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Terfenadine

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Identification
Molecular formula
C32H41NO2
CAS number
50679-08-8
IUPAC name
1-(4-tert-butylphenyl)-4-[4-[hydroxy(diphenyl)methyl]-1-piperidyl]butan-1-ol
State
State

At room temperature, terfenadine is a solid.

Melting point (Celsius)
149.70
Melting point (Kelvin)
422.85
Boiling point (Celsius)
384.20
Boiling point (Kelvin)
657.35
General information
Molecular weight
471.66g/mol
Molar mass
471.6640g/mol
Density
1.0448g/cm3
Appearence

Terfenadine is typically a white to off-white crystalline powder.

Comment on solubility

Solubility of 1-(4-tert-butylphenyl)-4-[4-[hydroxy(diphenyl)methyl]-1-piperidyl]butan-1-ol (C32H41NO2)

The solubility of organic compounds can be influenced by various factors, including their molecular structure, polarity, and intermolecular interactions. For the compound 1-(4-tert-butylphenyl)-4-[4-[hydroxy(diphenyl)methyl]-1-piperidyl]butan-1-ol, we can consider the following points:

  • Molecular Structure: The presence of multiple aromatic rings and a hydroxyl group creates specific interactions that can enhance solubility in polar solvents, particularly due to hydrogen bonding.
  • Polarity: Given its complex structure, the molecule exhibits both polar and nonpolar characteristics. The hydroxyl group increases its polarity, which typically leads to greater solubility in polar solvents like water.
  • Hydrophobic Factors: The significant presence of large non-polar hydrocarbon chains (such as tert-butyl and diphenyl groups) may limit solubility in water, suggesting better solubility in organic solvents like ethyl acetate or chloroform.
  • Temperature Influence: Solubility can also vary with temperature, as higher temperatures generally increase the solubility of many organic compounds.

In summary, while 1-(4-tert-butylphenyl)-4-[4-[hydroxy(diphenyl)methyl]-1-piperidyl]butan-1-ol has the potential for good solubility in polar solvents due to hydrogen bonding, the presence of hydrophobic regions may limit its solubility in aqueous environments. A careful evaluation of the solvent environment is essential for practical applications.

Interesting facts

1-(4-tert-butylphenyl)-4-[4-[hydroxy(diphenyl)methyl]-1-piperidyl]butan-1-ol

This fascinating compound, commonly referred to as a specific class of functionalized alcohols, showcases a unique chemical structure that provides interesting insights into its properties and potential applications. Here are some noteworthy facts about it:

  • Complex Structure: This molecule features a piperidine ring, which is often associated with its biological activity, as piperidines can act as versatile building blocks in medicinal chemistry.
  • Functionalization: The presence of hydroxyl groups and bulky tert-butyl phenyl moieties within its structure suggests that this compound has significant steric and electronic influences, potentially impacting its behavior in various chemical environments.
  • Potential Applications: Given its structural components, this compound might be explored for applications in pharmaceuticals, particularly within drug design targeting specific receptors due to its potential to modify pharmacokinetic properties.
  • Biological Interest: Molecules with similar structures are often studied for their interactions with biological systems, making this compound a candidate for research into therapeutic agents or biological probes.
  • Chemical Behavior: The presence of both hydrophobic (such as the tert-butyl group) and hydrophilic (such as the hydroxyl) portions may influence the compound's partitioning properties, affecting its solubility and interaction with membranes.

As the famous chemist Linus Pauling once said, “The secret of how to make a new compound is to know how to think about the old ones.” This compound exemplifies that notion, showcasing how intricate modifications can lead to new materials with desirable attributes. Its complexity opens doors to exploring unknown territories in both synthetic and applied chemistry, presenting exciting opportunities for innovation.

In summary, 1-(4-tert-butylphenyl)-4-[4-[hydroxy(diphenyl)methyl]-1-piperidyl]butan-1-ol invites researchers to investigate its potential, demonstrating how detailed molecular design can lead to significant advancements in scientific knowledge and applications.

