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    (-)-Cytisine

    Available from stock

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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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