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Sulfamethoxazole

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Identification
Molecular formula
C10H11N3O3S
CAS number
723-46-6
IUPAC name
4-amino-N-(5-methylisoxazol-3-yl)benzenesulfonamide
State
State
Sulfamethoxazole is a solid at room temperature, typically in the form of a crystalline powder.
Melting point (Celsius)
169.00
Melting point (Kelvin)
442.15
Boiling point (Celsius)
359.70
Boiling point (Kelvin)
632.85
General information
Molecular weight
253.28g/mol
Molar mass
253.2830g/mol
Density
1.4770g/cm3
Appearence

Sulfamethoxazole is commonly found as a white or off-white crystalline powder. It is odorless or may have a faint odor.

Comment on solubility

Solubility of 4-amino-N-(5-methylisoxazol-3-yl)benzenesulfonamide

The solubility of 4-amino-N-(5-methylisoxazol-3-yl)benzenesulfonamide (C10H11N3O3S) is an important characteristic that can influence its applications in various fields. Here are some key points to consider:

  • Polarity: The presence of both an amino group and a sulfonamide group contributes to the polarity of this compound, suggesting a potential for moderate to good solubility in polar solvents.

  • Solvents: Typically, compounds like this one may dissolve well in:
    • Water
    • Methanol
    • Dimethyl sulfoxide (DMSO)

  • Temperature Dependence: Solubility may significantly vary with temperature. Increased temperature often enhances solubility for many organic compounds.

  • pH Sensitivity: Being a sulfonamide, the solubility may also be affected by the pH of the solution, with solubility potentially increasing in more alkaline conditions.

  • Practical Implications: Understanding the solubility aids in the formulation of pharmaceutical products, as it can impact bioavailability.

In sum, the solubility of 4-amino-N-(5-methylisoxazol-3-yl)benzenesulfonamide showcases its potential utility in various applications, making it essential to consider when developing formulations or conducting further research.

Interesting facts

Interesting Facts about 4-amino-N-(5-methylisoxazol-3-yl)benzenesulfonamide

4-amino-N-(5-methylisoxazol-3-yl)benzenesulfonamide is a compound that exhibits some fascinating characteristics, particularly within the realm of medicinal chemistry. Here are some compelling details:

  • Pharmaceutical Relevance: This compound belongs to a class of sulfonamides, which are known for their antibacterial properties. Sulfonamides were among the first antibiotics discovered and paved the way for the development of numerous therapeutic agents.
  • Isosazole Structural Feature: The presence of the isoxazole ring in its structure is noteworthy. Isoxazoles are five-membered aromatic heterocycles comprised of nitrogen and oxygen, and they have shown utility in various biological applications, contributing to the compound's potential pharmacological activity.
  • Mechanism of Action: Compounds like this one often act by inhibiting bacterial synthesis of folic acid. This disruption ultimately hampers bacterial growth, offering a viable means of combating infections in medicine.
  • Research Potential: Owing to its unique structural features, 4-amino-N-(5-methylisoxazol-3-yl)benzenesulfonamide is of interest in ongoing research for developing new drugs, particularly in the treatment of resistant bacterial strains.
  • Functionalization: The amino group present in the compound can be a reactive site for further modifications, enabling chemists to synthesize derivatives that may enhance efficacy or reduce side effects.

In conclusion, the exploration of 4-amino-N-(5-methylisoxazol-3-yl)benzenesulfonamide opens up avenues for scientific inquiry and therapeutic advancements. As Dr. Louis Pasteur famously said, "Science knows no country, because knowledge belongs to humanity, and is the torch which illuminates the world."

