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Rivastigmine

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Identification
Molecular formula
C14H22N2O2
CAS number
123441-03-2
IUPAC name
[2-(phenylcarbamoyloxy)-3-(1-piperidyl)propyl] N-phenylcarbamate
State
State

Rivastigmine is in a solid state at room temperature, typically used in pharmaceutical formulations as capsules or patches for ease of administration.

Melting point (Celsius)
120.00
Melting point (Kelvin)
393.15
Boiling point (Celsius)
281.50
Boiling point (Kelvin)
554.70
General information
Molecular weight
400.50g/mol
Molar mass
400.5010g/mol
Density
1.1430g/cm3
Appearence

Rivastigmine is typically found as a white to off-white powder. It is often supplied in capsule form for pharmaceutical purposes, but the compound itself is not typically encountered in pure form outside of a laboratory setting.

Comment on solubility

Solubility of [2-(phenylcarbamoyloxy)-3-(1-piperidyl)propyl] N-phenylcarbamate

The solubility of a compound like [2-(phenylcarbamoyloxy)-3-(1-piperidyl)propyl] N-phenylcarbamate can be influenced by several factors, notably its molecular structure and the nature of its functional groups. Understanding these factors is essential for predicting its behavior in different solvents.

Key Points on Solubility:

  • Polarity: Compounds with polar functional groups, such as carbamates, often exhibit higher solubility in polar solvents like water.
  • Hydrogen Bonding: The presence of carbamate groups can lead to significant hydrogen bonding, enhancing solubility in polar solvents.
  • Hydrophobic Character: The phenyl groups may impart some hydrophobic characteristics, potentially limiting solubility in water but increasing it in organic solvents like ethanol or methanol.

In general, while this compound may show decent solubility in polar solvents due to its polar nature, it could display reduced solubility in non-polar solvents. As the saying goes, "like dissolves like," which perfectly encapsulates the behavior of this compound in various solvent systems.

Therefore, the solubility of [2-(phenylcarbamoyloxy)-3-(1-piperidyl)propyl] N-phenylcarbamate is complex and varies depending on the solvent used—making it a fascinating subject for further exploration in chemical research.

Interesting facts

Exciting Insights into [2-(phenylcarbamoyloxy)-3-(1-piperidyl)propyl] N-phenylcarbamate

[2-(phenylcarbamoyloxy)-3-(1-piperidyl)propyl] N-phenylcarbamate is a fascinating compound that showcases the intricate relationship between organic chemistry and medicinal applications. This compound belongs to the class of carbamates, which are characterized by their versatile applications in pharmaceuticals and agricultural chemistry. Here are some remarkable aspects of this compound:

  • Versatile Applications: Carbamates, including this compound, are utilized in various fields such as pharmaceuticals, where they often serve as prodrugs, enhancing bioavailability.
  • Mechanistic Insights: The presence of the piperidine group in the structure suggests potential interactions with neurotransmitter receptors, making it a subject of interest in neuropharmacology.
  • Synthesis Potential: The synthesis of similar compounds involves readily available starting materials and can typically be achieved through straightforward reactions, making them accessible for research and development.
  • Drug Design: This compound exemplifies how structural modifications can lead to targeted biological activity, highlighting the importance of structure-activity relationships (SAR) in drug discovery.

This compound is not only a testament to the creativity and innovation in synthetic chemistry but also an excellent case study for students interested in medicinal chemistry and drug design. As researchers continue to explore the properties and applications of such carbamates, we can anticipate exciting advancements that may lead to the development of novel therapeutic agents.

Synonyms
Diperodon
101-08-6
Diperodon anhydrous
Diperodonum
Diperodon [INN]
Diperodonum [INN-Latin]
UIN4PYP84R
EINECS 202-913-1
DIPERODON [WHO-DD]
DTXSID1047865
3-Piperidino-1,2-propandiol dicaranilsaeureester
1,2-Propanediol, 3-(1-piperidinyl)-, bis(phenylcarbamate)
3-(1-Piperidinyl)-1,2-propanediol bis(phenylcarbamate) (ester)
1,2-Propanediol, 3-(1-piperidinyl)-, bis(phenylcarbamate) (ester)
Diperodonum (INN-Latin)
DIPERODON MONOHYDRATE
1,2-PROPANEDIOL, 3-(1-PIPERIDINYL)-, 1,2-BIS(N-PHENYLCARBAMATE)
2-((phenylcarbamoyl)oxy)-3-(piperidin-1-yl)propyl N-phenylcarbamate
2-[(PHENYLCARBAMOYL)OXY]-3-(PIPERIDIN-1-YL)PROPYL N-PHENYLCARBAMATE
DTXCID1027841
3-piperidino-1,2-propanediol dicarbanilate ester
202-913-1
[2-(phenylcarbamoyloxy)-3-piperidin-1-ylpropyl] N-phenylcarbamate
UNII-UIN4PYP84R
N-phenylcarbamic acid [2-[anilino(oxo)methoxy]-3-(1-piperidinyl)propyl] ester
3-(1-Piperidinyl)-1,2-propanediol bis(phenylcarbamate) (ester); 3-Piperidino-1,2-propanediol dicarbanilate; Diothane; Diperodon; Diperodone; (+/-)-Diperodon
Prestwick0_000300
Prestwick1_000300
Prestwick2_000300
Prestwick3_000300
BSPBio_000240
SPBio_002459
BPBio1_000264
CHEMBL338667
CHEBI:93842
BDBM50225489
AKOS015962219
NCGC00166142-01
NCGC00166142-02
NCGC00166142-07
AC-16036
SBI-0206909.P001
BRD-A30693873-003-03-7
BRD-A30693873-003-06-0
BRD-A30693873-003-11-0
BRD-A30693873-003-12-8
Q27165580
1-[(phenylcarbamoyl)oxy]-3-(piperidin-1-yl)propan-2-yl N-phenylcarbamate