ChemicalBook--->CAS DataBase List--->494-52-0

494-52-0

494-52-0 Structure

494-52-0 Structure
IdentificationMore
[Name]

(-)-ANABASINE
[CAS]

494-52-0
[Synonyms]

2-(3-PYRIDYL)PIPERIDINE
(-)-ANABASINE
ANABASINE
L(-)-ANABASINE
L-ANABASINE
L(-)-NEONICOTINE
NEONICOTINE
(S)-1,2,3,4,5,6-HEXAHYDRO-[2,3']BIPYRIDINYL
(S)-(-)-2-(3-PYRIDYL)PIPERIDINE
(-)-anabasin
(s)-3-(2-piperidinyl)pyridine
2-(3-pyridyl)-piperidin
3-(2-Piperidinyl)pyridine
3-(2-piperidyl)-pyridin
Anabasin
Anabazin
l-3-(2’-piperidyl)pyridine
L-3-(2'-Piperidyl)pyridine
Neonikotin
Piperidine, 2-(3-pyridyl)-
[EINECS(EC#)]

207-791-3
[Molecular Formula]

C10H14N2
[MDL Number]

MFCD00871391
[Molecular Weight]

162.23
[MOL File]

494-52-0.mol
Chemical PropertiesBack Directory
[Appearance]

Pale Yellow Oil
[Melting point ]

9°C
[alpha ]

D20 -83.1°
[Boiling point ]

270-272°C
[density ]

1,0455 g/cm3
[refractive index ]

1.5430
[Fp ]

93°C
[storage temp. ]

2-8°C
[solubility ]

DMSO : 100 mg/mL (616.41 mM)
[form ]

Liquid
[pka]

8.98±0.10(Predicted)
[Usage]

Nicotinic receptor agonist
[Merck ]

14,619
[BRN ]

82637
[CAS DataBase Reference]

494-52-0(CAS DataBase Reference)
[NIST Chemistry Reference]

Pyridine, 3-(2-piperidinyl)-, (S)-(494-52-0)
[EPA Substance Registry System]

494-52-0(EPA Substance)
Safety DataBack Directory
[Hazard Codes ]

T
[Risk Statements ]

R27/28:Very Toxic in contact with skin and if swallowed .
R51/53:Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed .
[Safety Statements ]

S28:After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer) .
S36/37:Wear suitable protective clothing and gloves .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S61:Avoid release to the environment. Refer to special instructions safety data sheet .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
[RIDADR ]

3140
[RTECS ]

BV4375000
[HazardClass ]

6.1
[PackingGroup ]

I
[HS Code ]

29333990
[Hazardous Substances Data]

494-52-0(Hazardous Substances Data)
[Toxicity]

LDLo orl-dog: 50 mg/kg JPETAB 48,95,33
Hazard InformationBack Directory
[Chemical Properties]

Pale Yellow Oil
[Uses]

(S)-ANABASINE is used as a kind of Nicotinic receptor agonist.
[Uses]

Anabasine occurs in the tobacco speciesNicotiana glauca, Anabasis aphylla L.,Chenopodiaceae, and Solanaceae. It is usedas an insecticide and as a metal anticorrosiveagent.
[Definition]

ChEBI: The (S)-enantiomer of anabasine.
[Health Hazard]

The acute toxic symptoms include increasedsalivation, confusion, disturbed vision, photophobia,nausea, vomiting, diarrhea, respiratorydistress, and convulsions. It causesrespiratory muscle stimulation similar to thatcaused by lobeline. An oral lethal dose indogs is 50 mg/kg. A subcutaneous lethaldose in guinea pigs is 10 mg/kg.
[Biological Activity]

Anabasine ((S)-Anabasine) is an alkaloid, a component of tobacco. Anabasine is a botanical insecticide that acts as a pan-agonist of nicotinic acetylcholine receptors (nAChRs). Anabasine induces depolarization in TE671 cells endogenously expressing human myogenic nAChRs (EC50=0.7 μM).
[Safety Profile]

Poison by ingestion,subcutaneous, and intravenous routes. Moderately toxicby skin contact. An experimental teratogen. Insecticide.Acute and subacute toxicity: increased salivation, vertigo,confusion, disturbed vision and hearing, photophobia,cold ext
[in vivo]

Anabasine significantly reverses the impairment at the 0.2 mg/kg (p<0.05) and 2 mg/kg doses (p<0.025). Anabasine does not have any significant effects on response latency when administered alone. The 0.06 mg/kg Anabasine dose, in fact, significantly (p<0.05) exacerbates the dizocilpine-induced impairment. None of these Anabasine doses affects choice accuracy on their own. Individual dose comparisons show that the 0.06 mg/kg Anabasine dose plus dizocilpine (6.7±2.6) causes a significant (p<0.05) increase in non-response trials compare with dizocilpine alone (2.1±0.8).
[storage]

Store at -20°C
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

L(-)-Anabasine, 90%(494-52-0)
[Alfa Aesar]

(-)-Anabasine, 94%(494-52-0)
[Sigma Aldrich]

494-52-0(sigmaaldrich)
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