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Sulfamethizole

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Identification
Molecular formula
C9H10N4O2S
CAS number
144-82-1
IUPAC name
4-amino-N-(3,4-dimethylisoxazol-5-yl)benzenesulfonamide
State
State

At room temperature, sulfamethizole is in a solid state, presenting as a crystalline powder.

Melting point (Celsius)
203.00
Melting point (Kelvin)
476.15
Boiling point (Celsius)
310.00
Boiling point (Kelvin)
583.15
General information
Molecular weight
270.33g/mol
Molar mass
270.3310g/mol
Density
1.4460g/cm3
Appearence

Sulfamethizole is typically a white or off-white crystalline powder. It may sometimes appear as small crystals or as a fine powder, depending on its preparation method. The compound is also known to have a slight odor that is characteristic of sulfonamides.

Comment on solubility

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

4-amino-N-(3,4-dimethylisoxazol-5-yl)benzenesulfonamide, with the chemical formula C9H10N4O2S, exhibits distinct solubility characteristics that are influenced by its structure and functional groups.

Key points regarding its solubility include:

  • Polar Characteristics: The presence of both amino (-NH2) and sulfonamide (-SO2NH2) groups contributes to the compound's polar nature, suggesting increased solubility in polar solvents such as water.
  • Hydrogen Bonding: The ability to form hydrogen bonds can enhance solubility in aqueous environments, allowing for interactions with water molecules.
  • Nonpolar Regions: The dimethylisoxazole moiety may impart some hydrophobic characteristics, potentially reducing solubility in highly polar solvents.

As a result, the solubility profile of this compound is likely to be moderate, making it more soluble in mixed solvents where both polar and nonpolar characteristics are balanced. The precise solubility can be assessed through experimental data, which underscores the importance of direct measurements in predicting practical applications.

In summary, while 4-amino-N-(3,4-dimethylisoxazol-5-yl)benzenesulfonamide is expected to be soluble in polar solvents due to its functional groups, the overall solubility can vary based on its specific structural features and the nature of the solvent.

Interesting facts

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

4-amino-N-(3,4-dimethylisoxazol-5-yl)benzenesulfonamide is a fascinating compound that showcases the complexity and versatility of sulfonamide derivatives. Here are some compelling insights into this intriguing chemical:

  • Pharmacological Significance: As a sulfonamide, this compound belongs to a well-known class of antibiotics. Sulfonamides have been instrumental in the treatment of bacterial infections, making them a crucial discovery in medicinal chemistry.
  • Mechanism of Action: This compound works primarily by inhibiting bacterial folate synthesis. By mimicking para-aminobenzoic acid (PABA), it disrupts the production of folate, which is essential for bacterial growth and reproduction.
  • Structural Diversity: The presence of the isoxazole ring in its structure introduces unique properties, enhancing the compound's interaction with biological targets. This makes it an interesting candidate for further development in pharmaceutical research.
  • Research Potential: Studies on sulfonamides and their derivatives continue to reveal new therapeutic potentials. This compound, with its specific structure, might contribute to the development of new drugs, particularly in overcoming antibiotic resistance.
  • Known Analogues: The chemical structure hints at a variety of possible derivatives, which can be synthesized and tested. This could potentially lead to a range of derivatives with varying biological activities.

In summary, the exploration of 4-amino-N-(3,4-dimethylisoxazol-5-yl)benzenesulfonamide exemplifies the rich tapestry of chemical research where structural modifications can vastly influence pharmacological outcomes. As we continue to understand its mechanisms and interactions, the potential for new medicinal applications remains an exciting frontier in chemistry.

