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    (-)-Cytisine

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    (-)-Cytisine

    SKU
    C0228

    Category: Phytochemicals

    Synonyms
    NSC 407282 , BRN 0083882 , Baptitoxine , Sophorine , (1S,5R)-3,4,5,6-tetrahydro-1H-1,5-methanopyrido[1,2-a][1,5]diazocin-8(2H)-one
    485-35-8
    CAS-Number
    C11H14N2O
    Molecular Formula
    190.2
    Molecular Weight

    • Product Data
    • Handling
    • Safety Information
    • Details

    Specifications

    Purity
    ≥99% (CHN)
    Identity
    1H-NMR
    Appearance
    Light yellow powder/crystals

    Properties

    Melting Point
    155 - 159 °C
    Solvents
    toluene

    Downloads

    Safety Data Sheet
    CDX C0228 MSDS.pdf
    Handling Advice
    Protect from light and moisture.
    Use / Stability
    Stable for at least 2 years after receipt when stored at -20°C.
    Long Term Storage
    -20°C
    Short Term Storage
    +4°C
    Shipping
    AMBIENT
    Transportation
    Excepted Quantities
    RIDADR
    UN2811 6.1
    Signal word
    Danger
    GHS Symbol
    GHS06
    Precautionary statements
    P261-P301 + P310-P305 + P351 + P338
    Hazard statements
    H301, H315, H319, H335
    Description
    Pyridine-like alkaloid. Nicotine agonist. Potent agonist at alpha3beta4 and alpha7 nicotinic acetylcholine receptors and partial agonist at alpha4beta2 nicotinic acetylcholine receptors. Shows analgesic, antihypertensive and inotropic activities. Used for smoking cessation. Iron-chelator and hydroxyl radical scavanger. Has antidepressant properties. Used in forensics in novel surface molecular imprinting techniques.
    InChi
    InChI=1S/C11H14N2O/c14-11-3-1-2-10-9-4-8(5-12-6-9)7-13(10)11/h1-3,8-9,12H,4-7H2/t8-,9+/m0/s1
    References
    (1) R.L. Papke & S.F. Heinemann: Mol. Pharmacol. 45, 142 (1994) , (2) B.W. Wenger, et al.: J. Pharmacol. Exp. Ther. 281, 905 (1997) , (3) B. Ferger, et al.: Eur. J. Pharmacol. 360, 155 (1998) , (4) Y.E. Slater, et al.: Neuropharmacology 44, 503 (2003) , (5) P. Tutka & W. Zatonski: Pharmacol. Rep. 58, 777 (2006) (Review) , (6) J.F. Etter, et al.: Drug Alcohol Depend. 92, 3 (2008) (Review) , (7) Y.F. Li, et al.: Auton. Neurosci. 154, 14 (2010) , (8) E.G. Perez, et al.: Nat. Prod. Rep. 29, 555 (2012) (Review)
    InChi Key
    ANJTVLIZGCUXLD-DTWKUNHWSA-N
    Smiles
    O=C1C=CC=C2[C@@H]3CNCC(C3)CN12

    Pyridine-like alkaloid. Nicotine agonist. Potent agonist at alpha3beta4 and alpha7 nicotinic acetylcholine receptors and partial agonist at alpha4beta2 nicotinic acetylcholine receptors. Shows analgesic, antihypertensive and inotropic activities. Used for smoking cessation. Iron-chelator and hydroxyl radical scavanger. Has antidepressant properties. Used in forensics in novel surface molecular imprinting techniques.

    SKU: C0228 Category: Phytochemicals
    • Additional information

    Additional information

    Synonyms

    NSC 407282, BRN 0083882, Baptitoxine, Sophorine, (1S,5R)-3,4,5,6-tetrahydro-1H-1,5-methanopyrido[1,2-a][1,5]diazocin-8(2H)-one

    Purity

    ≥99% (CHN)

    Appearance

    Light yellow powder/crystals

    CAS-Number

    485-35-8

    Molecular Formula

    C11H14N2O

    Molecular Weight

    190.2

    Identity

    1H-NMR

    Solvents

    toluene

    Melting Point

    155 – 159 °C

    Smiles

    O=C1C=CC=C2[C@@H]3CNCC(C3)CN12

    InChi Key

    ANJTVLIZGCUXLD-DTWKUNHWSA-N

    Shipping

    AMBIENT

    Short Term Storage

    +4°C

    Long Term Storage

    -20°C

    Handling Advice

    Protect from light and moisture.

    Use / Stability

    Stable for at least 2 years after receipt when stored at -20°C.

    Hazard statements

    H301, H315, H319, H335

    Precautionary statements

    P261-P301 + P310-P305 + P351 + P338

    GHS Symbol

    GHS06

    Signal word

    Danger

    RIDADR

    UN2811 6.1

    Transportation

    Excepted Quantities

    References

    (1) R.L. Papke & S.F. Heinemann: Mol. Pharmacol. 45, 142 (1994), (2) B.W. Wenger, et al.: J. Pharmacol. Exp. Ther. 281, 905 (1997), (3) B. Ferger, et al.: Eur. J. Pharmacol. 360, 155 (1998), (4) Y.E. Slater, et al.: Neuropharmacology 44, 503 (2003), (5) P. Tutka & W. Zatonski: Pharmacol. Rep. 58, 777 (2006) (Review), (6) J.F. Etter, et al.: Drug Alcohol Depend. 92, 3 (2008) (Review), (7) Y.F. Li, et al.: Auton. Neurosci. 154, 14 (2010), (8) E.G. Perez, et al.: Nat. Prod. Rep. 29, 555 (2012) (Review)

    InChi

    InChI=1S/C11H14N2O/c14-11-3-1-2-10-9-4-8(5-12-6-9)7-13(10)11/h1-3,8-9,12H,4-7H2/t8-,9+/m0/s1

    Quantity

    100 mg, 500 mg, 5 g, Bulk

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