Synonyms
terfenadine
50679-08-8
Seldane
Ternadin
Triludan
Teldane
Allerplus
Teldanex
Terfenadina
Aldaban
Terdin
RMI 9918
Terfenadinum
Terfex
RMI-9918
Seldane (TN)
Terfenadin
MFCD00079622
NSC-665802
NSC-758627
1-(4-(tert-butyl)phenyl)-4-(4-(hydroxydiphenylmethyl)piperidin-1-yl)butan-1-ol
7BA5G9Y06Q
DTXSID2023642
alpha-(p-tert-Butylphenyl)-4-(hydroxydiphenylmethyl)-1-piperidinebutanol
1-(4-tert-butylphenyl)-4-[4-[hydroxy(diphenyl)methyl]piperidin-1-yl]butan-1-ol
MDL-9918
TERFENADINE [MI]
1-Piperidinebutanol, .alpha.-[4-(1,1-dimethylethyl)phenyl]-4-(hydroxydiphenylmethyl)-
TERFENADINE [INN]
TERFENADINE [JAN]
TERFENADINE [HSDB]
TERFENADINE [USAN]
TERFENADINE [VANDF]
TERFENADINE [MART.]
TERFENADINE [WHO-DD]
1-(4-tert-butylphenyl)-4-[4-(hydroxydiphenylmethyl)piperidin-1-yl]butan-1-ol
alpha-[4-(1,1-Dimethylethyl)phenyl]-4-(hydroxydiphenylmethyl)-1-piperidinebutanol
CHEMBL17157
1-Piperidinebutanol, alpha-(4-(1,1-dimethylethyl)phenyl)-4-(hydroxydiphenylmethyl)-
MLS000028499
CHEBI:9453
DTXCID503642
Terfenidine
Cyater
Terfen
TERFENADINE [EP IMPURITY]
TERFENADINE [EP MONOGRAPH]
alpha-(4-(1,1-Dimethylethyl)phenyl)-4-(hydroxydiphenylmethyl)-1-piperidinebutanol
NSC665802
NCGC00016064-04
NCGC00016064-06
SMR000058260
1-(4-tert-butylphenyl)-4-(4-(hydroxydiphenylmethyl)piperidin-1-yl)butan-1-ol
1-(4-(tert-Butyl)phenyl)-4-(4-(hydroxydiphenylmethyl)-piperidin-1-yl)butan-1-ol
TERFENADINE (MART.)
Terfenadinum [INN-Latin]
Terfenadina [INN-Spanish]
TERFENADINE (EP IMPURITY)
TERFENADINE (EP MONOGRAPH)
Treludan
.alpha.-(p-tert-Butylphenyl)-4-(hydroxydiphenylmethyl)-1-piperidinebutanol
MDL 9918
1-(4-tert-butylphenyl)-4-[4-[hydroxy-di(phenyl)methyl]piperidin-1-yl]butan-1-ol
1-PIPERIDINEBUTANOL, .ALPHA.-(4-(1,1-DIMETHYLETHYL)PHENYL)-4-(HYDROXYDIPHENYLMETHYL)-
alpha-(4-[1,1-Dimethylethyl]phenyl)-4-[hydroxydiphenylmethyl]-1-piperidinebutanol
BRN 5857899
HSDB 6508
RMI9918
SR-01000000104
EINECS 256-710-8
teraenadine
UNII-7BA5G9Y06Q
Daylert
Histafen
Servinin
Terfenor
Bronal
Terfed
Terfin
Trexyl
Terfenadine (JAN/USAN/INN)
Terfenor fte
Triludan fte
Terfenadine FLX
a-[4-(1,1-Dimethylethyl)phenyl]-4-(hydroxydiphenylmethyl)-piperidinebutanol
Terfenadine,(S)
1-(4-tert-butylphenyl)-4-(4-(hydroxy-di(phenyl)methyl)piperidin-1-yl)butan-1-ol
Terfinax 60
Prestwick_460
1-(4-tert-Butylphenyl)-4-(4-(alpha-hydroxybenzhydryl)piperidino)-butan-1-ol
1-(p-tert-Butylphenyl)-4-(4'-(alpha-hydroxydiphenylmethyl)-1'-piperidyl)butanol
alpha-(4-(1,1-Dimethylethyl)phenyl)-4-(hydroxydiphenylmethyl)-1-piperdinebutanol
Histafen 120
Terfinax 120
CAS-50679-08-8
