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Scopolamine hydrobromide

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Identification
Molecular formula
C17H21NO4·HBr
CAS number
114-49-8
IUPAC name
(8-methyl-8-azabicyclo[3.2.1]octan-3-yl) 2-hydroxy-2-phenyl-acetate;hydrobromide
State
State

At room temperature, scopolamine hydrobromide is a crystalline solid, used mainly in its salt form for enhanced solubility.

Melting point (Celsius)
193.00
Melting point (Kelvin)
466.00
Boiling point (Celsius)
138.00
Boiling point (Kelvin)
411.00
General information
Molecular weight
384.27g/mol
Molar mass
384.2740g/mol
Density
1.4800g/cm3
Appearence

Scopolamine hydrobromide typically appears as a white or off-white crystalline powder. It is odourless and has a slightly bitter taste. This compound is highly soluble in water, making it suitable for various medicinal applications.

Comment on solubility

Solubility Insights for (8-methyl-8-azabicyclo[3.2.1]octan-3-yl) 2-hydroxy-2-phenyl-acetate; hydrobromide

The solubility of the compound (8-methyl-8-azabicyclo[3.2.1]octan-3-yl) 2-hydroxy-2-phenyl-acetate; hydrobromide (C17H21NO4·HBr) can be influenced by several factors, most notably its ionic nature and the presence of functional groups. As a hydrobromide salt, it is generally soluble in water due to the following reasons:

  • Ionic Interaction: The hydrobromide part of the molecule dissociates into ions (H+ and Br-), enhancing its aqueous solubility.
  • Polar Functional Groups: The presence of the 2-hydroxy group contributes to hydrogen bonding with water, promoting solubility.
  • Moderate Lipophilicity: The bicyclic structure and phenyl group can impart some hydrophobic character, which may reduce solubility in highly polar environments.

Overall, one could say that the solubility characteristics reflect a balance between hydrophilicity from the ionic and polar components and lipophilicity from the hydrocarbon structure. In practical terms, this compound is likely to exhibit:

  1. High solubility in aqueous solutions.
  2. Potential challenges in non-polar solvents.

In conclusion, while the compound has a diverse structural framework, its overall solubility profile is tailored towards compatibility with water, making it useful in various applications where water solubility plays a crucial role.

Interesting facts

Interesting Facts about (8-methyl-8-azabicyclo[3.2.1]octan-3-yl) 2-hydroxy-2-phenyl-acetate; hydrobromide

This compound is an intriguing one due to its unique structure and potential applications in various fields. Here are some fascinating aspects:

  • Structural Complexity: The compound belongs to the bicyclic structure family, specifically the azabicyclo category, which implies the presence of nitrogen in a ring structure. This complexity often leads to interesting chemical behavior.
  • Biological Relevance: Compounds with similar structures have been found to exhibit significant biological activity, potentially serving as lead compounds for drug development. This makes it a compound of interest in pharmaceutical research.
  • Functional Groups: The presence of both hydroxy and phenyl groups can enhance reactivity and interactions in biological systems, suggesting that this compound may play a role in biochemical pathways.
  • Synthesis Opportunities: The synthetic pathways to create this compound often involve intricate organic reactions, allowing chemists to explore creative methods in organic synthesis.
  • Hydrobromide Salt: The hydrobromide form of the compound adds to its stability and solubility in various solvents, which is beneficial during laboratory experimentation and formulation.

As one chemical student remarked, "Understanding the intricacies of complex compounds like this one opens a window into the molecular world, revealing both beauty and utility." This compound's distinct features make it a subject of great curiosity and a potential candidate for further study in medicinal chemistry.

Synonyms
DL-Homatropine hydrobromide
Tropine mandelate hydrobromide
alpha-Hydroxybenzeneacetic acid 8-methyl-8-azabicyclo[3.2.1]oct-3-yl ester hydrobromide
SR-01000075900
homatropinhydrobromid
endo-8-Methyl-8-azabicyclo[3.2.1]octan-3-yl 2-hydroxy-2-phenylacetate hydrobromide
SCHEMBL41951
Tox21_500592
AKOS015964977
AKOS015998946
AC-1694
CCG-208522
LP00592
NCGC00093971-01
NCGC00093971-02
NCGC00093971-03
NCGC00094693-01
NCGC00094693-02
NCGC00261277-01
DB-022458
EU-0100592
H 0126
Q4142891
SR-01000075900-1
SR-01000075900-7
Homatropine hydrobromide, European Pharmacopoeia (EP) Reference Standard
Endo-8-Methyl-8-azabicyclo[3.2.1]octan-3-yl-2-hydroxy-2-phenylacetate hydrobromide
Homatropine hydrobromide, United States Pharmacopeia (USP) Reference Standard