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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

      For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

      • Product Data
      • Handling
      • Safety Information
      • Details

      Specifications

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

      Properties

      Solvents
      toluene
      Melting Point
      155 - 159 °C

      Documentation

      Safety Data Sheet (SDS)
      CDX C0228 MSDS.pdf
      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
      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.
      Smiles
      O=C1C=CC=C2[C@@H]3CNCC(C3)CN12
      InChi Key
      ANJTVLIZGCUXLD-DTWKUNHWSA-N
      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

      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.

      Artikelnummer: C0228 Kategorie: Phytochemicals
      • Zusätzliche Informationen

      Zusätzliche Informationen

      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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