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    Natural Products
    Picrinine
    Information
    CAS No. 4684-32-6 Price
    Catalog No.CFN98700Purity>=98%
    Molecular Weight338.4 Type of CompoundAlkaloids
    FormulaC20H22N2O3Physical DescriptionPowder
    Download     COA    MSDS    SDFSimilar structuralComparison (Web)  (SDF)
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    According to end customer requirements, ChemFaces provide solvent format. This solvent format of product intended use: Signaling Inhibitors, Biological activities or Pharmacological activities.
    Size /Price /Stock 10 mM * 1 mL in DMSO / Inquiry
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    Picrinine

    Picrinine
    Product Name Picrinine
    CAS No.: 4684-32-6
    Catalog No.: CFN98700
    Molecular Formula: C20H22N2O3
    Molecular Weight: 338.4 g/mol
    Purity: >=98%
    Type of Compound: Alkaloids
    Physical Desc.: Powder
    Source: The roots of Rauvolfia verticillata.
    Solvent: Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
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  • Biological Activity
    Description: Picrinine has notable antitussive, antiasthmatic, expectorant, antiinflammatory and analgesic effects; medicinal composition containing picrinine as active ingredient can be prepared into multiple dosage forms and can be used for treating cold, fever, and respiratory disease caused by fever with good therapeutic effect, convenient application and high safety; picrinine can be used as quality index for pharmic control in preparing medicine for treating cold, fever and respiratory disease caused by fever.
    Picrinine Description
    Source: The roots of Rauvolfia verticillata.
    Solvent: Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
    Storage: Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to 24 months(2-8C).

    Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20C. Generally, these will be useable for up to two weeks. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour.

    Need more advice on solubility, usage and handling? Please email to: service@chemfaces.com

    After receiving: The packaging of the product may have turned upside down during transportation, resulting in the natural compounds adhering to the neck or cap of the vial. take the vial out of its packaging and gently shake to let the compounds fall to the bottom of the vial. for liquid products, centrifuge at 200-500 RPM to gather the liquid at the bottom of the vial. try to avoid loss or contamination during handling.
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    Calculate Dilution Ratios(Only for Reference)
    1 mg 5 mg 10 mg 20 mg 25 mg
    1 mM 2.9551 mL 14.7754 mL 29.5508 mL 59.1017 mL 73.8771 mL
    5 mM 0.591 mL 2.9551 mL 5.9102 mL 11.8203 mL 14.7754 mL
    10 mM 0.2955 mL 1.4775 mL 2.9551 mL 5.9102 mL 7.3877 mL
    50 mM 0.0591 mL 0.2955 mL 0.591 mL 1.182 mL 1.4775 mL
    100 mM 0.0296 mL 0.1478 mL 0.2955 mL 0.591 mL 0.7388 mL
    * Note: If you are in the process of experiment, it's need to make the dilution ratios of the samples. The dilution data of the sheet for your reference. Normally, it's can get a better solubility within lower of Concentrations.
    Protocol
    Structure Identification:
    J Org Chem. 2015 Jul 13.
    Fischer Indolizations as a Strategic Platform for the Total Synthesis of Picrinine.[Pubmed: 26134260]
    Picrinine, which is a member of the akuammiline family of alkaloids, was first isolated in 1965 from the leaves of Alstonia scholaris. The natural product possesses a daunting polycyclic skeleton that contains a furanoindoline, a bridged [3.3.1]azabicycle, two N,O-acetal linkages, and six stereogenic centers. These structural features render Picrinine a challenging and attractive target for total synthesis.
    METHODS AND RESULTS:
    This paper provides a full account of our synthetic forays toward Picrinine, which culminates in the first total synthesis of this long-standing target. Central to the success of our approach is the use of the Fischer indolization reaction to introduce the C7 quaternary stereocenter and the indoline nucleus of the natural product's scaffold. We probe some of the subtleties of this classic transformation by examining some of the most complex Fischer indolization substrates to date. Additionally, we describe various roadblocks encountered in our experimental efforts, which were successfully overcome to complete the total synthesis of Picrinine.
    Picrinine References Information
    Citation [1]

    J Am Chem Soc. 2014 Mar 26;136(12):4504-7.

    Total synthesis of the akuammiline alkaloid picrinine.[Pubmed: 24597784 ]
    We report the first total synthesis of the complex akuammiline alkaloid Picrinine, which was first isolated nearly five decades ago. Our synthetic approach features a concise assembly of the [3.3.1]-azabicyclic core, a key Fischer indolization reaction to forge the natural product's carbon framework, and a series of delicate late-stage transformations to complete the synthesis. Our synthesis of Picrinine also constitutes a formal synthesis of the related polycyclic alkaloid strictamine.
    Citation [2]

    CN 101084894 B[P]. 2011.

    Medicine for treating diseases concerned with respiratory and use thereof[Reference: WebLink]
    The invention discloses Picrinine (indoles) isolated from Alstonia scholaris. Picrinine has notable antitussive, antiasthmatic, expectorant, antiinflammatory and analgesic effects. Medicinal composition containing Picrinine as active ingredient can be prepared into multiple dosage forms and can be used for treating cold, fever, and respiratory disease caused by fever with good therapeutic effect, convenient application and high safety. Picrinine can be used as quality index for pharmic control in preparing medicine for treating cold, fever and respiratory disease caused by fever.
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