Sulfadoxine

Names

[ Name ]:
Sulfadoxine

[Synonym ]:
sulphadoxin
4-Amino-N-(5,6-dimethoxypyrimidin-4-yl)benzolsulfonamid
Sulfadimoxine
ro4-4393
Sulphadoxine
4-amino-N-[5,6-bis(methyloxy)pyrimidin-4-yl]benzenesulfonamide
4-Amino-N-(5,6-dimethoxy-4-pyrimidinyl)benzenesulfonamide,Sulfadoxin
SULFADOXIN
4-Amino-N-(5,6-Dimethoxypyrimidin-4-Yl)Benzenesulfonamide
Sulfamethoxine
4-amino-N-(4',5'-dimethoxy-6'-pyrimidinyl) benzene sulphonamide
SulphodoxiMe
Sulformetoxine
4-amino-N-(5,6-diméthoxypyrimidin-4-yl)benzènesulfonamide
fanzil
wr4873
4-amino-N-(5,6-dimethoxypyrimidin-4-yl)benzenesulphonamide
fanasil
4-Amino-N-(5,6-dimethoxy-4-pyrimidinyl)benzenesulfonamide
Sulfadoxine
benzenesulfonamide, 4-amino-N-(5,6-dimethoxy-4-pyrimidinyl)-
6-(4,5-dimethoxy)pyrimidinesulfanilamide
4-AMINO-N-(5,6-DIMETHOXY-4-PYRIMIDINYL)- BENZENESULFONAMID

Biological Activity

[Description]:

Sulfadoxine(Sulphadoxine) is a long acting sulfonamide that is used, usually in combination with other drugs, for respiratory, urinary tract and malarial infections.Target: AntiparasiticSulfadoxine(Sulphadoxine) is an ultra-long-lasting sulfonamide. Sulfadoxine is often used in combination with pyrimethamine to treat or prevent malaria. Both drugs are antifolates; they inhibit the production of enzymes involved in the synthesis of folic acid within the parasites. Either drug by itself is only moderately effective in treating malaria, because the parasite Plasmodium falciparum may be able to use exogenous folic acid, i.e. folic acid which is present in the parasite's environment, while in combination, the two substances have a synergistic effect which outbalances that ability [1, 2].

[Related Catalog]:

Signaling Pathways >> Anti-infection >> Parasite

Research Areas >> Infection

[References]

[1]. http://www.malaria-ipca.com/sulphadoxine_pyrimethamine.html

[2]. http://en.wikipedia.org/wiki/Sulfadoxine/pyrimethamine

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Boiling Point ]:
522.8±60.0 °C at 760 mmHg

[ Melting Point ]:
190-194ºC

[ Molecular Formula ]:
C₁₂H₁₄N₄O₄S

[ Molecular Weight ]:
310.329

[ Flash Point ]:
270.0±32.9 °C

[ Exact Mass ]:
310.073578

[ PSA ]:
124.81000

[ LogP ]:
0.34

[ Vapour Pressure ]:
0.0±1.4 mmHg at 25°C

[ Index of Refraction ]:
1.623

[ Water Solubility ]:
Soluble in ethanol & ammonium hydroxide (9:1) at 20mg/ml

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: DA9500000

CHEMICAL NAME :: Benzenesulfonamide, 4-amino-N-(5,6-dimethoxy-4-pyrimidinyl)-

CAS REGISTRY NUMBER :: 2447-57-6

BEILSTEIN REFERENCE NO. :: 0625453

LAST UPDATED :: 199703

DATA ITEMS CITED :: 6

MOLECULAR FORMULA :: C12-H14-N4-O4-S

MOLECULAR WEIGHT :: 310.36

WISWESSER LINE NOTATION :: T6N CNJ DO1 EO1 FMSWR DZ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 5200 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: CHTHBK Chemotherapy (Basel). (S. Karger Pub., Inc., 79 Fifth Ave., New York, NY 10003) V.13- 1968- Volume(issue)/page/year: 14,195,1969

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 2900 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: CHTHBK Chemotherapy (Basel). (S. Karger Pub., Inc., 79 Fifth Ave., New York, NY 10003) V.13- 1968- Volume(issue)/page/year: 14,195,1969

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 2900 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: CHTHBK Chemotherapy (Basel). (S. Karger Pub., Inc., 79 Fifth Ave., New York, NY 10003) V.13- 1968- Volume(issue)/page/year: 14,195,1969

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: 60 mg/kg

TOXIC EFFECTS :: Vascular - BP lowering not characterized in autonomic section

REFERENCE :: CHTHBK Chemotherapy (Basel). (S. Karger Pub., Inc., 79 Fifth Ave., New York, NY 10003) V.13- 1968- Volume(issue)/page/year: 14,37,1969 ** OTHER MULTIPLE DOSE TOXICITY DATA **

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 44 gm/kg/15D-I

TOXIC EFFECTS :: Related to Chronic Data - death

REFERENCE :: CHTHBK Chemotherapy (Basel). (S. Karger Pub., Inc., 79 Fifth Ave., New York, NY 10003) V.13- 1968- Volume(issue)/page/year: 14,195,1969

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: 18 gm/kg/26W-I

TOXIC EFFECTS :: Sense Organs and Special Senses (Eye) - effect, not otherwise specified Related to Chronic Data - death

REFERENCE :: CHTHBK Chemotherapy (Basel). (S. Karger Pub., Inc., 79 Fifth Ave., New York, NY 10003) V.13- 1968- Volume(issue)/page/year: 14,195,1969

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

[ Precautionary Statements ]:
P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xi: Irritant;

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
26

[ RIDADR ]:
NONH for all modes of transport

[ RTECS ]:
DA9500000

[ HS Code ]:
2935009090

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%

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