Synonyms
sulfisoxazole
Sulfafurazole
127-69-5
Sulphafurazole
Sulfafurazol
Sulfisoxazol
Sulfaisoxazole
Sulfofurazole
Gantrisin
Sulfisoxasole
Sulphaisoxazole
Sulfadimethylisoxazole
Alphazole
Amidoxal
Sulfalar
Sulfoxol
Sulfasoxazole
Sulfisonazole
Sulphafurazolum
Accuzole
Renosulfan
Soxomide
Sulfisoxazole dialamine
Sulfizin
Sulsoxin
Sosol
Roxosul tablets
Cosoxazole
Gantrisona
Gantrosan
Sulphafurazol
Sulphisoxazol
Sulphofurazole
Uritrisin
Chemouag
Entusil
Entusul
Isoxamin
Neazolin
Neoxazol
Soxisol
Stansin
Sulfagan
Sulfasol
Sulfazin
Thiasin
Unisulf
Pancid
Sulbio
Sulphadimethylisoxazole
4-amino-N-(3,4-dimethylisoxazol-5-yl)benzenesulfonamide
Norilgan-S
SK-Soxazole
Novosaxazole
Sulfafurazolum
Dorsulfan
Gantrisine
Novazolo
Saxosozine
Sodizole
Soxamide
Soxazole
Soxitabs
Sulfapolar
Sulfisin
Sulfizol
Sulfizole
Urisoxin
Roxosul
Urogan
Dorsulfan warthausen
Koro-sulf
Tl-azole
V-Sul
SOXO
Sulfisoxazolum
Sulphisoxazole
Azo Gantrisin
J-Sul
3,4-Dimethyl-5-sulfonamidoisoxazole
Benzenesulfonamide, 4-amino-N-(3,4-dimethyl-5-isoxazolyl)-
3,4-Dimethyl-5-sulfanilamidoisoxazole
5-Sulfanilamido-3,4-dimethylisoxazole
Solfafurazolo
3,4-Dimethyl-5-sulphonamidoisoxazole
4-Amino-N-(3,4-dimethyl-5-isoxazolyl)benzenesulfonamide
3,4-Dimethylisoxazole-5-sulfanilamide
3,4-Dimethyl-5-sulphanilamidoisoxazole
3,4-Dimethylisoxazole-5-sulphanilamide
5-Sulphanilamido-3,4-dimethyl-isoxazole
G-sox
5-(4-Aminophenylsulfonamido)-3,4-dimethylisoxazole
NCI-C50022
5-(p-Aminobenzenesulfonamido)-3,4-dimethylisoxazole
N1-(3,4-Dimethyl-5-isoxazolyl)sulfanilamide
5-(p-Aminobenzenesulphonamido)-3,4-dimethylisoxazole
N'-(3,4)Dimethylisoxazol-5-yl-sulphanilamide
NU 445
U.S.-67
Sulfafurazolum [INN-Latin]
4-Amino-N-(3,4-dimethyl-5-isoxazolyl)benzenesulphonamide
CCRIS 568
MFCD00003150
Gantrizin
HSDB 797
Pediazole
CHEBI:102484
N(Sup1)-(3,4-Dimethyl-5-isoxazolyl)sulfanilamide
EINECS 204-858-9
NSC 13120
NSC-13120
NSC 683536
NSC-683536
4-amino-N-(3,4-dimethyl-1,2-oxazol-5-yl)benzenesulfonamide
BRN 0263871
Sulfafurazole (INN)
Sulfafurazole [INN]
DTXSID6021292
UNII-740T4C525W
N(sup 1)-(3,4-Dimethyl-5-isoxazolyl)sulfanilamide
AI3-24003
N(sup 1)-(3,4-Dimethyl-5-isoxazolyl)sulphanilamide
Gantrisin (TN)
NSC13120
component of Azo-Sulfizin
component of Azo Gantrisin
Sulfisoxazole [USP:JAN]
CHEMBL453
740T4C525W
DTXCID001292
4-amino-N-(dimethyl-1,2-oxazol-5-yl)benzene-1-sulfonamide
Sulfasoxizole
N(1)-(3,4-dimethyl-5-isoxazolyl)sulfanilamide
N(1)-(3,4-dimethyl-5-isoxazolyl)sulphanilamide
4-27-00-04747 (Beilstein Handbook Reference)
NSC33807
NSC38588
Sulfanilamide, N1-(3,4-dimethyl-5-isoxazolyl)-
3,4-Dimethylisoxale-5-sulfanilamide
NSC683536
Sulfanilamide, N(sup 1)-(3,4-dimethyl-5-isoxazolyl)-
Sulfazin (VAN)
NCGC00016384-03
NCGC00016384-10
Azosulfizin
Sulphafuraz
4-Amino-N-(3,4-dimethyl-isoxazol-5-yl)-benzenesulfonamide
Astrazolo
Bactesulf
Barazae
CAS-127-69-5
Resoxol
Roxoxol
Sulfagen
Suloxsol
Ganda
AZO GANTRISIN COMPONENT SULFISOXAZOLE
Solfafurazolo [DCIT]
Sulfisoxazole (USP:JAN)
N1-(3,4-Dimethyl-5-isoxazolyl)sulphanilamide
Sulfafurazolum (INN-Latin)
SULFAFURAZOLE (IARC)
SULFAFURAZOLE [IARC]
5-(p-Aminobenzenesulfonamido)-3,4-dimethylisooxale
SULFAFURAZOLE (MART.)
SULFAFURAZOLE [MART.]
SULFISOXAZOLE (USP-RS)
SULFISOXAZOLE [USP-RS]
SULFAFURAZOLE (EP MONOGRAPH)
SULFAFURAZOLE [EP MONOGRAPH]
4-Amino-N-(3,4-dimethyl-isoxazol-5-yl) benzene-13C6-sulfonamide
SULFISOXAZOLE (USP MONOGRAPH)
