Sulfadimethoxine

Base Information

• Chemical Name: Sulfadimethoxine
• CAS No.: 122-11-2
• Deprecated CAS: 8023-12-9
• Molecular Formula: C12H14N4O4S
• Molecular Weight: 310.334
• Hs Code.: 29350090
• European Community (EC) Number: 204-523-7
• NSC Number: 757860,683544
• UNII: 30CPC5LDEX
• DSSTox Substance ID: DTXSID1023607
• Nikkaji Number: J3.257C
• Wikipedia: Sulfadimethoxine
• Wikidata: Q4921678
• NCI Thesaurus Code: C76975
• RXCUI: 10172
• Metabolomics Workbench ID: 43660
• ChEMBL ID: CHEMBL62193
• Mol file: 122-11-2.mol

Synonyms:Deposul;Sulfadimethoxine;Sulphadimethoxine

Chemical Property of Sulfadimethoxine

Chemical Property:

• Appearance/Colour: yellow to straw yellow powder
• Melting Point: 200 °C
• Refractive Index: 1.6270 (estimate)
• Boiling Point: 548.5 °C at 760 mmHg
• PKA: pKa 5.94(H2O t = 25.0±0.5 I = 0.2) (Uncertain)
• Flash Point: 285.5 °C
• PSA: 124.81000
• Density: 1.441 g/cm³
• LogP: 2.61180
• Storage Temp.: 2-8°C
• Solubility.: NH4OH 1 M: 50 mg/mL, clear, faintly yellow
• Water Solubility.: 46.3mg/L(37 oC)
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 5
• Exact Mass: 310.07357611
• Heavy Atom Count: 21
• Complexity: 420

Purity/Quality:

99% ^*data from raw suppliers

Sulfadimethoxine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-43
• Safety Statements: 26-36/37-24/25-23

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=NC(=NC(=C1)NS(=O)(=O)C2=CC=C(C=C2)N)OC
• Uses: Antibacterial. Antibacterial.This compound is a contaminant of emerging concern (CECs).
• Therapeutic Function: Antibacterial

Technology Process of Sulfadimethoxine

There total 8 articles about Sulfadimethoxine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

4-p-acetamidobenzenesulfonamido-2,6-dimethoxypyrimidine (555-25-9) → sulfadimethoxine (122-11-2)

Guidance literature:

With methanol; sodium hydroxide; at 85 ℃; for 6h; Temperature; Large scale;

Reference yield: 81.3%

N-(2,6-dimethoxy-pyrimidin-4-yl)-4-nitro-benzenesulfonamide (37063-70-0) → sulfadimethoxine (122-11-2)

Guidance literature:

With iron; ammonium chloride; In water; for 10h; Heating;

DOI:10.1007/BF01156380

Reference yield:

4-nitrobenzenediazonium chloride (100-05-0) → sulfadimethoxine (122-11-2)

Guidance literature:

Multi-step reaction with 3 steps

1: SO₂ / CuSO₄ / acetic acid / 6 - 20 °C

2: 84.2 percent / pyridine / 2 h / 56 - 58 °C

3: 81.3 percent / Fe, NH₄Cl / H₂O / 10 h / Heating

With pyridine; sulfur dioxide; iron; ammonium chloride; copper(II) sulfate; In water; acetic acid;

DOI:10.1007/BF01156380

upstream raw materials:

4-p-acetamidobenzenesulfonamido-2,6-dimethoxypyrimidine

N-(2,6-dimethoxy-pyrimidin-4-yl)-4-nitro-benzenesulfonamide

Trimethyl-4-(2,6-dimethoxypyrimidinyl)ammoniumchlorid

4-nitrobenzenediazonium chloride

Downstream raw materials:

N-(2,6-Dimethoxy-pyrimidin-4-yl)-4-{4-[1-(4-hydroxy-3-methoxy-phenyl)-meth-(Z)-ylidene]-5-oxo-2-phenyl-4,5-dihydro-imidazol-1-yl}-benzenesulfonamide

2-{[4-(2,6-Dimethoxy-pyrimidin-4-ylsulfamoyl)-phenyl]-hydrazono}-3-oxo-butyric acid ethyl ester

N-(2,6-Dimethoxy-pyrimidin-4-yl)-4-[6-hydroxy-2-oxo-7-undecyl-2,3-dihydro-benzoimidazol-(5E)-ylideneamino]-benzenesulfonamide

N-(2,6-Dimethoxy-pyrimidin-4-yl)-4-[(4-nitro-1H-benzoimidazol-2-ylmethyl)-amino]-benzenesulfonamide