N-(5-(5-(2,4-Dioxo-1,3,8-triazaspiro[4.5]decan-8-yl)pentanoyl)-2,4-dimethoxyphenyl)-4-(trifluoromethyl)benzenesulfonamide

Base Information

• Chemical Name: N-(5-(5-(2,4-Dioxo-1,3,8-triazaspiro[4.5]decan-8-yl)pentanoyl)-2,4-dimethoxyphenyl)-4-(trifluoromethyl)benzenesulfonamide
• CAS No.: 185376-97-0
• Molecular Formula: C27H32ClF3N4O7S
• Molecular Weight: 649.0788
• UNII: 48D22QR8GY
• DSSTox Substance ID: DTXSID801028164
• Nikkaji Number: J853.941C
• Wikipedia: RS-102221
• Wikidata: Q7277678
• Pharos Ligand ID: RQT1BKYGQ2NY
• ChEMBL ID: CHEMBL88402
• Mol file: 185376-97-0.mol

Synonyms:8-(5-(5-amino-2,4-dimethoxyphenyl)-5-oxopentyl)-1,3,8-triazaspiro(4.5)decane-2,4-dione;RS 102221;RS-102221

Chemical Property of N-(5-(5-(2,4-Dioxo-1,3,8-triazaspiro[4.5]decan-8-yl)pentanoyl)-2,4-dimethoxyphenyl)-4-(trifluoromethyl)benzenesulfonamide

Chemical Property:

• Vapor Pressure: 4.8E-23mmHg at 25°C
• Boiling Point: 753.5°Cat760mmHg
• Flash Point: 409.5°C
• PSA: 151.52000
• Density: g/cm³
• LogP: 6.10170
• Storage Temp.: Store at RT
• Solubility.: DMSO: ≥20mg/mL
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 11
• Exact Mass: 612.18655500
• Heavy Atom Count: 42
• Complexity: 1080

Purity/Quality:

98% ^*data from raw suppliers

RS102221hydrochloride ≥98%(HPLC) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC(=C(C=C1C(=O)CCCCN2CCC3(CC2)C(=O)NC(=O)N3)NS(=O)(=O)C4=CC=C(C=C4)C(F)(F)F)OC
• Uses: RS 102221 Hydrochloride is a selective 5-HT2C receptor antagonist.

Technology Process of N-(5-(5-(2,4-Dioxo-1,3,8-triazaspiro[4.5]decan-8-yl)pentanoyl)-2,4-dimethoxyphenyl)-4-(trifluoromethyl)benzenesulfonamide

There total 6 articles about N-(5-(5-(2,4-Dioxo-1,3,8-triazaspiro[4.5]decan-8-yl)pentanoyl)-2,4-dimethoxyphenyl)-4-(trifluoromethyl)benzenesulfonamide 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:

5-Chlorovaleroyl chloride (1575-61-7) → N-{5-[5-(2,4-dioxo-1,3,8-triazaspiro[4.5]dec-8-yl)pentanoyl]-2,4-dimethoxyphenyl}-4-trifluoromethylbenzenesulfonamide (185376-97-0)

Guidance literature:

Multi-step reaction with 5 steps

1: AlCl₃ / 1,2-dichloro-ethane

2: Cu(NO₃)2, Ac₂O / 15 - 20 °C

3: H₂ / Pt / ethanol; tetrahydrofuran

4: Et₃N / tetrahydrofuran / 50 °C

5: Et₃N, NaI / dimethylformamide / 100 h

With aluminium trichloride; hydrogen; acetic anhydride; copper(II) nitrate; triethylamine; sodium iodide; platinum; In tetrahydrofuran; ethanol; 1,2-dichloro-ethane; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(96)00503-3

Reference yield:

5-chloro-1-(2,4-dimethoxyphenyl)pentan-1-one (33245-78-2) → N-{5-[5-(2,4-dioxo-1,3,8-triazaspiro[4.5]dec-8-yl)pentanoyl]-2,4-dimethoxyphenyl}-4-trifluoromethylbenzenesulfonamide (185376-97-0)

Guidance literature:

Multi-step reaction with 4 steps

1: Cu(NO₃)2, Ac₂O / 15 - 20 °C

2: H₂ / Pt / ethanol; tetrahydrofuran

3: Et₃N / tetrahydrofuran / 50 °C

4: Et₃N, NaI / dimethylformamide / 100 h

With hydrogen; acetic anhydride; copper(II) nitrate; triethylamine; sodium iodide; platinum; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(96)00503-3

Reference yield:

5-chloro-1-(5-amino-2,4-dimethoxyphenyl)-1-pentanone (187396-97-0) → N-{5-[5-(2,4-dioxo-1,3,8-triazaspiro[4.5]dec-8-yl)pentanoyl]-2,4-dimethoxyphenyl}-4-trifluoromethylbenzenesulfonamide (185376-97-0)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N / tetrahydrofuran / 50 °C

2: Et₃N, NaI / dimethylformamide / 100 h

With triethylamine; sodium iodide; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(96)00503-3

upstream raw materials:

N-[5-(5-chloropentanoyl)-2,4-dimethoxyphenyl]-4-trifluoromethylbenzenesulfonamide

5-Chlorovaleroyl chloride

5-chloro-1-(2,4-dimethoxyphenyl)pentan-1-one

5-chloro-1-(5-amino-2,4-dimethoxyphenyl)-1-pentanone

Refernces