从市售的 1,4-萘醌开始,分四步有效合成,总产率为 70%.合成的关键步骤是通过有利的环化/水合/氧化级联过程将 2-异戊二烯-1,4-萘醌直接转化为 β-拉帕酮.
DOI:10.1002/ejoc.201403064

专利信息

专利号:US-2017283878-A1
优先权日:2015-12-11
标题:Modulation of globoseries glycosphingolipid synthesis and cancer biomarkers
发明人：WONG CHI-HUEY; WU CHUNG-YI; CHEUNG SARAH K C; CHUANG PO-KAI; HSU TSUI-LING
权利人:ACADEMIA SINICA
摘要:The present disclosure relates to methods and compositions which can modulate the globoseries glycosphingolipid synthesis. Particularly, the present disclosure is directed to glycoenzyme inhibitor compound and compositions and methods of use thereof that can modulate the synthesis of globoseries glycosphingolipid SSEA-3/SSEA-4/GloboH in the biosynthetic pathway; particularly, the glycoenzyme inhibitors target the alpha-4GalT; beta-4GalNAcT-I; or beta-3GalT-V enzymes in the globoseries synthetic pathway. Additionally, the present disclosure is also directed to vaccines, antibodies, and/or immunogenic conjugate compositions targeting the SSEA-3/SSEA-4/GLOBO H associated epitopes (natural and modified) which elicit antibodies and/or binding fragment production useful for modulating the globoseries glycosphingolipid synthesis. Moreover, the present disclosure is also directed to the method of using the compositions described herein for the treatment or detection of hyperproliferative diseases and/or conditions. Furthermore, the instant disclosure also relates to cancer stem cell biomarkers for diagnostic and therapeutic uses.

专利号:US-5763625-A
优先权日:1995-04-25
标 题:Synthesis and use of β-lapachone analogs
发明人：BOOTHMAN DAVID A; FRYDMAN BENJAMIN J; WITIAK DONALD T
权利人:WISCONSIN ALUMNI RES FOUND
摘要:3-Substituted-β-lapachone analogs and their use either alone or to augment chemotherapy or radiotherapy to induce programmed neoplastic cell death without exhibiting toxicity to surrounding normal cells are disclosed. In particular, 3-allyl-β-lapachones, 3-alkyl-β-lapachones and 3-halo-β-lapachones were found to be Topoisomerase (Topo I) inhibitors. When these analogs are used alone there is a reversible single-strand break in the DNA of neoplastic cells causing apoptosis and cell death in some cells. However, when these analogs are combined with chemotherapy or X-irradiation, an irreversible Topo I-mediated break is achieved. A new and more efficient chemical synthesis of the compounds is also disclosed.

专利号:US-6458974-B1
优先权日:2001-01-25
标 题:Synthesis of β-lapachone and its intermediates
发明人：JIANG ZHIWEI; HOGELAND JANE
权利人:CYCLIS PHARMACEUTICALS INC
摘要:A novel process for synthesizing beta-lapachone (beta-lapachone), an agent that has demonstrated significant antineoplastic activity against human cancer lines. The process comprises the conversion of starting material, 2-hydroxy-1,4-naphothoquinone into beta-lapachone intermediate, lapachol. The lapachol is then converted to beta-lapachone by treatment with sulfuric acid and purified by recrystallization from ethanol. This novel process is extremely simple and provides beta-lapachone in excellent quality and high yield.

专利号:US-7790765-B2
优先权日:2007-04-30
标题:Hydroxy sulfonate of quinone compounds and their uses
发明人：BARTIS JUDIT; VOLCKOVA ERIKA; TANDON MANISH; LOWE DEIRDRE; REDMON MARTIN P
权利人:ARQULE INC
摘要:The present invention provides sodium 6-hydroxy-2,2-dimethyl-5-oxo-3,4,5,6-tetrahydro-2H-benzo(h)chromene-6-sulfonate, and its synthesis and uses in the treatment of cancer.

专利号:CA-2436125-C
优先权日:2001-01-25
标题 :Synthesis of beta-lapachone and its intermediates

专利号:CA-2436125-A1
优先权日:2001-01-25
标题 :Synthesis of beta-lapachone and its intermediates