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2447-57-6

Basic Information
CAS No.: 2447-57-6
Name: Sulfadoxine
Molecular Structure:
Molecular Structure of 2447-57-6 (Sulfadoxine)
Formula: C12H14N4O4S
Molecular Weight: 310.334
Synonyms: Benzenesulfonamide,4-amino-N-(5,6-dimethoxy-4-pyrimidinyl)-;4-Amino-N-(5,6-dimethoxy-4-pyrimidinyl)benzensulfonamide;Fanasil;Ro 4-4393;Sulfadoxin;Sulformetoxin;Sulforthodimethoxine;
EINECS: 219-504-9
Density: 1.441 g/cm3
Melting Point: 190-194 °C
Boiling Point: 522.8 °C at 760 mmHg
Flash Point: 270 °C
Solubility: 209.8mg/L(temperature not stated)
Appearance: White crystalline solid
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26
Transport Information: N/A
PSA: 124.81000
LogP: 2.61180
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Specification

The IUPAC name of 6-(4-Aminobenzenesulfonamido)-4,5-dimethoxypyrimidine is 4-amino-N-(5,6-dimethoxypyrimidin-4-yl)benzenesulfonamide. With the CAS registry number 2447-57-6, it is also named as Pravadoline; Methanone, (4-methoxyphenyl)(2-methyl-1-(2-(4-morpholinyl)ethyl)-1H-indol-3-yl)-. The product's categories are miscellaneous natural products, intermediates & fine chemicals, pharmaceuticals, antibiotics and bacteriostatic antibiotics. It is white crystalline solid which is toxic and flammable. And it will produce toxic nitrogen oxides and sulfur oxides fumes when buring. So the storage environment should be ventilate, low-temperature and dry.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 0.34; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.33; (4)ACD/LogD (pH 7.4): -0.1; (5)ACD/BCF (pH 5.5): 1.04; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 35.55; (8)ACD/KOC (pH 7.4): 13.23; (9)#H bond acceptors: 8; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 4; (12)Index of Refraction: 1.622; (13)Molar Refractivity: 75.87 cm3; (14)Molar Volume: 215.2 cm3; (15)Polarizability: 30.07×10-24 cm3; (16)Surface Tension: 69.5 dyne/cm; (17)Enthalpy of Vaporization: 79.63 kJ/mol; (18)Vapour Pressure: 5.01E-11 mmHg at 25°C; (19)Rotatable Bond Count: 5; (20)Tautomer Count: 3; (21)Exact Mass: 310.073576; (22)MonoIsotopic Mass: 310.073576; (23)Topological Polar Surface Area: 125; (24)Heavy Atom Count: 21.

Uses of 6-(4-Aminobenzenesulfonamido)-4,5-dimethoxypyrimidine: It can be used as an antibacterial. And it is an ultra-long-lasting sulfonamide often used in combination with pyrimethamine to treat or prevent malaria. It is usually in combination with other drugs to be used to treat or prevent various infections in livestock. In addition. this chemical can be used in many organic synthesis. For example: 1. It reacts with 5-methyl-indole-2,3-dione to get N-(5,6-dimethoxy-pyrimidin-4-yl)-4-(5-methyl-2-oxo-1,2-dihydro-indol-3-ylideneamino)-benzenesulfonamide. This reaction needs reagent glac. AcOH and solvent ethanol. The yield is 53%.

When you are using this chemical, please be cautious about it as the following. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

People can use the following data to convert to the molecule structure.
1. Smiles: C(=O)(c1c(n(c2ccccc12)CCN1CCOCC1)C)c1ccc(cc1)OC;
2. InChI: InChI=1/C23H26N2O3/c1-17-22(23(26)18-7-9-19(27-2)10-8-18)20-5-3-4-6-21(20)25(17)12-11-24-13-15-28-16-14-24/h3-10H,11-16H2,1-2H3.

The following is the toxicity data which has been tested.

1.    

orl-mus LD50:5200 mg/kg

    MEIEDD    Merck Index. 10 (1983),1276.
2.    

ipr-mus LD50:2900 mg/kg

    MEIEDD    Merck Index. 10 (1983),1276.
3.    

scu-mus LD50:2900 mg/kg

    MEIEDD    Merck Index. 10 (1983),1276.