Articles:
ethanone, 2-(6-(2-hydroxy-2-phenylethyl)-1-methyl-2-piperidinyl)-1-phenyl-, (2R-(2alpha,6alpha(S*)))-
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.
| CAS Number: | 90-69-7 |  3D/inchi
|
| ECHA EINECS - REACH Pre-Reg: | 202-012-3 | |
| FDA UNII: | D0P25S3P81 | |
| Beilstein Number: | 0091533 | |
| MDL: | MFCD00056052 | |
| XlogP3-AA: | 3.80 (est) | |
| Molecular Weight: | 337.46259000 | |
| Formula: | C22 H27 N O2 | |
| NMR Predictor: | Predict (works with chrome or firefox) | |
Category: natural substances and extractives
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 |
| Melting Point: | 130.50 °C. @ 760.00 mm Hg |
| Soluble in: | |
| water, 48.37 mg/L @ 25 °C (est) | |
Organoleptic Properties:
| Odor and/or flavor descriptions from others (if found). | |
Cosmetic Information:
| None found |
Suppliers:
| None found |
Safety Information:
| 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: | |
|
intraperitoneal-mouse LD50 43500 ug/kg Strahlentherapie. Vol. 127, Pg. 245, 1965. intravenous-mouse LD50 6300 ug/kg Archives Internationales de Pharmacodynamie et de Therapie. Vol. 103, Pg. 146, 1955. intravenous-rabbit LDLo 10 mg/kg LUNGS, THORAX, OR RESPIRATION: DYSPNEA PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Journal of Pharmacology and Experimental Therapeutics. Vol. 31, Pg. 43, 1927. | |
| Dermal Toxicity: | |
|
subcutaneous-mouse LDLo 100 mg/kg BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 132, Pg. 63, 1928. subcutaneous-rabbit LD50 35 mg/kg Farmakologiya i Toksikologiya Vol. 4(1), Pg. 34, 1941. subcutaneous-rat LDLo 80 mg/kg BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 132, Pg. 63, 1928. | |
| Inhalation Toxicity: | |
| Not determined | |
Safety in Use Information:
| Category: | natural substances and extractives | ||
| Recommendation for (-)-lobeline usage levels up to: | |||
| not for fragrance use. | |||
| Recommendation for (-)-lobeline 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 : | 688025 |
| National Institute of Allergy and Infectious Diseases: | Data |
| 2-[(2R,6S)-6-[(2R)-2-hydroxy-2-phenylethyl]-1-methylpiperidin-2-yl]-1-phenylethanone | |
| Chemidplus: | 0000090697 |
References:
| 2-[(2R,6S)-6-[(2R)-2-hydroxy-2-phenylethyl]-1-methylpiperidin-2-yl]-1-phenylethanone | |
| NIST Chemistry WebBook: | Search Inchi |
| Pubchem (cid): | 688025 |
| Pubchem (sid): | 134971117 |
Other Information:
| (IUPAC): | Atomic Weights of the Elements 2011 (pdf) |
| Videos: | The Periodic Table of Videos |
| tgsc: | Atomic Weights use for this web site |
| (IUPAC): | Periodic Table of the Elements |
| CHEBI: | View |
| HMDB (The Human Metabolome Database): | Search |
| VCF-Online: | VCF Volatile Compounds in Food |
| Wikipedia: | View |
Potential Blenders and core components note
| None Found | ||
Potential Uses:
| None Found |
Occurrence (nature, food, other): note
| found in nature |
Synonyms:
| 8,10- | diphenyl lobelionol |
| 8,10- | diphenyllobelionol |
| ethanone, 2-(6-(2-hydroxy-2-phenylethyl)-1-methyl-2-piperidinyl)-1-phenyl-, (2R-(2alpha,6alpha(S*)))- | |
| (2R-(2alpha,6alpha(S*)))-2-(6-(2- | hydroxy-2-phenyl ethyl)-1-methyl-2-piperidinyl)-1-phenyl ethanone |
| 2-(6-(2- | hydroxy-2-phenyl ethyl)-1-methyl-2-piperidinyl)-1-phenyl ethanone |
| 2-[(2R,6S)-6-[(2R)-2- | hydroxy-2-phenylethyl]-1-methylpiperidin-2-yl]-1-phenylethanone |
| 2-(6-(beta- | hydroxy-phenethyl)-1-methyl-2-piperidyl) acetophenone |
| inflatine | |
| lobelina | |
| lobeline | |
| lobelinum |