α-Lobeline Hydrochcloride

Suppliers

Names

[ CAS No. ]:
134-63-4

[ Name ]:
α-Lobeline Hydrochcloride

[Synonym ]:
Ethanone, 2-[(2R,6S)-6-[(2S)-2-hydroxy-2-phenylethyl]-1-methyl-2-piperidinyl]-1-phenyl-, hydrochloride (1:1)
2-[6-(2-Hydroxy-2-phenylethyl)-1-methyl-2-piperidinyl]-1-phenylethanone hydrochloride (1:1)
Lobelin hydrochloride
Lobeline hydrochloride
EINECS 205-150-2
2-{(2R,6S)-6-[(2S)-2-Hydroxy-2-phenylethyl]-1-methyl-2-piperidinyl}-1-phenylethanone hydrochloride
2-{(2R,6S)-6-[(2S)-2-Hydroxy-2-phenylethyl]-1-methyl-2-piperidinyl}-1-phenylethanone hydrochloride (1:1)
MFCD00082455
Ethanone, 2-((2R,6S)-6-((2S)-2-hydroxy-2-phenylethyl)-1-methyl-2-piperidinyl)-1-phenyl-, hydrochloride
Ethanone, 2-[6-(2-hydroxy-2-phenylethyl)-1-methyl-2-piperidinyl]-1-phenyl-, hydrochloride (1:1)
2-{(2R,6S)-6-[(2S)-2-Hydroxy-2-phenylethyl]-1-methylpiperidin-2-yl}-1-phenylethanone hydrochloride (1:1)
2-{(2R,6S)-6-[(2S)-2-Hydroxy-2-phenylethyl]-1-methyl-2-piperidinyl}-1-phenylethanonhydrochlorid
α-Lobeline hydrochloride
(-)-Lobeline hydrochloride
2-{(2R,6S)-6-[(2S)-2-Hydroxy-2-phényléthyl]-1-méthyl-2-pipéridinyl}-1-phényléthanone chlorhydrate
2-(6-(2-Hydroxy-2-phenylethyl)-1-methylpiperidin-2-yl)-1-phenylethanone hydrochloride
Lobeline (hydrochloride)

Chemical & Physical Properties

[ Boiling Point ]:
485.6ºC at 760mmHg

[ Melting Point ]:
183-185 °C (dec.)(lit.)

[ Molecular Formula ]:
C22H28ClNO2

[ Molecular Weight ]:
373.916

[ Flash Point ]:
247.5ºC

[ Exact Mass ]:
373.180847

[ PSA ]:
40.54000

[ LogP ]:
4.97590

[ Vapour Pressure ]:
3.02E-11mmHg at 25°C

[ Index of Refraction ]:
-57.5 ° (C=1, H2O)

[ Storage condition ]:
Store at RT

[ Water Solubility ]:
H2O: 25 mg/mL

MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
OJ8490100
CHEMICAL NAME :
Lobeline, hydrochloride
CAS REGISTRY NUMBER :
134-63-4
LAST UPDATED :
198706
DATA ITEMS CITED :
4
MOLECULAR FORMULA :
C22-H27-N-O2.Cl-H
MOLECULAR WEIGHT :
373.96
WISWESSER LINE NOTATION :
T6NTJ A1 B1YQR& F1VR &GH

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
39900 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,913,1982
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
87500 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,913,1982
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
7800 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,913,1982
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Parenteral
SPECIES OBSERVED :
Amphibian - frog
DOSE/DURATION :
150 mg/kg
TOXIC EFFECTS :
Peripheral Nerve and Sensation - spastic paralysis with or without sensory change Behavioral - convulsions or effect on seizure threshold
REFERENCE :
AEPPAE Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. (Berlin, Ger.) V.110-253, 1925-66. For publisher information, see NSAPCC. Volume(issue)/page/year: 163,279,1931

Safety Information

[ Symbol ]:

GHS06

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H301 + H331

[ Precautionary Statements ]:
P261-P301 + P310-P311

[ Personal Protective Equipment ]:
Eyeshields;Faceshields;Gloves;type P2 (EN 143) respirator cartridges

[ Hazard Codes ]:
T:Toxic;

[ Risk Phrases ]:
R23/25

[ Safety Phrases ]:
S36/37/39-S45

[ RIDADR ]:
UN 1544 6.1/PG 3

[ WGK Germany ]:
3

[ RTECS ]:
OJ8490100

[ Packaging Group ]:
III

[ Hazard Class ]:
6.1(b)

Synthetic Route

Precursor & DownStream

Precursor

  • (cis:trans)-(-)-lobeline
  • Ethanone,2,2'-[(2R,6S)-1-methyl-2,6-piperidinediyl]bis[1-phenyl-, hydrochloride, rel-(9CI)
  • 2-[6-(2-hydroxy-2-phenylethyl)-1-methylpiperidin-2-yl]-1-phenylethanol

DownStream

  • (-)-Lobeline
  • Chlorine

Articles

Enhancing perception of contaminated food through acid-mediated modulation of taste neuron responses.

Curr. Biol. 24(17) , 1969-77, (2014)

Natural foods contain not only nutrients, but also nonnutritious and potentially harmful chemicals. Thus, animals need to evaluate food content in order to make adequate feeding decisions.Here, we inv...

Chemical genetics reveals a complex functional ground state of neural stem cells.

Nat. Chem. Biol. 3(5) , 268-273, (2007)

The identification of self-renewing and multipotent neural stem cells (NSCs) in the mammalian brain holds promise for the treatment of neurological diseases and has yielded new insight into brain canc...

The effects of lobeline on nicotine withdrawal-induced depression-like behavior in mice.

Psychopharmacol. Ser. 231(15) , 2989-98, (2014)

Evidence suggests that neuronal nicotinic acetylcholine receptor (nAChR) ligand lobeline has antidepressant-like properties.The present study investigated the effects of lobeline on nicotine withdrawa...


More Articles


Related Compounds

  • α-(3,4-Dimethoxyphenyl)-4-[(3,4-dimethoxyphenyl)methyl]tetrahydro-3-hydroxyfuran-3-methanol
  • α-((N-(2-aminobenzyl)-N-methylamino)methyl)-3,4-dimethoxybenzyl alcohol
  • α-(((2-nitrobenzylidene)amino)methyl)-3,4-dimethoxybenzyl alcohol
  • α,3-Bis(acetyloxy)-5-methoxybenzeneacetic acid methyl ester
  • α-(1-Hydroxyethyl)benzenessigsaeure-methylester
  • α-(((2-nitrobenzyl)amino)methyl)-3,4-dimethoxybenzyl alcohol
  • 2-((4-Chlorophenyl)amino)-3-methoxy-2-methylpropanenitrile
  • 4-((Cyclohexylamino)methyl)benzoic acid hydrochloride
  • 1-[(2,4-Dichlorophenyl)methyl]-N-(1,1-dimethylethyl)-2-methyl-1H-indole-3-methanamine
  • 2-Methoxy-6-(pyrazol-1-yl)-benzonitrile
  • 1H-3-Benzazepin-7-ol, 8-chloro-2,3,4,5-tetrahydro-5-(3-iodophenyl)-3-methyl-, (S)-
  • (4-Methyl-tetrahydro-furan-2-yl)-methanol
  • N-(1-cyanocyclopentyl)-2-[4-(4-fluorobenzenesulfonyl)-1,4-diazepan-1-yl]acetamide
  • 4,5,6,7-Tetrahydrobenzo[d]isoxazole-3-carbaldehyde
  • 1-(2-bromo-4-methylphenyl)-4-(chloromethyl)-1H-1,2,3-triazole
  • tert-Butyl-DL-alanine