Ketotifen N-Oxide

Base Information

• Chemical Name: Ketotifen N-Oxide
• CAS No.: 88456-70-6
• Molecular Formula: C₁₉H₁₉NO₂S
• Molecular Weight: 325.431
• European Community (EC) Number: 641-841-9
• UNII: 72Y2QNS3UB
• DSSTox Substance ID: DTXSID00483612
• Mol file: 88456-70-6.mol

Synonyms:Ketotifen N-Oxide;88456-70-6;Ketotifen Impurity D;2-(1-methyl-1-oxidopiperidin-1-ium-4-ylidene)-6-thiatricyclo[8.4.0.03,7]tetradeca-1(14),3(7),4,10,12-pentaen-8-one;ketotifen N-oxid;72Y2QNS3UB;DTXSID00483612;4,9-Dihydro-4-(1-methyl-1-oxido-4-piperidinylidene)-10H-benzo[4,5]cyclohepta[1,2-b]thiophen-10-one;4-[(aRaS)-1-Methylpiperidin-4-ylidene]-4,9-dihydro-10H-benzo[4,5]cyclo-hepta[1,2-b]thiophen-10-one N-Oxide (Ketotifen N-Oxide);FT-0670675;KETOTIFEN HYDROGEN FUMARATE IMPURITY D [EP IMPURITY];10H-Benzo[4,5]cyclohepta[1,2-b]thiophen-10-one, 4,9-dihydro-4-(1-methyl-1-oxido-4-piperidinylidene)-;10H-Benzo[4,5]cyclohepta[1,2-b]thiophen-10-one, 4,9-dihydro-4-(1-methyl-4-piperidinylidene)-, N-oxide;4-[(RaSa)-1-methylpiperidin-4-ylidene]-4,9-dihydro-10H-benzo[4,5]cyclohepta[1,2-b]thiophen-10-one N-oxide;Ketotifen Hydrogen Fumarate Imp. D (EP);Ketotifen Imp. D (EP);4-[(aRaS)-1-Methylpiperidin-4-ylidene]-4,9-dihydro-10H-benzo[4,5]cyclo-hepta[1,2-b]thiophen-10-one N-Oxide;Ketotifen Hydrogen Fumarate Impurity D

Chemical Property of Ketotifen N-Oxide

Chemical Property:

• PSA: 74.74000
• LogP: 3.98580
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 325.11365002
• Heavy Atom Count: 23
• Complexity: 520

Purity/Quality:

98% ^*data from raw suppliers

Ketotifen N-oxide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[N+]1(CCC(=C2C3=C(C(=O)CC4=CC=CC=C42)SC=C3)CC1)[O-]
• Uses: A metabolite of Ketotifen (K315100) in humans; formed by human liver microsome.

Technology Process of Ketotifen N-Oxide

There total 6 articles about Ketotifen N-Oxide 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:

(1-methyl-4-piperidyl)magnesium chloride (63463-36-5) → 4-(1-methyl-1-oxy-piperidin-4-ylidene)-4,9-dihydro-benzo[4,5]cyclohepta[1,2-b]thiophen-10-one (88456-70-6,137731-91-0,137731-92-1)

Guidance literature:

Multi-step reaction with 3 steps

1: (i) THF, (ii) HBr, EtOH

2: (i) tBuOK, dioxane, (ii) aq. HCl

3: aq. H₂O₂ / ethanol / 48 h / Heating

With dihydrogen peroxide; In ethanol;

DOI:10.1002/hlca.19760590316

Reference yield:

10-bromo-4H-benzo<4,5>cyclohepta<1,2-b>thiophene-4-one (34580-11-5) → 4-(1-methyl-1-oxy-piperidin-4-ylidene)-4,9-dihydro-benzo[4,5]cyclohepta[1,2-b]thiophen-10-one (88456-70-6,137731-91-0,137731-92-1)

Guidance literature:

Multi-step reaction with 3 steps

1: (i) THF, (ii) HBr, EtOH

2: (i) tBuOK, dioxane, (ii) aq. HCl

3: aq. H₂O₂ / ethanol / 48 h / Heating

With dihydrogen peroxide; In ethanol;

DOI:10.1002/hlca.19760590316

Reference yield:

4-(10-bromo-benzo[4,5]cyclohepta[1,2-b]thiophen-4-ylidene)-1-methyl-piperidine (34580-12-6) → 4-(1-methyl-1-oxy-piperidin-4-ylidene)-4,9-dihydro-benzo[4,5]cyclohepta[1,2-b]thiophen-10-one (88456-70-6,137731-91-0,137731-92-1)

Guidance literature:

Multi-step reaction with 2 steps

1: (i) tBuOK, dioxane, (ii) aq. HCl

2: aq. H₂O₂ / ethanol / 48 h / Heating

With dihydrogen peroxide; In ethanol;

DOI:10.1002/hlca.19760590316

upstream raw materials:

ketotifen

10-bromo-4H-benzo<4,5>cyclohepta<1,2-b>thiophene-4-one

4-(10-bromo-benzo[4,5]cyclohepta[1,2-b]thiophen-4-ylidene)-1-methyl-piperidine

10-methoxy-4-(1-methyl-4-piperidyl)-4H-benzo<4,5>cyclohepta<1,2-b>thiopene-4-ol

Refernces