CAS: 73573-88-3; (1S,7S,8S,8Ar)-8-(2-((2R,4R)-4-Hydroxy-6-Oxotetrahydro-2H-Pyran-2-yl)Ethyl)-7-Methyl-1,2,3,7,8,8A-Hexahydronaphthalen-1-Yl (S)-2-Methylbutanoate

该化合物是一种自然产生的死硬质,来自二硝基苯丙胺,作为HMG-CoA再释放酶的竞争性抑制剂,即胆固醇生物合成中限速酶,其主要优势在于它能够有效降低LDL胆固醇和三氯乙烯酸盐水平,同时适度增加HDL胆固醇,使其成为管理高胆固醇的宝贵工具.Mevastatin的紧凑分子结构允许选择性地约束酶活跃的场地,显示低浓度的高度威力.作为半合成血清的前体,它作为药物学研究中的关键参考化合物.它的精密机制和固定的安全特征有助于它在临床和实验环境中的实用性.

结构式图片

上下游产品

(S)-2-Methyl-butyric acid (1S,7S,8S,8aR)-8-[2-((2R,4R)-4,6-dihydroxy-tetrahydro-pyran-2-yl)-ethyl]-7-methyl-1,2,3,7,8,8a-hexahydro-naphthalen-1-yl ester (S)-2-Methyl-butyric acid (1S,7S,8S,8aR)-8-{2-[(2R,4R)-4-(tert-butyl-diphenyl-silanyloxy)-6-oxo-tetrahydro-pyran-2-yl]-ethyl}-7-methyl-1,2,3,7,8,8a-hexahydro-naphthalen-1-yl ester (S)-2-Methyl-butyric acid (1S,7S,8S,8aR)-8-{2-[(2R,4R)-4-(tert-butyl-dimethyl-silanyloxy)-6-oxo-tetrahydro-pyran-2-yl]-ethyl}-7-methyl-1,2,3,7,8,8a-hexahydro-naphthalen-1-yl ester (S)-2-Methyl-butyric acid (1S,7S,8S,8aR)-8-[2-((2R,4R,6S)-4,6-dihydroxy-tetrahydro-pyran-2-yl)-ethyl]-7-methyl-1,2,3,7,8,8a-hexahydro-naphthalen-1-yl esteracetone tert-butyl alcoholtert-butyl alcohol 6-desmethylmonacolin J *,5R*),6α>>-5-oxy>ethyl>-2,2-dimethyl-1,3-dioxan-4-yl>ethyl>-4-methyl-2-cyclohexen-1-one4R-4α(4R*,5R*),6α-5-2-6-2-(1,1-dimethylethyl)diphenylsilyloxyethyl-2,2-dimethyl-1,3-dioxan-4-ylethyl-4-methyl-2-cyclohexen-1-one

合成工艺路线路线简述

    [(1S,7S,8S,8Ar)-8-[2-[(2R,4R)-4,6-Dihydroxyoxan-2-Yl]Ethyl]-7-Methyl-1,2,3,7,8,8A-Hexahydronaphthalen-1-Yl] (2S)-2-Methylbutanoate置于celite,Silver Carbonate体系中,用 甲苯 作为反应溶剂,化学反应 2.0H,以61%的收率获得产物美伐他汀
    参考文献:(+)-Compactin 和 (+)-Mevinolin 的全合成.基于使用特殊钛试剂进行二羰基偶联的一般策略
    标题:(+)-Compactin 和 (+)-Mevinolin 的全合成.基于使用特殊钛试剂进行二羰基偶联的一般策略
    摘要:描述了一种用于立体控制合成低胆固醇化合物 (+)-Compactin(+)-Mevinolin 的策略
    DOI:10.1021/ja00164A024

    专利信息


    专利号:WO-2023041627-A1
    优先权日:2021-09-15
    标 题 :Cleavage and synthesis of hydrogen-containing gas by means of dielectric barrier discharge
    发明人:HANKE JENS; KNIST SASCHA
    权利人:Synreform GmbH
    摘要:The invention relates to a plasma device for the cleavage and synthesis of hydrogen-containing gas by means of dielectric barrier discharge, comprising: - a rod-type potential electrode; - a tube made of dielectric material, in particular a glass tube, more particularly a quartz glass tube, disposed around the potential electrode; - a catalyst, which is disposed in an interior of the tube; - a gas supply line, which is connected to the interior of the tube; - a gas discharge line, which is connected to the interior of the tube; - a counter electrode, which is disposed at least partly around the outside of the tube; - an active cooling means; and - a generator, which is connected to the potential electrode; wherein the generator has a predefined output impedance and is connected to the potential electrode by means of a matching network for impedance matching.

