4-(2-(3-amino-1H-pyrazol-4-yl)-4-chlorophenoxy)-5-chloro-2-fluoro-N-(thiazol-4-yl)benzenesulfonamide Molecular Weight: 500.35

Base Information

• Chemical Name: 4-(2-(3-amino-1H-pyrazol-4-yl)-4-chlorophenoxy)-5-chloro-2-fluoro-N-(thiazol-4-yl)benzenesulfonamide Molecular Weight: 500.35
• CAS No.: 1235403-62-9
• Molecular Formula: C₁₈H₁₂Cl₂FN₅O₃S₂
• Molecular Weight: 500.361
• Hs Code.: 2935909099
• Mol file: 1235403-62-9.mol

Synonyms:

Chemical Property of 4-(2-(3-amino-1H-pyrazol-4-yl)-4-chlorophenoxy)-5-chloro-2-fluoro-N-(thiazol-4-yl)benzenesulfonamide Molecular Weight: 500.35

Chemical Property:

• Boiling Point: 699.5±65.0 °C(Predicted)
• PKA: 5.58±0.40(Predicted)
• Density: 1.673±0.06 g/cm3(Predicted)
• Storage Temp.: -20°C
• Solubility.: Soluble in DMSO (>25 mg/ml)

Purity/Quality:

99%, ^*data from raw suppliers

PF05089771 ≥98%(HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Description: PF-05089771 (1235403-62-9) is a potent and selective inhibitor of the voltage gated sodium channel 1.7 (Nav1.7).1,3? It is a state-dependent inhibitor with IC50 = 11 nM for the half-inactivated channels and IC50 ~ 10 μM for resting channels.1? Equipotent for human, monkey, dog, and mouse channels but 15x less potent for rat channels. Interacts equally with fast and slow inactivated Nav1.7 channels.2

Technology Process of 4-(2-(3-amino-1H-pyrazol-4-yl)-4-chlorophenoxy)-5-chloro-2-fluoro-N-(thiazol-4-yl)benzenesulfonamide Molecular Weight: 500.35

There total 9 articles about 4-(2-(3-amino-1H-pyrazol-4-yl)-4-chlorophenoxy)-5-chloro-2-fluoro-N-(thiazol-4-yl)benzenesulfonamide Molecular Weight: 500.35 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: 31.0%

C23H20Cl2FN5O5S2 → 4-[2-(5-amino-1H-pyrazol-4-yl)-4-chlorophenoxy]-5-chloro-2-fluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide (1235403-62-9,1430806-03-3)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 - 25 ℃; for 24h; Inert atmosphere;

Reference yield:

5-chloro-2,4-difluorobenzene-1-sulfonyl chloride (13656-57-0) → 4-[2-(5-amino-1H-pyrazol-4-yl)-4-chlorophenoxy]-5-chloro-2-fluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide (1235403-62-9,1430806-03-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 1.5 h / -78 - 25 °C / Inert atmosphere

1.2: 17 h / -78 - 25 °C

2.1: potassium carbonate / N,N-dimethyl-formamide / 18 h / 40 °C / Inert atmosphere

3.1: trifluoroacetic acid / dichloromethane / 24 h / 20 - 25 °C / Inert atmosphere

With potassium carbonate; trifluoroacetic acid; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

methyl 5-chloro-2-methoxybenzoate (33924-48-0) → 4-[2-(5-amino-1H-pyrazol-4-yl)-4-chlorophenoxy]-5-chloro-2-fluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide (1235403-62-9,1430806-03-3)

Guidance literature:

Multi-step reaction with 10 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 0 °C

2: thionyl chloride / dichloromethane / 3 h / Inert atmosphere; Reflux

3: dimethyl sulfoxide / 3 h / 80 °C / Inert atmosphere

4: sodium / Methyl formate / 24 h / Inert atmosphere; Reflux

5: ethanol / 3.5 h / Inert atmosphere; Reflux

6: triethylamine / dichloromethane / 4 h / 0 - 25 °C / Inert atmosphere

7: boron tribromide / dichloromethane / 4 h / 0 - 25 °C / Inert atmosphere

8: hydrogenchloride / 1,4-dioxane; methanol / 18 h / 70 °C

9: potassium carbonate / N,N-dimethyl-formamide / 18 h / 40 °C / Inert atmosphere

10: trifluoroacetic acid / dichloromethane / 24 h / 20 - 25 °C / Inert atmosphere

With hydrogenchloride; lithium aluminium tetrahydride; thionyl chloride; sodium; boron tribromide; potassium carbonate; triethylamine; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; Methyl formate; dimethyl sulfoxide; N,N-dimethyl-formamide;

upstream raw materials:

5-chloro-2,4-difluorobenzene-1-sulfonyl chloride

methyl 5-chloro-2-methoxybenzoate

(5-chloro-2-methoxyphenyl)methanol

(5-chloro-2-methoxy-phenyl)-acetonitrile

Downstream raw materials:

4-[2-(5-amino-1H-pyrazol-4-yl)-4-chlorophenoxy]-5-chloro-2-fluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide tosylate

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