| Identification | Back Directory | [Name]
4-ACETYLAMINO-N-(5-METHYL-3-ISOXAZOLYL)BENZENESULFONAMIDE | [CAS]
21312-10-7 | [Synonyms]
STX 606
Acetylsulfisomezole
acetylsulfamethoxazole
N4-Acetylsulfisomezole
N-Acetylsulfamethoxazole
Sulfisomezole-N4-acetate
4-Acetylsulfamethoxazole
N4-ACETYLSULFAMETHOXAZOLE
N4-Acetylsulphamethoxazole
N-4-Acetylsulphamethoxazole
n(sup4)-acetylsulfisomezole
sulfisomezole-n(sup4)-acetate
Sulfamethoxazole EP Impurity A
n(sup4)-acetylsulfulfamethoxazole
4'-Acetyl-3-sulfa-5-methylisoxazole
SulfaMethoxazole Related CoMpound A
N-Acetyl SulfaMethoxazole-d4 (Major)
4’-((5-methyl-3-isoxazolyl)sulfamoyl)-acetanilid
4’-((5-methyl-3-isoxazolyl)sulfamoyl)acetanilide
4-ACETYLAMINO-N-(5-METHYL-3-ISOXAZOLYL)BENZENESULFONAMIDE
N-(4-(N-(5-Methylisoxazol-3-yl)sulfamoyl)phenyl)acetamide
n-(4-(((5-methyl-3-isoxazolyl)amino)sulfonyl)phenyl)-acetamid
N-[4-[[(5-Methyl-3-isoxazolyl)amino]sulfonyl]phenyl]acetamide
N-[4-[[(5-Methylisoxazol-3-yl)amino]sulfonyl]phenyl]acetamide
N-[4-[[(5-methylisoxazol-3-yl)amino]sulphonyl]phenyl]acetamide | [EINECS(EC#)]
244-330-5 | [Molecular Formula]
C12H13N3O4S | [MDL Number]
MFCD00205417 | [MOL File]
21312-10-7.mol | [Molecular Weight]
295.31 |
| Chemical Properties | Back Directory | [Appearance]
Brown Solid | [Melting point ]
222°C dec. | [density ]
1.3953 (rough estimate) | [refractive index ]
1.6320 (estimate) | [storage temp. ]
Refrigerator | [solubility ]
DMSO (Slightly), Methanol (Slightly) | [form ]
neat | [pka]
5.60±0.50(Predicted) | [color ]
Light Orange to Light Brown | [Water Solubility ]
76mg/L(37 ºC) | [BRN ]
285801 | [Major Application]
forensics and toxicology
pharmaceutical (small molecule) | [InChI]
1S/C12H13N3O4S/c1-8-7-12(14-19-8)15-20(17,18)11-5-3-10(4-6-11)13-9(2)16/h3-7H,1-2H3,(H,13,16)(H,14,15) | [InChIKey]
GXPIUNZCALHVBA-UHFFFAOYSA-N | [SMILES]
O=S(NC1=NOC(C)=C1)(C2=CC=C(NC(C)=O)C=C2)=O |
| Hazard Information | Back Directory | [Chemical Properties]
Brown Solid | [Uses]
A labelled metabolite of Sulfamethoxazole. | [Uses]
A 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]
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, |
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| Company Name: |
J & K SCIENTIFIC LTD.
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| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
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