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Sulfasalazine

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Identification
Molecular formula
C18H14N4O5S
CAS number
599-79-1
IUPAC name
2-hydroxy-5-[4-(2-pyridylsulfamoyl)phenyl]azo-benzoic acid
State
State

At room temperature, sulfasalazine is a solid, typically found in a powdered form. As with many pharmaceutical compounds, it is handled as a solid in its pure form, although it is often compounded into tablet form for medical use.

Melting point (Celsius)
240.00
Melting point (Kelvin)
513.00
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
398.39g/mol
Molar mass
398.4120g/mol
Density
1.5600g/cm3
Appearence

Sulfasalazine is typically an orange-yellow, crystalline powder. It is often used in a micronized form to improve solubility and bioavailability, which maintains the orange hue but may appear as finer granules or a consistent powder.

Comment on solubility

Solubility of 2-hydroxy-5-[4-(2-pyridylsulfamoyl)phenyl]azo-benzoic acid

The solubility of 2-hydroxy-5-[4-(2-pyridylsulfamoyl)phenyl]azo-benzoic acid, a complex organic compound with the formula C18H14N4O5S, can be influenced by various factors. Here are some key points to consider:

  • Polarity: The presence of both hydrophilic (water-attracting) and lipophilic (fat-attracting) functional groups in its structure affects its general solubility in different solvents.
  • Solvent Interaction: This compound may exhibit greater solubility in polar solvents like water and alcohols due to its hydroxyl (-OH) group and the sulfonamide functional group, which can form hydrogen bonds.
  • pH Dependency: Solubility can also vary with changes in pH, as the carboxylic acid group present might influence protonation states and thus solubility behavior.
  • Temperature Effects: Increasing temperature is generally known to enhance solubility, particularly for solid compounds in liquid solutions.

In conclusion, while 2-hydroxy-5-[4-(2-pyridylsulfamoyl)phenyl]azo-benzoic acid demonstrates the potential for solubility in specific solvent systems, it is crucial to consider the interactions of its functional groups and environmental conditions. As the saying goes, "Like dissolves like," which aptly summarizes the complex interactions that dictate solubility in the realm of chemistry.

Interesting facts

Interesting Facts about 2-Hydroxy-5-[4-(2-Pyridylsulfamoyl)phenyl]azo-benzoic Acid

2-Hydroxy-5-[4-(2-pyridylsulfamoyl)phenyl]azo-benzoic acid is a fascinating compound with several unique attributes. This compound is part of a larger class known for their azo linkages, which are characterized by the presence of a nitrogen-nitrogen double bond (-N=N-). Here are some intriguing aspects:

  • Dye Chemistry: The compound is often explored in dye chemistry due to its vivid colors and potential use in textiles and biological applications.
  • Pharmaceutical Potential: The sulfamoyl group may contribute to the compound’s biological properties, making it of interest in pharmaceuticals, particularly in the development of new antibacterial agents.
  • pH Sensitivity: The presence of the hydroxyl group can lead to pH-sensitive behavior, enabling applications in sensor technology, where changes in pH can affect its color and solubility.
  • Analytical Applications: It can serve as a colorimetric reagent in analytical chemistry, where it may be used for detecting various metal ions in solution.
  • Structure-Activity Relationship (SAR): The multiple functional groups present in the compound allow for extensive studies on its SAR, helping chemists understand how structural changes can affect biological activity.

In summary, 2-hydroxy-5-[4-(2-pyridylsulfamoyl)phenyl]azo-benzoic acid is not merely a molecule but a gateway to numerous research possibilities. Its complex structure and varied functional groups signify its potential in various fields, making it a subject of interest among both chemists and researchers alike.