    专利号:US-4739073-A
    优先权日:1983-11-04
    标题:Intermediates in the synthesis of indole analogs of mevalonolactone and derivatives thereof
    发明人:KATHAWALA FAIZULLA G
    权利人:SANDOZ PHARMACEUTICALS CORP
    摘要:Compounds of the formula wherein one of R and Ro is and the other is primary or secondary C1-6alkyl not containing an asymmetric carbon atom, C3-6cycloalkyl or phenyl(CH2)m-, wherein R4 is hydrogen, C1-3alkyl, n-butyl, i-butyl, t-butyl, C1-3alkoxy, n-butoxy, i-butoxy, trifluoromethyl, fluoro, chloro, phenoxy or benzyloxy, R5 is hydrogen, C1-3alkyl, C1-3alkoxy, trifluoromethyl, fluoro, chloro, phenoxy or benzyloxy, R5a is hydrogen, C1-2alkyl, C1-2alkoxy, fluoro or chloro, and m is 1, 2 or 3, with the provisos that both R5 and R5a must be hydrogen when R4 is hydrogen, R5a must be hydrogen when R5 is hydrogen, not more than one of R4 and R5 is trifluoromethyl, not more than one of R4 and R5 is phenoxy, and not more than one of R4 and R5 is benzyloxy, R2 is hydrogen, C1-3alkyl, n-butyl, i-butyl, t-butyl, C3-6cycloalkyl, C1-3alkoxy, n-butoxy, i-butoxy, trifluoromethyl, fluoro, chloro, phenoxy or benzyloxy, R3 is hydrogen, C1-3alkyl, C1-3alkoxy, trifluoromethyl, fluoro, chloro, phenoxy or benzyloxy, with the provisos that R3 must be hydrogen when R2 is hydrogen, not more than one of R2 and R3 is trifluoromethyl, not more than one of R2 and R3 is phenoxy, and not more than one of R2 and R3 is benzyloxy, X is -(CH2)n- or -CH=CH-, wherein n is 0, 1, 2 or 3, and Z is wherein R6 is hydrogen or C1-3alkyl, and R7 is hydrogen, C1-3alkyl, n-butyl, i-butyl, t-butyl, benzyl or M, wherein M is a pharmaceutically acceptable cation, the use thereof for inhibiting cholesterol biosynthesis and lowering the blood cholesterol level, and, therefore, in the treatment of hyperlipoproteinemia and atherosclerosis, pharmaceutical compositions comprising such compounds and processes for and intermediates in the synthesis of such compounds.

    专利号:US-4973704-A
    优先权日:1985-10-25
    标题 :Pyrrolyl intermediates in the synthesis of pyrrole analogs of mevalonolactone and derivatives thereof
    发明人:WAREING JAMES R
    权利人:SANDOZ PHARMACEUTICALS CORP
    摘要:Compounds of the formula wherein R1 is C1-6alkyl not containing an asymmetric carbon atom, C3-7cycloalkyl or wherein R5, R6 and R7 are as defined below, R2 is C1-6alkyl not containing an asymmetric carbon atom, C3-7cycloalkyl or wherein R8, R9 and R10 are as defined below, R3 is hydrogen, C1-6alkyl not containing an asymmetric carbon atom, C3-7cycloalkyl or wherein R11, R12 and R13 are as defined below, R4 is hydrogen, C1-6alkyl not containing an asymmetric carbon atom, C3-7cycloalkyl or wherein R14, R15 and R16 are as defined below, X is -(CH2)m-, -CH=CH-, -CH=CH-CH2-or -CH2-CH=CH-, wherein m is 0, 1, 2 or 3, and Z is wherein R17 is hydrogen or C1-3alkyl, and R18 is hydrogen, R19 or M, wherein R19 is a physiologically acceptable ester group, and M is a pharmaceutically acceptable cation, wherein each of R5, R8, R11 and R14 is independently hydrogen, C1-3alkyl, n-butyl, i-butyl, t-butyl, C1-3alkoxy, n-butoxy, i-butoxy, trifluoromethyl, fluoro, chloro, bromo, phenyl, phenoxy or benzyloxy, each of R6, R9, R12 and R15 is independently hydrogen, C1-3alkyl, C1-3alkoxy, trifluoromethyl, fluoro, chloro, bromo, phenoxy or benzyloxy, and each of R7, R10, R13 and R16 is independently hydrogen, C1-2alkyl, C1-2alkoxy, fluoro or chloro, with the provisos that not more than one substituent on each of Rings A, B, C and D independently is trifluoromethyl, not more than one substituent on each of Rings A, B, C and D independently is phenoxy, and not more than one substituent on each of Rings A, B, C and D independently is benzyloxy, with the provisos that (i) the -X-Z group is in the 2- or 3-position of the pyrrole ring, (ii) the -X-Z group is ortho to both R1 and R2 and (iii) R3 is ortho to R2, the use thereof for inhibiting cholesterol biosynthesis and lowering the blood cholesterol level and, therefore, in the treatment of hyperlipoproteinemia and atherosclerosis, pharmaceutical compositions comprising such compounds and processes for and intermediates in the synthesis of such compounds.

