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Nalidixic acid

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Identification
Molecular formula
C12H12N2O3
CAS number
389-08-2
IUPAC name
1-ethyl-7-methyl-4-oxo-1,8-naphthyridine-3-carboxylic acid
State
State

At room temperature, nalidixic acid is typically in a solid state.

Melting point (Celsius)
227.00
Melting point (Kelvin)
500.15
Boiling point (Celsius)
453.30
Boiling point (Kelvin)
726.45
General information
Molecular weight
232.24g/mol
Molar mass
232.2410g/mol
Density
1.4360g/cm3
Appearence

Nalidixic acid appears as a white or pale yellow crystalline powder. It is usually odorless.

Comment on solubility

Solubility of 1-ethyl-7-methyl-4-oxo-1,8-naphthyridine-3-carboxylic acid (C12H12N2O3)

The solubility of 1-ethyl-7-methyl-4-oxo-1,8-naphthyridine-3-carboxylic acid is influenced by several factors due to its complex structure. Understanding its solubility can offer insights into its potential applications and behavior in various environments. Here are some key points to consider:

  • Polar vs. Nonpolar: This compound contains both polar and nonpolar regions, which may enhance its solubility in a range of solvents.
  • Aqueous Solubility: The presence of the carboxylic acid group typically increases solubility in water, especially at higher temperatures. During ionization, the acidic nature may allow it to dissolve more readily.
  • Organic Solvents: Solubility in organic solvents can vary; polar solvents (like ethanol) may provide better solubility compared to nonpolar solvents (like hexane).
  • Temperature Effects: Increased temperature may enhance solubility for many compounds, and this could be pertinent for this naphthyridine derivative.

In summary, while its solubility characteristics may not be universally defined and can be affected by environmental conditions and solvent choice, studying this compound's solubility behavior can unlock its potential uses in pharmaceuticals and chemical interactions. As one might say, "Solubility is often the key to unlocking the doors of reactivity and applications!"

Interesting facts

Interesting Facts about 1-Ethyl-7-methyl-4-oxo-1,8-naphthyridine-3-carboxylic acid

1-Ethyl-7-methyl-4-oxo-1,8-naphthyridine-3-carboxylic acid is a fascinating compound that showcases the beauty of heterocyclic chemistry. This compound belongs to the naphthyridine family, a group of compounds known for their diverse biological activities and structural complexity. Here are some intriguing aspects of this compound:

  • Biological Significance: Compounds that contain the naphthyridine structure are often explored for their potential medicinal properties. They can exhibit a range of activities, including antibacterial, antifungal, and even anticancer effects.
  • Synthetic Utility: The versatile structure of 1-ethyl-7-methyl-4-oxo-1,8-naphthyridine-3-carboxylic acid allows for various modification pathways, making it an important building block in organic synthesis and pharmaceutical development.
  • Structural Features: The presence of the carboxylic acid group enhances the compound's reactivity and solubility in biological systems, which is crucial for its potential applications in drug formulation.
  • Research Potential: Current studies are investigating the mechanism of action of naphthyridine derivatives, aiming to better understand their efficacy and safety profiles, which may lead to the discovery of new therapeutic agents.

In summary, 1-ethyl-7-methyl-4-oxo-1,8-naphthyridine-3-carboxylic acid is not just a simple compound; it represents a core element in the search for innovative solutions in drug discovery and development. As stated in a recent review, "The exploration of naphthyridine-based compounds opens pathways to numerous bioactive entities with significant therapeutic promises."

Continued research into this compound may reveal even more exciting opportunities that lie within its molecular structure.