Synonyms
sulfamethoxazole
723-46-6
Gantanol
Sulphamethoxazole
Sulfisomezole
Sulfamethoxazol
4-Amino-N-(5-methyl-3-isoxazolyl)benzenesulfonamide
Metoxal
Sulfamethylisoxazole
Simsinomin
Radonil
Sinomin
Sulphamethoxazol
Sulpha-methoxizole
Sulfamethalazole
Azo-gantanol
Sulphamethylisoxazole
4-amino-N-(5-methylisoxazol-3-yl)benzenesulfonamide
Bactrim
Urobak
Sulfamethoxizole
Gantanol-DS
Ro 4-2130
3-Sulfanilamido-5-methylisoxazole
Sulfametoxazol
Gamazole
Sulfamethoxazolum
Solfametossazolo
4-amino-N-(5-methyl-1,2-oxazol-3-yl)benzenesulfonamide
Sulphisomezole
5-Methyl-3-sulfanilamidoisoxazole
MS 53
3-Sulphanilamido-5-methylisoxazole
5-Methyl-3-sulphanil-amidoisoxazole
Benzenesulfonamide, 4-amino-N-(5-methyl-3-isoxazolyl)-
3-(p-Aminophenylsulfonamido)-5-methylisoxazole
5-Methyl-3-sulfanylamidoisoxazole
N'-(5-Methyl-3-isoxazolyl)sulfanilamide
N1-(5-Methyl-3-isoxazolyl)sulfanilamide
N'-(5-Methylisoxazol-3-yl)sulphanilamide
3-(para-Aminophenylsulphonamido)-5-methylisoxazole
SMX
A047
CCRIS 567
Sulfametoxazol [INN-Spanish]
Sulfamethoxazolum [INN-Latin]
Sulfanilamide, N1-(5-methyl-3-isoxazolyl)-
CHEBI:9332
HSDB 3186
N(sup 1)-(5-Methyl-3-isoxazolyl)sulphanilamide
STX-608
EINECS 211-963-3
Sulfanilamide, N'-(5-methyl-3-isoxazolyl)-
UNII-JE42381TNV
MFCD00010546
NSC 147832
NSC-147832
Ro-4-2130
N(sup 1)-(5-Methyl-3-isoxazolyl)sulfanilamide
4-amino-N-(5-methyl-1,2-oxazol-3-yl)benzene-1-sulfonamide
BRN 0226453
JE42381TNV
N'-(5-Methyl-3-isoxazole)sulfanilamide
DTXSID8026064
Ro 6-2580/11
4-Amino-N-(5-methyl-isoxazol-3-yl)-benzenesulfonamide
NSC147832
Sulfanilamide, N(1)-(5-methyl-3-isoxazolyl)-
CHEMBL443
MLS000069732
DTXCID006064
N(sup1)-(5-Methyl-3-isoxazolyl)sulfanilamide
5-Methyl-3-sulfonylamidoisoxazole
3-(p-Aminobenzenesulfonamido)-5-methylisoxazole
Ro-42130
4-Amino-N-(5-methyl-3-isoxazolyl)-benzenesulfonamide
COTRIM COMPONENT SULFAMETHOXAZOLE
SEPTRA COMPONENT SULFAMETHOXAZOLE
BACTRIM COMPONENT SULFAMETHOXAZOLE
NCGC00016533-05
NCGC00186654-01
UROPLUS COMPONENT SULFAMETHOXAZOLE
CAS-723-46-6
SMR000058223
SULFATRIM COMPONENT SULFAMETHOXAZOLE
SULMEPRIM COMPONENT SULFAMETHOXAZOLE
Co-trimethoxazole component sulfamethoxazole
BACTRIM DS COMPONENT SULFAMETHOXAZOLE
Sulfamethoxazole [USAN:USP:INN:BAN:JAN]
AZO GANTANOL COMPONENT SULFAMETHOXAZOLE
COTRIM D.S. COMPONENT SULFAMETHOXAZOLE
SULFAMETHOPRIM COMPONENT SULFAMETHOXAZOLE
Sulfamethoxazole 100 microg/mL in Acetonitrile
Solfametossazolo [DCIT]
3-METHYL-1-(4-SULFOAMIDOPHENYL)-5-PYRA&
BACTRIM PEDIATRIC COMPONENT SULFAMETHOXAZOLE
Sulfametoxazol (INN-Spanish)
Sulfamethoxazolum (INN-Latin)
SULFAMETHOXAZOLE (IARC)
SULFAMETHOXAZOLE [IARC]
SULFAMETHOXAZOLE (MART.)
SULFAMETHOXAZOLE [MART.]
SULFAMETHOXAZOLE (USP-RS)
SULFAMETHOXAZOLE [USP-RS]
SULFAMETHOXAZOLE (EP MONOGRAPH)
SULFAMETHOXAZOLE [EP MONOGRAPH]
SULFAMETHOXAZOLE (USP MONOGRAPH)
SULFAMETHOXAZOLE [USP MONOGRAPH]
144930-01-8
Sulfamethoxazole (USAN:USP:INN:BAN:JAN)
SR-01000000217
4-AMINO-N-(5-METHYL-3-ISOXAZOYL)BENZENESULFONAMIDE
sulfametoxazolo
ulfamethoxazole
Sulfamethoxazole; 4-Amino-N-(5-methylisoxazol-3-yl)benzenesulfonamide
08D
Prestwick_453
ALBB-002089
Septran (Salt/Mix)
Septrin (Salt/Mix)
Sulfamethoxazole,(S)
Eusaprim (Salt/Mix)
RP-2145
Spectrum_000994
Sulfamethoxazole(USAN)
N1-(5-Methylisoxazol-3-yl)sulfanilamide
starbld0000281
Opera_ID_882
Maybridge1_007190
Prestwick0_000177
Prestwick1_000177
Prestwick2_000177