    专利号:US-2002022022-A1
    优先权日:2000-05-19
    标题 :Inhibition of cell proliferation and matrix synthesis by antioxidants and NAD(P)H oxidase inhibitors
    发明人:SHI YI; ZALEWSKI ANDREW
    摘要:The present invention is directed to a method for the prophylactic and therapeutic treatment of diseases or disorders associated with the abnormal proliferation and extracellular matrix synthesis of smooth muscle cells (SMC) and fibroblasts due to activation of NAD(P)H and/or increased ROS generation. The method involves the administration of an NAD(P)H oxidase inhibitor(s) and/or antioxidant(s) to a mammal in an amount sufficient to treat the disease or disorder prophylactically or therapeutically. The NAD(P)H oxidase inhibitor inhibits the synthesis or translocation of NAD(P)H subunits, thereby blocking the generation of intracellular reactive oxygen species (ROS) and thus the proliferation and extracellular matrix synthesis of SMC and fibroblasts. Similarly, the administration of antioxidants blocks the generation of intracellular ROS, thereby inhibiting SMC and fibroblast proliferation and extracellular matrix synthesis. In addition to the prevention and treatment of vascular disease, such as atherosclerosis, graft disease, and restenosis, NAD(P)H oxidase inhibitors and antioxidants may be useful for the prevention and treatment of other conditions by decreasing cell proliferation and extracellular matrix synthesis associated therewith. These conditions include arthritis, keloid formation, cancer, tissue and organ fibrosis, and complications related to organ transplantation, metabolic syndrome, and radiation therapy.

    专利号:US-2008287407-A1
    优先权日:2003-12-10
    标题 :Nitric Oxide Releasing Pyruvate Compounds, Compositions and Methods of Use
    发明人:GARVEY DAVID S; FANG XINQIN; KHANAPURE SUBHASH P; RANATUNGA RAMANI R; WEY SHIOW-JYI
    权利人:NITROMED INC
    摘要:The invention describes novel nitrosated and/or nitrosylated pyruvate compounds and pharmaceutically acceptable salts thereof, and novel compositions comprising at least one nitrosated and/or nitrosylated pyruvate compound, and, optionally, at least one compound that donates, transfers or releases nitric oxide, stimulates endogenous synthesis of nitric oxide, elevates endogenous levels of endothelium-derived relaxing factor or is a substrate for nitric oxide synthase, and/or at least one therapeutic agent. The invention also provides novel compositions comprising at least one pyruvate compound and at least one compound that donates, transfers or releases nitric oxide, elevates endogenous levels of endothelium-derived relaxing factor, stimulates endogenous synthesis of nitric oxide or is a substrate for nitric oxide synthase and/or at least one therapeutic agent. The invention also provides novel kits comprising at least one pyruvate compound, that is optionally nitrosated and/or nitrosylated, and, optionally, at least one nitric oxide donor and/or at least one therapeutic agent. The invention also provides methods for treating diseases resulting from oxidative stress, diabetes, reperfusion injury following ischemia, preservation of tissues, organs, organ parts and/or limbs.

    专利号:US-2005182020-A1
    优先权日:2003-11-14
    标题 :Ceramide de novo synthesis-based therapeutic and prophylactic methods, and related articles of manufacture
    发明人:WORGALL TILLA S; DECKELBAUM RICHARD J
    摘要:Described is a method for decreasing the amount of mSREBP in a cell characterized by an elevated level of mSREBP comprising contacting the cell with an agent that specifically inhibits de novo synthesis of ceramide in the cell, thereby decreasing the amount of mSREBP in the cell. Also described are related methods and articles of manufacture.
    珠海蔚蓝医药有限公司
    ⚠️ 未注册 · 未认证企业
    ⚠️ 该商家尚未完成注册及企业认证,请用户仔细辨别,谨慎交易。
    数据来源于公开网络搜索,平台未作核实,请自行辨别。
    🏢敬请 企业认领
    🏬开设公司展台
    📢获取免费会员权益
    🎖️点亮专属注册企业标签
    📇展现公司完整信息 样本查看立即注册认领 →
    网址: http://www.vitalpharms.com
    电话: 0756-3326819👤
    📞珠海蔚蓝医药有限公司 ⚠️参考联系方式

