N4-Acetylsulfamethoxazole

Modify Date: 2024-01-11 18:07:28

N4-Acetylsulfamethoxazole Structure
N4-Acetylsulfamethoxazole structure
Common Name N4-Acetylsulfamethoxazole
CAS Number 21312-10-7 Molecular Weight 295.31400
Density 1.448g/cm3 Boiling Point N/A
Molecular Formula C12H13N3O4S Melting Point 222ºC dec.
MSDS Chinese USA Flash Point N/A

 Use of N4-Acetylsulfamethoxazole


N4-Acetylsulfamethoxazole (Acetylsulfamethoxazole) is a metabolite of Sulfamethoxazole (HY-B0322). Sulfamethoxazole is a sulfonamide bacteriostatic antibiotic, used for bacterial infections[1].

 Names

Name N-acetylsulfamethoxazole
Synonym More Synonyms

 N4-Acetylsulfamethoxazole Biological Activity

Description N4-Acetylsulfamethoxazole (Acetylsulfamethoxazole) is a metabolite of Sulfamethoxazole (HY-B0322). Sulfamethoxazole is a sulfonamide bacteriostatic antibiotic, used for bacterial infections[1].
Related Catalog
References

[1]. https://pubchem.ncbi.nlm.nih.gov/compound/Acetylsulfamethoxazole

 Chemical & Physical Properties

Density 1.448g/cm3
Melting Point 222ºC dec.
Molecular Formula C12H13N3O4S
Molecular Weight 295.31400
Exact Mass 295.06300
PSA 109.68000
LogP 2.96900
Index of Refraction 1.622
Storage condition Refrigerator

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
AE4935000
CHEMICAL NAME :
Acetanilide, 4'-((5-methyl-3-isoxazolyl)sulfamoyl)-
CAS REGISTRY NUMBER :
21312-10-7
BEILSTEIN REFERENCE NO. :
0285801
LAST UPDATED :
199612
DATA ITEMS CITED :
6
MOLECULAR FORMULA :
C12-H13-N3-O4-S
MOLECULAR WEIGHT :
295.34

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
8400 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: -,27,1990
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
2690 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: -,27,1990
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>5 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: -,27,1990
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
3471 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: -,27,1990
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
2300 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: -,27,1990
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>5 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: -,27,1990

 Safety Information

RIDADR NONH for all modes of transport
HS Code 2935009090

 Synthetic Route

~80%

N4-Acetylsulfamethoxazole Structure

N4-Acetylsulfam...

CAS#:21312-10-7

Literature: Brimacombe, Kyle R.; Walsh, Martin J.; Liu, Li; Vasquez-Valdivieso, Montserrat G.; Morgan, Hugh P.; McNae, Iain; Fothergill-Gilmore, Linda A.; Michels, Paul A. M.; Auld, Douglas S.; Simeonov, Anton; Walkinshaw, Malcolm D.; Shen, Min; Boxer, Matthew B. ACS Medicinal Chemistry Letters, 2014 , vol. 5, # 1 p. 12 - 17

~71%

N4-Acetylsulfamethoxazole Structure

N4-Acetylsulfam...

CAS#:21312-10-7

Literature: Wang, Gong-Bao; Wang, Lin-Fa; Li, Chao-Zhang; Sun, Jing; Zhou, Guang-Ming; Yang, Da-Cheng Research on Chemical Intermediates, 2012 , vol. 38, # 1 p. 77 - 89

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N4-Acetylsulfamethoxazole Structure

N4-Acetylsulfam...

CAS#:21312-10-7

Literature: Chemical and Pharmaceutical Bulletin, , vol. 10, p. 572 - 575

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N4-Acetylsulfamethoxazole Structure

N4-Acetylsulfam...

CAS#:21312-10-7

Literature: Chemosphere, , vol. 57, # 11 p. 1733 - 1738

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N4-Acetylsulfamethoxazole Structure

N4-Acetylsulfam...

CAS#:21312-10-7

Literature: Journal of Pharmacology and Experimental Therapeutics, , vol. 274, # 3 p. 1099 - 1104

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N4-Acetylsulfamethoxazole Structure

N4-Acetylsulfam...

CAS#:21312-10-7

Literature: Chemical and Pharmaceutical Bulletin, , vol. 10, p. 572 - 575

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N4-Acetylsulfamethoxazole Structure

N4-Acetylsulfam...

CAS#:21312-10-7

Literature: Chemical and Pharmaceutical Bulletin, , vol. 10, p. 572 - 575

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N4-Acetylsulfamethoxazole Structure

N4-Acetylsulfam...

CAS#:21312-10-7

Literature: Chemical and Pharmaceutical Bulletin, , vol. 10, p. 572 - 575

 Customs

HS Code 2935009090
Summary 2935009090 other sulphonamides VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:35.0%

 Articles25

More Articles
Excretion rates of sulfamethoxazole and N4-acetyl-sulfamethoxazole by fresh water turtles Pseudemys scripta elegans.

Vet. Q. 6(3) , 169-73, (1984)

Sulfamethoxazole and N4-acetylsulfamethoxazole are excreted by fresh water turtles Pseudemys scripta elegans in a biphasic mode, characterized half-lives of 5 and 100 min. Acetylation and deacetylatio...

Multiple-dose pharmacokinetics of 12 milligrams of trimethoprim and 60 milligrams of sulfamethoxazole per kilogram of body weight per day in healthy volunteers.

Antimicrob. Agents Chemother. 37(3) , 448-52, (1993)

The disposition of 12 mg of trimethoprim and 60 mg of sulfamethoxazole per kg of body weight in six healthy male volunteers is described. The daily dose was evenly divided and administered orally ever...

Sampling the lipogenic hepatic acetyl-CoA pool in vivo in the rat. Comparison of xenobiotic probe to values predicted from isotopomeric distribution in circulating lipids and measurement of lipogenesis and acetyl-CoA dilution.

J. Biol. Chem. 266(17) , 10912-9, (1991)

The acetylation of xenobiotics may provide a means for sampling hepatic cytosolic acetyl-CoA in vivo for isotopic studies of lipogenesis. Here, we test the accuracy of acetylated-sulfamethoxazole (SMX...

 Synonyms

Sulfamethoxazole impurity A
N-Acetyl Sulfamethoxazole
N4-Acetylsulfamethoxazole
N-[4-[(5-methyl-1,2-oxazol-3-yl)sulfamoyl]phenyl]acetamide
N-{4-{[(5-Methyl-3-isoxazolyl)amino]sulfonyl}phenyl}acetamide Sulfisomezole-N4-acetate
Sulfamethoxazole EP Impurity A