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Clotrimazole

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Identification
Molecular formula
C22H17Cl3N2O
CAS number
23593-75-1
IUPAC name
1-[2-[(2-chloro-3-thienyl)methoxy]-2-(2,4-dichlorophenyl)ethyl]imidazole
State
State

Clotrimazole is typically a solid at room temperature. It is available in various forms including creams, powders, and lotions for medicinal use.

Melting point (Celsius)
147.00
Melting point (Kelvin)
420.15
Boiling point (Celsius)
400.00
Boiling point (Kelvin)
673.15
General information
Molecular weight
344.84g/mol
Molar mass
344.8370g/mol
Density
1.2100g/cm3
Appearence

Clotrimazole is a white to pale yellow crystalline powder. It is practically insoluble in water but soluble in organic solvents such as ethanol and chloroform.

Comment on solubility

Solubility of 1-[2-[(2-chloro-3-thienyl)methoxy]-2-(2,4-dichlorophenyl)ethyl]imidazole

The solubility of the compound 1-[2-[(2-chloro-3-thienyl)methoxy]-2-(2,4-dichlorophenyl)ethyl]imidazole (C22H17Cl3N2O) is influenced by a variety of factors. Generally, its solubility can be considered to fall within the moderate range due to its complex structure, which presents both polar and non-polar characteristics.

Key Factors Affecting Solubility:

  • Polar Groups: The presence of the imidazole and methoxy groups contributes to polar interactions, enhancing solubility in polar solvents.
  • Hydrophobic Regions: Conversely, the thienyl and phenyl substituents introduce hydrophobic traits that may hinder solubility in water and other polar solvents.
  • Solvent Choice: This compound may exhibit better solubility in organic solvents such as ethanol, methanol, or dimethyl sulfoxide (DMSO), where its hydrophobic interactions can be better accommodated.

As a rule of thumb, the solubility of organic compounds often correlates with the "like dissolves like" principle, meaning that polar compounds dissolve well in polar solvents, while non-polar compounds fare better in non-polar solvents. In this case, one might expect the compound to show limited solubility in water due to its substantial hydrophobic characteristics.

In summary, understanding the solubility characteristics of 1-[2-[(2-chloro-3-thienyl)methoxy]-2-(2,4-dichlorophenyl)ethyl]imidazole is crucial for its applications, particularly in pharmacology and material sciences, where solvent interactions can dictate efficacy and stability.

Interesting facts

Exploring 1-[2-[(2-chloro-3-thienyl)methoxy]-2-(2,4-dichlorophenyl)ethyl]imidazole

This compound, known for its intricate structure, presents a fascinating area of study in organic chemistry and pharmacology.

  • Diverse Applications: The unique combination of a thienyl group and a substituted imidazole ring indicates that it could play a role in pharmaceuticals, particularly as a potential therapeutic agent.
  • Mechanism of Action: Compounds containing imidazole moieties are often studied for their mechanisms of action as enzyme inhibitors, making this compound a candidate for further investigation in medicinal chemistry.
  • Synthetic Pathways: The synthesis of such compounds showcases the artistry of organic synthesis, employing various techniques such as nucleophilic substitutions and coupling reactions, which are essential building blocks in creating complex molecules.
  • Halogen Influence: The presence of chlorine atoms can significantly impact the compound's reactivity and biological activity, adding another layer of intrigue for researchers interested in structure-activity relationships.
  • Structural Complexity: The combination of the lipid-like ethyl side chain with an aromatic ring creates a compound with unique properties that might affect its bioavailability and target interactions.

In summary, the study of 1-[2-[(2-chloro-3-thienyl)methoxy]-2-(2,4-dichlorophenyl)ethyl]imidazole invites an appreciation for the multifaceted nature of chemical compounds. As scientists continue to explore this compound, it offers the potential for discoveries that could contribute to advancements in healthcare.

As a scholar in the field, one might reflect on the words of renowned chemist Linus Pauling: "The best way to have a good idea is to have a lot of ideas." This particular compound certainly represents a pool of potential ideas waiting to be explored!

