tropane
8-azabicyclo[3.2.1]octane, 8-methyl-, (1R,5S)-
Identification
| Name | tropane |
| IUPAC | (1R,5S)-8-methyl-8-azabicyclo[3.2.1]octane |
| CAS Number | 529-17-9 |
| FDA UNII | 62QFG0728A |
| Molecular Formula | C8 H15 N |
| Molecular Weight | 125.21455000 |
| MDL Number | MFCD00134482 |
| Nikkaji Number | J12.189D |
| Beilstein | 6379695 |
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 SDS | View |
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| 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. |
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Potential Uses
Natural Occurrence
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 Ï 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 à D. aurea hybrid.