102-65-8

Basic information

• Product Name: Sulfaclozine
• Synonyms: N-(5-CHLORO-3-PYRAZINE)-4-AMINOBENZENESULFONAININO SODIUM MONOHYDRATE;SULFACHLOROPYRAZINE SODIUM;SULFACHLOROPYRAZINE SODIUM H2O;SULFACHLORPYRAZINE SODIUM;sulfaclozine;SULFACLOZINE SODIUM;SPZ;SULFACHLOROPYRAZINE SODIUM(SPZ):N-(5-CHLORO-3-PYRAZINE)-4-AMINOBENZENESULFONAININO SODIUM MONOHYDRATE
• CAS NO: 102-65-8
• Molecular Formula: C₁₀H₉ClN₄O₂S
• Molecular Weight: 284.72
• EINECS: 203-044-0
• Product Categories: Pharmaceutical intermediate;NULL;pharmaceutical
• Mol File: 102-65-8.mol
• Article Data: 1

Chemical Properties

• Melting Point: 234.8-235.4 °C
• Boiling Point: 495.7 °C at 760 mmHg
• Flash Point: 253.6 °C
• Appearance: Slightly yellow crystal powder
• Density: 1.588 g/cm³
• Storage Temp.: 2-8°C(protect from light)
• Solubility: DMSO (Slightly), Methanol (Slightly, Heated, Sonicated)
• PKA: 4.83±0.10(Predicted)
• CAS DataBase Reference: Sulfaclozine(CAS DataBase Reference)
• NIST Chemistry Reference: Sulfaclozine(102-65-8)
• EPA Substance Registry System: Sulfaclozine(102-65-8)

Safety Data

• Hazardous Substances Data: 102-65-8(Hazardous Substances Data)

Usage

Uses

Sulfachloropyrazine sodium monohydrate is an antiprotozoal useful in coccidiosis research.

InChI:InChI:1S/C10H9ClN4O2S/c11-9-5-13-6-10(14-9)15-18(16,17)8-3-1-7(12)2-4-8/h1-6H,12H2,(H,14,15)

Synthetic route

N-(6-chloropyrazin-2-yl)-4-nitrobenzenesulfonamide → 4-amino-N-(6-chloropyrazin-2-yl)benzenesulfonamide (102-65-8)

Conditions	Yield
With tin(II) chloride dihdyrate In ethanol at 80℃; for 0.5h;	81%

4-Nitrobenzenesulfonyl chloride (98-74-8) → 4-amino-N-(6-chloropyrazin-2-yl)benzenesulfonamide (102-65-8)

Conditions	Yield
Multi-step reaction with 2 steps 1: hydrogenchloride; pyridine / acetone / 20 °C / Sealed tube 2: tin(II) chloride dihdyrate / ethanol / 0.5 h / 80 °C View Scheme

8-acetyl-7-hydroxy-4-methyl-2H-chromen-2-one (2555-29-5) + 4-amino-N-(6-chloropyrazin-2-yl)benzenesulfonamide (102-65-8) → C22H17ClN4O5S

Conditions	Yield
With acetic acid for 1h; Reflux;

4-amino-N-(6-chloropyrazin-2-yl)benzenesulfonamide (102-65-8) → C21H19Cl2N5NiO8S

Conditions	Yield
Multi-step reaction with 2 steps 1.1: hydrogenchloride; sodium nitrite / water / Cooling with ice 1.2: 0.25 h / Cooling with ice 2.1: ammonium hydroxide / water; ethanol / Heating View Scheme

4-amino-N-(6-chloropyrazin-2-yl)benzenesulfonamide (102-65-8) → C42H30Cl2N10O12S2Zn

Conditions	Yield
Multi-step reaction with 2 steps 1.1: hydrogenchloride; sodium nitrite / water / Cooling with ice 1.2: 0.25 h / Cooling with ice 2.1: ammonium hydroxide / ethanol / Heating View Scheme

4-amino-N-(6-chloropyrazin-2-yl)benzenesulfonamide (102-65-8) → C21H15Cl2N5O6PdS

Conditions	Yield
Multi-step reaction with 2 steps 1.1: hydrogenchloride; sodium nitrite / water / Cooling with ice 1.2: 0.25 h / Cooling with ice 2.1: ammonium hydroxide / ethanol / Heating View Scheme

4-amino-N-(6-chloropyrazin-2-yl)benzenesulfonamide (102-65-8) + 1-hydroxy-2-naphthoic acid (86-48-6) → C21H14ClN5O5S

Conditions	Yield
Stage #1: 4-amino-N-(6-chloropyrazin-2-yl)benzenesulfonamide With hydrogenchloride; sodium nitrite In water Cooling with ice; Stage #2: 1-hydroxy-2-naphthoic acid With sodium hydroxide In water for 0.25h; Cooling with ice;

Upstream product

• 98-74-8 4-Nitrobenzenesulfonyl chloride 

Related news

Pharmacokinetic of Sulfaclozine (cas 102-65-8) in broiler chickens08/05/2019

In this study, 30-day-old, 14 male broiler chickens were used. Two groups, each comprising 7 animals, were established. While each animal included in the first group was administered sulfaclozine at a dose of 60 mg/kg bw by intravenous route (IV), group 2 was administered sulfaclozine at the sam...detailed

Elimination of Sulfaclozine (cas 102-65-8) from water with SO4− radicals: Evaluation of different persulfate activation methods08/03/2019

The evaluation of different persulfate activation methods (UV, solar light, electron, Fe(II)) on the degradation of sulfaclozine was investigated along with the effect of persulfate concentrations. UV/TiO2/K2S2O8 resulted in the highest degradation rate regardless persulfate concentrations. Howe...detailed

Relevant articles and documents

Substituted N-(Pyrazin-2-yl)benzenesulfonamides; Synthesis, anti-infective evaluation, cytotoxicity, and in silico studies

We prepared a series of substituted N-(pyrazin-2-yl)benzenesulfonamides as an attempt to investigate the effect of different linkers connecting pyrazine to benzene cores on antimicrobial activity when compared to our previous compounds of amide or retro-amide linker type. Only two compounds, 4-amino-N-(pyrazin-2-yl)benzenesulfonamide (MIC = 6.25 μg/mL, 25 μM) and 4-amino-N-(6-chloropyrazin-2-yl)benzenesulfonamide (MIC = 6.25 μg/mL, 22 μM) exerted good antitubercular activity against M. tuberculosis H37Rv. However, they were excluded fromthe comparison as they-unlike the other compounds-possessed the pharmacophore for the inhibition of folate pathway, which was proven by docking studies. We performed target fishing, where we identified matrixmetalloproteinase-8 as a promising target for our title compounds that isworth future exploration.