Synonyms
tioconazole
65899-73-2
Vagistat
Trosyd
Vagistat-1
Trosyl
Fungibacid
Tioconazol
Tioconazolum
Zoniden
Gyno-trosyd
Tioconazol [INN-Spanish]
Tioconazolum [INN-Latin]
Tz-3
UK-20349
New Straitus
(+-)-Tioconazole
UK 20349
UK-20,349
EINECS 265-973-8
NSC-759169
1-(2-((2-chlorothiophen-3-yl)methoxy)-2-(2,4-dichlorophenyl)ethyl)-1H-imidazole
BRN 0573867
DTXSID3046619
UNII-S57Y5X1117
MFCD00057276
S57Y5X1117
(+-)-1-(2,4-Dichloro-beta-((2-chloro-3-ethenyl)oxy)phenethyl)imidazole
1-[(2S)-2-[(2-chlorothiophen-3-yl)methoxy]-2-(2,4-dichlorophenyl)ethyl]imidazole
DTXCID1026619
CHEBI:77898
1-(2,4-Dichloro-(beta-(2-chloro-3-thenyl)oxy)phenethyl)imidazole
5-23-04-00324 (Beilstein Handbook Reference)
1H-Imidazole, 1-(2-((2-chloro-3-thienyl)methoxy)-2-(2,4-dichlorophenyl)ethyl)-
1-{2-[(2-chlorothiophen-3-yl)methoxy]-2-(2,4-dichlorophenyl)ethyl}-1H-imidazole
NSC 759169
Tioconazole [USAN:USP:INN:BAN:JAN]
NCGC00167430-01
Tioconazol (INN-Spanish)
Tioconazolum (INN-Latin)
TIOCONAZOLE (MART.)
TIOCONAZOLE [MART.]
TIOCONAZOLE (USP-RS)
TIOCONAZOLE [USP-RS]
TIOCONAZOLE (EP MONOGRAPH)
TIOCONAZOLE (USP IMPURITY)
TIOCONAZOLE [EP MONOGRAPH]
TIOCONAZOLE [USP IMPURITY]
TIOCONAZOLE (USP MONOGRAPH)
TIOCONAZOLE [USP MONOGRAPH]
1-[2-[(2-chloro-3-thienyl)methoxy]-2-(2,4-dichlorophenyl)ethyl]imidazole
1-{2-[(2-chloro-3-thienyl)methoxy]-2-(2,4-dichlorophenyl)ethyl}imidazole
1-[2-[(2-Chloro-3-thienyl)methoxy]-2-(2,4-dichlorophenyl)ethyl]-1H-imidazole
Tioconazole (USAN:USP:INN:BAN:JAN)
SMR001550005
CAS-65899-73-2
Vagistat-1 (TN)
SR-05000001939
tioconazolo
Thioconazole
rac-tioconazole
1-[2-[(2-chlorothiophen-3-yl)methoxy]-2-(2,4-dichlorophenyl)ethyl]imidazole
Tioconazole (JAN/USP/INN)
Tioconazole 1
Leader Ticonazole
Tioconazole1 Day
1-{2-[(2-chloro-3-thienyl)methoxy]-2-(2,4-dichlorophenyl)ethyl}-1H-imidazole
1H-Imidazole, 1-[2-[(2-chloro-3-thienyl)methoxy]-2-(2,4-dichlorophenyl)ethyl]-
racemic tioconazole
(RS)-tioconazole
1-(2,4-Dichloro-beta-((2-chloro-3-thenyl)-oxy)phenethyl)imidazole
Tioconazole; 1-[(2RS)-2-[(2-Chlorothiophen-3-yl)methoxy]-2-(2,4-dichlorophenyl)ethyl]-1H-imidazole
Tioconazole, 97%
basic care tioconazole
Sunmark Tioconazole 1
Topcare Tioconazole 1
CareOne Tioconazole 1
Equaline Tioconazole 1
Tioconazole (Standard)
dg health tioconazole 1
good sense tioconazole 1
TIOCONAZOLE [MI]
TIOCONAZOLE [INN]
TIOCONAZOLE [JAN]
(.+/-.)-Tioconazole
Equate Tioconazole 1 Day
Up and Up Tioconazole 1
TIOCONAZOLE [USAN]
TIOCONAZOLE [VANDF]
SCHEMBL41354
Signature Care Tioconazole 1
TIOCONAZOLE [WHO-DD]
MLS003899209
MLS004712040
MLS006010907
MONISTAT TIOCONAZOLE 1
tioconazole 11 dose treatment
TIOCONAZOLEOintment 6.5%
CHEBI:9604
CHEMBL1200438
HY-B0319R
D01AC07
G01AF08
TIOCONAZOLE [ORANGE BOOK]
Tioconazole for system suitability
HMS2090B12
HMS2093P11
HMS3655K22
HMS3712I10
Pharmakon1600-01505581
HY-B0319
QCA89973
Tox21_112434
BDBM50370218
DL-515
NSC759169
s1910
AKOS015906500
Tox21_112434_1
CCG-213487
DB01007
KS-5114
(+-)-1-[2-[(2-Chloro-3-thienyl)methoxy]-2-(2,4-dichlorophenyl)ethyl]-1H-imidazole
NCGC00167430-02
NCGC00167430-03
NCGC00167430-04
AC-13425
AC-31721
SBI-0206824.P001
NS00010049
SW198590-2
C08082
D00890
D83125
AB01275523-01
AB01275523_02
AB01275523_03
Tioconazole, VETRANAL(TM), analytical standard
Q260326
SR-05000001939-1
SR-05000001939-2
BRD-A33084557-001-01-7
BRD-A33084557-001-06-6
BRD-A33084557-001-07-4
Z2520891696
Tioconazole, United States Pharmacopeia (USP) Reference Standard
1-[2,4-Dichloro-.beta.-[(2-chloro-3-thenyl)-oxy]phenethyl]imidazole
(.+/-.)-1-(2,4-Dichloro-.beta.-((2-chloro-3-ethenyl)oxy)phenethyl)imidazole
1-[2-[(2-Chloro-3-thienyl)methoxy]-2-(2,4-dichlorophenyl)ethyl]-1H-imidazole #
rac-1-(2-((2-chloro-3-thienyl)methoxy)-2-(2,4-dichlorophenyl)ethyl)-1H-imidazole
Tioconazole for system suitability, European Pharmacopoeia (EP) Reference Standard
265-973-8