N-(2,6-bis(isopropyl)phenyl)-N'-((1-(4-(dimethylaminomethyl)phenyl)cyclopentyl)methyl)urea

Base Information

• Chemical Name: N-(2,6-bis(isopropyl)phenyl)-N'-((1-(4-(dimethylaminomethyl)phenyl)cyclopentyl)methyl)urea
• CAS No.: 133825-80-6
• Molecular Formula: C₂₇H₃₉N₃O
• Molecular Weight: 421.626
• Mol file: 133825-80-6.mol

Synonyms:PD 132301

Chemical Property of N-(2,6-bis(isopropyl)phenyl)-N'-((1-(4-(dimethylaminomethyl)phenyl)cyclopentyl)methyl)urea

Chemical Property:

• Boiling Point: 528.1°Cat760mmHg
• PKA: 13.91±0.46(Predicted)
• Flash Point: 273.2°C
• PSA: 47.86000
• Density: 1.062g/cm³
• LogP: 6.90590
• Storage Temp.: 2-8°C

Purity/Quality:

98% ^*data from raw suppliers

ATR-101 ≥98% (HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Nevanimibe is an investigational drug being studied for the treatment of congenital adrenal hyperplasia (CAH).

Technology Process of N-(2,6-bis(isopropyl)phenyl)-N'-((1-(4-(dimethylaminomethyl)phenyl)cyclopentyl)methyl)urea

There total 4 articles about N-(2,6-bis(isopropyl)phenyl)-N'-((1-(4-(dimethylaminomethyl)phenyl)cyclopentyl)methyl)urea 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: 97.0%

2,6-diisopropylphenyl isocyanate (28178-42-9) + 4-[1-(aminomethyl)cyclopentyl]-N,N-dimethylaniline (133825-87-3) → N-<2,6-bis(1-methylethyl)phenyl>-N'-<<1-<4-(dimethylamino)phenyl>cyclopentyl>methyl>urea (133825-80-6)

Guidance literature:

In ethyl acetate; for 20h; Ambient temperature;

DOI:10.1021/jm00037a016

Reference yield:

1-<4-(dimethylamino)phenyl>cyclopenatnecarbonitrile (133825-88-4) → N-<2,6-bis(1-methylethyl)phenyl>-N'-<<1-<4-(dimethylamino)phenyl>cyclopentyl>methyl>urea (133825-80-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / NH₃, H₂ / Raney nickel / methanol / Ambient temperature

2: 97 percent / ethyl acetate / 20 h / Ambient temperature

With ammonia; hydrogen; nickel; In methanol; ethyl acetate;

DOI:10.1021/jm00037a016

Reference yield:

2,6-diisopropylaniline hydrochloric acid salt (50522-40-2) → N-<2,6-bis(1-methylethyl)phenyl>-N'-<<1-<4-(dimethylamino)phenyl>cyclopentyl>methyl>urea (133825-80-6)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide; dmap / dichloromethane; water / 0 °C

2: dichloromethane / 0 °C

With dmap; sodium hydroxide; In dichloromethane; water;

upstream raw materials:

2,6-diisopropylphenyl isocyanate

4-[1-(aminomethyl)cyclopentyl]-N,N-dimethylaniline

1-<4-(dimethylamino)phenyl>cyclopenatnecarbonitrile

2,6-diisopropylaniline hydrochloric acid salt

Refernces

• 1、 -. "ENHANCED BIOAVAILABILITY OF N-(2,6-BIS(1-METHYLETHYL) PHENYL)-N'-((1-(4-(DIMETHYLAMINO)-PHENYL)CYCLOPENTYL) METHYL)UREA HYDROCHLORIDE". Page/Page column 17-18. . Retrieved 2017/02/09.
• 2、 Trivedi, Bharat K.,Purchase, Terri Stoeber,Holmes, Ann,Augelli-Szafran, Corinne E.,Essenburg, Arnold D.,et al.. "Inhibitors of Acyl-CoA: Cholesterol Acyltransferase (ACAT). 7. Development of a Series of Substituted N-Phenyl-N'-ureas with Enhanced Hypocholesterolemic Activity". . p. 1652 - 1659. Retrieved 2007/10/02.