4-amino-N-(2,6-dimethoxypyrimidin-4-yl)benzene-1-sulfonamide

• ChemBase ID: 4417
• Molecular Formular: C12H14N4O4S
• Molecular Mass: 310.32896
• Monoisotopic Mass: 310.07357595
• SMILES: S(=O)(=O)(Nc1nc(OC)nc(OC)c1)c1ccc(N)cc1
• Canonical SMILES: COc1nc(OC)nc(c1)NS(=O)(=O)c1ccc(cc1)N
• InChI: 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)
• InChIKey: ZZORFUFYDOWNEF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-amino-N-(2,6-dimethoxypyrimidin-4-yl)benzene-1-sulfonamide
• IUPAC Traditional name: symbio; sulfadimethoxine
• Brand Name: Albon; Di-Methox; Agribon
• Synonyms: Di-Methox; Albon; Sulphadimethoxine; 4-Amino-N-(2,6-dimethoxy-4-pyrimidinyl)benzenesulfonamide; Sulphadimethoxine; Sulfadimethoxine; Sulfadimethoxine; 4-Amino-N-[2,6-dimethoxy-4-pyrimidinyl]benzenesulfonamide; Sulfadimethoxine solution; N1-(2,6-Dimethoxy-4-pyrimidinyl)sulfanilamide; 2,4-Dimethoxy-6-sulfanilamido-1,3-diazine; NSC 683544; Neostreptal; Omnibon; Persulfen; Redifal; 4-氨基-N-(2,6-二甲氧基-4-嘧啶)苯磺酰胺; 磺胺地索辛; 磺胺二甲氧嘧啶 溶液

Database IDs

• CAS Number: 122-11-2
• EC Number: 204-523-7
• MDL Number: MFCD00057345
• Beilstein Number: 306856
• PubChem SID: 24888502; 99443234; 24844983; 24870448; 24899727; 160967849
• PubChem CID: 5323

CALCULATED PROPERTIES

JChem

• Acid pKa: 6.9052706
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): 1.2458984
• LogD (pH = 7.4): 0.777843
• Log P: 1.2608334
• Molar Refractivity: 77.7543 cm^3
• Polarizability: 29.69568 Å^3
• Polar Surface Area: 116.43 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.08
• LOG S: -3.05
• Solubility (Water): 2.78e-01 g/l

PROPERTIES

Physical Property

• Solubility: 1 M NH4OH: soluble50 mg/mL, clear, faintly yellow; DMSO
• Apperance: White Solid
• Melting Point: 200-202°C

Safety Information

• Storage Condition: -20°C; 2-8°C; Refrigerator, Under Inert Atmosphere
• RTECS: WO9030000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38-43
• Safety Statements: 26-36/37
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H317-H319-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves; Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.5% (TLC); ≥99.0% (TLC); 98%
• Concentration: 1 mg/mL in H2O
• Grade: VETRANAL™, analytical standard
• Salt Data: Free Base
• Suitability: suitable for 1694 per US EPA
• Empirical Formula (Hill Notation): C12H14N4O4S

DETAILS

MP Biomedicals - 02156706

Crystalline
Purity: 98%

DrugBank - DB06150

• Drug Groups: approved
• Description: Sulfadimethoxine (trade name Di-Methox, Albon) is a sulfonamide antibiotic. Sulfadimethoxine is used to treat many infections including treatment of respiratory, urinary tract, enteric, and soft tissue infections. It is most frequently used in veterinary medicine, although it is approved in some countries for use in humans. Sulfadimethoxine inhibits bacterial synthesis of folic acid (pteroylglutamic acid) from para-aminobenzoic acid.
• Indication: For use in the treatment of infections.
• Pharmacology: Sulfadimethoxine has been shown to be effective against streptococci, klebsiella, proteus, shigella, staphylococci, escherichia, and salmonella.
• External Links: Wikipedia

Selleck Chemicals - S1962

Research Area: Infection
Biological Activity:

Sigma Aldrich - S7007

Biochem/physiol Actions
通过抑制二氢叶酸合成酶阻断二氢叶酸合成的磺胺类抗生素。 作用方式：在原核生物中抑制叶酸合成。 抗菌谱：革兰氏阳性菌、革兰氏阴性菌、衣原体 抗性机理：二氢叶酸合成酶或叶酸合成替代路径的改变。

Sigma Aldrich - 46794

Legal Information
VETRANAL is a trademark of Sigma-Aldrich Co. LLC

Toronto Research Chemicals - S699060

Antibacterial.

REFERENCES

• Seki, et al.: Arzneim.-Forsch., 15, 1441 (1965)
• Bohni, et al.: Chemotherapy, 14, 195 (1965)