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

CAS: 529-17-9 C8 H15 N MW: 125.21455000

Identification

Nametropane
IUPAC(1R,5S)-8-methyl-8-azabicyclo[3.2.1]octane
CAS Number529-17-9
FDA UNII62QFG0728A
Molecular FormulaC8 H15 N
Molecular Weight125.21455000
MDL NumberMFCD00134482
Nikkaji NumberJ12.189D
Beilstein6379695

Regulatory

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)

No sensory data available

Safety Information

Preferred SDSView
Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorytoxic natural substances
Recommendation for tropane usage levels up tonot for fragrance use.
Recommendation for tropane flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

found in nature

Synonyms

8-aza bicyclo[3.2.1]octane, 8-methyl-, (1R,5S)- (1R,5S)-8- methyl-8-azabicyclo[3.2.1]octane 1aH,5a- tropane 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.