SULFISOXAZOLE [USP MONOGRAPH]
WLN: T5NOJ CMSWR DZ& D1 E1
Sulfanilamide,4-dimethyl-5-isoxazolyl)-
SMR000037657
Benzenesulfonamide,4-dimethyl-5-isoxazolyl)-
US-67
SR-01000003085
Soxisol Tablets
NU445
Component of Azo Gantrisin Accuzole
Prestwick_726
Spectrum_001024
Tocris-0731
Sulfisoxazole (Standard)
Prestwick0_000334
Prestwick1_000334
Prestwick2_000334
Prestwick3_000334
Spectrum2_001325
Spectrum3_001728
Spectrum4_000349
Spectrum5_001222
Azo-Sulfizin (Salt/Mix)
SULFISOXAZOLE [MI]
Azo Gantrisin (Salt/Mix)
Epitope ID:122240
SULFISOXAZOLE [JAN]
Sulfisoxazole (JP18/USP)
SULFISOXAZOLE [HSDB]
Sulfisoxazole, >=99.0%
Oprea1_680668
Oprea1_828173
SCHEMBL23467
BSPBio_000367
BSPBio_003376
KBioGR_000757
KBioSS_001504
SULFISOXAZOLE [VANDF]
MLS000028495
MLS000037737
MLS000563718
BIDD:GT0322
DivK1c_000579
SPECTRUM1500555
SPBio_001449
SPBio_002288
SULFAFURAZOLE [WHO-DD]
BPBio1_000405
N(sup 1)-(3,4-dimethyl-5-isoxazolyl)-sulfanilamide
GTPL12700
HMS501M21
HY-B0323R
KBio1_000579
KBio2_001504
KBio2_004072
KBio2_006640
KBio3_002596
[(4-aminophenyl)sulfonyl](3,4-dimethylisoxazol-5-yl)amine
4-amino-N-(3,4-dimethylisoxazol-5-yl)-benzenesulfonamide
NINDS_000579
HMS1569C09
HMS2092K13
HMS2096C09
HMS2233G23
HMS3259C06
HMS3266N17
HMS3374K11
HMS3411F03
HMS3655B03
HMS3675F03
HMS3713C09
Pharmakon1600-01500555
SULFISOXAZOLE [GREEN BOOK]
SULFISOXAZOLE [ORANGE BOOK]
ALBB-014131
HY-B0323
STR04988
Tox21_110409
Tox21_112958
Tox21_202265
Tox21_302851
BDBM50034452
CCG-39263
NSC-33807
NSC-38588
NSC757343
s1916
STK400452
AKOS000119074
AKOS000310021
Tox21_110409_1
AC-1941
DB00263
FS33524
NC00536
NSC-757343
IDI1_000579
NCGC00016384-01
NCGC00016384-02
NCGC00016384-04
NCGC00016384-05
NCGC00016384-06
NCGC00016384-07
NCGC00016384-08
NCGC00016384-09
NCGC00016384-11
NCGC00016384-12
NCGC00016384-14
NCGC00016384-15
NCGC00023116-02
NCGC00023116-05
NCGC00023116-06
NCGC00023116-07
NCGC00023116-08
NCGC00256605-01
NCGC00259814-01
SY066616
SBI-0051529.P003
DB-041869
UPCMLD00X127-69-5:001
AB00052104
NS00002072
SW196872-3
U0098
EN300-35024
Sulfisoxazole 1000 microg/mL in Acetonitrile
3,4-DIMETHYLISOAXAZOLE-5-SULPHANILIMIDE
C07318
D00450
H10712
SULFISOXAZOLE COMPONENT OF AZO GANTRISIN
AB00052104-14
AB00052104_15
AB00052104_16
Q372598
Sulfisoxazole, VETRANAL(TM), analytical standard
5-(4-Aminophenylsulphonamido)-3,4-dimethylisoxazole
SR-01000003085-2
SR-01000003085-5
SR-01000003085-6
3,4-Dimethylisoxazole-5-sulfanilimide; Siz; Amidoxal
5-(p-Aminobenzenesulphonamide)-3,4-dimethylisoxazole
BRD-K50859149-001-05-4
BRD-K50859149-001-10-4
BRD-K50859149-001-17-9
BRD-K50859149-001-18-7
BRD-K50859149-001-19-5
Sulfanilamide, N(sup1)-(3,4-dimethyl-5-isoxazolyl)-
Sulfanilamide, N.sup1.-(3,4-dimethyl-5-isoxazolyl)-
Z90124784
4-Amino-N-(3,4-dimethyl-5-isoxazolyl)benzenesulfonamid
F0848-0391
4-amino-N-(3,4-dimethyl-5-isoxazolyl)benzene-sulfonamide
4-Amino-N-(3,4-dimethyl-5-isoxazolyl)benzenesulfonamide #
SULFANILAMIDE, N(1)-(3,4-DIMETHYL-5-ISOXAZOLYL)-
Sulfafurazole, European Pharmacopoeia (EP) Reference Standard
SULFANILAMIDE, N(SUP 1)-(3,4-DIMETHYL-5-ISOXAZOLYL)
4-amino-N-(3,4-dimethyl-1,2-oxazol-5-yl)benzene-1-sulfonamide
Sulfisoxazole, United States Pharmacopeia (USP) Reference Standard
4-amino-N-(3,4-dimethyl-2,5-dihydro-1,2-oxazol-5-ylidene)benzene-1-sulfonamide
204-858-9
InChI=1/C11H13N3O3S/c1-7-8(2)13-17-11(7)14-18(15,16)10-5-3-9(12)4-6-10/h3-6,14H,12H2,1-2H