Sulfadoxine

Structural formula
General
Non-proprietary name	Sulfadoxine
other names	Sulformetoxinum 4-Amino- N - (5,6-dimethoxypyrimidin-4-yl) benzene sulfonamide ( IUPAC )
Molecular formula	C 12 H 14 N 4 O 4 S
Brief description	crystalline solid
External identifiers / databases
CAS number 2447-57-6 EC number 219-504-9 ECHA InfoCard 100.017.732 PubChem 17134 ChemSpider 16218 DrugBank DB01299 Wikidata Q411557
Drug information
Drug class	Sulfonamides
properties
Molar mass	310.33 g mol −1
Physical state	firmly
Melting point	190-194 ° C
solubility	Slightly soluble in water, little solubility in methanol and ethanol, soluble in dilute mineral acids and alkaline solutions
safety instructions
GHS labeling of hazardous substances Caution H and P phrases H: 315-319-335 P: 261-305 + 351 + 338
Toxicological data	5200 mg kg −1 ( LD 50 ,  mouse ,  oral )
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Sulfadoxine is an antibiotic belonging to the sulfonamide group .

synthesis

For the synthesis, 4-acetamidobenzenesulfonic acid chloride is reacted with 4-amino-5,6-dimethoxypyrimidine and then the acetyl group is split off under alkaline conditions.

Individual evidence

1. ^ ^{A b c d} The Merck Index: An Encyclopedia of Chemicals, Drugs, and Biologicals , 14th Edition (Merck & Co., Inc.), Whitehouse Station, NJ, USA, 2006; P. 1527, ISBN 978-0-911910-00-1 .
2. ↑ ^{a b} Data sheet sulfadoxine, ≥ 95% (TLC) from Sigma-Aldrich , accessed on October 25, 2011 ( PDF ).
3. ↑ Axel Kleemann , Jürgen Engel, Bernd Kutscher and Dieter Reichert: Pharmaceutical Substances , Thieme-Verlag Stuttgart, 5th edition (2009), pp. 1292-1293, ISBN 978-3-13-558405-8 ; also online with biannual additions and updates.

This article is about a health issue. It is not used for self-diagnosis and does not replace a diagnosis by a doctor. Please note the information on health issues !