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Substance Name: Anabasine
RN: 494-52-0
UNII: LMS11II2LO
InChIKey: MTXSIJUGVMTTMU-JTQLQIEISA-N

Note

  • A piperidine botanical insecticide.

Molecular Formula

  • C10-H14-N2

Molecular Weight

  • 162.2346
 

Classification Codes

  • Agricultural Chemical
  • Drug / Therapeutic Agent
  • Insecticide
  • Insecticides
  • Out-Dated Pesticide
  • Pesticides
  • Reproductive Effect
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Names and Synonyms

Name of Substance

  • Anabasine

MeSH Heading

  • Anabasine

Synonyms

  • (-)-2-(3'-Pyridyl)piperidine
  • (S)-3-(2-Piperidinyl)pyridine
  • 2-(3'-Pyridyl) piperidine
  • 3-(2-Piperidinyl)pyridine
  • 5-23-06-00096 (Beilstein Handbook Reference)
  • Anabasin
  • Anabasine
  • Anabazin
  • BRN 0082637
  • Caswell No. 051
  • EINECS 207-791-3
  • EPA Pesticide Chemical Code 006001
  • HSDB 3462
  • L-3-(2'-Piperidyl)pyridine
  • Neonicotine
  • Neonikotin
  • NSC 87504
  • Piperidine, 2-(3-pyridyl)-
  • Pyridine, 3-(2-piperidinyl)-, (S)-
  • Pyridine, 3-(2-piperidyl)-
  • Pyridine, 3-(2-pyridyl) piperidine
  • S-(-)-Anabasine
  • UNII-LMS11II2LO

Systematic Names

  • Anabasine
  • Piperidine, 2-(3-pyridyl)- (8CI)
  • Pyridine, 3-(2-piperidinyl)-, (S)- (9CI)
  • Pyridine, 3-(2S)-2-piperidinyl-

Registry Numbers

CAS Registry Number

  • 494-52-0

FDA UNII

  • LMS11II2LO

System Generated Number

  • 0000494520

Structure Descriptors

InChI

1S/C10H14N2/c1-2-7-12-10(5-1)9-4-3-6-11-8-9/h3-4,6,8,10,12H,1-2,5,7H2/t10-/m0/s1

InChIKey

MTXSIJUGVMTTMU-JTQLQIEISA-N

Smiles

C1CC[C@H](NC1)c2cccnc2

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LDLo intravenous 3mg/kg (3mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: ATAXIA
Journal of Pharmacology and Experimental Therapeutics. Vol. 48, Pg. 95, 1933.
dog LDLo oral 50mg/kg (50mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Journal of Pharmacology and Experimental Therapeutics. Vol. 48, Pg. 95, 1933.
guinea pig LD50 subcutaneous 22mg/kg (22mg/kg)   "Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 1348, 1986.
guinea pig LDLo skin 100mg/kg (100mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Journal of Pharmacology and Experimental Therapeutics. Vol. 48, Pg. 95, 1933.
mammal (species unspecified) LD50 unreported 39mg/kg (39mg/kg)   Pharmaceutical Chemistry Journal Vol. 10, Pg. 1478, 1976.
mouse LD50 intravenous 1620ug/kg (1.62mg/kg)   "Toxic Plants and Other Natural Toxicants, Proceedings of the International Symposium on Poisonous Plants, 5th, San Angelo, Texas 1997" Garland, T., and C. Barr eds. New York, CABI Publishing 1998Vol. -, Pg. 345, 1998.
rabbit LDLo intravenous 1mg/kg (1mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Journal of Pharmacology and Experimental Therapeutics. Vol. 48, Pg. 95, 1933.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 9 deg C   EXP
Boiling Point 276 deg C   EXP
pKa Dissociation Constant 11 (none) 30 EXP
log P (octanol-water) 0.97 (none)   EXP
Water Solubility 1.00E+06 mg/L 25 EXP
Vapor Pressure 3.01E-03 mm Hg 25 EST
Henry's Law Constant 1.81E-09 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.01E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.