Scopine | CAS:498-45-3 | Manufacturer ChemFaces

Scopine

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Description:

Scopine is the metabolite of anisodine, which is a α1-adrenergic receptor agonist. It is a potential brain-targeting moiety for enhancing the brain uptake efficiency of chlorambucil, and used in the treatment of acute circulatory shock.

Targets:

Adrenergic Receptor

In vitro:

Bioconjug Chem. 2014 Nov 19;25(11):2046-54.

Scopine as a novel brain-targeting moiety enhances the brain uptake of chlorambucil.[Pubmed: 25350514]

The blood brain barrier (BBB) represents the biggest challenge for therapeutic drugs to enter the brain. In our study, we selected chlorambucil (CHL), an alkylating agent, as the model therapeutic agent, and used Scopine as a novel brain-targeting moiety.
METHODS AND RESULTS:
Here, we synthesized Chlorambucil-Scopine (CHLS) prodrug and evaluated its brain-targeting efficacy. The tissue distribution study after i.v. injection revealed that the AUC0-t and Cmax of CHLS in the brain were 14.25- and 12.20-fold of CHL, respectively. Specifically, CHLS accumulated in bEnd.3 and C6 cells in an energy-dependent manner. In C6 cells, superior anti-glioma activity with a significantly decreased IC50 of 65.42 nM/mL was observed for CHLS compared to CHL (IC50 > 400 nM/mL). The safety evaluation, including acute toxicity, pathology, and hematology study, showed minimal toxicity toward nontargeting tissues, and also reached a lower systemic toxicity at 5 mg/kg (i.v.).
CONCLUSIONS:
Our results suggested that Scopine is a potential brain-targeting moiety for enhancing the brain uptake efficiency of CHL.

Scopine Description

Source:	The roots of Atropa belladonna
Solvent:	Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Storage:	Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to 24 months(2-8C). Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20C. Generally, these will be useable for up to two weeks. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please email to: service@chemfaces.com
After receiving:	The packaging of the product may have turned upside down during transportation, resulting in the natural compounds adhering to the neck or cap of the vial. take the vial out of its packaging and gently shake to let the compounds fall to the bottom of the vial. for liquid products, centrifuge at 200-500 RPM to gather the liquid at the bottom of the vial. try to avoid loss or contamination during handling.

Structure Identification:

Chemphyschem. 2013 Jun 24;14(9):1830-5.

The distorted tropane of scopoline.[Pubmed: 23640872]

The structural isomerization of Scopine into scopoline (oscine) has been observed in a supersonic jet expansion using microwave spectroscopy.
METHODS AND RESULTS:
The rotational spectrum evidences a single structure in the gas phase, providing a first description of the (three-ring) structurally distorted tropane in scopoline. The absence of rotational signatures of any Scopine conformation suggests a practically quantitative isomerization at the vaporization temperatures of the experiment (ca. 90 °C). The determined rotational parameters of scopoline reveal the structural consequences of the intramolecular cyclation of Scopine, which breaks the original epoxy group and creates a new ether bridge and a 7β-hydroxytropane configuration.
CONCLUSIONS:
The hydroxy group further stabilizes the molecule by an O-H⋅⋅⋅N intramolecular hydrogen bond, which, in turn, forces the N-methyl group to the less stable axial form. Supporting ab initio (MP2) and DFT (B3LYP, M06-2X) calculations are included.

Product Name	Scopine
Price:	$40 / 20mg
CAS No.:	498-45-3
Catalog No.:	CFN00226
Molecular Formula:	C₈H₁₃NO₂
Molecular Weight:	155.20 g/mol
Purity:	>=98%
Type of Compound:	Alkaloids
Physical Desc.:	Oil
Source:	The roots of Atropa belladonna
Solvent:	Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Download:	COA MSDS SDF
Similar structural:	Comparison (Web) (SDF)
Guestbook:

Size /Price /Stock	10 mM * 100 uL in DMSO / Inquiry / In-stock 10 mM * 1 mL in DMSO / Inquiry / In-stock
Related Libraries	Adrenolytic activity Compound Library Alkaloids Compound Library Adrenergic Receptor Inhibitor Library

	1 mg	5 mg	10 mg	20 mg	25 mg
1 mM	6.4433 mL	32.2165 mL	64.433 mL	128.866 mL	161.0825 mL
5 mM	1.2887 mL	6.4433 mL	12.8866 mL	25.7732 mL	32.2165 mL
10 mM	0.6443 mL	3.2216 mL	6.4433 mL	12.8866 mL	16.1082 mL
50 mM	0.1289 mL	0.6443 mL	1.2887 mL	2.5773 mL	3.2216 mL
100 mM	0.0644 mL	0.3222 mL	0.6443 mL	1.2887 mL	1.6108 mL

CFN00206	Tropine acetate	3423-27-6	183.25	C₁₀H₁₇NO₂
CFN00207	Tropine isobutyrate	495-80-7	211.30	C₁₂H₂₁NO₂
CFN00209	Tropine nonanoate	146018-90-8	281.44	C₁₇H₃₁NO₂
CFN00217	Pseudotropine	135-97-7	141.21	C₈H₁₅NO
CFN00218	3-Acetoxytropane	3423-26-5	183.25	C₁₀H₁₇NO₂
CFN00220	Tropinone	532-24-1	139.19	C₈H₁₃NO
CFN00477	6-Hydroxytropinone	5932-53-6	155.2	C₈H₁₃NO₂
CFN00221	Physoperuvine	60723-27-5	141.21	C₈H₁₅NO
CFN00226	Scopine	498-45-3	155.20	C₈H₁₃NO₂
CFN00205	Tropine	120-29-6	141.21	C₈H₁₅NO