    销售电话:0756-3326819
    邮箱:sales@vitalpharms.com
    🆔 联系时候可告知是从"百琢研"平台获取的信息.
    ⚠️ 声明: 该企业未认证、未认领,请自行辨别信息的真实性和可靠性。咨询或交易时请注意风险评估与信息核实,百琢研不参与任何交易。企业认领注册入口→

    ⚠️ 未注册 · 未认证企业
    注册入口 备注: 📌 数据来源说明:本展台内容基于各搜索引擎等公开数据整理,仅作展示用途。请用户自行辨别 ✉️ 若企业需抹除展台内容或有异议, 请通过页面底部联系方式告知我们,我们会尽快处理。
    湖北猫尔沃生物医药有限公司
    ⚠️ 未注册 · 未认证企业
    ⚠️ 该商家尚未完成注册及企业认证,请用户仔细辨别,谨慎交易。
    数据来源于公开网络搜索,平台未作核实,请自行辨别。
    🏢敬请 企业认领
    🏬开设公司展台
    📢获取免费会员权益
    🎖️点亮专属注册企业标签
    📇展现公司完整信息 样本查看立即注册认领 →
    网址: http://www.marvel-bio.com
    企业联系电话:15387162023👤
    📞湖北猫尔沃生物医药有限公司 ⚠️参考联系方式
    联系人:宋经理
    电话:15387162023
    手机:15387162023
    传真:027-877288767
    邮箱:1824363398@qq.com
    通信地址: 湖北省高新技术开发区关山大道
    邮编: 430070
    🆔 联系时候可告知是从"百琢研"平台获取的信息.
    ⚠️ 声明: 该企业未认证、未认领,请自行辨别信息的真实性和可靠性。咨询或交易时请注意风险评估与信息核实,百琢研不参与任何交易。企业认领注册入口→

    地址:湖北省高新技术开发区关山大道
    ⚠️ 未注册 · 未认证企业
    注册入口 备注: 📌 数据来源说明:本展台内容基于各搜索引擎等公开数据整理,仅作展示用途。请用户自行辨别
    ✉️ 若企业需抹除展台内容或有异议, 请通过页面底部联系方式告知我们,我们会尽快处理。
    第 1 / 1 页
    现货

    供应商参考报价(招募中)

    品牌试剂参考报价(招募中)

    📌 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: Lee HJ, Jo SY, Hwang JS, Chang SE. Mevastatin suppresses melanogenesis by lowering the levels of cyclic adenosine monophosphate and cholesterol. Exp Dermatol. 2016 Apr 27. doi: 10.1111/exd.13056. [Epub ahead of print] doi: 10.1111/bph.13326. Epub 2015 Oct 23. doi: 10.1007/s00436-015-4618-5. Epub 2015 Jul 18. Chinese. doi: 10.1177/0960327113499050. Epub 2013 Aug 5. doi: 10.3969/j.issn.1672-7347.2010.05.017. Chinese. doi: 10.1186/1476-5926-9-3.
    10: Sugazaki M, Hirotani H, Echigo S, Takeyama S, Shinoda H. Effects of mevastatin on grafted bone in MRL/MpJ mice. Connect Tissue Res. 2010 Apr;51(2):105-12. doi: 10.3109/03008200903105098. doi: 10.4103/0975-7406.62709.
    12: Campia I, Lussiana C, Pescarmona G, Ghigo D, Bosia A, Riganti C. Geranylgeraniol prevents the cytotoxic effects of mevastatin in THP-1 cells, without decreasing the beneficial effects on cholesterol synthesis. Br J Pharmacol. 2009 Dec;158(7):1777-86. doi: 10.1111/j.1476-5381.2009.00465.x. Epub .

    合成参考文献


    参考文献:10.4061/2011/917629
    摘要:Simakova O, Arispe NJ. Fluorescent Analysis of the Cell‐Selective Alzheimer′s Disease Aβ Peptide Surface Membrane Binding: Influence of Membrane Components. International Journal of Alzheimer's Disease. 2011 Jan;2011(1). doi: 10.4061/2011/917629.
    📝 需求与反馈
    尽可能描述清楚需求与问题信息
    ×

    通知