Synonyms
nalidixic acid
389-08-2
Nalidixate
Nalidixin
NegGram
Nevigramon
Uronidix
Innoxalon
Nalidixan
Nalitucsan
Sicmylon
Unaserus
Nalidic acid
Nalidixinic acid
Wintomylon
Dixiben
Dixinal
Jicsron
Nalurin
Naxuril
Cybis
Nalix
Nogram
Urisal
Uroman
1-Ethyl-7-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid
Acide nalidixique
Betaxina
Kusnarin
Nalidicron
Nicelate
Specifen
Specifin
Urodixin
Narigix
Negram
Poleon
Uralgin
Uriben
Uriclar
Uroneg
Uropan
Naldixic acid
Acido nalidixico
Acide nalidixico
WIN 18,320
Acidum nalidixicum
NSC-82174
Eucistin
1-Ethyl-1,4-dihydro-7-methyl-4-oxo-1,8-naphthyridine-3-carboxylic acid
Acido nalidissico
1-ethyl-7-methyl-4-oxo-1,8-naphthyridine-3-carboxylic acid
Nalidixane
NCI-C56199
3-Carboxy-1-ethyl-7-methyl-1,8-naphthyridin-4-one
MFCD00006884
1,4-Dihydro-1-ethyl-7-methyl-4-oxo-1,8-naphthyridine-3-carboxylic acid
1,8-Naphthyridine-3-carboxylic acid, 1-ethyl-1,4-dihydro-7-methyl-4-oxo-
3-Carboxy-1-ethyl-7-methyl-1,8-naphthidin-4-one
CCRIS 2365
Acide nalidixique [INN-French]
Acido nalidixico [INN-Spanish]
Acidum nalidixicum [INN-Latin]
HSDB 3241
1-Ethyl-7-methyl-1,4-dihydro-1,8-naphthyridin-4-one-3-carboxylic acid
EINECS 206-864-7
UNII-3B91HWA56M
WIN-18320
1-Aethyl-7-methyl-1,8-naphthyridin-4-on-3-karbonsaeure
BRN 0750515
3B91HWA56M
DTXSID3020912
CHEBI:100147
NSC82174
Acide 1-etil-7-metil-1,8-naftiridin-4-one-3-carbossilico
Nalidixic acid (NegGram)
DTXCID70912
MLS000028504
Win 18320
1,4-Dihydro-1-ethyl-7-methyl-1,8-naphthyridin-4-one-3-carboxylic acid
1-Ethyl-7-methyl-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid
5-25-07-00384 (Beilstein Handbook Reference)
NCGC00018181-08
SMR000058264
Wintron
Nalidixic acid [USAN:USP:INN:BAN:JAN]
Acid, Nalidixic
Nalidixic acid 100 microg/mL in Acetonitrile
1,8-Naphthyridine-3-carboxylic acid,1-ethyl-1,4-dihydro-7-methyl-4-oxo-
Acido nalidissico [DCIT]
Acide nalidixico [Italian]
Acide nalidixique [French]
NALIDIXIC ACID (MART.)
NALIDIXIC ACID [MART.]
Acide nalidixique (INN-French)
Acido nalidixico (INN-Spanish)
Acidum nalidixicum (INN-Latin)
1-Ethyl-7-methyl-1,8-naphthyridin-4-one-3-carboxylic acid
Nalidixic
NALIDIXIC ACID (EP IMPURITY)
NALIDIXIC ACID [EP IMPURITY]
NALIDIXIC ACID (USP IMPURITY)
NALIDIXIC ACID [USP IMPURITY]
CAS-389-08-2
Nalidixic acid (USAN:USP:INN:BAN:JAN)
NegGram (TN)
wil 18,320
Innoxalomn
Nalidixinsaure
Eucisten
nalidixic-acid
SR-01000003086
1-Ethyl-7-methyl-4-oxo-1,4-dihydro-(1,8)naphthyridine-3-carboxylic acid
1-Aethyl-7-methyl-1,8-naphthyridin-4-on-3-karbonsaeure [German]
Acide 1-etil-7-metil-1,8-naftiridin-4-one-3-carbossilico [Italian]
NALIDIXICACID
WIN 183203
CHEMBL5
Spectrum_000918
Maybridge1_007101
Opera_ID_1064
Prestwick0_000187
Prestwick1_000187
