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Diphenhydramine

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Identification
Molecular formula
C17H21NO2S
CAS number
147-24-0
IUPAC name
S-[2-(diethylamino)ethyl] 2,2-diphenylethanethioate
State
State

Solid at room temperature.

Melting point (Celsius)
167.00
Melting point (Kelvin)
440.15
Boiling point (Celsius)
281.50
Boiling point (Kelvin)
554.65
General information
Molecular weight
291.44g/mol
Molar mass
291.4420g/mol
Density
0.9505g/cm3
Appearence

White crystalline powder with a slight odor. It is soluble in water and alcohols, commonly found in pharmaceutical applications as an antihistamine.

Comment on solubility

Solubility of S-[2-(diethylamino)ethyl] 2,2-diphenylethanethioate

The solubility of S-[2-(diethylamino)ethyl] 2,2-diphenylethanethioate presents some interesting characteristics due to its hybrid structure and the functional groups involved. Here are key points regarding its solubility:

  • Polar vs Non-Polar: The presence of both polar (amine) and non-polar (diphenyl and thioate groups) portions can lead to variable solubility in different solvents.
  • Solvent Dependence:
    • Likely more soluble in polar aprotic solvents such as dimethyl sulfoxide (DMSO) or acetonitrile.
    • Limited solubility in water due to the large non-polar sections.
  • Temperature Impact: Solubility can also enhance with an increase in temperature, as the kinetic energy allows for better interaction with solvent molecules.
  • Interaction With Other Compounds: This compound may form complexes or participate in hydrogen bonding, potentially affecting solubility in certain mixtures.

Consequently, understanding the solubility of S-[2-(diethylamino)ethyl] 2,2-diphenylethanethioate requires careful consideration of the solvent environment and the compound's inherent structural properties.

Interesting facts

Interesting Facts about S-[2-(diethylamino)ethyl] 2,2-diphenylethanethioate

S-[2-(diethylamino)ethyl] 2,2-diphenylethanethioate is a remarkable compound with a variety of intriguing applications and properties that capture the attention of chemists and researchers alike.

  • Biological Activity: This compound has shown potential in biological studies, particularly in its role as a pharmacophore. Compounds with similar structures often demonstrate significant biological interactions, which can lead to the development of new therapeutic agents.
  • Synthetic Utility: S-[2-(diethylamino)ethyl] 2,2-diphenylethanethioate is part of a family of thioester derivatives that are frequently used in synthetic organic chemistry. Its unique structure allows it to serve as a building block in the synthesis of more complex molecules.
  • Mechanistic Insights: Chemists are particularly interested in the mechanisms by which this compound interacts with biological targets. Understanding these interactions can pave the way for designing compounds with higher specificity and efficacy in pharmaceutical applications.
  • Structure-Activity Relationship (SAR): The study of S-[2-(diethylamino)ethyl] 2,2-diphenylethanethioate provides valuable insights into the relationship between a compound's chemical structure and its biological activity. This SAR analysis can guide future modifications to enhance desired effects.
  • Environmental Chemistry: As a thioate derivative, this compound invites investigation into its behavior and stability under various environmental conditions, contributing to the broader field of environmental chemistry.

In summary, S-[2-(diethylamino)ethyl] 2,2-diphenylethanethioate is not just a compound of interest for its chemical properties, but it also opens avenues for advancements in medicine, synthetic chemistry, and beyond. As researchers continue to unravel its potential, this compound showcases the endless possibilities that chemical exploration can offer.

Synonyms
Thiphenamil
tifenamil
Tifenamil [INN]
Thiphenum
Tifenamilo
Tifenamilum
Tifenamilum [INN-Latin]
Tifenamilo [INN-Spanish]
Thiphen
Trocinate
Tifen
UNII-GX4D5197DT
GX4D5197DT
DTXSID0023660
S-(2-(diethylamino)ethyl)diphenylthioacetate
THIPHENAMIL [MI]
DTXCID303660
Tifenamilum (INN-Latin)
S-[2-(Diethylamino)ethyl] diphenylthioacetate
Tifenamilo (INN-Spanish)
BENZENEETHANETHIOIC ACID, A-PHENYL-, S-(2-(DIETHYLAMINO)ETHYL) ESTER
S-(2-(Diethylamino)ethyl) diphenylthioacetate
whluqaynvogzst-uhfffaoysa-n
82-99-5
S-[2-(diethylamino)ethyl] 2,2-diphenylethanethioate
S-[2-(Diethylamino)ethyl] diphenylethanethioate
NCGC00159449-02
NCGC00159449-03
CAS-82-99-5
thiphene
MLS001032034
SCHEMBL247424
CHEMBL1450486
CHEBI:135399
Tox21_111675
Tox21_111676
STK182872
AKOS003658477
Benzeneethanethioic acid, alpha-phenyl-, S-(2-(diethylamino)ethyl) ester
Tox21_111675_1
NCGC00159449-04
SMR000718618
S-[2-(Diethylamino)ethyl] diphenylethanethioate #
SR-01000883701
s-(2-Diethylaminoethyl)2,2-di(phenyl)ethanethioate
SR-01000883701-1
Q27279331
BENZENEETHANETHIOIC ACID, .ALPHA.-PHENYL-, S-(2-(DIETHYLAMINO)ETHYL) ESTER