Prestwick3_000177
Spectrum2_000788
Spectrum3_000584
Spectrum4_000345
Spectrum5_000982
Epitope ID:114999
Co-trimoxazole (Salt/Mix)
Sulfamethoxazole (Standard)
SCHEMBL3656
Oprea1_114486
Oprea1_285680
BSPBio_000073
BSPBio_002028
KBioGR_000749
KBioSS_001474
SULFAMETHOXAZOLE [MI]
MLS001055354
MLS001074165
MLS006011871
BIDD:GT0731
DivK1c_000649
SPECTRUM1500550
SULFAMETHOXAZOLE [INN]
SULFAMETHOXAZOLE [JAN]
SPBio_000896
SPBio_001994
SULFAMETHOXAZOLE [HSDB]
SULFAMETHOXAZOLE [USAN]
[(4-aminophenyl)sulfonyl](5-methylisoxazol-3-yl)amine
BPBio1_000081
SULFAMETHOXAZOLE [VANDF]
component of Bactrim (Salt/Mix)
GTPL10933
HMS502A11
HMS561O18
HY-B0322R
JLKIGFTWXXRPMT-UHFFFAOYSA-
KBio1_000649
KBio2_001474
KBio2_004042
KBio2_006610
KBio3_001528
J01EC01
MSK4005
SULFAMETHOXAZOLE [WHO-DD]
SULFAMETHOXAZOLE [WHO-IP]
WLN: T5NOJ C1 EMSWR DZ
NINDS_000649
HMS1568D15
HMS1921A21
HMS2092K03
HMS2095D15
HMS2233L13
HMS3259E06
HMS3372M22
HMS3655O22
HMS3712D15
Pharmakon1600-01500550
BCP02881
HY-B0322
Sulfamethoxazole (JP17/USP/INN)
VQB71986
Sulfamethoxazole, analytical standard
Tox21_110480
Tox21_200353
BBL004554
BDBM50029770
CCG-40166
NSC757328
s1915
STK007988
SULFAMETHOXAZOLE [ORANGE BOOK]
AKOS000200952
component of Azo Gantanol (Salt/Mix)
Tox21_110480_1
BS-3542
DB01015
FS27933
NC00537
NSC-757328
IDI1_000649
SULFAMETHOXAZOLUM [WHO-IP LATIN]
NCGC00016533-01
NCGC00016533-02
NCGC00016533-03
NCGC00016533-04
NCGC00016533-06
NCGC00016533-07
NCGC00016533-08
NCGC00016533-09
NCGC00016533-10
NCGC00016533-11
NCGC00016533-12
NCGC00016533-14
NCGC00016533-24
NCGC00021995-03
NCGC00021995-04
NCGC00021995-05
NCGC00257907-01
AC-11118
SY018888
BCP0726000283
N'-(5-Methyl-3-isoxazolyl)-Sulfanilamide
N1-(5-methyl-3-isoxazolyl)-Sulfanilamide
N1-(5-Methyl-3-isoxazolyl)sulphanilamide
SBI-0051524.P003
SULFAMETHOXAZOLE COMPONENT OF COTRIM
SULFAMETHOXAZOLE COMPONENT OF SEPTRA
DB-055629
SULFAMETHOXAZOLE COMPONENT OF BACTRIM
SULFAMETHOXAZOLE COMPONENT OF UROPLUS
AB00052099
N^1-(5-Methyl-3-isoxazolyl)-Sulfanilamide
NS00000268
SW196670-3
EN300-18400
SULFAMETHOXAZOLE COMPONENT OF SULFATRIM
SULFAMETHOXAZOLE COMPONENT OF SULMEPRIM
C07315
D00447
F12027
SULFAMETHOXAZOLE COMPONENT OF BACTRIM DS
AB00052099-14
AB00052099-16
AB00052099_17
AB00052099_18
Sulfamethoxazole 1000 microg/mL in Acetonitrile
SULFAMETHOXAZOLE COMPONENT OF AZO GANTANOL
SULFAMETHOXAZOLE COMPONENT OF COTRIM D.S.
N'-(5-METHYL-3-ISOXAZOYLYL)SULFANILAMIDE
Ndimethyl1-(5-methyl-3-isoxazolyl)-Sulfanilamide
Q415843
SULFAMETHOXAZOLE COMPONENT OF SULFAMETHOPRIM
N(1)-(5-METHYL-3-ISOXAZOLYL)SULFANILAMIDE
SR-01000000217-2
SR-01000000217-3
Sulfamethoxazole, VETRANAL(TM), analytical standard
BRD-K28494619-001-05-0
BRD-K28494619-001-15-9
BRD-K28494619-001-26-6
BRD-K28494619-001-27-4
BRD-K28494619-001-28-2
SULFAMETHOXAZOLE COMPONENT OF BACTRIM PEDIATRIC
Z57198677
4-AMINO-N-(5-METHYL-3-ISOAZOLYL)BENZENESULFONAMIDE
Sulfamethoxazole, British Pharmacopoeia (BP) Reference Standard
Sulfamethoxazole, certified reference material, TraceCERT(R)
4-amino-N-(5-methyl-1,2-oxazol-3-yl)benzenesulfonamide; SMX; SMZ
Sulfamethoxazole, European Pharmacopoeia (EP) Reference Standard
Sulfamethoxazole, United States Pharmacopeia (USP) Reference Standard
Sulfamethoxazole, Pharmaceutical Secondary Standard; Certified Reference Material
129378-89-8
211-963-3
InChI=1/C10H11N3O3S/c1-7-6-10(12-16-7)13-17(14,15)9-4-2-8(11)3-5-9/h2-6H,11H2,1H3,(H,12,13)