Prestwick2_000187
Prestwick3_000187
Spectrum2_001360
Spectrum3_000075
Spectrum4_000817
Spectrum5_001540
Nalidixic acid (Standard)
Nalidixic acid, >=98%
UPCMLD-DP129
NALIDIXIC ACID [MI]
NCIOpen2_004342
Lopac0_000837
Oprea1_010545
SCHEMBL21736
BSPBio_000113
BSPBio_001889
KBioGR_001333
KBioSS_001398
NALIDIXIC ACID [INN]
NALIDIXIC ACID [JAN]
MLS001148578
MLS002303041
MLS004820190
MLS006011875
1-ethyl-7-methyl-4-oxo-1
BIDD:GT0529
DivK1c_000058
NALIDIXIC ACID [HSDB]
NALIDIXIC ACID [USAN]
SPECTRUM1500756
SPBio_001579
SPBio_002034
NALIDIXIC ACID [VANDF]
BPBio1_000125
NALIDIXIC ACID [WHO-DD]
UPCMLD-DP129:001
BDBM21691
GTPL12773
HMS500C20
HMS561K17
HY-B0398R
KBio1_000058
KBio2_001398
KBio2_003966
KBio2_006534
KBio3_001109
J01MB02
NINDS_000058
HMS1921G10
HMS2092K04
HMS2232H24
HMS3259O13
HMS3374G11
HMS3656K05
Pharmakon1600-01500756
Nalidixic acid (JP18/USP/INN)
Nalidixic acid, analytical standard
ALBB-021275
HY-B0398
Tox21_110835
Tox21_201477
Tox21_302754
BBL012279
CCG-39298
NALIDIXIC ACID [ORANGE BOOK]
NSC757432
STK735579
1-Ethyl-1,4-dihydro-7-methyl-4-oxo-1,8-naphthyridine-3-carboxilic acid
AKOS000120074
Tox21_110835_1
AN16320
DB00779
NC00494
NSC-757432
SDCCGSBI-0050814.P004
IDI1_000058
NCGC00018181-01
NCGC00018181-02
NCGC00018181-03
NCGC00018181-04
NCGC00018181-05
NCGC00018181-06
NCGC00018181-07
NCGC00018181-09
NCGC00018181-10
NCGC00018181-12
NCGC00018181-13
NCGC00021730-03
NCGC00021730-04
NCGC00021730-05
NCGC00021730-06
NCGC00021730-07
NCGC00256581-01
NCGC00259028-01
AS-13289
NCI60_041807
SMR004703506
SY049448
WLN: T66 BN EV JNJ B2 DVQ I1
Nalidixic acid 100 microg/mL in Methanol
SBI-0050814.P003
DB-049349
Nalidixic acid 1000 microg/mL in Methanol
1, 1-ethyl-1,4-dihydro-7-methyl-4-oxo-
N0490
NS00009829
S2328
SW219624-1
1-Ethyl-1,8-naphthyridine-3-carboxilic acid
1-Ethyl-1,8-naphthyridine-3-carboxylic acid
EN300-20573
VU0239598-6
C05079
D00183
D91720
Nalidixic acid, meets USP testing specifications
Q281082
SR-01000003086-4
SR-01000003086-6
BRD-K47886988-001-21-4
BRD-K47886988-001-22-2
BRD-K47886988-323-03-0
SR-01000003086-10
F0850-6751
Z104478940
3-CARBOXY-1-ETHYL-7-METHYL-1,8-NAPTHIDIN-4-ONE
1-ethyl-7-methyl-4-oxo-[1,8]naphthyridine-3-carboxylic acid
Nalidixic acid, European Pharmacopoeia (EP) Reference Standard
Nalidixic acid, United States Pharmacopeia (USP) Reference Standard
1-ETHYL-7-METHYL-1,4-DIHYDRO-1,8-NAPTHYRIDIN-4-ONE-CARBOXYLIC ACID
1-Ethyl-7-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid
1-ETHYL-1,4-DIHYDRO-7-METHYL-4-OXO-1,8-NAPTHYRIDINE-3-CARBOXYLIC ACID
1-ETHYL-7-METHYL-4-OXO-1,4-DIHYDRO[1,8]NAPHTHYRIDINE-3-CARBOXYLIC ACID
206-864-7
InChI=1/C12H12N2O3/c1-3-14-6-9(12(16)17)10(15)8-5-4-7(2)13-11(8)14/h4-6H,3H2,1-2H3,(H,16,17