ChemicalBook > CAS DataBase List > 4-ACETYLAMINO-N-(5-METHYL-3-ISOXAZOLYL)BENZENESULFONAMIDE

4-ACETYLAMINO-N-(5-METHYL-3-ISOXAZOLYL)BENZENESULFONAMIDE

Product Name: 4-ACETYLAMINO-N-(5-METHYL-3-ISOXAZOLYL)BENZENESULFONAMIDE
CAS No.: 21312-10-7
Chemical Name: 4-ACETYLAMINO-N-(5-METHYL-3-ISOXAZOLYL)BENZENESULFONAMIDE
Synonyms: STX 606;Acetylsulfisomezole;acetylsulfamethoxazole;N4-Acetylsulfisomezole;N-Acetylsulfamethoxazole;Sulfisomezole-N4-acetate;4-Acetylsulfamethoxazole;N4-ACETYLSULFAMETHOXAZOLE;N4-Acetylsulphamethoxazole;n(sup4)-acetylsulfisomezole
CBNumber: CB7197756
Molecular Formula: C12H13N3O4S
Formula Weight: 295.31
MOL File: 21312-10-7.mol

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4-ACETYLAMINO-N-(5-METHYL-3-ISOXAZOLYL)BENZENESULFONAMIDE Property

Melting point:: 222°C dec.
Density: 1.3953 (rough estimate)
refractive index: 1.6320 (estimate)
storage temp.: Inert atmosphere,2-8°C
solubility: DMSO (Slightly), Methanol (Slightly)
pka: 5.60±0.50(Predicted)
form: powder
color: Light Orange to Light Brown
Water Solubility: 76mg/L(37 ºC)
BRN: 285801

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Safety

WGK Germany: 3
HS Code: 29350030

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H302Harmful if swallowed

H341Suspected of causing genetic defects

Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P281Use personal protective equipment as required.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P308+P313IF exposed or concerned: Get medical advice/attention.

P330Rinse mouth.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: Y0000412
Product name: Sulfamethoxazole impurity A
Purity: European Pharmacopoeia (EP) Reference Standard
Packaging: 5 mg
Price: $225
Updated: 2025/07/31

Sigma-Aldrich

Product number: PHR2578
Product name: Sulfamethoxazole impurity A
Packaging: 30MG
Price: $819.85
Updated: 2025/07/31

Sigma-Aldrich

Product number: 90115
Product name: N4-Acetylsulfamethoxazole
Purity: analytical standard
Packaging: 25mg
Price: $170
Updated: 2025/07/31

Sigma-Aldrich

Product number: 1631511
Product name: Sulfamethoxazole Related Compound A
Purity: United States Pharmacopeia (USP) Reference Standard
Packaging: 15mg
Price: $1300
Updated: 2025/07/31

TCI Chemical

Product number: A3739
Product name: N4-Acetylsulfamethoxazole
Packaging: 200MG
Price: $115
Updated: 2025/07/31

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4-ACETYLAMINO-N-(5-METHYL-3-ISOXAZOLYL)BENZENESULFONAMIDE Chemical Properties,Usage,Production

Chemical Properties

Brown Solid

Uses

A metabolite of Sulfamethoxazole.

Uses

A labelled metabolite of Sulfamethoxazole.

Definition

ChEBI: A sulfonamide compound having a 4-acetamidophenyl group attached to the sulfur atom and a 1,2-oxazol-3-yl group attached to the nitrogen atom.

Synthesis

1072-67-9

121-60-8

21312-10-7

General procedure for the synthesis of N-(4-(N-(5-methylisoxazol-3-yl)aminosulfonyl)phenyl)acetamide from 3-amino-5-methylisoxazole and p-acetamidobenzenesulfonyl chloride: a mixture of 4-acetamidobenzene-1-sulfonyl chloride (4.27 mmol), 5-methylisoxazol-3-amine (4.49 mmol) and DMAP (0.21 mmol) in an anhydrous The mixture in pyridine (10 mL) was stirred at room temperature for 12 hours. After completion of the reaction, the solvent was evaporated to dryness and the residue was diluted with water and extracted with ethyl acetate. The combined organic layers were washed sequentially with water and 1 M aqueous HCl, dried over anhydrous Na2SO4, filtered and concentrated in vacuum. The resulting solid residue was purified by fast column chromatography using heptane to ethyl acetate (50-100%) gradient elution to afford the target compound N-(4-(N-(5-methylisoxazol-3-yl)aminosulfonyl)phenyl)acetamide. Yield: 59%; ESIMS m/z calculated value C12H13N3O4S [M + H]+, 296.07; measured value 296.06; 1H NMR (400 MHz, (CD3)2SO): δ 11.30 (bs, 1H), 10.35 (bs, 1H), 7.79-7.73 (m, 4H), 6.12 (s, 1H). 2.29 (s, 3H), 2.07 (s, 3H).13C NMR (100 MHz, (CD3)2SO): δ 170.71, 169.57, 158.07, 144.01, 133.36, 128.50, 119.15, 95.84, 24.57, 12.48.

