Synonym
NSC 683544; NSC 683544; NSC 683544; Sulfadimethoxine; Madriqid; Madroxin
IUPAC/Chemical Name
4-amino-N-(2,6-dimethoxypyrimidin-4-yl)benzenesulfonamide
InChi Key
ZZORFUFYDOWNEF-UHFFFAOYSA-N
InChi Code
InChI=1S/C12H14N4O4S/c1-19-11-7-10(14-12(15-11)20-2)16-21(17,18)9-5-3-8(13)4-6-9/h3-7H,13H2,1-2H3,(H,14,15,16)
SMILES Code
O=S(NC1=NC(OC)=NC(OC)=C1)(C2=CC=C(N)C=C2)=O
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO, not in water
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
310.33
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Apley MD. Clinical evidence for individual animal therapy for papillomatous digital dermatitis (hairy heel wart) and infectious bovine pododermatitis (foot rot). Vet Clin North Am Food Anim Pract. 2015 Mar;31(1):81-95, vi. doi: 10.1016/j.cvfa.2014.11.009. Review. PubMed PMID: 25705026.
2: Summers JF, Brodbelt DC, Forsythe PJ, Loeffler A, Hendricks A. The effectiveness of systemic antimicrobial treatment in canine superficial and deep pyoderma: a systematic review. Vet Dermatol. 2012 Aug;23(4):305-29, e61. doi: 10.1111/j.1365-3164.2012.01050.x. Epub 2012 Jun 27. Review. PubMed PMID: 22734856.
3: Trepanier LA. Idiosyncratic toxicity associated with potentiated sulfonamides in the dog. J Vet Pharmacol Ther. 2004 Jun;27(3):129-38. Review. PubMed PMID: 15189298.
4: Green MD, Tephly TR. Glucuronidation of amine substrates by purified and expressed UDP-glucuronosyltransferase proteins. Drug Metab Dispos. 1998 Sep;26(9):860-7. Review. PubMed PMID: 9733664.
5: Mateos E, Piriz S, Valle J, Hurtado M, Vadillo S. Minimum inhibitory concentrations for selected antimicrobial agents against Fusobacterium necrophorum isolated from hepatic abscesses in cattle and sheep. J Vet Pharmacol Ther. 1997 Feb;20(1):21-3. Review. PubMed PMID: 9049945.
6: Van Duijkeren E, Vulto AG, Van Miert AS. Trimethoprim/sulfonamide combinations in the horse: a review. J Vet Pharmacol Ther. 1994 Feb;17(1):64-73. Review. PubMed PMID: 8196097.
7: Vree TB, Hekster YA, Anderson PG. Contribution of the human kidney to the metabolic clearance of drugs. Ann Pharmacother. 1992 Nov;26(11):1421-8. Review. PubMed PMID: 1477449.
8: Klimowicz A. [Pharmacokinetics of sulphonamides administered in combination with trimethoprim]. Postepy Hig Med Dosw. 1992;46(5):537-54. Review. Polish. PubMed PMID: 1298960.
9: Fröscher W, Schulz HU, Gugler R. [Valproic acid in the treatment of epilepsy with special emphasis on serum level determination (author's transl)]. Fortschr Neurol Psychiatr Grenzgeb. 1978 Jun;46(6):327-41. Review. German. PubMed PMID: 352872.
10: Smith RL, Williams RT. Comparative metabolism of drugs in man and monkeys. J Med Primatol. 1974;3(2):138-52. Review. PubMed PMID: 4210707.
11: Kocher R, Haensch G. [New viewpoints on the treatment of toxoplasmosis]. Dtsch Med Wochenschr. 1973 Oct 12;98(41):1920-3. Review. German. PubMed PMID: 4206221.
12: Shepard CC. Experimental chemotherapy in leprosy, then and now. Int J Lepr Other Mycobact Dis. 1973 Jul-Sep;41(3):307-19. Review. PubMed PMID: 4136732.
13: Krylov MV, Zaĭonts VI. [Preparations for coccidiosis in poultry (review of the literature)]. Veterinariia. 1972 Aug;8:76-8. Review. Russian. PubMed PMID: 4571555.
14: Shepard CC. A survey of the drugs with activity against M. leprae in mice. Int J Lepr Other Mycobact Dis. 1971 Apr-Jun;39(2):340-8. Review. PubMed PMID: 4948080.
15: Morrison NE. Sequential blockade of the mycobacterial de novo folate pathway. A review. Int J Lepr Other Mycobact Dis. 1971 Jan-Mar;39(1):34-43. Review. PubMed PMID: 4399473.
16: Reimerdes E, Thumim JH. [Behavior of sulfanilamides in the body]. Arzneimittelforschung. 1970 Sep;20(9):1171-9. Review. German. PubMed PMID: 4922318.
17: Hunsicker LG. The pharmacology of the antimalarials. A rational approach to the therapy of resistant falciparum malaria. Arch Intern Med. 1969 Jun;123(6):645-9. Review. PubMed PMID: 4890439.
18: Struller T. Long-acting and short-acting sulfonamides. Recent developments. Antibiot Chemother. 1968;14:179-215. Review. PubMed PMID: 4883637.
19: Chodosh S. Newer drugs in the treatment of chronic bronchitis. Med Clin North Am. 1967 Sep;51(5):1169-79. Review. PubMed PMID: 4875444.
20: Smith CC. Comments on comparative patterns of drug metabolism. Fed Proc. 1967 Jul-Aug;26(4):1044-6. Review. PubMed PMID: 4961511.
