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lobeline hydrochloride
ethanone, 2-((2R,6S)-6-((2S)-2-hydroxy-2-phenylethyl)-1-methyl-2-piperidinyl)-1-phenyl-, hydrochloride

Supplier Sponsors

Name:2-[(2R,6S)-6-[(2R)-2-hydroxy-2-phenylethyl]-1-methylpiperidin-2-yl]-1-phenylethanone;hydrochloride
CAS Number: 134-63-4Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:205-150-2
FDA UNII:96J834CB88
Beilstein Number:3920196
MDL:MFCD00082455
Molecular Weight:373.92256000
Formula:C22 H28 Cl N O2
NMR Predictor:Predict (works with chrome or firefox)
Category:information only not used for fragrances or flavors
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Boiling Point: 510.50 °C. @ 760.00 mm Hg (est)
Flash Point: 505.00 °F. TCC ( 262.50 °C. ) (est)
logP (o/w): 3.610 (est)
Soluble in:
 water, 659.5 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
a-Lobeline Hydrochcloride > 95%
Odor: characteristic
Use: a-Lobeline Hydrochcloride is a neuronal nicotinic acetylcholine receptor agonist. It is also a CNS stimulant.
ExtraSynthese
For experimental / research use only.
alpha-Lobeline hydrochloride
Santa Cruz Biotechnology
For experimental / research use only.
Lobeline Hydrochloride ≥97%
Sigma-Aldrich
For experimental / research use only.
Lobeline Hydrochloride European Pharmacopoeia (EP) Reference Standard
TCI AMERICA
For experimental / research use only.
Lobeline Hydrochloride >98.0%(HPLC)(T)
 
Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
parenteral-frog LDLo 150 mg/kg
PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 163, Pg. 279, 1931.

intraperitoneal-mouse LD50 39900 ug/kg
Drugs in Japan Vol. 6, Pg. 913, 1982.

intravenous-mouse LD50 7800 ug/kg
Drugs in Japan Vol. 6, Pg. 913, 1982.

Dermal Toxicity:
subcutaneous-mouse LD50 87500 ug/kg
Drugs in Japan Vol. 6, Pg. 913, 1982.

Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category: information only not used for fragrances or flavors
Recommendation for lobeline hydrochloride usage levels up to:
 not for fragrance use.
 
Recommendation for lobeline hydrochloride flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
ClinicalTrials.gov:search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :17751021
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
2-[(2R,6S)-6-[(2R)-2-hydroxy-2-phenylethyl]-1-methylpiperidin-2-yl]-1-phenylethanone;hydrochloride
Chemidplus:0000134634
RTECS:OJ8490100 for cas# 134-63-4
 
References:
 2-[(2R,6S)-6-[(2R)-2-hydroxy-2-phenylethyl]-1-methylpiperidin-2-yl]-1-phenylethanone;hydrochloride
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):17751021
Pubchem (sid):135059924
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2009
(IUPAC):Atomic Weights of the Elements 2009 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
HMDB (The Human Metabolome Database):Search
Export Tariff Code:2933.39.9100
ChemSpider:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 not found in nature
 
Synonyms:
 acetophenone, 2-(6-(beta-hydroxyphenethyl)-1-methyl-2-piperidyl)-, hydrochloride, (-)-
 ethanone, 2-((2R,6S)-6-((2S)-2-hydroxy-2-phenylethyl)-1-methyl-2-piperidinyl)-1-phenyl-, hydrochloride
2-[(2R,6S)-6-[(2R)-2-hydroxy-2-phenylethyl]-1-methylpiperidin-2-yl]-1-phenylethanone;hydrochloride
2-{(2R,6S)-6-[(2R)-2-hydroxy-2-phenylethyl]-1-methylpiperidin-2-yl}-1-phenylethanone hydrochloride (1:1)
 lobeline HCl
(-)-lobeline hydrochloride
alpha-lobeline hydrochloride
 

Articles:

PubMed:Evaluation of mutagenic and genotoxic activities of lobeline and its modulation on genomic instability induced by ethanol.
PubMed:Surface plasmon resonance based biosensors for exploring the influence of alkaloids on aggregation of amyloid-β peptide.
PubMed:Endoscopic scoring of the tracheal septum in horses and its clinical relevance for the evaluation of lower airway health in horses.
PubMed:Effects of tension of the girth strap on respiratory system mechanics in horses at rest and during hyperpnea induced by administration of lobeline hydrochloride.
PubMed:Influence of breathing pattern and lung inflation on impulse oscillometry measurements in horses.
PubMed:Ultrasound spirometry in the horse: a preliminary report on the method and the effects of xylazine and lobeline hydrochloride medication.
PubMed:Relations between structure and nicotine-like activity: X-ray crystal structure analysis of (-)-cytisine and (-)-lobeline hydrochloride and a comparison with (-)-nicotine and other nicotine-like compounds.
PubMed:[Effect of various analeptics on the outcome of acute microwave lesion in mice].
PubMed:[Stability of injectable lobeline hydrochloride to sterilization with steam and lobeline hydrochloride assay in solutions].
PubMed:[Effects of lobeline hydrochloride on the heart of the frog in situ].
PubMed:[Action of lobeline hydrochloride on apnea of reoxygenation in anoxemic animals anesthetized with nitrous oxide].
 
Notes:
an alkaloid that has actions similar to nicotine on nicotinic cholinergic receptors but is less potent. it has been proposed for a variety of therapeutic uses including in respiratory disorders, peripheral vascular disorders, insomnia, and smoking cessation.
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