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Erlotinib

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Identification
Molecular formula
C22H23N3O4
CAS number
183319-69-9
IUPAC name
2-(4-ethoxyphenyl)-6-[6-(4-methylpiperazin-1-yl)-1H-benzimidazol-2-yl]-1H-benzimidazole
State
State

At room temperature, erlotinib is in a solid state as a crystalline powder.

Melting point (Celsius)
223.00
Melting point (Kelvin)
496.15
Boiling point (Celsius)
675.30
Boiling point (Kelvin)
948.45
General information
Molecular weight
393.44g/mol
Molar mass
394.4460g/mol
Density
1.3180g/cm3
Appearence

Erlotinib typically appears as a white to pale-yellow crystalline powder.

Comment on solubility

Solubility Characteristics of 2-(4-ethoxyphenyl)-6-[6-(4-methylpiperazin-1-yl)-1H-benzimidazol-2-yl]-1H-benzimidazole

The solubility of the compound 2-(4-ethoxyphenyl)-6-[6-(4-methylpiperazin-1-yl)-1H-benzimidazol-2-yl]-1H-benzimidazole (C22H23N3O4) can be influenced by various factors including polarity, molecular structure, and the presence of functional groups. Here are some key points to consider:

  • Polarity: The compound features multiple nitrogen and oxygen atoms in its structure, which can enhance polarity. This characteristic typically leads to better solubility in polar solvents.
  • Functional Groups: The ethoxy and piperazine groups may impart different solubility profiles, impacting its interaction with solvents such as water and organic solvents.
  • Hydrophobic Interactions: The hydrophobic regions in the benzimidazole moieties may hinder water solubility while potentially promoting solubility in organic solvents.
  • Temperature Effect: Like many organic compounds, solubility may increase with temperature, which is crucial for practical applications.

In summary, while specific solubility values may vary, it is likely that this compound exhibits moderate to high solubility in polar organic solvents, but lower solubility in water due to its complex structure and functional groups. Furthermore, understanding solubility is essential for drug formulation and biological activity assessment.

Interesting facts

Interesting Facts about 2-(4-ethoxyphenyl)-6-[6-(4-methylpiperazin-1-yl)-1H-benzimidazol-2-yl]-1H-benzimidazole

This compound, a complex organic molecule, showcases a fascinating interplay of different functional groups that contribute to its potential applications. Here are some noteworthy aspects of this compound:

  • Structural Diversity: The molecule features a benzimidazole core, which is known for its versatile biological activities. The presence of substituents like ethoxy and piperazine enhances its structural diversity and can influence its reactivity.
  • Pharmaceutical Potential: With its intricate design, this compound is a subject of interest in medicinal chemistry. Compounds like this are typically investigated for their antitumor, antifungal, and anti-inflammatory properties.
  • Activity of Benzimidazole Derivatives: Benzimidazole derivatives are recognized for their ability to bind to biological targets, which may lead to innovative therapeutic agents. As a result, researchers often focus on how modifications can affect their pharmacological profiles.
  • Synthetic Challenges: The synthesis of such compounds can be complex, often requiring multi-step reactions that must be carefully controlled to maximize yield and purity. This complexity underscores the importance of reaction conditions and catalysts.
  • Interdisciplinary Appeal: The study of this compound combines elements from organic chemistry, pharmacology, and materials science, making it a great example of how chemical research can span multiple disciplines.

In conclusion, 2-(4-ethoxyphenyl)-6-[6-(4-methylpiperazin-1-yl)-1H-benzimidazol-2-yl]-1H-benzimidazole not only emphasizes the beautiful complexity of chemical structures but also serves as a reminder of the potential that lies within synthetic organic compounds for future pharmaceutical discoveries.