Synonyms
sulfasalazine
599-79-1
Salicylazosulfapyridine
Azulfidine
Salazosulfapyridine
Sulphasalazine
Salazopyrin
Asulfidine
Benzosulfa
Salazopyridin
Accucol
Azopyrin
Sulcolon
Colo-Pleon
Salazopiridazin
Azopyrine
Reupirin
Salisulf
Salazosulfapyridin
Sulfasalazina
Sulfasalazinum
w-t Sasp oral
Azulfidine EN
Sulfasalazin
Sulfazalazine
Azulfidine EN-tabs
SASP
Salazosulfapiridina
Salazosulfapyridinum
Sas-500
5-(p-(2-Pyridylsulfamyl)phenylazo)salicylic acid
S.A.S.-500
5-(4-(2-Pyridylsulfamoyl)phenylazo)-2-hydroxybenzoic acid
4-(Pyridyl-2-amidosulfonyl)-3'-carboxy-4'-hydroxyazobenzene
5-((p-(2-Pyridylsulfamoyl)phenyl)azo)salicylic acid
2-Hydroxy-5-((4-((2-pyridinylamino)sulfonyl)phenyl)azo)benzoic acid
NSC 667219
5-[4-(2-Pyridylsulfamoyl)phenylazo]salicylic Acid
MFCD00057363
CHEBI:9334
NSC 203730
S.A.S. 500
Sulfasalazopyridine
(E)-2-hydroxy-5-((4-(N-(pyridin-2-yl)sulfamoyl)phenyl)diazenyl)benzoic acid
Benzoic acid, 2-Hydroxy-5-[[4-[(2-pyridinylamino)sulfonyl]phenyl]azo]-
3XC8GUZ6CB
Sulfasalazine (Azulfidine)
NSC-203730
NSC-667219
Benzoic acid, 2-hydroxy-5-((4-((2-pyridinylamino)sulfonyl)phenyl)azo)-
S.A.S.
737754-28-8
Azosulfidin
DTXSID0021256
2-hydroxy-5-[[4-(pyridin-2-ylsulfamoyl)phenyl]diazenyl]benzoic acid
2-hydroxy-5-{[4-(pyridin-2-ylsulfamoyl)phenyl]diazenyl}benzoic acid
5-[p-(2-Pyridylsulfamoyl)phenylazo]salicylic acid
2-HYDROXY-(5-([4-(2-PYRIDINYLAMINO)SULFONYL]PHENYL)AZO)BENZOIC ACID
NSC203730
NSC667219
Salicylic acid, 5-((p-(2-pyridylsulfamoyl)phenyl)azo)-
NCGC00090903-01
Salazo-sulfapyridinum
CAS-599-79-1
2-Hydroxy-5-[[4-[(2-pyridinylamino)sulfonyl]phenyl]azo]benzoic acid
2-hydroxy-5-[(E)-{4-[(pyridin-2-ylamino)sulfonyl]phenyl}diazenyl]benzoic acid
5-[p-(2-Pyridylsulfamyl)phenylazo]salicylic acid
(3Z)-6-Oxo-3-[[4-(pyridin-2-ylsulfamoyl)phenyl]hydrazinylidene]cyclohexa-1,4-diene-1-carboxylic acid
DTXCID401256
Sulfasalazinum [INN-Latin]
Sulfasalazina [INN-Spanish]
Salicylic acid, 5-[[p-(2-pyridylsulfamoyl)phenyl]azo]-
2-Hydroxy-5-[4-(pyridin-2-ylsulfamoyl)-phenylazo]-benzoic acid
Salazosulfapyridinum [INN-Latin]
Salazosulfapiridina [INN-Spanish]
SI-88
2-Hydroxy-5-((4-(N-(pyridin-2-yl)sulfamoyl)phenyl)diazenyl)benzoic acid
2-hydroxy-5-[(E)-2-{4-[(pyridin-2-yl)sulfamoyl]phenyl}diazen-1-yl]benzoic acid
Azulfidine (TN)
SAS
SMR000059146
Sulphasalazine, N-
CCRIS 4713
HSDB 3395
13gs
5-(p-(2-Pyridylsulfamoyl)phenylazo)salicylic acid
SR-05000001721
EINECS 209-974-3
UNII-3XC8GUZ6CB
5-[[p-(2-Pyridylsulfamoyl)phenyl]azo]salicylic acid
Sulfasalazine (USP/INN)
BRN 0356241
Iwata
Prestwick_848
Sulfasalazine [USAN:USP:INN:BAN]
Spectrum_000998
Sulfasalazine (Standard)
Prestwick0_000520
Prestwick1_000520
Prestwick2_000520
Prestwick3_000520
Spectrum2_001216
Spectrum3_001364
Spectrum4_000347
Spectrum5_001443
SULFASALAZINE [MI]
CHEMBL421
Epitope ID:122672
SULFASALAZINE [INN]
SCHEMBL4514
SCHEMBL4515
Salazosulfapyridine (JP18)
SULFASALAZINE [HSDB]
SULFASALAZINE [IARC]
SULFASALAZINE [USAN]
SCHEMBL18490
BSPBio_000479
BSPBio_002888
KBioGR_000753
KBioGR_002314
KBioSS_001478
KBioSS_002316
SULFASALAZINE [VANDF]
5-22-08-00433 (Beilstein Handbook Reference)
MLS000759399
MLS001424109
MLS006011702
BIDD:GT0161
DivK1c_000860
