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144-82-1 2470130-12-0
1334378-92-5 58944-03-9
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144-82-1

144-82-1 structure
144-82-1 structure
  • Name: Sulfamethizole
  • Chemical Name: sulfamethizole
  • CAS Number: 144-82-1
  • Molecular Formula: C9H10N4O2S2
  • Molecular Weight: 270.331
  • Catalog: API Synthetic anti-infective drugs Sulfonamides and synergists
  • Create Date: 2018-06-11 17:01:23
  • Modify Date: 2024-01-02 10:14:41
  • Sulfamethizole is a sulfathiazole antibacterial agent.Target: AntibacterialSulfamethizole is a sulfathiazole antibacterial agent. Sulfamethizole is a competitive inhibitor of bacterial para-aminobenzoic acid (PABA), a substrate of the enzyme dihydropteroate synthetase. The inhibited reaction is necessary in these organisms for the synthesis of folic acid. Sulfamethizole, an inhibitor of dihydropteroate synthetase and the formation of folic acid, inhibited bioluminescence more than growth [1]. Treatment with sulfamethizole resulted in a significant reduction in bacterial counts in all samples from a susceptible strain (MIC, 128 micro g/ml) and a resistant strain (MIC, 512 micro g/ml). Infection with a sulII gene-positive strain (MIC, >2,048 micro g/ml) could not be treated with sulfamethizole, as no effect could be demonstrated in the urine, bladder, or kidneys [2].
Name sulfamethizole
Synonyms MFCD00053363
4-Amino-N-(5-methyl-1,3,4-thiadiazol-2-yl)benzenesulfonamide
Sulfamethizole
Sulfarine
EINECS 205-641-1
Sulphamethizole
Benzenesulfonamide, 4-amino-N-(5-methyl-1,3,4-thiadiazol-2-yl)-
Description Sulfamethizole is a sulfathiazole antibacterial agent.Target: AntibacterialSulfamethizole is a sulfathiazole antibacterial agent. Sulfamethizole is a competitive inhibitor of bacterial para-aminobenzoic acid (PABA), a substrate of the enzyme dihydropteroate synthetase. The inhibited reaction is necessary in these organisms for the synthesis of folic acid. Sulfamethizole, an inhibitor of dihydropteroate synthetase and the formation of folic acid, inhibited bioluminescence more than growth [1]. Treatment with sulfamethizole resulted in a significant reduction in bacterial counts in all samples from a susceptible strain (MIC, 128 micro g/ml) and a resistant strain (MIC, 512 micro g/ml). Infection with a sulII gene-positive strain (MIC, >2,048 micro g/ml) could not be treated with sulfamethizole, as no effect could be demonstrated in the urine, bladder, or kidneys [2].
Related Catalog
References

[1]. Watanabe, H. and J.W. Hastings, Inhibition of bioluminescence in Photobacterium phosphoreum by sulfamethizole and its stimulation by thymine. Biochim Biophys Acta, 1990. 1017(3): p. 229-34.

[2]. Kerrn, M.B., N. Frimodt-Moller, and F. Espersen, Effects of sulfamethizole and amdinocillin against Escherichia coli strains (with various susceptibilities) in an ascending urinary tract infection mouse model. Antimicrob Agents Chemother, 2003. 47(3): p. 1002-9.
Density 1.6±0.1 g/cm3
Boiling Point 504.9±52.0 °C at 760 mmHg
Melting Point 210 °C
Molecular Formula C9H10N4O2S2
Molecular Weight 270.331
Flash Point 259.1±30.7 °C
Exact Mass 270.024506
PSA 134.59000
LogP 0.51
Vapour Pressure 0.0±1.3 mmHg at 25°C
Index of Refraction 1.687
Storage condition 2-8°C

CHEMICAL IDENTIFICATION

RTECS NUMBER :
WP0875000
CHEMICAL NAME :
Sulfanilamide, N(sup 1)-(5-methyl-1,3,4-thiadiazol-2-yl)-
CAS REGISTRY NUMBER :
144-82-1
LAST UPDATED :
199701
DATA ITEMS CITED :
14
MOLECULAR FORMULA :
C9-H10-N4-O2-S2
MOLECULAR WEIGHT :
270.35
WISWESSER LINE NOTATION :
T5NN DSJ CMSWR DZ& E1

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 :
3500 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>6560 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
2710 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intramuscular
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
4444 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>10 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1210 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1820 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intramuscular
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
3668 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Parenteral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
6000 mg/kg/4W-I
TOXIC EFFECTS :
Tumorigenic - equivocal tumorigenic agent by RTECS criteria Tumorigenic - tumor types after systemic administration not seen spontaneously

MUTATION DATA

TYPE OF TEST :
Sex chromosome loss and nondisjunction
TEST SYSTEM :
Mold - Aspergillus nidulans
DOSE/DURATION :
1 gm/L
REFERENCE :
MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 26,159,1974 *** REVIEWS *** TOXICOLOGY REVIEW DPIRDU Dangerous Properties of Industrial Materials Report. (Van Nostrand Reinhold, 115 Fifth Ave., New York, NY 10003) V.1- 1981- Volume(issue)/page/year: 2(1),2,1982 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - 83544 No. of Facilities: 68 (estimated) No. of Industries: 1 No. of Occupations: 6 No. of Employees: 2770 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - 83544 No. of Facilities: 19 (estimated) No. of Industries: 2 No. of Occupations: 15 No. of Employees: 1635 (estimated) No. of Female Employees: 255 (estimated)
Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H317
Precautionary Statements P280
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Faceshields;Gloves
Hazard Codes Xi: Irritant;
Risk Phrases R43
Safety Phrases S36/37
RIDADR NONH for all modes of transport
WGK Germany 2
RTECS WP0875000
HS Code 2935009090
39719-87-4 structure

39719-87-4

~71%

144-82-1 structure

144-82-1
Literature: Ahad, Ali Md.; Zuohe, Song; Du-Cuny, Lei; Moses, Sylvestor A.; Zhou, Li Li; Zhang, Shuxing; Powis, Garth; Meuillet, Emmanuelle J.; Mash, Eugene A. Bioorganic and Medicinal Chemistry, 2011 , vol. 19, # 6 p. 2046 - 2054
349621-24-5 structure

349621-24-5

~99%

144-82-1 structure

144-82-1
Literature: PRESIDENT AND FELLOWS OF HARVARD COLLEGE; SHARPE, Arlene, H.; BUTTE, Manish, J.; OYAMA, Shinji Patent: WO2011/82400 A2, 2011 ; Location in patent: Page/Page column 52 ;
121-60-8 structure

121-60-8

~%

144-82-1 structure

144-82-1
Literature: Recueil des Travaux Chimiques des Pays-Bas, , vol. 62, p. 207 Archiv der Pharmazie (Weinheim, Germany), , vol. 284, p. 53,57
98-74-8 structure

98-74-8

~%

144-82-1 structure

144-82-1
Literature: WO2011/82400 A2, ;
108-33-8 structure

108-33-8
121-60-8 structure

121-60-8

~%

144-82-1 structure

144-82-1
Literature: CH230860 , ;
2302-95-6 structure

2302-95-6
121-60-8 structure

121-60-8

~%

144-82-1 structure

144-82-1
Literature: US2447702 , ;
108-33-8 structure

108-33-8
98-74-8 structure

98-74-8

~%

144-82-1 structure

144-82-1
Literature: US2358031 , ; CH231190 , ;
75-36-5 structure

75-36-5

~%

144-82-1 structure

144-82-1
Literature: DE840544 , ; DRP/DRBP Org.Chem.
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%

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