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Quinoline-4-carboxamide, 2-butoxy-N-[2-(diethylamino)ethyl]-

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Identification
Molecular formula
C21H31N3O3
CAS number
100331-89-5
IUPAC name
2-butoxy-N-[2-(diethylamino)ethyl]quinoline-4-carboxamide
State
State

At room temperature, it is a solid compound, often supplied as a white to off-white crystalline powder.

Melting point (Celsius)
156.00
Melting point (Kelvin)
429.15
Boiling point (Celsius)
520.00
Boiling point (Kelvin)
793.15
General information
Molecular weight
358.52g/mol
Molar mass
358.5220g/mol
Density
1.0800g/cm3
Appearence

This compound typically appears as a crystalline solid. The color can vary but is often white to off-white. It may also be presented in powder form.

Comment on solubility

Solubility of 2-butoxy-N-[2-(diethylamino)ethyl]quinoline-4-carboxamide

The solubility of 2-butoxy-N-[2-(diethylamino)ethyl]quinoline-4-carboxamide (C21H31N3O3) presents an intriguing profile, influenced by its unique chemical structure. Understanding its solubility behavior is essential for applications in pharmaceuticals and other fields. Here are some key points regarding its solubility:

  • Polar Nature: The presence of the carboxamide group suggests a degree of polarity, potentially increasing solubility in polar solvents.
  • Aromatic System: The quinoline ring structure introduces hydrophobic characteristics, which may affect solubility in water.
  • Functional Groups: The butoxy and diethylamino groups can influence interactions with solvents, possibly enhancing solubility in organic solvents.
  • Solvent Dependency: It is likely that this compound will exhibit better solubility in non-polar solvents compared to water, making solvents like ethanol or acetone more favorable.
  • Temperature Effects: As with many organic compounds, solubility may increase with temperature — a factor to consider in practical applications.

In summary, the solubility characteristics of 2-butoxy-N-[2-(diethylamino)ethyl]quinoline-4-carboxamide are closely tied to its molecular structure. Understanding these interactions assists in effectively utilizing this compound in various chemical contexts.

Interesting facts

Interesting Facts about 2-butoxy-N-[2-(diethylamino)ethyl]quinoline-4-carboxamide

2-butoxy-N-[2-(diethylamino)ethyl]quinoline-4-carboxamide, a fascinating molecular structure, has garnered attention in various fields due to its unique properties and potential applications. Here are some interesting highlights:

  • Versatile Derivative: This compound is a derivative of quinoline, a heterocyclic aromatic compound known for its wide-ranging biological activities. Its structure contributes to significant pharmacological properties.
  • Biological Activity: Compounds related to quinoline have been extensively studied for their antimicrobial, antiviral, and antitumor effects. Many derivatives show promise in the development of new therapeutic agents.
  • Potential Applications: Its unique amide functional group and ether side chain suggest interesting possibilities in drug design and medicinal chemistry, potentially leading to enhanced metabolic stability and selectivity in pharmacological activities.
  • Synthetic Challenge: The synthesis of such compounds can sometimes be challenging. Chemists often explore various pathways to create the necessary functional groups while maintaining the integrity of the quinoline structure.
  • Research Interests: Ongoing research focuses on optimizing the biological activity of this compound, with studies aimed at modifying its structure to enhance efficacy and reduce toxicity, showcasing the dynamism of chemical synthesis.

Overall, 2-butoxy-N-[2-(diethylamino)ethyl]quinoline-4-carboxamide serves as a rich area of study in medicinal chemistry, highlighting the intricate relationship between molecular structure and biological function.

