(-)-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