CAS: 21133-52-8; Lycoramine

上下游产品

Norlycoramine 41432-21-7
Lycoraminone 21041-10-1
(4As,8Ar)-3-Methoxy-11-Methyl-4A,5,7,8,11,12-Hexahydro-6H-Benzo[2,3]Benzofuro [4,3-Cd]Azepine-6,10(9H)-Dione 1378372-28-1
Methyl (1R,12S)-9-Methoxy-14-Oxo-11-Oxa-4-Azatetracyclo[8.6.1.01,12.06,17]Heptadeca-6(17),7,9-Triene-4-Carboxylate 1334171-07-1
加兰他敏 Galantamine 357-70-0
4A,5,9,10,11,12-Hexahydro-3-Methoxy-11-Methyl-6H-Benzofuro[3A,3,2-Ef ][2]Benzazepin-6-Ol
加兰他敏 (-)-Narwedine 510-77-0
(3S*,4As*,9Br*)-9B-<2-(N-Formyl-N-Methylamino)Ethyl>-3-Formyloxy-6-Methoxy-1,2,3,4,4A,9B-Hexahydrodibenzofuran 78167-06-3 (±)-Nornarwedine Methyl N-[2-[(5'As,9'Ar)-4'-Methoxyspiro[1,3-Dioxolane-2,7'-5A,6,8,9-Tetrahydrodibenzofuran]-9'A-Yl]Ethyl]Carbamate 1334171-06-0

📜(3S,4As,9Br)-9B-Allyl-3-(Tert-Butyldimethylsilyloxy)-6-Methoxy-1,2,3,4,4A,9B-Hexahydrodibenzofuran置于palladium Diacetate N-溴代丁二酰亚胺(Nbs),四氧化锇,Lithium Aluminium Tetrahydride,偶氮二异丁腈,N-甲基吗啉氧化物,三氟乙酸体系中,用 四氢呋喃,四氯化碳,氯仿,水,1,2-二氯乙烷,丙酮 用作溶剂,化学反应 51.01H,反应生成二氢加兰他敏
参考文献:具有桦木应付序列的(-)-Lycoramine的对映选择性合成
标题:具有桦木应付序列的(-)-Lycoramine的对映选择性合成
摘要:(-)-Lycoramine的第一个对映选择性合成已从联芳基衍生物1分14步完成,总收率达5%.该合成应用先前开发的birch-Cope序列,以优异的对映选择性控制来创建(-)-Lycoramine的关键芳基四元立体中心.Birch-Cope序列的产物,一种通用的4,4-二取代-2-羧酰胺-2-环己烯-1-酮,通过分子内共轭添加苯酚来制成二氢呋喃环.将烯丙基化学选择性修饰成酰胺,然后进行修饰的pictet-Spengler反应,生成了氮杂ring环.
Doi:10.1021/jo070976V

专利信息

专利号:US-RE41366-E
优先权日:2001-06-15
标 题 :Total synthesis of galanthamine, analogues and derivatives thereof
发明人：THAL CLAUDE; GUILLOU CATHERINE; BEUNARD JEAN-LUC; GRAS EMMANUEL; POTIER PIERRE
权利人:CT NAT DEL LA RECH SCIENT CNRS
摘要:The invention relates to a method for the synthesis of galanthamine, the derivatives and analogues thereof of formula (1) where R 1 =a hydrogen atom, R 2 =a hydroxy group, R 1 and R 2 together form â•?O, R 3 , R 4 , and R 5 independently=a hydrogen atom, a hydroxy group or a (C 1 -C 2 )alkoxy group, R 6 â•?H, (C 1 -C 12 )alkyl, (CH 2 ) n NR 7 R 8 , or —(CH 2 ) n N + R 7 R 8 R 9 where n=1 to 12, Z=two hydrogen atoms, or an oxygen atom and X=an oxygen, sulphur or nitrogen atom, or a —SO, —SO 2 , or —NR 6 group where R 6 is as defined above or is an amine protecting group.

专利号:US-2007213318-A1
优先权日:2006-03-07
标 题 :Cholinergic enhancers with improved blood-brain barrier permeability for the treatment of diseases accompanied by cognitive impairment
发明人：MAELICKE ALFRED
权利人:GALANTOS PHARMA GMBH
摘要:The present invention refers to compounds that, in addition to enhancing the sensitivity to acetylcholine and choline of neuronal cholinergic receptors and/or acting as cholinesterase inhibitors and/or neuroprotective agents, have enhanced blood-brain barrier permeability in comparison to their parent compounds. The compounds are derived (either formally by their chemical structure or directly by chemical synthesis) from natural compounds belonging to the class of amaryllidaceae alkaloids e.g. galanthamine, narwedine and lycoramine, or from metabolites of said compounds. The compounds of the present invention can either interact as such with their target molecules, or they can act as “pro-drugsâ€?, in the sense that after reaching their target regions in the body they are converted by hydrolysis or enzymatic attack to the original parent compound and react as such with their target molecules, or both. The compounds of this invention may be used as medicaments for the treatment of human brain diseases associated with a cholinergic deficit, including the neurodegenerative diseases Alzheimer's and Parkinson's disease and the psychiatric diseases vascular dementia, schizophrenia and epilepsy.

专利号:US-9763953-B2
优先权日:2005-09-22
标题:Cholinergic enhancers with improved blood-brain barrier permeability for the treatment of diseases accompanied by cognitive impairment
发明人：MAELICKE ALFRED
权利人:GALANTOS PHARMA GMBH; NEURODYN LIFE SCIENCES INC
摘要:The present invention refers to compounds that, in addition to enhancing the sensitivity to acetylcholine and choline, and their exogenous agonists, of neuronal cholinergic receptors and/or acting as cholinesterase inhibitors and/or neuroprotective agents, have enhanced blood-brain barrier permeability in comparison to their parent compounds. The compounds are derived (either formally by their chemical structure or directly by chemical synthesis) from natural compounds belonging to the class of amaryllidaceae alkaloids e.g., galantamine, narwedine and lycoramine, or from metabolites of said compounds. The compounds of the present invention can either interact as such with their target molecules, or they can act as “pro-drugsâ€?, in the sense that after reaching their target regions in the body they are converted by hydrolysis or enzymatic attack to the original parent compound and react as such with their target molecules, or both. The compounds of this invention may be used as medicaments.

专利号:US-2005065338-A1
优先权日:2001-06-15
标 题 :Total synthesis of galanthamine, analogues and derivatives thereof

专利号:EP-1458724-A1
优先权日:2001-06-15
标 题:Total synthesis of galanthamine, analogues and derivatives thereof

专利号:WO-02102803-A1
优先权日:2001-06-15
标题 :Total synthesis of galanthamine, analogues and derivatives thereof