| Identification | More | [Name]
Sulfadimethoxine | [CAS]
122-11-2 | [Synonyms]
4-AMINO-N-(2,6-DIMETHOXY-4-PYRIMIDINYL)BENZENESULFONAMIDE
4-AMINO-N-(2,6-DIMETHOXY-PYRIMIDIN-4-YL)-BENZENESULFONAMIDE
4-SULFANILAMIDO-2,6-DIMETHYLOXYPYRIMIDINE
6-sulfanilamido-2,4-dimethoxypyrimidine
dinosol
LABOTEST-BB LT00772297
SULFADIMETHOXINE
SULPHADIMETHOXINE
TIMTEC-BB SBB001275
2,4-dimethoxy-6-sulfanilamido-1,3-diazine
2,6-dimethoxy-4-(p-aminobenzenesulfonamido)pyrimidine
2,6-dimethoxy-4-sulfanilamidopyrimidine
4-amino-n-(2,6-dimethoxy-4-pyrimidinyl)-benzenesulfonamid
abcid
agribon
albon
arnosulfan
bactrovet
deposul
diasulfa | [EINECS(EC#)]
204-523-7 | [Molecular Formula]
C12H14N4O4S | [MDL Number]
MFCD00057345 | [Molecular Weight]
310.33 | [MOL File]
122-11-2.mol |
| Chemical Properties | Back Directory | [Melting point ]
200 °C | [Boiling point ]
265.5°C (rough estimate) | [density ]
1.4006 (rough estimate) | [refractive index ]
1.6270 (estimate) | [storage temp. ]
2-8°C
| [solubility ]
NH4OH 1 M: 50 mg/mL, clear, faintly yellow
| [form ]
neat | [pka]
pKa 5.94(H2O
t = 25.0±0.5
I = 0.2) (Uncertain) | [color ]
White to Off-White | [Water Solubility ]
46.3mg/L(37 ºC) | [Merck ]
8905 | [BRN ]
306856 | [CAS DataBase Reference]
122-11-2(CAS DataBase Reference) | [EPA Substance Registry System]
122-11-2(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R43:May cause sensitization by skin contact. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37:Wear suitable protective clothing and gloves .
S24/25:Avoid contact with skin and eyes .
S23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) . | [RIDADR ]
3249 | [WGK Germany ]
3
| [RTECS ]
WO9030000
| [F ]
8 | [HazardClass ]
6.1(b) | [PackingGroup ]
III | [HS Code ]
29350090 | [Safety Profile]
Moderately toxic by intraperitoneal, intravenous, and subcutaneous routes. An experimental teratogen. Experimental reproductive effects. When heated to decomposition it emits toxic fumes of SOx and NOx. | [Toxicity]
LD50 orally in mice: >10 g/kg (Seki) |
| Hazard Information | Back Directory | [Chemical Properties]
White Solid | [Originator]
Madribon,Roche,US,1958 | [Uses]
Antibacterial. | [Definition]
ChEBI: A sulfonamide consisting of pyrimidine having methoxy substituents at the 2- and 6-positions and a 4-aminobenzenesulfonamido group at the 4-position. | [Manufacturing Process]
1.4 g of 4-phenylsulfonyl-2,6-dimethoxypyrimidine and 4 g of sodium
sulfanilamide (both dried over potassium hydroxide) were very finely ground
and heated in an oil bath for 10 hours at 120°C (inside temperature). The
reaction mixture was taken up in 30 ml of water and treated with 3 ml of 2 N
sodium hydroxide solution. After standing for one hour at 0°C, the turbid
solution was filtered and the filtrate was made alkaline with sodium carbonate.
After again standing for one hour at 0°C, the precipitate was filtered off (1.9 g
of regenerated sulfanilamide) and the filtrate was neutralized with acetic acid,
whereupon crystallization resulted. The isolated crystals of 4-sulfanilamido-
2,6-dimethoxypyrimidine weighed 1.3 g (84% of theory), melting point 190°C
to 196°C. | [Therapeutic Function]
Antibacterial | [Pharmaceutical Applications]
2,4-Dimethoxy-6-sulfanilamido-1,3-diazine. A rapidly absorbed
compound with a long half-life (38–40 h) and a high degree of
protein binding (98%). Renal clearance is very slow, and daily
dosage maintains adequate plasma levels. | [Veterinary Drugs and Treatments]
Sulfadimethoxine injection and tablets are approved for use in dogs
and cats for respiratory, genitourinary, enteric and soft tissue infections
caused by susceptible organisms. Sulfadimethoxine is used in
the treatment of coccidiosis in dogs although not approved for this
indication.
In horses, sulfadimethoxine injection is approved for the treatment
of respiratory infections caused by Streptococcus equi.
In cattle, the drug is approved for treating shipping fever complex,
calf diphtheria, bacterial pneumonia and foot rot caused by
susceptible organisms.
In poultry, sulfadimethoxine is added to drinking water to treat
coccidiosis, fowl cholera, and infectious coryza. |
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