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
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
Safety
- WGK Germany
- 3
- HS Code
- 29350030
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..…
N-Bromosuccinimide Price
- Product number
- Y0000412
- Product name
- Sulfamethoxazole impurity A
- Purity
- European Pharmacopoeia (EP) Reference Standard
- Packaging
- 5 mg
- Price
- $225
- Updated
- 2025/07/31
- Product number
- PHR2578
- Product name
- Sulfamethoxazole impurity A
- Packaging
- 30MG
- Price
- $819.85
- Updated
- 2025/07/31
- Product number
- 90115
- Product name
- N4-Acetylsulfamethoxazole
- Purity
- analytical standard
- Packaging
- 25mg
- Price
- $170
- Updated
- 2025/07/31
- Product number
- 1631511
- Product name
- Sulfamethoxazole Related Compound A
- Purity
- United States Pharmacopeia (USP) Reference Standard
- Packaging
- 15mg
- Price
- $1300
- Updated
- 2025/07/31
- Product number
- A3739
- Product name
- N4-Acetylsulfamethoxazole
- Packaging
- 200MG
- Price
- $115
- Updated
- 2025/07/31
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
4-ACETYLAMINO-N-(5-METHYL-3-ISOXAZOLYL)BENZENESULFONAMIDE Suppliers
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View Lastest Price from 4-ACETYLAMINO-N-(5-METHYL-3-ISOXAZOLYL)BENZENESULFONAMIDE manufacturers
- 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
- 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