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Gefitinib

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Identification
Molecular formula
C22H24ClFN4O3
CAS number
184475-35-2
IUPAC name
N-[3-[(4-amino-6,7-dimethoxy-quinazolin-2-yl)-methyl-amino]propyl]tetrahydrofuran-2-carboxamide
State
State

At room temperature, Gefitinib is in a solid state.

Melting point (Celsius)
190.00
Melting point (Kelvin)
463.15
Boiling point (Celsius)
540.00
Boiling point (Kelvin)
813.15
General information
Molecular weight
446.91g/mol
Molar mass
446.9170g/mol
Density
1.3400g/cm3
Appearence

Gefitinib is a white to slightly yellow-colored solid. It is typically supplied as a crystalline powder.

Comment on solubility

Solubility of N-[3-[(4-amino-6,7-dimethoxy-quinazolin-2-yl)-methyl-amino]propyl]tetrahydrofuran-2-carboxamide

The solubility of chemical compounds is an essential aspect that influences their behavior in various environments, including biological systems. The compound N-[3-[(4-amino-6,7-dimethoxy-quinazolin-2-yl)-methyl-amino]propyl]tetrahydrofuran-2-carboxamide (C22H24ClFN4O3) presents noteworthy characteristics regarding its solubility:

  • Organic Solvents: This compound is generally expected to exhibit good solubility in organic solvents such as dimethyl sulfoxide (DMSO) and dimethyl formamide (DMF). These solvents can facilitate interactions owing to the organic nature of the compound.
  • Aqueous Solubility: The presence of polar groups (e.g., carboxamide and amino groups) in the structure may lead to moderate solubility in water. However, the overall hydrophobic regions arising from the quinazoline moiety might limit extensive solubility in aqueous environments.
  • Temperature Dependency: Like many compounds, the solubility can be affected by temperature. Higher temperatures generally increase solubility due to enhanced molecular movement, breaking lattice energies in solid compounds.
  • pH Sensitivity: The solubility can significantly vary with pH. For instance, the ionization of the amino groups may enhance solubility in acidic or basic conditions, making pH a critical factor in its overall solubility profile.

In summary, understanding the solubility of N-[3-[(4-amino-6,7-dimethoxy-quinazolin-2-yl)-methyl-amino]propyl]tetrahydrofuran-2-carboxamide is crucial for its application in pharmaceuticals and chemical reactions. While its solubility in organic solvents may be notable, its behavior in aqueous solutions may require careful consideration, especially when determining its compatibility with biological systems.

Interesting facts

Interesting Facts About N-[3-[(4-amino-6,7-dimethoxy-quinazolin-2-yl)-methyl-amino]propyl]tetrahydrofuran-2-carboxamide

This intriguing compound belongs to a class of chemical substances known for their varied applications in medicinal chemistry. It features a complex structure that contains a quinazoline core, which is a scaffold famous for its diverse biological activities, particularly in the development of anticancer agents and kinase inhibitors.

Key Features of the Compound

  • Pharmacological Importance: Compounds related to quinazolin-2-yl derivatives often display significant therapeutic properties, making them potential candidates for drug development.
  • Innovative Design: The presence of multiple substituents, such as the dimethoxy groups and the methyl-amino functionality, enhances its pharmacokinetic and pharmacodynamic profiles, potentially leading to increased potency and selectivity.
  • Structure-Activity Relationship (SAR): Understanding how changes in the chemical structure affect biological activity can lead to the design of more effective drugs.

In the realm of scientific research, this compound illustrates the importance of molecular design. As one commentary notes, "The synthesis of complex molecules not only expands our understanding of chemistry but also unlocks new pathways in therapeutic discovery." The fusion of a tetrahydrofuran ring with the quinazoline moiety showcases a unique approach to creating compounds that are not only structurally interesting but also of great value in the pharmaceutical industry.

Ultimately, N-[3-[(4-amino-6,7-dimethoxy-quinazolin-2-yl)-methyl-amino]propyl]tetrahydrofuran-2-carboxamide represents the intersection of chemistry and medicine, and ongoing studies will likely continue to shed light on its potential benefits in treating various diseases.

