(-)-ANABASINE

(-)-ANABASINE Basic information
Product Name:(-)-ANABASINE
Synonyms:(-)-anabasin;(s)-3-(2-piperidinyl)pyridine;ANOBASINE;L(-)-Anabasine,90%;(2S)-3-(2-Piperidinyl)-pyridine;(-)-2-(3'-Pyridyl)piperidine;L(-)-Anabasine, 90% 500MG;(S)-(-)-2-(3-PYRIDYL)PIPERIDINE
CAS:494-52-0
MF:C10H14N2
MW:162.23
EINECS:207-791-3
Product Categories:Aromatics Compounds;Aromatics;Chiral Reagents;Nicotine Derivatives
Mol File:494-52-0.mol
(-)-ANABASINE Structure
(-)-ANABASINE Chemical Properties
Melting point 9°C
Boiling point 270-272°C
alpha D20 -83.1°
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)
pka8.98±0.10(Predicted)
form Liquid
Merck 14,619
BRN 82637
CAS DataBase Reference494-52-0(CAS DataBase Reference)
NIST Chemistry ReferencePyridine, 3-(2-piperidinyl)-, (S)-(494-52-0)
EPA Substance Registry SystemAnabasine (494-52-0)
Safety Information
Hazard Codes T
Risk Statements 27/28-51/53-23/24/25
Safety Statements 28-36/37-45-61-36/37/39-28A
RIDADR 3140
RTECS BV4375000
HazardClass 6.1
PackingGroup I
HS Code 29333990
Hazardous Substances Data494-52-0(Hazardous Substances Data)
ToxicityLDLo orl-dog: 50 mg/kg JPETAB 48,95,33
MSDS Information
ProviderLanguage
ACROS English
ALFA English
(-)-ANABASINE Usage And Synthesis
Chemical PropertiesPale Yellow Oil
Uses(S)-ANABASINE is used as a kind of Nicotinic receptor agonist.
UsesAnabasine occurs in the tobacco speciesNicotiana glauca, Anabasis aphylla L.,Chenopodiaceae, and Solanaceae. It is usedas an insecticide and as a metal anticorrosiveagent.
DefinitionChEBI: The (S)-enantiomer of anabasine.
Health HazardThe 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 ActivityAnabasine ((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 ProfilePoison 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 vivoAnabasine 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).
Protionamide Sulfoxide (-)-ANABASINE AKOS 213-73 (S)-2-(3,4,5,6-TETRAHYDRO-2H-[2,3']BIPYRIDINYL-1-YL)-ETHANOL AKOS 213-74 (-)-ANABASINE (+)-Anabasinehydrochloride N-Methylanabasine 3-[(2S)-PIPERIDIN-2-YL]PYRIDINE HYDROCHLORIDE (R,S)-N-NITROSOANABASINE (+/-)-ANABASINE DIPICRATE 4-OXO-4-(S)-3,4,5,6-TETRAHYDRO-2H-[2,3']BIPYRIDINYL-1-YL-BUTYRIC ACID 4-METHOXY-3-[(S)-1-(3,4,5,6-TETRAHYDRO-2H-[2,3']BIPYRIDINYL-1-YL)METHYL]-BENZALDEHYDE ANABASINE SULFATE (S)-3-(3,4,5,6-TETRAHYDRO-2H-[2,3']BIPYRIDINYL-1-YL)-PROPIONIC ACID METHYL ESTER

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