5.09890

Benztropine

• Synonym(s): Benztropine, Benzatropine, Cogentin
• Empirical Formula (Hill Notation): C₂₁H₂NO · xCH₄O₃S
• CAS Number: 132-17-2
• Molecular Weight: 284.25 (free base basis)
• MDL number: MFCD00074784
• UNSPSC Code: 12352200
• NACRES: NA.77

Properties

• Assay: ≥98% (HPLC)
• Quality Level: 100
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; protect from light
• color: white
• storage temp.: 2-8°C
• SMILES string: [S](=O)(=O)(O)C.N1([C@@H]2CC[C@@H]1CC(C2)OC(c4ccccc4)c3ccccc3)C
• InChI: 1S/C21H25NO.CH4O3S/c1-22-18-12-13-19(22)15-20(14-18)23-21(16-8-4-2-5-9-16)17-10-6-3-7-11-17;1-5(2,3)4/h2-11,18-21H,12-15H2,1H3;1H3,(H,2,3,4)/t18-,19-;/m1./s1
• InChI key: CPFJLLXFNPCTDW-STYNFMPRSA-N

Description

General description

A brain penetrating azabicyclo[3.2.1]octane derivative with anti-cholinergic and anti-histaminergic properties. Acts as an antagonist of muscarinic M1 and M3 receptors induces robust differentiation of oligodendrocytes precursor cell differentiation (OPC; EC₅₀ = 500 nM) and promotes myelination. Reduces the expression of Notch 1 in immature OPC and reduces the levels of cyclin D1 and D2 and c-Fos and c-Jun indicating its inhibitory effect on cell cycle progression. Shown to reduce the severity of the acute phase of multiple sclerosis and virtually eliminates the relapse phase in animal models. Significantly reduces the severity in the experimental autoimmune encephalomyelitis (EAE) model of relapsing-remitting multiple sclerosis when administered alone or co-administered with FTY720 (Cat. No. 344597).

Biochem/physiol Actions

Cell permeable: yes

Primary Target
Muscarinic M1/M3

Reversible: yes

Packaging

Packaged under inert gas

Warning

Toxicity: Toxic (F)

Other Notes

Deshmukh, V.A, et al. 2013. Nature 502,327.
Doshay, L.J., et al. 1956. J Am Med Assoc.162, 1031.

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Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• Pictograms: GHS06
• Signal Word: Danger
• Hazard Statements: H302 - H311 + H331
• Precautionary Statements: P261 - P264 - P280 - P301 + P312 - P302 + P352 + P312 - P304 + P340 + P311
• Hazard Classifications: Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 4 Oral
• Storage Class Code: 6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable