AZD2098

Base Information

• Chemical Name: AZD2098
• CAS No.: 566203-88-1
• Molecular Formula: C11H9Cl2N3O3S
• Molecular Weight: 334.17800
• Mol file: 566203-88-1.mol

Synonyms:Benzenesulfonamide, 2,3-dichloro-N-(3-methoxy-2-pyrazinyl)-;2,3-Dichloro-N-(3-methoxy-2-pyrazinyl)benzenesulfonamide;Benzenesulfonamide, 2,3-dichloro-N-(3-methoxypyrazinyl)- (9CI);

Chemical Property of AZD2098

Chemical Property:

• Melting Point: 185-186°C
• Boiling Point: 489.3±55.0 °C(Predicted)
• PKA: 5.56±0.40(Predicted)
• PSA: 89.56000
• Density: 1.569±0.06 g/cm3(Predicted)
• LogP: 3.74660
• Storage Temp.: 2-8°C
• Solubility.: Soluble in DMSO (>25 mg/ml)

Purity/Quality:

98%,99%, ^*data from raw suppliers

AZD-2098 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Description: AZD-2098 (566203-88-1) is a potent, orally bioavailable antagonist of CCR4 (pIC50 = 7.8(h), 8.0(r), 8.0(m), 7.6(d)).1 Inactive at CXCR1/2, CCR1, CCR2b, CCR5, CCR7, and CCR8 @ 10 μM.
• Uses: AZD-2098 is a potent and selective agonist of CCR4 chemokine receptor with IC50 values ranging from 10 to 25 nM across different species. CCR4 is involved in activation and migration of Th2 lymphocytes to the lungs in response to allergens. Treating sensitised rats results in reduced inflammation of lung tissue.

Technology Process of AZD2098

There total 2 articles about AZD2098 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: 89.0%

2-amino-3-methoxypyrazine (4774-10-1) + dichlorobenzenesulfonyl chloride (82417-45-6) → 2,3-dichloro-N-(3-methoxypyrazin-2-yl)benzenesulfonamide (566203-88-1)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at 0 - 25 ℃; for 0.5h;

DOI:10.1021/acsmedchemlett.7b00315

Reference yield:

5-bromo-3-methoxypyrazin-2-amine (5900-13-0) → 2,3-dichloro-N-(3-methoxypyrazin-2-yl)benzenesulfonamide (566203-88-1)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogen; palladium on activated charcoal / ethanol / 20 °C

2: potassium tert-butylate / tetrahydrofuran / 0.5 h / 0 - 25 °C

With palladium on activated charcoal; potassium tert-butylate; hydrogen; In tetrahydrofuran; ethanol;

DOI:10.1021/acsmedchemlett.7b00315

upstream raw materials:

5-bromo-3-methoxypyrazin-2-amine

2-amino-3-methoxypyrazine

dichlorobenzenesulfonyl chloride

Refernces