References

[1] ACS Medicinal Chemistry Letters, 2014, vol. 5, # 1, p. 12 - 17
[2] European Journal of Medicinal Chemistry, 2015, vol. 101, p. 595 - 603
[3] Shionogi Kenkyusho Nenpo, 1957, # 7, p. 301,304
[4] Chem.Abstr., 1957, p. 17889
[5] Patent: US2888455, 1957,

4-ACETYLAMINO-N-(5-METHYL-3-ISOXAZOLYL)BENZENESULFONAMIDE Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 4-ACETYLAMINO-N-(5-METHYL-3-ISOXAZOLYL)BENZENESULFONAMIDE manufacturers

Moxin Chemicals

Product: Sulfamethoxazole Impurity 21312-10-7
Price: US $0.00-0.00/mg
Min. Order: 10mg
Purity: 95
Supply Ability: 100000
Release date: 2025-02-12

Career Henan Chemica Co

Product: 4-ACETYLAMINO-N-(5-METHYL-3-ISOXAZOLYL)BENZENESULFONAMIDE 21312-10-7
Price: US $17.00/g
Min. Order: 1g
Purity: 95%
Supply Ability: 1KG
Release date: 2020-10-28

21312-10-7, 4-ACETYLAMINO-N-(5-METHYL-3-ISOXAZOLYL)BENZENESULFONAMIDERelated Search:

4-ACETYLAMINO-N-(5-METHYL-3-ISOXAZOLYL)BENZENESULFONAMIDE N-ACETYLSULFAMETHOXAZOLE-D5 Sulfacecole AURORA 22000 AURORA 10706 AURORA 22457 AURORA 23116 2-CHLORO-N-(4-([(5-METHYLISOXAZOL-3-YL)AMINO]SULFONYL)PHENYL)ACETAMIDE AURORA 10730 N-[4-(5-METHYL-ISOXAZOL-3-YLSULFAMOYL)-PHENYL]-SUCCINAMIC ACID AURORA 10665 AURORA 22964 AURORA 10956 AURORA 23038 3-[4-(5-METHYL-ISOXAZOL-3-YLSULFAMOYL)-PHENYLCARBAMOYL]-ACRYLIC ACID N-[4-(5-METHYL-ISOXAZOL-3-YLSULFAMOYL)-PHENYL]-PHTHALAMIC ACID AURORA 10945 AURORA 11195

N4-ACETYLSULFAMETHOXAZOLE

4’-((5-methyl-3-isoxazolyl)sulfamoyl)-acetanilid

4’-((5-methyl-3-isoxazolyl)sulfamoyl)acetanilide

N-[3-[(5-methyl-3-isoxazolyl)sulfonylamino]phenyl]acetamide

acetylsulfamethoxazole

n-(4-(((5-methyl-3-isoxazolyl)amino)sulfonyl)phenyl)-acetamid

n(sup4)-acetylsulfisomezole

n(sup4)-acetylsulfulfamethoxazole

sulfisomezole-n(sup4)-acetate

4-ACETYLAMINO-N-(5-METHYL-3-ISOXAZOLYL)BENZENESULFONAMIDE

N-[4-[[(5-methylisoxazol-3-yl)amino]sulphonyl]phenyl]acetamide

N-Acetylsulfamethoxazole

4'-Acetyl-3-sulfa-5-methylisoxazole

N-[4-[[(5-Methyl-3-isoxazolyl)amino]sulfonyl]phenyl]acetamide

N4-Acetylsulfisomezole

STX 606

Acetylsulfisomezole

Sulfamethoxazole Impurity 1（Sulfamethoxazole EP Impurity A）

Sulfisomezole-N4-acetate

4-Acetylsulfamethoxazole

N-[4-[[(5-Methylisoxazol-3-yl)amino]sulfonyl]phenyl]acetamide

N-4-Acetylsulphamethoxazole

N4-Acetylsulphamethoxazole

N-Acetyl SulfaMethoxazole-d4 (Major)

SulfaMethoxazole Related CoMpound A

Sulfamethoxazole EP Impurity A

N-(4-(N-(5-Methylisoxazol-3-yl)sulfamoyl)phenyl)acetamide

Sulfamethoxazole impurity A (EP)

N<sup>4</sup>-Acetylsulfamethoxazole, 98%

N-[4-[(5-methylisoxazol-3-yl)sulfamoyl) phenyl) acetamide(Sulfamethoxazole impurity A CRS

N-[4-[(5-Methylisoxazol-3-yl)sulpha

Sulfamethoxazole impurity A CRS

Acetamide, N-[4-[[(5-methyl-3-isoxazolyl)amino]sulfonyl]phenyl]-

N-{4-[(5-methyl-1,2-oxazol-3-yl)sulfamoyl]phenyl}a cetamide

Sulfamethoxazole EP Impurity A/ Sulfamethoxazole Related Compound A

Sulfamethoxazole impurity A (Y0000412)Q: What is Sulfamethoxazole impurity A (Y0000412) Q: What is the CAS Number of Sulfamethoxazole impurity A (Y0000412)

N-[4-[(5-Methylisoxazol-3-yl)-sulphamoyl]phenyl]acetamide

Sulfamethoxazole Related Compound A (N-{4-[N-(5-methylisoxazol-3-yl)sulfamoyl]phenyl}acetamide) (1631511)

Sulfamethoxazole USP Related Compound A

inhibit,infection,N4Acetylsulfamethoxazole,metabolite,N4 Acetylsulfamethoxazole,Bacterial,N-4-Acetylsulfamethoxazole,sulfonamide,Inhibitor,N4-Acetylsulfamethoxazole,Acetylsulfamethoxazole

N-[4-[(5-methylisoxazol-3-yl)sulfamoyl]phenyl]acetamide

N4-Acetylsulfamethoxazole (Sulfamethoxazole Impurity)

Sulfamethoxazole related compound A, EvoPure

Sulfamethoxazole EP Impurity A (Sulfamethoxazole USP Related Compound A)

21312-10-7

C12H13N3O4S

Intermediates & Fine Chemicals

Metabolites & Impurities

Pharmaceuticals

Isotope Labeled Compounds