Semotiadil

Base Information

• Chemical Name: Semotiadil
• CAS No.: 116476-13-2
• Molecular Formula: C₂₉H₃₂N₂O₆S
• Molecular Weight: 536.649
• UNII: DGN08QZ30G
• DSSTox Substance ID: DTXSID30869602
• Nikkaji Number: J449.011H
• Wikipedia: Sesamodil
• Wikidata: Q7456017
• NCI Thesaurus Code: C72624
• ChEMBL ID: CHEMBL57684
• Mol file: 116476-13-2.mol

Synonyms:3,4-dihydro-2-(5-methoxy-2-(3-(N-methyl-N-(2-((3,4-methylenedioxy)phenoxy)ethyl)amino)propoxy)phenyl)-4-methyl-3-oxo-2H-1,4-benzothiazine;levosemotiadil;SA 3212;SA-3212;SD 3211;SD 3212;SD-3211;SD-3212;semotiadil;semotiadil fumarate;sesamodil;sesamodil fumarate

Chemical Property of Semotiadil

Chemical Property:

• Vapor Pressure: 5.23E-21mmHg at 25°C
• Boiling Point: 727.3°Cat760mmHg
• Flash Point: 393.7°C
• PSA: 95.00000
• Density: 1.263g/cm³
• LogP: 5.07840
• XLogP3: 5.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 11
• Exact Mass: 536.19810792
• Heavy Atom Count: 38
• Complexity: 761

Purity/Quality:

98%min ^*data from raw suppliers

SEMOTIADIL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C2=CC=CC=C2SC(C1=O)C3=C(C=CC(=C3)OC)OCCCN(C)CCOC4=CC5=C(C=C4)OCO5
• Isomeric SMILES: CN1C2=CC=CC=C2S[C@@H](C1=O)C3=C(C=CC(=C3)OC)OCCCN(C)CCOC4=CC5=C(C=C4)OCO5

Technology Process of Semotiadil

There total 8 articles about Semotiadil 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-methyl-N-<2-<3,4-(methylenedioxy)phenoxy>ethyl>amine (116354-42-8) → 2-[2-(3-{[2-(Benzo[1,3]dioxol-5-yloxy)-ethyl]-methyl-amino}-propoxy)-5-methoxy-phenyl]-4-methyl-4H-benzo[1,4]thiazin-3-one (116476-13-2,116476-16-5,123388-07-8,127732-49-4)

Guidance literature:

Multi-step reaction with 2 steps

1: NaHCO₃, NaI / dimethylformamide / 3 h / 70 - 80 °C

With sodium hydrogencarbonate; sodium iodide; In N,N-dimethyl-formamide;

DOI:10.1021/jm00169a011

Reference yield:

2-<2-(3-chloropropoxy)-5-methoxyphenyl>-3,4-dihydro-4-methyl-3-oxo-2H-1,4-benzothiazine (93848-31-8) → 2-[2-(3-{[2-(Benzo[1,3]dioxol-5-yloxy)-ethyl]-methyl-amino}-propoxy)-5-methoxy-phenyl]-4-methyl-4H-benzo[1,4]thiazin-3-one (116476-13-2,116476-16-5,123388-07-8,127732-49-4)

Guidance literature:

Multi-step reaction with 2 steps

1: NaHCO₃, NaI / dimethylformamide / 3 h / 70 - 80 °C

With sodium hydrogencarbonate; sodium iodide; In N,N-dimethyl-formamide;

DOI:10.1021/jm00169a011

Reference yield:

3,4-Dihydro-2-(2-hydroxy-5-methoxyphenyl)-4-methyl-3-oxo-2H-1,4-benzothiazine (93848-37-4) → 2-[2-(3-{[2-(Benzo[1,3]dioxol-5-yloxy)-ethyl]-methyl-amino}-propoxy)-5-methoxy-phenyl]-4-methyl-4H-benzo[1,4]thiazin-3-one (116476-13-2,116476-16-5,123388-07-8,127732-49-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) NaH / 1.) DMF, RT, 30 min, 2.) RT, 2 h

2: NaHCO₃, NaI / dimethylformamide / 3 h / 70 - 80 °C

With sodium hydride; sodium hydrogencarbonate; sodium iodide; In N,N-dimethyl-formamide;

DOI:10.1021/jm00169a011

upstream raw materials:

3,4-dihydro-2-<5-methoxy-2<3-ethyl>amino>propoxy>phenyl>-4-methyl-3-oxo-2H-1,4-benzothiazine

N-methyl-N-<2-<3,4-(methylenedioxy)phenoxy>ethyl>amine

2-<2-(3-chloropropoxy)-5-methoxyphenyl>-3,4-dihydro-4-methyl-3-oxo-2H-1,4-benzothiazine

3,4-Dihydro-2-(2-hydroxy-5-methoxyphenyl)-4-methyl-3-oxo-2H-1,4-benzothiazine

Refernces