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Nortropine

Cat No.:V38903 Purity: ≥98%
Nortropine (Nortropenol) can be extracted from Convolvulus subhirsutus alkaloids and is an intermediate in the decomposition and reaction of tropine base to produce succinic acid.
Nortropine
Nortropine Chemical Structure CAS No.: 538-09-0
Product category: New2
This product is for research use only, not for human use. We do not sell to patients.
Size Price
500mg
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Product Description
Nortropine (Nortropenol) can be extracted from Convolvulus subhirsutus alkaloids and is an intermediate in the decomposition and reaction of tropine base to produce succinic acid.
Nortropine, also known as Nortropenol, is a tropane alkaloid and a secondary metabolite of Solanaceae plants sharing a tropane skeleton as a common structural feature. It has a molecular formula of C7H13NO and a molecular weight of 127.18. Nortropine is isolated from the total alkaloids of Convolvulus subhirsutus. It is an intermediate in tropine breakdown and reactions leading to succinate. The compound is used as a pharmaceutical standard, metabolite, impurity, and intermediate in organic synthesis. It has been investigated for its anticholinergic properties and may have applications in medicinal chemistry and drug development.
Biological Activity I Assay Protocols (From Reference)
Targets
Nortropine targets the cholinergic system through its anticholinergic properties. As a tropane alkaloid, it is structurally related to tropine and other tropane derivatives that interact with muscarinic acetylcholine receptors. The compound’s mechanism involves blocking the action of acetylcholine at muscarinic receptors, leading to anticholinergic effects. Nortropine is an intermediate in tropine metabolism, and its breakdown leads to succinate. Its interactions with the cholinergic system make it of interest in medicinal chemistry.
ln Vitro
Nortropine exhibits in vitro activity as a tropane alkaloid with potential pharmacological effects. It has been investigated for its anticholinergic properties. The compound is used as a pharmaceutical standard and intermediate in organic synthesis. Its activity is assessed in receptor binding assays to measure its affinity for muscarinic acetylcholine receptors. These in vitro activities confirm its potential as a research tool for studying cholinergic signaling and tropane alkaloid pharmacology.
ln Vivo
In vivo activity of Nortropine has been studied in the context of its anticholinergic properties. As a tropane alkaloid, it may produce effects similar to other anticholinergic agents, including inhibition of salivation, bronchodilation, and effects on the central nervous system. However, detailed in vivo data are limited, as the compound is primarily used as an intermediate and research standard. Further studies would be needed to fully characterize its in vivo effects and therapeutic potential.
Enzyme Assay
In vitro receptor binding assays for Nortropine involve measuring its affinity for muscarinic acetylcholine receptors. These assays typically use membrane preparations from tissues or cells expressing muscarinic receptors and a radiolabeled antagonist. The compound is incubated with the receptor and the radioligand, and the displacement is measured to calculate the binding affinity. These assays confirm the compound’s interaction with the cholinergic system.
Cell Assay
In vitro cellular assays for Nortropine are conducted in cells expressing muscarinic acetylcholine receptors. Cells are treated with the compound at various concentrations, and receptor-mediated signaling is measured using calcium flux or other signaling readouts. Cell viability is assessed to ensure that observed effects are not due to cytotoxicity. These assays characterize the compound’s activity as a muscarinic receptor ligand.
Animal Protocol
In vivo animal experiments with Nortropine are not extensively documented, as the compound is primarily used as an intermediate and research standard. However, its anticholinergic properties could be studied in animal models of cholinergic dysfunction. The compound would be administered via injection, and endpoints would include behavioral and physiological measures of cholinergic activity. These studies would help define its in vivo effects.
ADME/Pharmacokinetics
Pharmacokinetic data for Nortropine are limited. The compound has a molecular weight of 127.18 and is a small, polar molecule. It is soluble in organic solvents. Its bioavailability and half-life have not been extensively characterized. The compound is primarily used as an intermediate and research standard. Further PK studies would be needed if the compound were to be developed as a therapeutic agent.
Toxicity/Toxicokinetics
Nortropine is considered to have low toxicity based on its use as a research compound. However, as a tropane alkaloid, it may have anticholinergic effects at high doses. The compound is intended for research use only and is not approved for human therapeutic use. Standard laboratory safety precautions should be followed when handling this compound. Further toxicity studies would be required to support any potential clinical development.
References

[1]. Atropine Metabolism by Pseudomonas sp. Strain AT3: Evidence for Nortropine as an Intermediate in Tropine Breakdown and Reactions Leading to Succinate. Appl Environ Microbiol. 1996 Sep;62(9):3245-50.

[2]. Alkaloids of Convolvulus subhirsutus from Uzbekistan. Chemistry of Natural Compounds. 2007. 43(3):291-292.

Additional Infomation
Nortropine is a tropane alkaloid and an intermediate in tropine metabolism. It is also known as Nortropenol, 1-alpha-h,5-alpha-h-nortropan-3-alpha-ol, and 8-azabicyclo[3.2.1]octan-3-ol. The compound is isolated from Convolvulus subhirsutus alkaloids and is used as a pharmaceutical standard, metabolite, impurity, and intermediate. Nortropine has been investigated for its anticholinergic properties and may have applications in medicinal chemistry. It is available in high purity (>99%) for research applications.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C7H13NO
Molecular Weight
127.1842
Exact Mass
122.073
CAS #
538-09-0
PubChem CID
73480
Appearance
Off-white to light brown solid powder
Density
1.0±0.1 g/cm3
Boiling Point
218.2±8.0 °C at 760 mmHg
Melting Point
108-110ºC
Flash Point
102.2±0.0 °C
Vapour Pressure
0.1±0.5 mmHg at 25°C
Index of Refraction
1.536
LogP
1.36
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
0
Heavy Atom Count
9
Complexity
104
Defined Atom Stereocenter Count
2
SMILES
C1C[C@H]2CC(C[C@@H]1N2)O
InChi Key
YYMCYJLIYNNOMK-MEKDEQNOSA-N
InChi Code
InChI=1S/C7H13NO/c9-7-3-5-1-2-6(4-7)8-5/h5-9H,1-4H2/t5-,6+,7?
Chemical Name
(1R,5S)-8-azabicyclo[3.2.1]octan-3-ol
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO : ~33.33 mg/mL (~262.07 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (19.66 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (19.66 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 7.8629 mL 39.3144 mL 78.6287 mL
5 mM 1.5726 mL 7.8629 mL 15.7257 mL
10 mM 0.7863 mL 3.9314 mL 7.8629 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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