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Oxybutynin

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Identification
Molecular formula
C22H31NO3
CAS number
5633-20-5
IUPAC name
4-(diethylamino)but-2-ynyl 2-cyclohexyl-2-hydroxy-2-phenyl-acetate
State
State

At room temperature, oxybutynin is typically in a solid state. It is often marketed in a solid dose form for oral administration or transformed into a topical gel/patch form for transdermal application.

Melting point (Celsius)
125.00
Melting point (Kelvin)
398.15
Boiling point (Celsius)
450.00
Boiling point (Kelvin)
723.15
General information
Molecular weight
357.50g/mol
Molar mass
357.5020g/mol
Density
1.1070g/cm3
Appearence

Oxybutynin is commonly a colorless to off-white crystalline solid. It is often found in pharmaceutical formulations, where it is prepared as a tablet or topical gel, appearing as a dense, clear gel or as a film-coated tablet.

Comment on solubility

Solubility of 4-(diethylamino)but-2-ynyl 2-cyclohexyl-2-hydroxy-2-phenyl-acetate

The solubility of 4-(diethylamino)but-2-ynyl 2-cyclohexyl-2-hydroxy-2-phenyl-acetate (C22H31NO3) can be characterized by several important factors:

  • Polarity: This compound contains functional groups such as hydroxy (-OH) and an amino (-N) group, which may enhance its polarity. As a result, it is likely to exhibit moderate solubility in polar solvents.
  • Hydrophobic Regions: The presence of the cyclohexyl and phenyl groups contributes to non-polar characteristics, which can limit solubility in water but may facilitate solubility in non-polar organic solvents.
  • Temperature Dependence: As with many organic compounds, solubility could increase with temperature, making it beneficial to explore solubility at various temperatures for effective applications.

In summary, while this compound may be partially soluble in polar solvents due to its hydrophilic functionalities, it is expected to be more compatible with non-polar solvents owing to its hydrophobic regions. Therefore, solvents such as ethanol or methanol may demonstrate better solubility compared to water. Further experimental data would provide definitive insights into its solubility behavior.

Interesting facts

Interesting Facts about 4-(diethylamino)but-2-ynyl 2-cyclohexyl-2-hydroxy-2-phenyl-acetate

This compound, known as 4-(diethylamino)but-2-ynyl 2-cyclohexyl-2-hydroxy-2-phenyl-acetate, displays some fascinating characteristics and potential in the field of organic chemistry. Here are some intriguing aspects:

  • Complex Structure: The compound features multiple functional groups, including diethylamino, which contributes to its unique properties and biological activities. The presence of a butynyl group adds a degree of unsaturation, making it interesting for synthetic applications.
  • Potential Biological Activity: Compounds with similar structural frameworks have been investigated for their potential as pharmacological agents. The combination of cyclohexyl and phenyl groups may impart lipid solubility, enhancing membrane permeability.
  • Synthesis of Derivatives: Researchers often explore the synthesis of derivatives by altering the various substituents in the molecule. Minor changes in groups around the nitrogen or hydroxyl can lead to significant variations in activity, making this compound a crucial template in medicinal chemistry.
  • Applications in Organocatalysis: The compound's structure may allow it to function as a catalyst in organic reactions, especially in processes involving carbon–carbon bond formation. This makes it an exciting candidate for further study in organic synthesis.

As noted by chemists in the field, “Understanding the subtleties of complex compounds like this one is key to unlocking new pathways for drug discovery and materials science.”
The exploration of this compound not only contributes to theoretical knowledge but also has the potential to pave the way for innovative applications in various scientific industries.

