CAS: 120786-18-7; (5R,9R,11E)-5-Amino-11-Ethylidene-5,6,9,10-Tetrahydro-7-Methyl-5,9-Methanocycloocta[b]Pyridin-2(1H)-One

该化合物是一个复杂的有机化合物,其特点是独特的双环结构,包含氮和碳原子.该化合物的特点是一个环形环形,与环形环状环形结合,有助于其潜在的生物活动.氨基氨基化合物和乙基替代成分的存在表明它可能参与各种化学反应,包括核生殖器替代和凝聚反应.其四氢结构表明它是一种饱和化合物,可能会影响其溶性和再活性.由(11E)配置所说明的具体的立体化学化学学学,意味着一种特定的几何安排对于它与生物目标的相互作用至关重要.

结构式图片

欧盟法规

ECHA物质C&L通报

上下游产品

pyridin-5(6H)-yl)carbamic acid methyl ester(E)-(+/-)-(11-ethylidene-9,10-dihydro-2-methoxy-7-methyl-5,9-methan°Cyclo°Ctapyridin-5(6H)-yl)carbamic acid methyl ester 2,7]trideca-2(7),3,5-trien-1-yl]-carbamic acid methyl ester[13-Eth-(E)-ylidene-5-methoxy-11-methylene-6-aza-tricyclo[7.3.1.02,7]trideca-2(7),3,5-trien-1-yl]-carbamic acid methyl ester (E)-11-ethylidene-5,6,9,10-tetrahydro-5-(methoxycarbonylamino)-7-methyl-5,9-methano-1H-cyclo°Cta[b]pyridin-2-one 2,7]trideca-2(7),3,5-triene-1-carboxylic acid13-Eth-(E)-ylidene-5-methoxy-11-methylene-6-aza-tricyclo[7.3.1.02,7]trideca-2(7),3,5-triene-1-carboxylic acidnatural Huperzine A 6-methyl-2(1H)-pyridone O,N-bis(phenoxycarbonyl)huperzine A (5R,9R,11E)-5-(4-hydroxy-3-methoxyphenylmethylidenylamino)-11-ethylidene-5,6,9,10-tetrahydro-7-methyl-5,9-methan°Cyclo°Cta[b]pyridin-2(1H)-one3,7]dec-6-yl esterAcetic acid (1R,3S,5S,6S,7S,8R,9S,10S)-9-acetoxy-9-acetoxymethyl-8-dimethoxymethyl-3,10-dihydroxy-7-(2,2,2-trichloro-acetylamino)-2,4-dioxa-tricyclo[3.3.1.13,7]dec-6-yl ester 2,2,2-Trichloro-N-[(1R,2S,5R,6S)-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-methyl-5,6-bis-triethylsilanyloxy-1-vinyl-cyclohex-3-enyl]-acetamide 25H36Cl3NO12SiC25H36Cl3NO12Si 3,7]dec-10-yl esterAcetic acid (1R,3S,5S,6S,7R,8R,9S,10S)-3,6,9-triacetoxy-9-acetoxymethyl-8-dimethoxymethyl-7-(2,2,2-trichloro-acetylamino)-2,4-dioxa-tricyclo[3.3.1.13,7]dec-10-yl esterDiacetyl-anhydro-epitetrodotoxin 11-nortetrodotoxin-6-ol Tetrodosaeure

合成工艺路线路线简述

  • 合成目标产物 Huperzine A 主要起始原料 5,9-Methanocycloocta[b]Pyridine-5(6H)-Carboxylic Acid, 11-Ethylidene-9,10-Dihydro-2-Methoxy-7-Methyl-, Methyl Ester, (11E)-
  • (文献来源)合成步骤主要原料 5,9-Methanocycloocta[b]Pyridine-5(6H)-Carboxylic Acid, 11-Ethylidene-9,10-Dihydro-2-Methoxy-7-Methyl-, Methyl Ester, (11E)-

海关参考信息

专利信息


专利号:US-6271379-B1
优先权日:2000-03-08
标题:Intermediates useful for the synthesis of huperzine A
发明人:TUECKMANTEL WERNER; KOZIKOWSKI ALAN P
权利人:UNIV GEORGETOWN
摘要:Intermediates useful for the synthesis of huperzine A represented by the structures below, n and methods for their synthesis, wherein: n R 1 is lower alkyl, benzyl, or substituted benzyl; n X is a suitable leaving group; n Y is an electron withdrawing group that can subsequently be converted into an amino group; n one broken line is present as a carbon—carbon bond and the other broken line is absent, where the broken line forms an unconjugated carbon—carbon double bond, which double bond may be endocyclic whereby n is 3 or the double bond may be exocyclic whereby n is 2.