Synonyms
Hoechst 33342
23491-52-3
Bisbenzimide
Hoe 33342
Bisbenzimide ethoxide
2,5'-Bi-1H-benzimidazole, 2'-(4-ethoxyphenyl)-5-(4-methyl-1-piperazinyl)-
2'-(4-Ethoxyphenyl)-5-(4-methylpiperazin-1-yl)-1H,1'H-2,5'-bibenzo[d]imidazole
Ho 342
99KZS6CNZX
EINECS 245-691-1
NSC 334072
2'-(4-ethoxyphenyl)-5-(4-methyl-1-piperazinyl)-2,5'-bi-1H-benzimidazole
2'-(4-ethoxyphenyl)-5-(4-methyl-1-piperazinyl)-2,5'-bi-benzimidazole
2-(4-ethoxyphenyl)-6-[6-(4-methylpiperazin-1-yl)-1H-benzimidazol-2-yl]-1H-benzimidazole
CHEMBL343002
2'-(4'-Ethoxyphenyl)-5-(4-methylpiperazin-1-yl)-2,5'-bis-1H-benzimidazole trihydrochloride trihydrate
CHEBI:51232
DTXSID80178059
BISBENZIMIDE ETHOXIDE [MI]
2'-(4-ethoxyphenyl)-5-(4-methylpiperazin-1-yl)-2,5'-bibenzimidazole
HO-342
NSC-334072
2'-(p-ethoxyphenyl)-5-(4-methyl-1-piperazinyl)-2,5'-bibenzimidazole
2,5'-BIBENZIMIDAZOLE, 2'-(p-ETHOXYPHENYL)-5-(4-METHYL-1-PIPERAZINYL)-
2'-(4-ethoxyphenyl)-5-(4-methylpiperazin-1-yl)-1H,1'H-2,5'-bibenzimidazole
2-(2-(4-ETHOXYPHENYL)-6-BENZIMIDAZOLYL)-6-(1-METHYL-4-PIPERAZINYL)BENZIMIDAZOLE
UNII-99KZS6CNZX
Hoechst 33342?
Hoechst® 33342
MolMap_000028
SCHEMBL38686
BSPBio_001141
KBioGR_000481
KBioSS_000481
BIDD:GT0449
C27H28N6O.3HCl
BXI-72
SCHEMBL15969230
KBio2_000481
KBio2_003049
KBio2_005617
KBio3_000881
KBio3_000882
DTXCID60100550
Bio1_000386
Bio1_000875
Bio1_001364
Bio2_000401
Bio2_000881
GLXC-10471
HMS1362I03
HMS1792I03
HMS1990I03
Hoechst 33342, UltraPure grade
BCP19632
EX-A2896
BDBM50394837
HB0787
Hoechst 333423HCl (BisBenzimide)
Hoechst 33342; HOE 33342
AKOS016010428
AKOS024283993
CS-1302
IDI1_002156
NCGC00163453-01
NCGC00163453-02
NCGC00163453-03
HY-15559
LS-15176
DB-046164
Hoechst 33342 solution, 1 mg/ml in water
NS00027435
A12314
Hoechst 33342 (cell permeable) (BisBenzimide)
A935046
Q274133
BRD-K08554278-001-02-4
2,5'Bibenzimidazole, 2'(pethoxyphenyl)5(4methyl1piperazinyl)
bisBenzimide H 33342;Hoechst33342; Hoechst 33342; HO342
2,5'Bi1Hbenzimidazole, 2'(4ethoxyphenyl)5(4methyl1piperazinyl)
2,5'Bi1Hbenzimidazole, 2'(4ethoxyphenyl)5(4methyl1piperazinyl) (9CI)
2'-(4-ethoxyphenyl)-6-(4-methylpiperazin-1-yl)-1H,3'H-2,5'-bibenzimidazole
2,5'-Bi-1H-benzimidazole, 2'-(4-ethoxyphenyl)-5-(4-methyl-1-piperazinyl)-(9CI)
2-(4-ethoxyphenyl)-5-[5-(4-methylpiperazin-1-yl)-1H-1,3-benzodiazol-2-yl]-1H-1,3-benzodiazole