Zileuton, (R)-

Base Information

• Chemical Name: Zileuton, (R)-
• CAS No.: 142606-21-1
• Molecular Formula: C₁₁H₁₂N₂O₂S
• Molecular Weight: 236.294
• UNII: 8POY3UMU73
• Nikkaji Number: J609.438D
• ChEMBL ID: CHEMBL1743359

Synonyms:Zileuton, (R)-;Zileuton, (+)-;8POY3UMU73;142606-21-1;UNII-8POY3UMU73;CHEMBL1743359;Urea, N-((1R)-1-benzo(b)thien-2-ylethyl)-N-hydroxy-;r(+)zileuton;(R)-Zileuton;(R)-(+)-Zileuton;R (+) ZILEUTON;SCHEMBL8876686;BDBM50418083;PD132120;EN300-27057544;1-[(1R)-1-(1-benzothiophen-2-yl)ethyl]-1-hydroxyurea

Chemical Property of Zileuton, (R)-

Chemical Property:

• XLogP3: 1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 236.06194880
• Heavy Atom Count: 16
• Complexity: 275

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1=CC2=CC=CC=C2S1)N(C(=O)N)O
• Isomeric SMILES: C[C@H](C1=CC2=CC=CC=C2S1)N(C(=O)N)O

Technology Process of Zileuton, (R)-

There total 18 articles about Zileuton, (R)- 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: 92.0%

N-(1-benzo[b]thien-2ylethyl)-O-(tetrahydropyran-2yl)-N-hydroxyurea → zileuton (142606-21-1,143200-94-6,111406-87-2)

Guidance literature:

In hydrogenchloride; ethanol;

Reference yield: 88.0%

2-acetyl benzo[b]thiophene (22720-75-8) + hydroxylamine (7803-49-8) + methyl carbamate (598-55-0) → zileuton (142606-21-1,143200-94-6,111406-87-2)

Guidance literature:

hydroxylamine; methyl carbamate; With sodium hydroxide; In water; at 5 - 30 ℃;

2-acetyl benzo[b]thiophene; With methanol; sodium tetrahydroborate; In tetrahydrofuran; water; at 10 - 40 ℃;

With hydrogenchloride; acetic acid; at 40 - 45 ℃; for 3h;

Reference yield: 82.0%

1-(benzo[b]thiophen-2-yl)ethanol (51868-95-2) + N-hydroxyurea (127-07-1) → zileuton (142606-21-1,143200-94-6,111406-87-2)

Guidance literature:

With potassium hydrogensulfate; acetic acid; In water; at 40 - 45 ℃; for 6h; Product distribution / selectivity;

upstream raw materials:

trimethylsilyl isocyanate

1-(N-hydroxyamino)-1-(benzothien-2-yl)ethane

C₂₂H₂₃NO₅S

N,O-bis(phenoxycarbonyl)-N-(1-benzothien-2-ylethyl)hydroxylamine

Downstream raw materials:

N-hydroxy-N-(1-benzo[b]thien-2-ylethyl) urea sodium salt

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