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Key Documents

Safety Information

00189

Sigma-Aldrich

Sulfadimidine solution

1 mg/mL in H2O

Synonym(s):

Sulfamethazine solution

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About This Item

Empirical Formula (Hill Notation):
C12H14N4O2S
CAS Number:
Molecular Weight:
278.33
Beilstein:
261304
MDL number:
UNSPSC Code:
51283901
PubChem Substance ID:

form

liquid

Quality Level

concentration

1 mg/mL in H2O

color

colorless

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria

Mode of action

enzyme | inhibits

SMILES string

Cc1cc(C)nc(NS(=O)(=O)c2ccc(N)cc2)n1

InChI

1S/C12H14N4O2S/c1-8-7-9(2)15-12(14-8)16-19(17,18)11-5-3-10(13)4-6-11/h3-7H,13H2,1-2H3,(H,14,15,16)

InChI key

ASWVTGNCAZCNNR-UHFFFAOYSA-N

Application

Sulfadimidine is used to induce cytochrome P450 3A4 (CYP3A4) and to inhibit dihydrofolate reductase (DHFR). It was used to study amantadine acetylation.

Biochem/physiol Actions

Sulfadimidine is a competitive inhibitor of dihydropteroate synthetase to block the synthesis of folic acid. It acts as an inhibitor of dihydrofolate reductase (DHFR).

Packaging

10ML

Other Notes

Conditions for safe storage,including any incompatibilities Keep container tightly closed in a dry and well-ventilated place.Store under inert gas. Light sensitive.

Storage Class Code

12 - Non Combustible Liquids

WGK

nwg

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Gang Luo et al.
Drug metabolism and disposition: the biological fate of chemicals, 30(7), 795-804 (2002-06-18)
Induction of cytochrome P450 3A4 (CYP3A4) is determined typically by employing primary culture of human hepatocytes and measuring CYP3A4 mRNA, protein and microsomal activity. Recently a pregnane X receptor (PXR) reporter gene assay was established to screen CYP3A4 inducers. To
A P Bras et al.
Drug metabolism and disposition: the biological fate of chemicals, 29(5), 676-680 (2001-04-17)
Amantadine acetylation was demonstrated to occur both in vivo and in vitro using transgenic male mice overexpressing spermidine/spermine N(1)-acetyltransferase (SSAT). We previously reported that neither NAT1 nor NAT2 was responsible for catalyzing acetylation of the primary amine group of amantadine.
Marc Teixidó et al.
Environmental science & technology, 45(23), 10020-10027 (2011-10-27)
Adsorption of ionizable compounds by black carbon is poorly characterized. Adsorption of the veterinary antibiotic sulfamethazine (SMT; a.k.a., sulfadimidine; pK(a1) = 2.28, pK(a2) = 7.42) on a charcoal was determined as a function of concentration, pH, inorganic ions, and organic
Marina Islas-Espinoza et al.
Microbial ecology, 64(1), 140-151 (2012-01-31)
Persistence or degradation of synthetic antibiotics in soil is crucial in assessing their environmental risks. Microbial catabolic activity in a sandy loamy soil with pig manure using 12C- and 14C-labelled sulfamethazine (SMZ) respirometry showed that SMZ was not readily degradable.
Juan Gao et al.
Environmental science & technology, 46(5), 2642-2651 (2012-01-17)
The transformation of the sulfonamide antimicrobial sulfamethazine (SMZ) by a synthetic analogue of the birnessite-family mineral vernadite (δ-MnO(2)) was studied. The observed pseudo-first-order reaction constants (k(obs)) decreased as the pH increased from 4.0 to 5.6, consistent with the decline in

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