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tropane
8-azabicyclo[3.2.1]octane, 8-methyl-, (1R,5S)-

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Name:(1R,5S)-8-methyl-8-azabicyclo[3.2.1]octane
CAS Number: 529-17-9Picture of molecule3D/inchi
FDA UNII: 62QFG0728A
Nikkaji Web:J12.189D
Beilstein Number:6379695
MDL:MFCD00134482
XlogP3-AA:1.70 (est)
Molecular Weight:125.21455000
Formula:C8 H15 N
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:toxic natural substances
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
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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
Specific Gravity:0.93100 @ 25.00 °C.
Boiling Point: 166.00 °C. @ 760.00 mm Hg
Vapor Pressure:1.800000 mmHg @ 25.00 °C. (est)
Flash Point: 108.00 °F. TCC ( 42.22 °C. )
logP (o/w): 1.740 (est)
Soluble in:
 water, 2.95e+004 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.
Tropane 95%
Sigma-Aldrich: Aldrich
For experimental / research use only.
Tropane 98%
 
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:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
toxic natural substances
Recommendation for tropane usage levels up to:
 not for fragrance use.
 
Recommendation for tropane flavor usage levels up to:
 not for flavor use.
 
Safety References:
European Food Safety Authority (EFSA) reference(s):

Scientific Opinion on Tropane alkaloids in food and feed
View page or View pdf

Human acute exposure assessment to tropane alkaloids
View page or View pdf

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :637986
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
(1R,5S)-8-methyl-8-azabicyclo[3.2.1]octane
Chemidplus:0000529179
 
References:
 (1R,5S)-8-methyl-8-azabicyclo[3.2.1]octane
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):637986
Pubchem (sid):135036266
 
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
Export Tariff Code:2933.90.9500
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 found in nature
 
Synonyms:
8-azabicyclo[3.2.1]octane, 8-methyl-, (1R,5S)-
(1R,5S)-8-methyl-8-azabicyclo[3.2.1]octane
1aH,5a-tropane
 

Articles:

Info:Tropane
PubMed:Intoxication by angel's trumpet: case report and literature review.
PubMed:Dualsteric muscarinic antagonists-orthosteric binding pose controls allosteric subtype selectivity.
PubMed:Intra- and inter-laboratory validation of a dipstick immunoassay for the detection of tropane alkaloids hyoscyamine and scopolamine in animal feed.
PubMed:2-isoxazol-3-phenyltropane derivatives of cocaine: molecular and atypical system effects at the dopamine transporter.
PubMed:Quantitative proton nuclear magnetic resonance for the structural and quantitative analysis of atropine sulfate.
PubMed:Preclinical efficacy of N-substituted benztropine analogs as antagonists of methamphetamine self-administration in rats.
PubMed:A new era of clinical dopamine transporter imaging using 123I-FP-CIT.
PubMed:No association between striatal dopamine transporter binding and body mass index: a multi-center European study in healthy volunteers.
PubMed:Chronic treatment with extended release methylphenidate does not alter dopamine systems or increase vulnerability for cocaine self-administration: a study in nonhuman primates.
PubMed:Independent recruitment of a flavin-dependent monooxygenase for safe accumulation of sequestered pyrrolizidine alkaloids in grasshoppers and moths.
PubMed:Decreases in cocaine self-administration with dual inhibition of the dopamine transporter and σ receptors.
PubMed:Development of a liquid chromatography-tandem mass spectrometric method for the simultaneous determination of tropane alkaloids and glycoalkaloids in crops.
PubMed:Alkaloids in the human food chain--natural occurrence and possible adverse effects.
PubMed:Reinforcing effects of sigma-receptor agonists in rats trained to self-administer cocaine.
PubMed:Assessment of reinforcing effects of benztropine analogs and their effects on cocaine self-administration in rats: comparisons with monoamine uptake inhibitors.
PubMed:Confirmed Datura poisoning in a horse most probably due to D. ferox in contaminated tef hay.
PubMed:Effects of combined dopamine and serotonin transporter inhibitors on cocaine self-administration in rhesus monkeys.
PubMed:Datura contamination of hay as the suspected cause of an extensive outbreak of impaction colic in horses.
PubMed:Cocaine self-administration and locomotor activity are altered in Lewis and F344 inbred rats by RTI 336, a 3-phenyltropane analog that binds to the dopamine transporter.
PubMed:Effects of the dopamine reuptake inhibitor PTT on reinstatement and on food- and cocaine-maintained responding in rhesus monkeys.
PubMed:Self-administration of two long-acting monoamine transport blockers in rhesus monkeys.
PubMed:First- versus last-session substitution: an evaluation of the reinforcing effects of cocaine and the cocaine analogue 2beta-propanoyl-3beta-(4-tolyl)-tropane.
PubMed:Comparative behavioral pharmacology of cocaine and the selective dopamine uptake inhibitor RTI-113 in the squirrel monkey.
PubMed:Further evaluation of the reinforcing effects of the novel cocaine analog 2beta-propanoyl-3beta-(4-tolyl)-tropane (PTT) in rhesus monkeys.
PubMed:Tropane alkaloid production in transformed root cultures of brugmansia Candida.
PubMed:Behavioral effects of some diphenyl-substituted antimuscarinics: comparison with cocaine and atropine.
PubMed:Potent substituted-3 beta-phenyltropane analogs of cocaine have cocaine-like discriminative stimulus effects.
PubMed:Studies on the biosynthesis of tropane alkaloids by Datura stramonium L. transformed root cultures : 3. The relationship between morphological integrity and alkaloid biosynthesis.
PubMed:Strategies for the genetic manipulation of alkaloid-producing pathways in plants.
PubMed:Discriminative stimulus effects of cocaine in squirrel monkeys: involvement of dopamine receptor subtypes.
PubMed:Pharmacological characterization of the discriminative-stimulus effects of GBR 12909.
PubMed:Abiotic factors elicit sesquiterpenoid phytoalexin production but not alkaloid production in transformed root cultures of Datura stramonium.
PubMed:Studies on the biosynthesis of tropane alkaloids in Datura stramonium L. transformed root cultures : 2. On the relative contributions of L-arginine and L-ornithine to the formation of the tropane ring.
PubMed:Studies on the biosynthesis of tropane alkaloids in Datura stramonium L. transformed root cultures : 1. The kinetics of alkaloid production and the influence of feeding intermediate metabolites.
PubMed:Factors regulating tropane-alkaloid production in a transformed root culture of a Datura candida × D. aurea hybrid.
 
Notes:
None found
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