CAS: 442-51-3; Harmine

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合成工艺路线路线简述

    骆驼蓬灵置于盐酸体系中,用 二氯甲烷 作为反应溶剂,化学反应生成 肉叶云香碱
    参考文献:β-咔啉生物碱的光化学二聚化
    标题:β-咔啉生物碱的光化学二聚化
    摘要:辐照β-咔啉衍生物可得到两种产物,涉及形成新的n-N或n-C键.
    DOI:10.1016/s0040-4020(01)97626-4

    海关参考信息

    专利信息


    专利号:WO-2025119975-A1
    优先权日:2023-12-04
    标 题:A method for synthesis of harmine
    发明人:HETT ROBERT; GRAB HANUSCH; LAGOUTTE ROMAN
    权利人:RECONNECT LABS AG
    摘要:The invention relates to a method of synthesis of a compound of formula (I), harmine, according to the method comprising a step of transforming the compound of formula (II), into the compound of formula (I). The invention further relates to a compound of formula (II), which is an intermediate in synthesis of harmine according to the present invention.

    专利号:US-11912647-B2
    优先权日:2020-05-22
    标 题:Diversity-oriented synthesis of N,N,O-trisubstituted hydroxylamines from alcohols and amines by N—O bond formation
    发明人:CRICH DAVID; HETTIKANKANAMALAGE ASIRI; HILL JARVIS
    权利人:UNIV GEORGIA
    摘要:In one aspect, the disclosure relates to a method for the direct synthesis of complex N,N,O-trisubstituted hydroxylamines by N—O bond formation. In another aspect, the method can successfully be employed using a wide variety of commercially available alcohols and secondary amines and enables the construction of large fragment-based libraries of trisubstituted hydroxylamines for drug discovery purposes. Also disclosed are N,N,O-trisubstituted hydroxylamines having low basicity, high stability at ambient temperatures, and an inherent lack of reactivity towards acetylating and sulfonylating enzymes that confer mutagenicity on less-substituted hydroxylamines.

    专利号:US-11578070-B2
    优先权日:2020-09-01
    标 题:Harmine synthesis
    发明人:ZAID GENE H; DONAVALLI KRISHNA MOHAN; VERMA RAJNI
    权利人:ANKH LIFE SCIENCES LTD
    摘要:Methods for the synthesis of harmine comprise reacting harmaline with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) in the presence of a diacid catalyst. In an embodiment, the synthesis is carried out using a reaction mixture of harmaline, DDQ, THF solvent, and succinic acid; the reaction is carried out under an inert atmosphere with refluxing for a period of 4-12 hours.

    专利号:US-12275733-B2
    优先权日:2016-11-07
    标 题:Substituted pyrido[3,4-b]indoles for the treatment of cartilage disorders
    发明人:GRETZKE DIRK; RITZELER OLAF; HEINELT UWE; WEHNER VOLKMAR; SCHMIDT FRIEDEMANN
    权利人:SANOFI SA
    摘要:The present invention relates to 8-aryl-substituted and 8-heteroaryl-substituted 9H-pyrido[3,4-b]indoles of the formula (I), in which A, E, G, R1 to R6 and R10 are as defined in the claims, which stimulate chondrogenesis and cartilage matrix synthesis and can be used in the treatment of cartilage disorders and conditions in which a regeneration of damaged cartilage is desired, for example joint diseases such as osteoarthritis. The invention furthermore relates to processes for the synthesis of the compounds of the formula (I), their use as pharmaceuticals, and pharmaceutical compositions comprising them.

    专利号:US-12419872-B2
    优先权日:2020-03-05
    标 题:Low-temperature synthesis of thymoquinone and harmaline compounds
    发明人:ZAID GENE H; WOLF BETH ANN; ROPP RACHEL ELIZABETH; DONAVALLI KRISHNA MOHAN; VERMA RAJNI
    权利人:ANKH LIFE SCIENCES LTD
    摘要:Low-temperature syntheses of thymoquinone/harmaline compounds which are useful for the treatment of human diabetes and cancers, and the derivatives, solvates, prodrugs, isomers, and tautomers of such compounds.

    专利号:US-2024002405-A1
    优先权日:2022-06-01
    标题 :Antimicrobial compounds, synthesis methods, and uses thereof
    发明人:VERMA RAJNI; DONAVALLI KRISHNA MOHAN; ZAID GENE H
    权利人:ANKH LIFE SCIENCES LTD
    摘要:Fused tricyclic compounds and novel methods of synthesizing, using, and/or administering the same. Methods of inhibiting microbial activity and/or treating a microbial infection with fused tricyclic compounds, bicyclic compounds, and other polycyclic compounds. The treatment of subjects suffering from a microbial infection comprises the step of administering to the subject one or more fused tricyclic compounds, bicyclic compounds, and other polycyclic compounds or a composition comprising one or more fused tricyclic compounds, bicyclic compounds, and other polycyclic compounds.
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    主要参考文献


    1: Patel K, Gadewar M, Tripathi R, Prasad SK, Patel DK. A review on medicinal importance, pharmacological activity and bioanalytical aspects of beta-carboline alkaloid ''Harmine''. Asian Pac J Trop Biomed. 2012 Aug;2(8):660-4. doi: 10.1016/S2221-1691(12)60116-6. Review.
    2: Brierley DI, Davidson C. Developments in harmine pharmacology--implications for ayahuasca use and drug-dependence treatment. Prog Neuropsychopharmacol Biol Psychiatry. 2012 Dec 3;39(2):263-72. doi: 10.1016/j.pnpbp.2012.06.001. Review. doi: 10.1590/1516-4446-2015-1701. Review. Review. doi: 10.1100/tsw.2010.159. Review.
    6: Dixon Clarke SE, Ramsay RR. Dietary inhibitors of monoamine oxidase A. J Neural Transm (Vienna). 2011 Jul;118(7):1031-41. doi: 10.1007/s00702-010-0537-x. Review. Review. Japanese. doi: 10.1016/j.pharmthera.2015.03.004. Review. Review. Review. doi: 10.1159/000151523. Review.

    合成参考文献


    参考文献:10.1515/znc-2005-9-1008
    摘要:Shahverdi AR, Monsef-Esfahani HR, Nickavar B, Bitarafan L, Khodaee S, Khoshakhlagh N. Antimicrobial activity and main chemical composition of two smoke condensates from Peganum harmala seeds. Z Naturforsch C J Biosci. 2005 Sep;60(9-10):707–10. doi: 10.1515/znc-2005-9-1008.
    参考文献:10.1155/2011/628151
    摘要:Louis ED, Factor-Litvak P, Gerbin M, Jiang W, Zheng W. Blood Harmane Concentrations in 497 Individuals Relative to Coffee, Cigarettes, and Food Consumption on the Morning of Testing. Journal of Toxicology. 2011;2011():1–6. doi: 10.1155/2011/628151.
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