17-N,N-Diethylcarbamoyl-4-methyl-4-azaandrostane-3-one

Base Information

• Chemical Name: 17-N,N-Diethylcarbamoyl-4-methyl-4-azaandrostane-3-one
• CAS No.: 73671-86-0
• Deprecated CAS: 104214-55-3
• Molecular Formula: C₂₄H₄₀N₂O₂
• Molecular Weight: 388.594
• Nikkaji Number: J62.336I
• Pharos Ligand ID: 43BYQSND61GW
• ChEMBL ID: CHEMBL2298601
• Mol file: 73671-86-0.mol

Synonyms:17 beta-N,N-diethylcarbamoyl-4-methyl-4-aza-5 alpha-androstan-3-one;17-N,N-diethyl-4-methyl-3-oxo-4-azaandrostane-17-carboxamide;17-N,N-diethylcarbamoyl-4-methyl-4-azaandrostane-3-one;4MA compound;DMAA

Chemical Property of 17-N,N-Diethylcarbamoyl-4-methyl-4-azaandrostane-3-one

Chemical Property:

• Vapor Pressure: 3E-11mmHg at 25°C
• Refractive Index: 1.5500 (estimate)
• Boiling Point: 528.3°C at 760 mmHg
• Flash Point: 209.8°C
• PSA: 40.62000
• Density: 1.051g/cm³
• LogP: 4.27230
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 388.308978523
• Heavy Atom Count: 28
• Complexity: 645

Purity/Quality:

99% ^*data from raw suppliers

17-N,N-DIETHYLCARBAMOYL-4-METHYL-4-AZAANDROSTANE-3-ONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN(CC)C(=O)C1CCC2C1(CCC3C2CCC4C3(CCC(=O)N4C)C)C
• Isomeric SMILES: CCN(CC)C(=O)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC[C@@H]4[C@@]3(CCC(=O)N4C)C)C

Technology Process of 17-N,N-Diethylcarbamoyl-4-methyl-4-azaandrostane-3-one

There total 7 articles about 17-N,N-Diethylcarbamoyl-4-methyl-4-azaandrostane-3-one 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:

N,N-diethyl-3-oxo-4-methyl-4-aza-5-androstene-17β-carboxamide (73671-98-4) → (4aR,4bS,6aS,7S,9aS,9bS,11aR)-1,4a,6a-Trimethyl-2-oxo-hexadecahydro-indeno[5,4-f]quinoline-7-carboxylic acid diethylamide (73671-86-0) + (4aR,4bS,6aS,7S,9aS,9bS)-1,4a,6a-Trimethyl-hexadecahydro-indeno[5,4-f]quinoline-7-carboxylic acid diethylamide (92472-68-9) + N,N-diethyl-3-oxo-4-methyl-4-aza-5β-androstane-17β-carboxamide (92472-89-4)

Guidance literature:

With hydrogen; platinum(IV) oxide; In acetic acid; at 25 - 60 ℃; for 3h; under 2327.2 Torr;

DOI:10.1021/jm00378a028

Reference yield:

N,N-diethyl-3-oxo-4-methyl-4-aza-5-androstene-17β-carboxamide (73671-98-4) + SiO2 (7631-86-9,105269-70-3,1317-48-2,13778-37-5,14464-46-1,14808-60-7,14832-85-0,15468-32-3,17679-64-0,87347-84-0,92283-58-4,99439-28-8,15723-40-7) → (4aR,4bS,6aS,7S,9aS,9bS,11aR)-1,4a,6a-Trimethyl-2-oxo-hexadecahydro-indeno[5,4-f]quinoline-7-carboxylic acid diethylamide (73671-86-0)

Guidance literature:

With sulfuric acid; In hexane; dichloromethane; water; acetic acid; ethyl acetate;

Reference yield:

3-oxo-4-methyl-4-aza-5α-androstane-17β-carboxylic acid (76763-16-1) → (4aR,4bS,6aS,7S,9aS,9bS,11aR)-1,4a,6a-Trimethyl-2-oxo-hexadecahydro-indeno[5,4-f]quinoline-7-carboxylic acid diethylamide (73671-86-0)

Guidance literature:

Multi-step reaction with 2 steps

1: oxalyl chloride / toluene / 0.25 h / Ambient temperature

2: tetrahydrofuran / 1 h / Ambient temperature

With oxalyl dichloride; In tetrahydrofuran; toluene;

DOI:10.1021/jm00378a028

upstream raw materials:

N,N-diethyl-3-oxo-4-methyl-4-aza-5-androstene-17β-carboxamide

(4aR,4bS,6aS,7S,9aS,9bS,11aR)-1,4a,6a-Trimethyl-2-oxo-hexadecahydro-indeno[5,4-f]quinoline-7-carbonyl chloride

diethylamine

17β-(diethylamino carbonyl)-3-methoxy-4-methyl-4-azonia-5α-androst-3-ene-methylsulfate

Downstream raw materials:

N,N-diethyl-2,2-bis(phenylsulfenyl)-4-methyl-3-oxo-4-aza-5α-androstane-17β-carboxamide

(3S,4aR,4bS,6aS,7S,9aS,9bS,11aR)-1,4a,6a-Trimethyl-2-oxo-3-phenylsulfanyl-hexadecahydro-indeno[5,4-f]quinoline-7-carboxylic acid diethylamide

(3R,4aR,4bS,6aS,7S,9aS,9bS,11aR)-1,4a,6a-Trimethyl-2-oxo-3-phenylsulfanyl-hexadecahydro-indeno[5,4-f]quinoline-7-carboxylic acid diethylamide

Refernces

• 1、 -. "4-Aza-17β-substituted-5α-androstan-3-one-reductase inhibitors". . . Retrieved 2008/06/13.