专利号:US-4929731-A
优先权日:1989-02-21
标题:Method for the synthesis of huperzine A and analogs thereof and compounds useful therein
发明人:KOZIKOWSKI ALAN P; XIA YAN
权利人:UNIV PITTSBURGH
摘要:The present invention relates to a method for the synthesis of certain bridged fused ring pyridines. Such bridged fused ring pyridines can be converted to huperzine A and analogs of huperzine A. The present invention also covers such bridged fused ring pyridines, compounds utilized for the preparation of the bridged fused ring pyridines and analogs of huperzine A.

专利号:US-2009247754-A1
优先权日:2008-03-25
标 题:Method of preparing huperzine a and derivatives thereof
发明人:UNDERINER GAIL; GIBSON FRANK; HE LINLI; MEERA HARIHARA SUBRAMANIAN; GNANADEEPAM JESUDOSS MERCY; SAIGANESH RAMANATHAN; TUDHOPE STEPHEN R; AZADI-ARDAKANI MANOUCHEHR
权利人:DEBIOPHARM SA
摘要:The present invention is related to the synthesis of huperzine A. The synthesis includes a variety of process steps that increase productivity, reduce safety concerns, and allow for increasing production of compounds of desired optical isomer. The inventive methods may encompass a single improved reaction step that may be incorporated into a known reaction process for synthesizing huperzine A or a derivative thereof to improve the overall reaction. The inventive methods also encompass complete synthesis methods for preparing huperzine A or a derivative thereof.

专利号:US-7309799-B2
优先权日:2004-06-01
标 题:Methods for the synthesis of milnacipran and congeners thereof
发明人:BUCHWALD STEPHEN L; SWAGER TIMOTHY M; RARIY ROMAN V
权利人:COLLEGIUM PHARMACEUTICAL INC
摘要:One aspect of the present invention relates to methods for synthesizing milnacipran or congeners thereof. Another aspect of the present invention relates to asymmetric methods for synthesizing enantiomerically enriched milnacipran or congeners thereof. The present invention also relates to methods for synthesizing intermediates useful in the non-asymmetric or asymmetric methods for synthesizing enantiomerically enriched milnacipran or congeners thereof.

专利号:EP-3434669-B1
优先权日:2011-03-04
标 题 :Intermediate compounds utilizable in synthesis of (-) huperzine and process for obtain one of these intermediate compounds

专利号:US-2006014773-A1
优先权日:2001-04-19
标题:Mental agility lozenge, edible strip, food or drink
发明人:MCCLEARY EDWARD L
权利人:MCCLEARY EDWARD L
摘要:A mental agility composition is composed of at least one agent which promotes synthesis of ATP and/or creatine phosphate in the body; at least one antioxidant for scavenging free radicals in at least one pathway in the body; at least one agent for normalizing or maintaining membrane function and structure in the body; at least one agent for normalizing or maintaining normal neurotransmitter function in the body; at least one agent for down-regulating cortisol action; and at least one agent for suppressing activation of apoptotic pathways in the body. The composition may further contain one or more of at least one agent for suppressing inflammation in the body; at least one agent for normalizing or maintaining vascular wall function and structure in the body; at least one agent for normalizing or maintaining function of nerve growth factors and/or neurotropic factors in the body; at least one agent for suppressing toxic metal ionic effects; at least one agent for normalizing or maintaining methyl metabolism in the body; at least one agent for normalizing or maintaining metabolism of insulin and glucose in the body; and at least one agent for up-regulating activity of heat shock proteins in the body. The composition is administered in the form of a breath-care strip, mint or lozenge, or a food or beverage product.
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合成参考文献


参考文献:10.1124/mol.119.115964
摘要:Lee TD, Lee OW, Brimacombe KR, Chen L, Guha R, Lusvarghi S, Tebase BG, Klumpp-Thomas C, Robey RW, Ambudkar SV, Shen M, Gottesman MM, Hall MD. A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. Molecular Pharmacology. 2019 Nov;96(5):629–40. doi: 10.1124/mol.119.115964.
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