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Sulfathiazole

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Identification
Molecular formula
C9H9N3O2S2
CAS number
72-14-0
IUPAC name
4-oxo-4-[4-(thiazol-2-ylsulfamoyl)anilino]butanoic acid
State
State

At room temperature, sulfathiazole exists as a solid. It is typically found as a powder.

Melting point (Celsius)
202.00
Melting point (Kelvin)
475.00
Boiling point (Celsius)
324.00
Boiling point (Kelvin)
597.00
General information
Molecular weight
255.33g/mol
Molar mass
255.3280g/mol
Density
1.4270g/cm3
Appearence

Sulfathiazole is a white to slightly yellow crystalline powder. It is odorless or has a slight odor.

Comment on solubility

Solubility of 4-oxo-4-[4-(thiazol-2-ylsulfamoyl)anilino]butanoic acid

The compound 4-oxo-4-[4-(thiazol-2-ylsulfamoyl)anilino]butanoic acid, with the chemical formula C9H9N3O2S2, exhibits some intriguing aspects regarding its solubility. Determining the solubility of this compound can be influenced by a variety of factors:

  • Polarity: The presence of polar functional groups, such as the carboxylic acid group (-COOH) and sulfonamide moiety, suggests that the compound may be soluble in polar solvents, such as water.
  • Hydrogen bonding: The ability to form hydrogen bonds can enhance solubility in aqueous environments. Given its structural features, it is likely that the compound can engage in hydrogen bonding, contributing to its solubility.
  • Solvent interaction: The solubility can further depend on interactions with specific solvents. For instance, organic solvents may not dissolve the compound as effectively as polar solvents would.

While the exact solubility values may vary, it is often noted in the context of pharmaceuticals that:

"Compounds with greater polar character typically have higher solubility in water."

In conclusion, the solubility of 4-oxo-4-[4-(thiazol-2-ylsulfamoyl)anilino]butanoic acid can primarily be attributed to its polar characteristics and functional groups that enable it to dissolve in polar solvents effectively.

Interesting facts

Interesting Facts about 4-oxo-4-[4-(thiazol-2-ylsulfamoyl)anilino]butanoic acid

4-oxo-4-[4-(thiazol-2-ylsulfamoyl)anilino]butanoic acid is a fascinating compound that illustrates the complex interactions between structural chemistry and biological activity. This compound belongs to a unique class of sulfur-containing organic molecules, and its properties and potential applications are of significant interest in the field of medicinal chemistry.

Key Features:

  • Structural Diversity: The compound contains both a thiazole ring and a sulfamoyl group, providing rich avenues for interactions with biological targets.
  • Potential Pharmacological Applications: Compounds incorporating thiazole moieties are often explored for their antibacterial and anticancer activities, making this compound a candidate for further research in drug development.
  • Signature Functional Groups: The presence of an amine and a carboxylic acid in the structure allows for various chemical reactions, potentially leading to novel derivatives with enhanced properties.

It is interesting to note that compounds like this one can inhibit certain enzymes, which is a crucial mechanism in tackling various diseases. According to a research study, “The modification of sulfur-containing compounds can considerably improve their bioactivity and selectivity against microbial pathogens.” This highlights the importance of investigating the biological implications of structural variations.

Challenges in Synthesis:

The synthesis of such complex compounds often involves multiple steps and careful control of reaction conditions. Organic chemists must be adept in various techniques, such as:

  • Retrosynthetic analysis
  • Functional group transformations
  • Use of protecting groups for reactive sites

In summary, 4-oxo-4-[4-(thiazol-2-ylsulfamoyl)anilino]butanoic acid presents a promising yet challenging area of study in organic chemistry, with the potential to contribute significantly to the field of pharmaceuticals. Its intricate structure and diverse functionalities make it a compelling subject for further exploration.