Synonyms
dibucaine
Cinchocaine
85-79-0
Nupercaine
Nupercainal
Dermacaine
Dibucaine Base
Dibucain
Sovcaine
Percamine
Cinchocainum
Cincocaina
Cincocainio
Dibucainum
Cincainum
2-butoxy-N-[2-(diethylamino)ethyl]quinoline-4-carboxamide
Cincain
Dibucaine [USP]
2-Butoxyquinoline-4-carboxylic acid diethylaminoethylamide
2-butoxy-N-(2-(diethylamino)ethyl)quinoline-4-carboxamide
Dibucaine (USP)
Cinchocainum [INN-Latin]
Cincocainio [INN-Spanish]
2-Butoxy-N-(2-(diethylamino)ethyl)cinchoninamide
2-Butoxy-N-(beta-diethylaminoethyl)cinchoninamide
2-N-Butoxy-N-(2-diethylaminoethyl)cinchoninamide
N-(2-(Diethylamino)ethyl)-2-butoxycinchoninamide
alpha-Butyloxycinchoninic acid diethylethylenediamide
NSC 159055
alpha-Butyloxycinchonic acid-gamma-diethylethylenediamine
HSDB 3312
UNII-L6JW2TJG99
EINECS 201-632-1
L6JW2TJG99
2-Butoxy-N-[2-(diethylamino)ethyl]-4-quinolinecarboxamide
Cinchocaine (INN)
Cinchocaine [INN]
NSC-159055
4-Quinolinecarboxamide, 2-butoxy-N-[2-(diethylamino)ethyl]-
BRN 0275489
DTXSID3045271
CHEBI:247956
4-Quinolinecarboxamide, 2-butoxy-N-(2-(diethylamino)ethyl)-
2-Butoxy-N-[2-(diethylamino)ethyl]cinchoninamide
2-butoxy-N-(alpha-diethylaminoethyl)cinchoninamide
2-Butoxy-quinoline-4-carboxylic acid (2-diethylamino-ethyl)-amide
Cinchoninamide, 2-butoxy-N-(2-(diethylamino)ethyl)-
MLS000028425
DTXCID1025271
2-butoxy-N-(2-diethylaminoethyl)cinchoninamide
4-22-00-02284 (Beilstein Handbook Reference)
N-[2-(Diethylamino)ethyl]-2-butoxycinchoninamide
MFCD00047595
NSC159055
CAS-85-79-0
Nupercainal (VAN)
Cincocaina [DCIT]
NCGC00016338-01
SMR000058391
Cinchocainum (INN-Latin)
Cincocainio (INN-Spanish)
CINCHOCAINE (MART.)
CINCHOCAINE [MART.]
2-Butoxy-N-(.beta.-diethylaminoethyl)cinchoninamide
.alpha.-Butyloxycinchoninic acid diethylethylenediamide
Cinchoninamide, 2-butoxy-N-[2-(diethylamino)ethyl]-
DIBUCAINE (USP IMPURITY)
DIBUCAINE [USP IMPURITY]
DIBUCAINE (USP MONOGRAPH)
DIBUCAINE [USP MONOGRAPH]
2-BUTOXY-N-(2-(DIETHYLAMINO)ETHYL)-4-QUINOLINECARBOXAMIDE
4-QUINOLINECARBOXAMIDE, 2-BUTOXY-N-(2-(DIETHYLAMINO)ETHYL)
Nupercaine (TN)
SR-01000003037
Dibucaine 1%
Prestwick_164
Cinchocaine - USP
Dibucaine (Standard)
Spectrum_000928
Opera_ID_192
DIBUCAINE [MI]
DIBUCAINE [HSDB]
Prestwick0_000076
Prestwick1_000076
Prestwick2_000076
Prestwick3_000076
Spectrum2_001001
Spectrum3_000384
Spectrum4_000505
Spectrum5_000865
DIBUCAINE [VANDF]
CHEMBL1086
SCHEMBL34473
BSPBio_000291
BSPBio_002167
CINCHOCAINE [WHO-DD]
KBioGR_001049
KBioSS_001408
MLS001148085
DivK1c_000332
SPBio_001121
SPBio_002212
BPBio1_000321
cid_521951
GTPL7159
SCHEMBL23412539
BDBM48532
HY-B0552R
KBio1_000332
KBio2_001408
KBio2_003976
KBio2_006544
KBio3_001387
C05AD04
D04AB02
N01BB06
S01HA06
S02DA04
NINDS_000332
Cvs Hemorrhoidal Topical Analgesic
HMS1568O13
HMS2095O13
HMS2233F03
HMS3370I12
HMS3712O13
HMS3886I10
HY-B0552
Tox21_110381
s5534
STL483757
AKOS015897110
Tox21_110381_1
AC-2093
CCG-220076
DB00527
FC33247
IDI1_000332
NCGC00016338-02
NCGC00016338-03
NCGC00016338-04
NCGC00016338-05
NCGC00016338-06
NCGC00016338-07
NCGC00016338-10
WLN: T66 BNJ CO4 EVM2N2&2
AS-17426
SY107339
SBI-0051340.P003
DB-056882
AB00053453
Dibucaine Topical Anesthetic 1% Hemorrhoidal
NS00010344
C07879
D00733
AB00053453_24
AB00053453_25
EN300-18536764
Q417603
SR-01000003037-6
BRD-K99121711-001-03-5
BRD-K99121711-003-02-3
BRD-K99121711-003-12-2
BRD-K99121711-003-19-7
BRD-K99121711-003-20-5
quinoline, 2-butoxy-4-(2-diethylaminoethylcarbamoyl)-
2-Butoxy-N-[2-(diethylamino)ethyl]-4-quinolinecarboxamide #
2-butoxy-N-[2-(diethylamino)ethyl]cinchoninamide;hydrochloride
2-butoxy-N-[2-(diethylamino)ethyl]quinoline-4-carboximidic acid
4-QUINOLINECARBOXAMIDE, 2-BUTOXY-N-(2-(DIETHYLAMINO)ETHYL-
2-butoxy-N-[2-(diethylamino)ethyl]-4-quinolinecarboxamide;hydrochloride
2-butoxy-N-[2-(diethylamino)ethyl]quinoline-4-carboxamide;hydrochloride
QUINOLINE,2-BUTOXY,4-CARBOXY,(N-TRIETHYLAMINO) AMIDE CINCHOCAIN
201-632-1
InChI=1/C20H29N3O2/c1-4-7-14-25-19-15-17(16-10-8-9-11-18(16)22-19)20(24)21-12-13-23(5-2)6-3/h8-11,15H,4-7,12-14H2,1-3H3,(H,21,24