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Lincomycin

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Identification
Molecular formula
C18H21N3O7
CAS number
154-21-2
IUPAC name
5-amino-6-(7-amino-6-methoxy-5,8-dioxo-2-quinolyl)-4-(2-hydroxy-3,4-dimethoxy-phenyl)-3-methyl-pyridine-2-carboxylic acid
State
State

At room temperature, this compound is a solid.

Melting point (Celsius)
159.50
Melting point (Kelvin)
432.65
Boiling point (Celsius)
847.10
Boiling point (Kelvin)
1 120.25
General information
Molecular weight
406.37g/mol
Molar mass
406.4500g/mol
Density
1.3000g/cm3
Appearence

This compound is typically a white to off-white crystalline powder.

Comment on solubility

Solubility Characteristics of 5-amino-6-(7-amino-6-methoxy-5,8-dioxo-2-quinolyl)-4-(2-hydroxy-3,4-dimethoxy-phenyl)-3-methyl-pyridine-2-carboxylic acid

The solubility of the compound with the formula C18H21N3O7 is influenced by various structural features. Key factors that determine its solubility include:

  • Polar functional groups: The presence of multiple hydroxyl (–OH) and amino (–NH2) groups enhances solubility in polar solvents like water.
  • Hydrophobic regions: The methoxy (-OCH3) substitutions may introduce hydrophobic characteristics, which can affect solubility in non-polar solvents.
  • Overall molecular structure: The complex interplay between hydrophilic and hydrophobic characteristics indicates that this compound may exhibit limited solubility in water but may be more soluble in organic solvents such as ethanol or methanol.

In practical applications, understanding the solubility of this compound is crucial, as it directly affects its biological availability and potential therapeutic efficacy. Solubility can vary depending on:

  1. pH levels: The ionization state of the compound can change, influencing water solubility.
  2. Temperature: Increasing temperature generally increases the solubility of solid compounds in liquids.
  3. Presence of cosolvents: Some solvents may enhance solubility due to their ability to interrupt solute-solute interactions.

Ultimately, the solubility of 5-amino-6-(7-amino-6-methoxy-5,8-dioxo-2-quinolyl)-4-(2-hydroxy-3,4-dimethoxy-phenyl)-3-methyl-pyridine-2-carboxylic acid serves as a vital parameter in its development for pharmacological studies and applications. Thus, detailed solubility profiling is recommended for optimal utilization.

Interesting facts

Facts About 5-Amino-6-(7-amino-6-methoxy-5,8-dioxo-2-quinolyl)-4-(2-hydroxy-3,4-dimethoxy-phenyl)-3-methyl-pyridine-2-carboxylic Acid

This compound represents a fascinating integration of multiple functional groups, reflecting the intricacies of organic chemistry. Its complex structure showcases the remarkable versatility of nitrogen-containing heterocycles, particularly in the field of medicinal chemistry.

Key Features:

  • Multifunctionality: The presence of amino groups and various methoxy groups suggests potential for diverse biological activity. Such properties can lead to applications as pharmaceuticals, particularly in anti-cancer or anti-inflammatory treatments.
  • Structural Diversity: With both quinoline and pyridine moieties, this compound highlights the importance of bicyclic frameworks in drug design. The ability to strategically position functional groups could influence molecular interactions with biological targets.
  • Research Potential: Scholars often explore compounds with similar configurations for their ability to inhibit specific enzymes or receptors, making this compound a subject of interest for further investigation.

According to chemists, "The combination of varying electronic environments within this structure can lead to distinct reactivity patterns." This is particularly crucial when evaluating drug efficacy or designing new compounds based on this scaffold.

Notably, compounds like this one can also aid in the study of reaction mechanisms. The shared attributes among related molecules can enhance our understanding of chemical behavior in biological systems.

In summary, 5-amino-6-(7-amino-6-methoxy-5,8-dioxo-2-quinolyl)-4-(2-hydroxy-3,4-dimethoxy-phenyl)-3-methyl-pyridine-2-carboxylic acid not only exhibits intriguing structural features but also serves as a potential candidate for future therapeutic agents. Its multifaceted nature underscores the ongoing need for innovative research in the realm of chemical compounds.

Synonyms
streptonigrin
Bruneomycin
Rufocromomycin
Nigrin
3930-19-6
Rufocromomycine
Streptonigran
Valacidin
Rufocromomicina
NSC-45383
Rufocromomycinum
Streptonigrin [USAN]
Abbott Crystalline antibiotic
Rufochromomycin
NSC 45383
Antibiotic from Streptomyces flocculus
A 050165L302
AO50165L302
NSC45383
NSC83950
Rufocromomycin [INN]
Rufocromomycine [INN-French]
Rufocromomycinum [INN-Latin]
NSC-83950
Rufocromomicina [INN-Spanish]
CCRIS 1264
CHEBI:9287
2-Pyridinecarboxylic acid, 5-amino-6-(7-amino-5,8-dihydro-6-methoxy-5,8-dioxo-2-quinolinyl)-4-(2-hydroxy-3,4-dimethoxyphenyl)-3-methyl-
Streptonigrin (racemate)
5278 R. P.
5-Amino-6-(7-amino-5,8-dihydro-6-methoxy-5,8-dioxo-2-quinolyl)-4-(2-hydroxy-3,4-dimethoxyphenyl)-3-methylpicolinic acid
EINECS 223-501-8
(R)-Streptonigrin
NSC 83950
Nigrin (TN)
BRN 0599390
MLS000028827
Rufocromomycin (INN)
UNII-261Q3JB310
Streptonigrin (USAN)
AI3-52152
NSC-56748
1079893-79-0
Picolinic acid, 5-amino-6-(7-amino-5,8-dihydro-6-methoxy-5,8-dioxo-2-quinolyl)-4-(2-hydroxy-3,4-dimethoxyphenyl)-3-methyl-
STREPTONIGRIN [MI]
261Q3JB310
Streptonigrin from Streptomyces flocculus
SMR000058748
5278 R.P.
MLS000766205
MLS000766219
RUFOCROMOMYCIN [WHO-DD]
DTXSID00960034
3930-19-6 (R-isomer)
5-25-17-00308 (Beilstein Handbook Reference)
1079893-79-0 (racemate)
5-amino-6-(7-amino-6-methoxy-5,8-dioxo-5,8-dihydroquinolin-2-yl)-4-(2-hydroxy-3,4-dimethoxyphenyl)-3-methylpyridine-2-carboxylic acid
Brunemycin
(4Z)-5-amino-6-(7-amino-6-methoxy-5,8-dioxoquinolin-2-yl)-4-(4,5-dimethoxy-6-oxocyclohexa-2,4-dien-1-ylidene)-3-methyl-1H-pyridine-2-carboxylic acid
Rufocromomycine (INN-French)
Rufocromomycinum (INN-Latin)
Streptonigrin from Streptomyces flocculus (racemic)
ANTIBIOTIC PRODUCED BY STREPTOMYCES FLOCCULUS
Rufocromomicina (INN-Spanish)
SN (VAN)
2-Pyridinecarboxylic acid, 5-amino-6-(7-amino-5,8-dihydro-6-methoxy-5,8-dioxo-2-quinolinyl)-4-(2-hydroxy-3,4-dimethoxyphenyl)-3-methyl-, (4R)-
5-Amino-6-(7-amino-6-methoxy-5,8-dioxo-5,8-dihydroquinolin-2-yl)-4-(2-hydroxy-3,4-dimethoxyphenyl)-3-methylpicolinic acid
5-amino-6-(7-amino-6-methoxy-5,8-dioxoquinolin-2-yl)-4-(2-hydroxy-3,4-dimethoxyphenyl)-3-methylpyridine-2-carboxylic acid
SR-01000721857
WLN: T66 BV EV GNJ CO1 DZ H- BT6NJ CZ DR BQ CO1 DO1& E1 FVQ
2-Pyridinecarboxylic acid,8-dihydro-6-methoxy-5,8-dioxo-2-quinolinyl)-4-(2-hydroxy-3,4-dimethoxyphenyl)-3-methyl-