Synonyms
succinylsulfathiazole
116-43-8
Colistatin
Cremosuxidine
Sulfasuxidine
Sulfasuccithiazole
Sulfadigesin
Sulfasuccidine
Kaoxidin
Sulfasuccinil
Kaoxidine
4'-(2-Thiazolylsulfamoyl)succinanilic acid
Succinylsulphathiazole
Sulfasuccidin
Sulfenterone
Thiacyl
Butanoic acid, 4-oxo-4-[[4-[(2-thiazolylamino)sulfonyl]phenyl]amino]-
Rolsul
Succinilsulfatiazol
Succinylsulfathiazol
Succinyl sulfathiazole
p-2-Thiazolylsulfamylsuccinanilic acid
4-oxo-4-[4-(1,3-thiazol-2-ylsulfamoyl)anilino]butanoic acid
Succinylsulfathiazole [INN]
GUANICAR
RSS8647O4S
DTXSID7045281
MFCD00022437
NSC 14193
NSC-14193
NSC 163939
NSC-163939
Succinylsulfathiazole (INN)
Anhydrous Succinylsulfathiazole
2-(N(sup4)-Succinylsulfanilamido)thiazole
4-oxo-4-[4-(thiazol-2-ylsulfamoyl)anilino]butanoic acid
CHEBI:9309
DTXCID5025281
Succinanilic acid, 4'-(2-thiazolylsulfamoyl)-
SUCCINYLSULFATHIAZOLE [MI]
4-oxo-4-((4-(N-(thiazol-2-yl)sulfamoyl)phenyl)amino)butanoic acid
NSC14193
SUCCINYLSULFATHIAZOLE [MART.]
NSC163939
SUCCINYLSULFATHIAZOLE [WHO-DD]
NCGC00016367-01
CAS-116-43-8
SUCCINYLSULFATHIAZOLE [EP IMPURITY]
4-oxo-4-((4-((2-thiazolylamino)sulfonyl)phenyl)amino)butanoic acid
Butanoic acid, 4-oxo-4-((4-((2-thiazolylamino)sulfonyl)phenyl)amino)-
Succinilsolfatiazolo
4'-(1,3-Thiazol-2-ylsulphamoyl)succinanilic acid
Succinylsulfathiazolum
SUCCINYLSULFATHIAZOLE (MART.)
N4-Succinyl-N-(2-thiazolyl)sulfanilamide
SUCCINYLSULFATHIAZOLE (EP IMPURITY)
SR-01000000176
4-(Succinylamino)-N-(2-thiazolyl)benzenesulfonamide
Succinilsolfatiazolo [DCIT]
4-oxo-4-(4-(thiazol-2-ylsulfamoyl)anilino)butanoic acid
UNII-RSS8647O4S
Succinilsulfatiazol [INN-Spanish]
Succinylsulfathiazol [INN-French]
succinilsulfatiazolo
Succinylsulfathiazolum [INN-Latin]
EINECS 204-141-0
2-(N4-Succinylsulfanilamido)thiazole
Prestwick_1016
Succinylsulfathiazole [USP:INN:BAN]
p-2-Thiazolylsulfamoylsuccinanilic acid
N-succinylsulfathiazole
BRN 0349989
Spectrum_001389
AI3-26816
Maybridge1_006038
Prestwick0_000702
Prestwick1_000702
Prestwick2_000702
Prestwick3_000702
Spectrum2_001946
Spectrum3_001488
Spectrum4_000045
Tharap cat: antimicrobial
Oprea1_335927
REGID_for_CID_5315
BSPBio_000883
BSPBio_003075
KBioGR_000509
KBioSS_001869
4-27-00-04637 (Beilstein Handbook Reference)
MLS000069715
DivK1c_001028
SCHEMBL151873
SPECTRUM1502025
SPBio_002011
SPBio_002804
Succinylsulfathiazole, >=98%
BPBio1_000973
Succinylsulfathiazole (Standard)
CHEMBL1484857
HMS503M17
HMS558K10
HY-B0921R
KBio1_001028
KBio2_001869
KBio2_004437
KBio2_007005
KBio3_002575
Succinylsulfathiazole plymorph II
A07AB04
CCG-439
NINDS_001028
HMS1570M05
HMS1921F06
HMS2092N21
HMS2097M05
HMS2230P18
HMS3373O12
HMS3714M05
Pharmakon1600-01502025
ALBB-036209
HY-B0921
Tox21_110400
NSC758161
s4585
STK079059
Succinylsulfathiazole, ~95% (TLC)
AKOS002161889
Tox21_110400_1
DB13580
FS41022
NSC-758161
IDI1_001028
NCGC00016367-02
NCGC00016367-03
NCGC00016367-04
NCGC00016367-05
NCGC00016367-06
NCGC00016367-08
NCGC00022723-03
NCGC00022723-04
AS-15960
SMR000058172
SBI-0051704.P002
DB-041316
4\'-(2-Thiazolylsulfamoyl)succinanilic acid
AB00052259
EU-0083314
NS00004809
S0581
S0991
C71535
D07060
AB00052259_13
N4-Succinyl-N-(2-thiazolyl)sulfanilamide hydrate
Q3976577
SR-01000000176-2
SR-01000000176-3
SR-01000000176-4
BRD-K01950558-001-05-5
BRD-K01950558-001-09-7
BRD-K01950558-001-14-7
F0856-0033
4-(Succinylamino)-N-(2-thiazolyl)benzenesulfonamide hydrate
4-oxo-4-(4-(N-thiazol-2-ylsulfamoyl)phenylamino)butanoic acid
4-Oxo-4-[[4-[(2-thiazolylamino)sulfonyl]phenyl]amio]-butanoic acid
4-oxo-4-{[4-(1,3-thiazol-2-ylsulfamoyl)phenyl]amino}butanoic acid
4-Oxo-4-(4-[(1,3-thiazol-2-ylamino)sulfonyl]anilino)butanoic acid #
4-Oxo-4-[[4-(thiazol-2-ylsulfamoyl)phenyl]amino]butanoic acid monohydrate
Butanoic acid, 4-oxo-4-((4-((2-thiazolylamino)sulfonyl)phenyl)amino)-(9CI)
204-141-0