N-(4-Methoxyphenyl)retinamide

Base Information

• Chemical Name: N-(4-Methoxyphenyl)retinamide
• CAS No.: 79965-10-9
• Molecular Formula: C₂₇H₃₅NO₂
• Molecular Weight: 405.58
• NCI Thesaurus Code: C63701
• Mol file: 79965-10-9.mol

Synonyms:4-methoxy fenretinide;4-MPR;4MPR;N-(4-methoxyphenyl)-all-trans-retinamide;N-(4-methoxyphenyl)retinamide;N-(4-methoxyphenyl)retinamide, (13-cis)-isomer;N-4-methoxyphenylretinamide

Chemical Property of N-(4-Methoxyphenyl)retinamide

Chemical Property:

• Vapor Pressure: 1.1E-13mmHg at 25°C
• Melting Point: 157-161°C
• Boiling Point: 585.3°C at 760 mmHg
• Flash Point: 307.8°C
• PSA: 38.33000
• Density: 1.046g/cm³
• LogP: 7.23830
• Storage Temp.: Amber Vial, -20°C Freezer, Under Inert Atmosphere
• XLogP3: 7.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 7
• Exact Mass: 405.266779359
• Heavy Atom Count: 30
• Complexity: 741

Purity/Quality:

95%+ or 98%+ ^*data from raw suppliers

N-4-Methoxyphenylretinamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(CCC1)(C)C)C=CC(=CC=CC(=CC(=O)NC2=CC=C(C=C2)OC)C)C
• Isomeric SMILES: CC1=C(C(CCC1)(C)C)/C=C/C(=C\C=C\C(=C/C(=O)NC2=CC=C(C=C2)OC)\C)/C
• Uses: N-4-Methoxyphenylretinamide is an effective agent for the chemoprevention and growth modulation of oncogene-induced prostate cancer in the mouse prostate reconstitution model system and may be effective for the chemoprevention of human prostate cancer 4-Methoxy Fenretinide is an effective agent for the chemoprevention and growth modulation of oncogene-induced prostate cancer in the mouse prostate reconstitution model system and may be effective for the chemoprevention of human prostate cancer.

Technology Process of N-(4-Methoxyphenyl)retinamide

There total 4 articles about N-(4-Methoxyphenyl)retinamide 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:

all-trans-retinoic-acid (302-79-4) → 4-Methoxyfenretinide (79965-10-9)

Guidance literature:

Multi-step reaction with 2 steps

1: hexachloroacetone; triphenylphosphine-resin / tetrahydrofuran / 1 h / 0 °C

2: pyridine / 0 - 20 °C

With pyridine; 1,1,1,3,3,3-hexachloro-propan-2-one; triphenylphosphine-resin; In tetrahydrofuran;

DOI:10.1016/j.bmcl.2006.10.050

Reference yield:

retinoyl chloride (53839-60-4) + 4-methoxy-aniline (104-94-9) → 4-Methoxyfenretinide (79965-10-9)

Guidance literature:

With pyridine; at 0 - 20 ℃;

DOI:10.1016/j.bmcl.2006.10.050

Reference yield:

all-trans-retinoic-acid (302-79-4) + 4-methoxy-aniline (104-94-9) → 4-Methoxyfenretinide (79965-10-9)

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃;

DOI:10.1021/jm200256g

upstream raw materials:

retinoyl chloride

4-methoxy-aniline

all-trans-retinoic-acid

methanol