Nevanimibe hydrochloride

Base Information

• Chemical Name: Nevanimibe hydrochloride
• CAS No.: 133825-81-7
• Molecular Formula: C27H40ClN3O
• Molecular Weight: 458.079
• UNII: TK694ZFS57
• DSSTox Substance ID: DTXSID10158389
• Wikidata: Q27289998
• NCI Thesaurus Code: C170217
• ChEMBL ID: CHEMBL542103
• Mol file: 133825-81-7.mol

Synonyms:ATR-101;N-(2,6-bis(1-methylethyl)phenyl)-N'-((1-(4-(dimethylamino)phenyl)cyclopentyl)methyl)urea hydrochloride;PD 132301-2;PD-132301-2;PD132301-2;urea, N-(2,6-bis(1-methylethyl)phenyl)-N'-((1-(4-(dimethylamino)phenyl)cyclopentyl)methyl)-, hydrochloride (1:1)

Chemical Property of Nevanimibe hydrochloride

Chemical Property:

• Vapor Pressure: 3.05E-11mmHg at 25°C
• Boiling Point: 528.1°Cat760mmHg
• Flash Point: 273.2°C
• Density: g/cm³
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 7
• Exact Mass: 457.2859906
• Heavy Atom Count: 32
• Complexity: 543

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C1=C(C(=CC=C1)C(C)C)NC(=O)NCC2(CCCC2)C3=CC=C(C=C3)N(C)C.Cl
• Recent ClinicalTrials: A Study of ATR-101 for the Treatment of Congenital Adrenal Hyperplasia
• Recent EU Clinical Trials: A Multicenter Dose-Titration Open-Label Study of Nevanimibe Hydrochloride for the Treatment of Classic Congenital Adrenal Hyperplasia

Technology Process of Nevanimibe hydrochloride

There total 5 articles about Nevanimibe hydrochloride 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: 92.5%

N-<2,6-bis(1-methylethyl)phenyl>-N'-<<1-<4-(dimethylamino)phenyl>cyclopentyl>methyl>urea (133825-80-6) → N-<2,6-bis(1-methylethyl)phenyl>-N'-<<1-<4-(dimethylamino)phenyl>cyclopentyl>methyl>urea hydrochloride (133825-81-7)

Guidance literature:

With hydrogenchloride; In water; acetone; for 3h; Solvent;

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 hydrochloride (133825-81-7)

Guidance literature:

Multi-step reaction with 3 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 1.5 h / 45 °C

2: dichloromethane / 0 °C

3: hydrogenchloride / water; acetone / 3 h

With hydrogenchloride; lithium aluminium tetrahydride; In tetrahydrofuran; dichloromethane; water; acetone;

Reference yield:

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 hydrochloride (133825-81-7)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / 18 h / 20 °C / Inert atmosphere

2: hydrogenchloride / acetone; water / 2 h

With hydrogenchloride; In tetrahydrofuran; water; acetone;

DOI:10.1021/acsmedchemlett.0c00127

upstream raw materials:

2,6-diisopropylaniline hydrochloric acid salt

N-<2,6-bis(1-methylethyl)phenyl>-N'-<<1-<4-(dimethylamino)phenyl>cyclopentyl>methyl>urea

1-<4-(dimethylamino)phenyl>cyclopenatnecarbonitrile

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

Refernces

• 1、 -. "ENHANCED BIOAVAILABILITY OF N-(2,6-BIS(1-METHYLETHYL) PHENYL)-N'-((1-(4-(DIMETHYLAMINO)-PHENYL)CYCLOPENTYL) METHYL)UREA HYDROCHLORIDE". . . Retrieved 2017/02/09.