Synonyms
alfuzosin
81403-80-7
Alfuzosina
Alfuzosine
Alfuzosinum
Xatral
Alfuzosinum [Latin]
SL 77499
ALFLUZOCIN
ALFLUZOSIN
HSDB 7290
SL 77-499
Alfuzosin (INN)
NSC-760065
UNII-90347YTW5F
CHEBI:51141
90347YTW5F
2-Furancarboxamide,N-[3-[(4-amino-6,7-dimethoxy-2-quinazolinyl)methylamino]propyl]tetrahydro-
N-(3-((4-Amino-6,7-dimethoxy-2-quinazolinyl)methylamino)propyl)tetrahydro-2-furancarboxamide
N-[3-[(4-amino-6,7-dimethoxyquinazolin-2-yl)-methylamino]propyl]oxolane-2-carboxamide
CHEMBL709
alphuzosine
DTXSID6048549
Alfuzosinum (Latin)
N-{3-[(4-amino-6,7-dimethoxyquinazolin-2-yl)(methyl)amino]propyl}tetrahydrofuran-2-carboxamide
NSC 760065
Alfuzosine [French]
Alfusosine
ALFUZOSIN [INN]
Alfuzosina [Spanish]
SL-7749910
Alfuzosin [INN:BAN]
alfusozine
SL 77499-10
N-[3-[(4-amino-6,7-dimethoxy-2-quinazolinyl)methylamino]propyl]tetrahydro-2-furancarboxamide
N-{3-[(4-amino-6,7-dimethoxyquinazolin-2-yl)(methyl)amino]propyl}oxolane-2-carboxamide
(+/-)-N-(3-((4-AMINO-6,7-DIMETHOXYQUINAZOLIN-2-YL)(METHYL)AMINO)PROPYL)TETRAHYDROFURAN-2-CARBOXAMIDE
2-FURANCARBOXAMIDE, (+/-)-N-(3-((4-AMINO-6,7-DIMETHOXY-2-QUINAZOLINYL)METHYLAMINO)PROPYL)TETRAHYDRO-
n-(3-((4-amino-6,7-dimethoxyquinazolin-2-yl)(methyl)amino)propyl)tetrahydrofuran-2-carboxamide
SMR000466340
Xatral (TN)
N-(3-((4-amino-6,7-dimethoxyquinazolin-2-yl)
SR-01000759345
N-(3-((4-amino-6,7-dimethoxy-quinazolin-2-yl)- methyl-amino)propyl) tetrahydrofuran- 2-carboxamide
N-[3-[(4-amino-6,7-dimethoxy-quinazolin-2-yl)- methyl-amino]propyl] tetrahydrofuran- 2-carboxamide
MFCD00865792
ALFUZOSIN [MI]
ALFUZOSIN [HSDB]
1100050-87-0
Prestwick0_000322
Prestwick1_000322
Prestwick2_000322
Prestwick3_000322
Spectrum2_000505
Spectrum3_001063
Spectrum4_001208
Spectrum5_000817
ALFUZOSIN [VANDF]
ALFUZOSIN [WHO-DD]
SCHEMBL34477
BSPBio_000323
BSPBio_002646
KBioGR_001616
MLS000759449
MLS001424027
MLS006011887
SPECTRUM1505263
Alfuzosin - Bio-X trade mark
SPBio_000429
SPBio_002244
BPBio1_000357
GTPL7109
DTXCID6028105
KBio3_001866
G04CA01
HMS1922P11
HMS2051I10
HMS2093O06
HMS2235O22
HMS3369K03
HMS3393I10
HMS3749I05
HMS3886O22
Pharmakon1600-01505263
HY-B0192
BDBM50033110
CCG-39585
NSC760065
s5766
STK643675
AKOS005574697
CCG-100859
DB00346
FA64935
NC00109
SDCCGSBI-0206735.P002
N1-(4-amino-6,7-dimethoxyquinazol-2-yl)-N1-methyl-N2-(tetrahydrofuroyl-2)-propylenediamine
NCGC00095152-01
NCGC00095152-02
NCGC00095152-03
NCGC00095152-04
NCGC00095152-05
NCGC00095152-07
NCGC00095152-19
2-Furancarboxamide, N-(3-((4-amino-6,7-dimethoxy-2-quinazolinyl)methylamino)propyl)tetrahydro-
BA164145
MS-26479
SBI-0206735.P001
DB-056523
AB00514667
NS00000621
D07124
F84998
AB00514667-07
AB00514667-09
AB00514667-10
AB00514667_11
AB00514667_12
(methyl)amino)propyl)tetrahydrofuran-2-carboxamide
EN300-19766666
L001317
Q2736873
SR-01000759345-4
BRD-A09056319-001-02-2
BRD-A09056319-001-05-5
BRD-A09056319-003-03-6
BRD-A09056319-003-07-7
BRD-A09056319-003-08-5
(+-)-N-(3-((4-amino-6,7-dimethoxy-2-quinazolinyl)methylamino)propyl)tetrahydro-2-furamide
(+/-)-N-[3-[(4-amino-6,7-dimethoxy-2-quinazolinyl)methylamino]propyl]tetrahydro-2-furamide
N-{3-[(4-imino-6,7-dimethoxy-3,4-dihydroquinazolin-2-yl)(methyl)amino]propyl}oxolane-2-carboximidic acid