5-Amino-6-(7-amino-5,8-dioxo-2-quinolyl)-4-(2-hydroxy-3,4-dimethoxyphenyl)-3-methylpicolinic acid
Picolinic acid,8-dihydro-6-methoxy-5,8-dioxo-2-quinolyl)-4-(2-hydroxy-3,4-dimethoxyphenyl)-3-methyl-
Picolinic acid,8-dihydro-7-methoxy-5,8-dioxo-2-quinolyl)-4-(2-hydroxy-3,4-dimethoxyphenyl)-3-methyl-
(rac)-Streptonigrin
Opera_ID_823
NCIMech_000191
SCHEMBL3940
MLS004556149
CHEMBL11417
GTPL8683
SCHEMBL1650605
SCHEMBL17111078
BDBM34650
cid_5323583
DTXCID401387900
HMS2230J24
ETB89379
NSC56748
BA-163
BDBM50447758
CCG-35398
CCG-36481
MFCD00063401
PC-501
AKOS040742654
HY-124586A
SMP2_000320
NCGC00247058-01
(4E)-5-amino-6-(7-amino-6-methoxy-5,8-dioxoquinolin-2-yl)-4-(4,5-dimethoxy-6-oxocyclohexa-2,4-dien-1-ylidene)-3-methyl-1H-pyridine-2-carboxylic acid
DA-51436
NCI60_004051
NCI60_041843
SMR003365494
2-Hydroxy-3,4-dimethoxyphenyl)-3-methyl-
HY-124586
CS-0087029
NS00011869
C02081
D05931
G12165
Streptonigrin from Streptomyces flocculus, >=98%
SR-01000721857-3
SR-01000721857-5
Q15427845
(4E)-5-amino-6-(7-amino-5,8-diketo-6-methoxy-2-quinolyl)-4-(6-keto-4,5-dimethoxy-cyclohexa-2,4-dien-1-ylidene)-3-methyl-1H-pyridine-2-carboxylic acid
(4E)-5-amino-6-(7-amino-6-methoxy-5,8-dioxo-2-quinolinyl)-4-(4,5-dimethoxy-6-oxo-1-cyclohexa-2,4-dienylidene)-3-methyl-1H-pyridine-2-carboxylic acid
(4E)-5-Amino-6-(7-amino-6-methoxy-5,8-dioxoquinolin-2-yl)-4-(4,5-dimethoxy-6-oxo-1-cyclohexa-2,4-dienylidene)-3-methyl-1H-pyridine-2-carboxylic acid
(4E)-5-azanyl-6-[7-azanyl-6-methoxy-5,8-bis(oxidanylidene)quinolin-2-yl]-4-(4,5-dimethoxy-6-oxidanylidene-cyclohexa-2,4-dien-1-ylidene)-3-methyl-1H-pyridine-2-carboxylic acid
5-Amino-6-(7-amino-5,8-dihydro-6-methoxy-5,8-dioxo-2-quinolyl)-4-(2-hydroxy-3,4-dimethoxyphenyl)-3-methyl-2-pyridinecarboxylic Acid
5-Amino-6-(7-amino-5,8-dihydro-6-methoxy-5,8-dioxoquinolin-2-yl)-4-(2-hydroxy-3,4-dimethoxyphenyl)-3-methylpicolinic acid
5-amino-6-(7-amino-6-methoxy-5,8-dioxo-2-quinolyl)-4-(2-hydroxy-3,4-dimethoxy-phenyl)-3-methyl-pyridine-2-carboxylic acid
5-Amino-6-(7-amino-6-methoxy-5,8-dioxo-5,8-dihydro-2-quinolinyl)-4-(2-hydroxy-3,4-dimethoxyphenyl)-3-methyl-2-pyridinecarboxylic acid #
5-Amino-6-(70-amino-5,8-dihydro-6-methoxy-5,8-dioxo-2-quinolyl)-4-(2-hydroxy-3,4-dimethoxyphenyl)-3-methylpicolinic Acid