SPECTRUM1500552
SULFASALAZINE [MART.]
SPBio_001032
SPBio_002400
SULFASALAZINE [USP-RS]
SULFASALAZINE [WHO-DD]
SULFASALAZINE [WHO-IP]
BPBio1_000527
CHEMBL100848
CHEMBL242373
GTPL4840
SCHEMBL1079598
SCHEMBL1229516
CHEMBL1206016
SCHEMBL10289061
CHEBI:94500
HMS502K22
KBio1_000860
KBio2_001478
KBio2_002314
KBio2_004046
KBio2_004882
KBio2_006614
KBio2_007450
KBio3_002108
KBio3_002794
SALAZOSULFAPYRIDINE [JAN]
cMAP_000018
NCEXYHBECQHGNR-QZQOTICOSA-N
NINDS_000860
OQANPHBRHBJGNZ-BKUYFWCQSA-N
OQANPHBRHBJGNZ-UHFFFAOYSA-N
HMS1569H21
HMS1921C05
HMS2051J21
HMS2090P13
HMS2092K07
HMS2096H21
HMS2232H07
HMS3370D16
HMS3393J21
HMS3655G07
HMS3713H21
HMS3871J13
HMS3884E21
Pharmakon1600-01500552
SULFASALAZINE [ORANGE BOOK]
ALBB-033361
BCP13311
SULFASALAZINE [EP MONOGRAPH]
Tox21_111037
Tox21_201239
Tox21_300541
BDBM50097125
BDBM50103596
CCG-39145
DL-510
HY-14655R
NSC757330
s1576
SULFASALAZINE [USP MONOGRAPH]
SULFASALAZINUM [WHO-IP LATIN]
2-hydroxy-5-(2-{4-[(pyridin-2-yl)sulfamoyl]phenyl}diazen-1-yl)benzoic acid
AKOS002311709
AKOS025116975
AKOS026749974
AKOS037515748
Tox21_111037_1
WLN: T6NJ BSWMR DNUNR DQ CVQ
AS27942
CCG-100987
DB00795
HS-0062
NC00237
NSC-757330
IDI1_000860
SMP2_000059
NCGC00016518-01
NCGC00090903-02
NCGC00090903-03
NCGC00090903-04
NCGC00090903-05
NCGC00090903-06
NCGC00090903-07
NCGC00090903-08
NCGC00090903-09
NCGC00090903-11
NCGC00186644-01
NCGC00254313-01
NCGC00258791-01
AC-20497
HY-14655
PD087097
SMR004703430
SY052318
SBI-0051526.P003
DB-017797
NS00011872
S0580
SW196979-4
C07316
D00448
EN300-119546
H10652
AB00052101-04
AB00052101-06
AB00052101_07
AB00052101_08
Q420035
SR-05000001721-1
SR-05000001721-2
SR-05000001721-3
Sulfasalazine, analytical standard, >=98% (HPLC)
BRD-K10670311-001-06-4
BRD-K10670311-001-08-0
BRD-K10670311-001-14-8
BRD-K10670311-001-15-5
Q27166356
Q63398427
F2173-1125
Z1521554012
4-(Pyridyl-2-amidosulfonyl)-3''-carboxy-4''-hydroxyazobenzene
Sulfasalazine, European Pharmacopoeia (EP) Reference Standard
2-hydroxy-5-[(E)-[4-(2-pyridylsulfamoyl)phenyl]azo]benzoic acid
5-{4-[(2-pyridylideneamino)sulfonyl]phenyldiazenyl}salicylic acid
Sulfasalazine, United States Pharmacopeia (USP) Reference Standard
(E)-2-hydroxy-5-((4-(N-pyridin-2-ylsulfamoyl)phenyl)diazenyl)benzoic acid
2-hydroxy-5-((4-(N-pyridin-2-ylsulfamoyl)phenyl)diazenyl)benzoic acid
2-Hydroxy-5-((4-[(2-pyridinylamino)sulfonyl]phenyl)diazenyl)benzoic acid #
2-hydroxy-5-{(E)-[4-(pyridin-2-ylsulfamoyl)phenyl]diazenyl}benzoic acid
2-HYDROXY-5-((4-((2-PYRIDINYLAMINO)SULFONYL)PHENYL)AZO)BENZOIC ACID [WHO-IP]
6-oxo-3-(2-[4-(n-pyridin-2-ylsulfamoyl)phenyl]hydrazono)cyclohexa-1,4-dienecarboxylic acid
Benzoic acid, 2-hydroxy-5-[2-[4-[(2-pyridinylamino)sulfonyl]phenyl]diazenyl]-
2-Hydroxy-5-[[4-[(2-pyridinylamino)sulfonyl]phenyl]azo]benzoic acid;5-[[p-(2-Pyridylsulfamoyl)phenyl]azo]salicylic acid;5-[p-(2-Pyri dylsulfamyl)phenylazo]salicylic acid
6-oxo-3-((4-(pyridin-2-ylsulfamoyl)phenyl) hydrazinylidene]cyclohexa-1,4-diene-1-carboxylic acid
6-oxo-3-(2-{4-[(pyridin-2-yl)sulfamoyl]phenyl}hydrazin-1-ylidene)cyclohexa-1,4-diene-1-carboxylic acid
6-oxo-3-[[4-(2-pyridinylsulfamoyl)phenyl]hydrazinylidene]-1-cyclohexa-1,4-dienecarboxylic acid