Terfenadine [USAN:USP:INN:BAN:JAN]
Terfenadine (Standard)
Opera_ID_334
Prestwick0_000138
Prestwick1_000138
Prestwick2_000138
Prestwick3_000138
(.+/-.)-Terfenadine
T 9652
SCHEMBL5152
Lopac0_001213
Oprea1_343139
BSPBio_000216
MLS001148415
DivK1c_001011
SPBio_002155
BPBio1_000238
GTPL2608
HMS503K03
HY-B1193R
KBio1_001011
R06AX12
NINDS_001011
Terfenadine - Bio-X trade mark
HMS1568K18
HMS2089I14
HMS2093I11
HMS2095K18
HMS2231N07
HMS3263D08
HMS3373J07
HMS3712K18
Pharmakon1600-01503708
HY-B1193
Tox21_110295
Tox21_110296
Tox21_501213
AC-928
BDBM50017376
NSC758627
s4353
AKOS015962091
Tox21_110295_1
CCG-205287
CS-4800
DB00342
FD28043
LP01213
NSC 665802
NSC 758627
SDCCGSBI-0051180.P004
1-(4-tert-butylphenyl)-4-[4-[hydroxy(diphenyl)methyl]-1-piperidyl]butan-1-ol
1-[4-(1,1-dimethylethyl)phenyl]-4-{4-[hydroxy(diphenyl)methyl]piperidin-1-yl}butan-1-ol
IDI1_001011
NCGC00016064-03
NCGC00016064-05
NCGC00016064-08
NCGC00016064-09
NCGC00016064-12
NCGC00016064-19
NCGC00089746-02
NCGC00089746-03
NCGC00089746-04
NCGC00261898-01
AC-15791
AS-75636
BT166253
NCI60_022784
SBI-0051180.P003
DB-051821
AB00052367
EU-0101213
NS00006817
SW196677-3
T3977
BIM-0051180.0001
C07463
D00521
D82079
AB00052367-16
AB00052367_17
AB00052367_18
EN300-22527913
L000888
Q417909
( inverted exclamation markA)-Terfenadine;MDL-991
SR-01000000104-2
SR-01000000104-4
SR-01000000104-7
BRD-A06352418-001-03-6
BRD-A06352418-001-15-0
BRD-A06352418-001-24-2
BRD-A06352418-001-25-9
Terfenadine, European Pharmacopoeia (EP) Reference Standard
Terfenadine, United States Pharmacopeia (USP) Reference Standard
(+/-)1-(4-tert-butylphenyl)-4-(4-(hydroxydiphenylmethyl)piperidin-1-yl)butan-1-ol
(RS)-1-(4-tert-butylphenyl)-4-{4-[hydroxy(diphenyl)methyl]piperidin-1-yl}-butan-1-ol
.alpha.-(4-(1,1-dimethylethyl)phenyl)-4-(hydroxydiphenyl-methyl)-1-piperidine butanol
.alpha.-(4-(1,1-Dimethylethyl)phenyl)-4-(hydroxydiphenylmethyl)-1-piperidinebutanol
1-(4-tert-Butyl phenyl)-4-(4-(alpha-hydroxybenzhydryl)piperidino)-butan-1-ol
1-(4-tert-Butyl-phenyl)-4-[4-(hydroxy-diphenyl-methyl)-piperidin-1-yl]-butan-1-ol
1-(4-tert-Butylphenyl)-4-(4-[hydroxy(diphenyl)methyl]-1-piperidinyl)-1-butanol #
1-(p-tert-Butylphenyl)-4-(4'-(alpha-hydroxydiphenylmethyl)-1'-piperidyl)-butanol
a-[4-(1,1-Dimethylethyl)phenyl]-4-(hydroxydiphenylmethyl)-1-piperidinebutanol
alpha-(p-tert-Butylphenyl)-4-(alpha-hydroxy-alpha-phenylbenzyl)-1-piperidinebutanol
alpha-[4-(1,1-Dmethylethyl)phenyl]-4-(hydroxydiphenylmethyl)-1-piperidinebutanol
1-(4-tert-Butyl-phenyl)-4-[4-(hydroxy-diphenyl-methyl)-piperidin-1-yl]-butan-1-ol(Terfenadine)
256-710-8