Synonyms
oxybutynin
5633-20-5
Ditropan
Oxytrol
Oxibutyninum
Oxybutynine
kentera
Oxibutinina
Oxybutyninum
Oxybutinin
Cystrin
Oxybutynine [INN-French]
Oxybutyninum [INN-Latin]
Anturol
Oxibutinina [INN-Spanish]
Oxytrol for Women
Oxybutynin transdermal
4-(diethylamino)but-2-yn-1-yl 2-cyclohexyl-2-hydroxy-2-phenylacetate
CCRIS 1923
HSDB 3270
4-Diethylamino-2-butinyl alpha-cyclohexylmandelat
Oxybutynin transdermal patch
4-(diethylamino)but-2-ynyl 2-cyclohexyl-2-hydroxy-2-phenylacetate
4-Diethylamino-2-butynyl alpha-phenylcyclohexaneglycolate
UNII-K9P6MC7092
CHEBI:7856
Oxybutynin (Ditropan)
K9P6MC7092
4-(Diethylamino)-2-butynyl alpha-phenylcyclohexaneglycolic acid ester
CHEMBL1231
Cyclohexaneglycolic acid, alpha-phenyl-, 4-(diethylamino)-2-butynyl ester
Benzeneacetic acid, alpha-cyclohexyl-alpha-hydroxy-, 4-(diethylamino)-2-butynyl ester
DTXSID0023406
5633-20-5 (free)
MFCD00865252
Oxybutynin Base
Oxybutynine (INN-French)
Oxybutyninum (INN-Latin)
Benzeneacetic acid, a-cyclohexyl-a-hydroxy-,4-(diethylamino)-2-butynyl ester
Oxibutinina (INN-Spanish)
OXYBUTYNIN (MART.)
OXYBUTYNIN [MART.]
4-(diethylamino)but-2-yn-1-yl cyclohexyl(hydroxy)phenylacetate
rac-4-(diethylamino)but-2-yn-1-yl cyclohexyl(hydroxy)phenylacetate
transdermal patch
(R)-4-(Diethylamino)but-2-yn-1-yl 2-cyclohexyl-2-hydroxy-2-phenylacetate
Lyrinel XL
Oxybutynin [USAN:INN:BAN]
oxybutynin topical gel
Oxybutinyn
(RS)-oxybutynin
Anturol (TN)
Oxytrol (TN)
Oxybutynin (Standard)
4-(diethylamino)-2-butynyl-alpha-phenylcyclohexaneglycolate
OXYBUTYNIN [MI]
OXYBUTYNIN [INN]
Oxybutynin (USAN/INN)
Prestwick0_000287
Prestwick1_000287
Prestwick2_000287
Prestwick3_000287
GELNIQUE 3%
OXYBUTYNIN [HSDB]
OXYBUTYNIN [USAN]
4-(diethylamino)-2-butynyl-alpha-cyclohexyl-alpha-hydroxybenzeneacetate
OXYBUTYNIN [VANDF]
SCHEMBL2992
OXYBUTYNIN [WHO-DD]
Lopac0_000923
BSPBio_000194
GTPL359
MLS006010052
OXYBUTYNIN [EMA EPAR]
SPBio_002413
BPBio1_000214
DTXCID503406
OXYBUTYNIN [ORANGE BOOK]
HY-B0267R
G04BD04
OXYBUTYNIN, Oxybutynin chloride
CHEBI:144551
HMS3884K08
BCP12179
HY-B0267
AB7701
BDBM50165019
s1754
AKOS015896242
Cyclohexaneglycolic acid, .alpha.-phenyl-, 4-(diethylamino)-2-butynyl ester
AC-2153
CCG-205005
DB01062
KS-5221
SDCCGSBI-0050898.P003
MRF-0000601
NCGC00015767-03
NCGC00015767-04
NCGC00015767-06
NCGC00015767-07
NCGC00015767-09
NCGC00015767-10
NCGC00015767-21
NCGC00089795-02
FO147213
SMR001550466
SBI-0050898.P002
NS00010348
SW196787-3
C07360
D00465
EN300-6478839
L000923
Q1060922
BRD-A65013509-001-02-4
BRD-A65013509-003-03-8
BRD-A65013509-003-13-7
BRD-A65013509-003-23-6
BRD-A65013509-003-24-4
Z2588038990
4-(Diethylamino)-2-butynyl .alpha.-phenylcyclohexaneglycolate
4-(Diethylamino)-2-butynyl cyclohexyl(hydroxy)phenylacetate #
4-(diethylamino)but-2-yn-1-yl cyclohexyl(hydroxy)(phenyl)acetate
4-diethylaminobut-2-ynyl 2-cyclohexyl-2-hydroxy-2-phenylacetate
(R)-4-(diethylamino)but-2-ynyl 2-cyclohexyl-2-hydroxy-2-phenylacetate
alpha-cyclohexyl-alpha-hydroxybenzeneacetic acid 4-(diethylamino)-2-butynyl ester
Benzeneacetic acid, alpha-cyclohexyl-alpha-hydroxy-, 4-(diethylamino)-2-butyn-1-yl ester
119579-36-1