CAS: 23978-85-0; Tetrahydrocannabinolic Acid

该化合物是一个复杂的有机化合物,其独特的双环结构包括一种苯并[c]铬酸.该化合物具有多种功能组,包括一种氢氧基基和一种碳本酸,有助于其潜在的生物活动.由于苯丙基和三甲基亚基苯基成分的存在,该物质具有相对的疏水特性,可能会影响其溶性以及与生物膜的相互作用.根据(6aR,10a)的配置,这种立体化学学提出了对其生物功能或与受体相互作用至关重要的具体空间安排.这种化合物经常被研究其潜在的治疗效果,特别是在可耐氨基研究的范围内,因为它们的结构相似性研究中代表着一种天然的化合物.

结构式图片

欧盟法规

ECHA物质C&L通报

上下游产品

geranyl diphosphate 2,4-dihydroxyl-6-pentylbenzoic acid CBGA tetrahydr°CannabinolCBD dronabinol Δ8-THC-2-carboxylic acid cannabinol

合成工艺路线路线简述

    📜在 柠檬酸体系中,用 甲基叔丁基醚,水 用作溶剂,以585 Mg的收率获得四氢大麻酚酸
    参考文献: Process For Purification Of Cannabinoic Acids From Plant Material Extract[fr] Procédé De Purification D'Acides Cannabinoïdes à Partir D'Un Extrait De Matériel Végétal
    标题: Process For Purification Of Cannabinoic Acids From Plant Material Extract[fr] Procédé De Purification D'Acides Cannabinoïdes à Partir D'Un Extrait De Matériel Végétal
    摘要:本发明涉及一种高效经济的过程,用于从粗制大麻植物材料或所述大麻植物的细胞培养物中纯化大麻酸类物质,更具体地说是thca或cbda,使用离子交换树脂.然后可以将获得的纯化大麻酸类物质脱羧,得到相应的大麻素,即thc或cbd.

    海关参考信息

    专利信息


    专利号:WO-2025217205-A1
    优先权日:2024-04-08
    标 题:Synthesis of (-)-trans-δ9-tetrahydrocannabivarin (δ9-thcv) and analogs thereof
    发明人:HAGHDOOST MEHDI; ROBERTS MATTHEW; THOMAS BRIAN; DICKINSON LUKE; NIKITIN EDWARD
    权利人:NALU BIO INC
    摘要:A method is provided for the synthesis of (-)-trans-Δ9-tetrahydrocannabivarin (Δ9-THCV) and analogs thereof such that in the reaction product, the molar ratio of the Δ9 isomer to incidentally formed Δ8 isomers is greater than 4:1. Synthesis is carried out by combining a selected cannabinoid reactant, e.g., cannabidivarin (CBDV) or an analog thereof, with an acid in a solvent for the cannabinoid reactant, wherein the acid comprises (i) a Lewis acid having an acid softness index value in the range of -10 ΔG0 f, M n+ to ‑150 ΔG0 f, M n+, (ii) a Brønsted acid having a pKa in the range of -4.0 to +4.0, or (iii) a combination of (i) and (ii), under reaction conditions comprising a reaction temperature in the range of ‑0 °C to 25 °C and a reaction time in the range of 1 hour to 24 hours. The reaction is thereafter quenched with base and the solvent removed, wherein the crude reaction product so provided may be purified, e.g., chromatographically purified. Also provided is a method for synthesizing Δ9-THCV that further includes synthesis of the cannabinoid reactant. The invention additionally provides novel cannabinoid compositions that may be synthesized using the aforementioned methodology.

    专利号:US-2024228455-A1
    优先权日:2021-04-27
    标 题 :Synthesis of cbn and cbnv
    发明人:KAVARANA MALCOLM J
    权利人:TEEWINOT LIFE SCIENCES CORP
    摘要:The invention includes chemical synthesis for preparing cannabinol (CBN) and cannabinovarin (CBNV). The process is suitable for inter alia the large-scale synthesis of pharmaceutical grade CBN and CBNV.

    专利号:US-11466283-B2
    优先权日:2016-08-18
    标 题:Plants and methods for increasing and decreasing synthesis of cannabinoids
    发明人:ROSCOW ROBERT F
    权利人:CANOPY GROWTH CORP
    摘要:This disclosure relates to new plants and methods for increasing and decreasing synthesis of cannabinoids. The plants disclosed herein comprise unnatural ratios and concentrations of cannabinoids in plants of genus Cannabis . The methods disclosed herein comprise manipulating the biosynthetic pathway of cannabinoids to produce plants of genus Cannabis with unnatural ratios and concentrations of cannabinoids.

    专利号:WO-2024245658-A1
    优先权日:2023-05-30
    标 题:Process for the synthesis of tetrahydrocannabinolic acid dimethylsiloxane, and tetrahydrocannabinolic acid dimethylsiloxane
    发明人:COSKY ERIC S
    权利人:TRESCO HOLDING GMBH
    摘要:The invention relates to a novel process for the synthesis of tetrahydrocannabinolic acid dimethylsiloxane and tetrahydrocannabinolic acid dimethylsiloxane.

    专利号:US-10538790-B2
    优先权日:2016-04-04
    标题 :Bioenzymatic synthesis of THC-v, CBV and CBN and their use as therapeutic agents
    发明人:KAVARANA MALCOLM J; PEET RICHARD C
    权利人:TEEWINOT TECH LIMITED
    摘要:The present invention provides methods for producing cannabinoids. More specifically, the invention is directed to the bio-enzymatic synthesis of THC-v, CBV and CBN by contacting a compound according to Formula I with a cannabinoid synthase enzyme. Also described is a system for producing these pharmaceutically important cannabinoids and the use of such cannabinoids as therapeutic agents.

    专利号:US-2022298522-A1
    优先权日:2019-07-30
    标 题:Methods of controlling cannabinoid synthesis in plants or cells and plants and cells produced thereby
    发明人:FLAISHMAN MOSHE ARIE; SHAFRAN-TOMER HADAS; COHEN PEER REUT; COHEN ODED
    权利人:THE STATE OF ISRAEL MINISTRY OF AGRICULTURE & RURAL DEVELOPMENT AGRICULTURAL RES ORGANIZATION
    摘要:A method of controlling cannabinoid synthesis in a cell or plant or plant part comprising same is provided. The method comprising modulating expression in the cell of at least one polypeptide comprising an amino acid sequence at least 95% identical to SEQ ID NO: 1-15 and 18-86, the polypeptide modulating cannabinoid synthesis, thereby controlling cannabinoid synthesis in the cell. Also provided are methods of producing cannabinoids and selecting plants producing cannabinoids of interest.

    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

    合成参考文献


    摘要:S109 | PARCEDC | List of 7074 potential endocrine disrupting compounds (EDCs) by PARC T4.2 | DOI:10.5281/zenodo.10944198
    摘要:S72 | NTUPHTW | Pharmaceutically Active Substances from National Taiwan University | DOI:10.5281/zenodo.3955664
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