4-Hydroxy Ketotifen

Base Information

• Chemical Name: 4-Hydroxy Ketotifen
• CAS No.: 126939-27-3
• Molecular Formula: C₁₉H₂₁NO₂S
• Molecular Weight: 327.447
• European Community (EC) Number: 688-003-9
• UNII: 5C5W2N9VHS
• DSSTox Substance ID: DTXSID40483611
• Mol file: 126939-27-3.mol

Synonyms:4-Hydroxy Ketotifen;126939-27-3;Ketotifen Impurity C;2-hydroxy-2-(1-methylpiperidin-4-yl)-6-thiatricyclo[8.4.0.03,7]tetradeca-1(14),3(7),4,10,12-pentaen-8-one;5C5W2N9VHS;DTXSID40483611;4,9-Dihydro-4-hydroxy-4-(1-methyl-4-piperidinyl)-10H-benzo[4,5]cyclohepta[1,2-b]thiophen-10-one;FT-0669705;KETOTIFEN HYDROGEN FUMARATE IMPURITY C [EP IMPURITY];(4RS)-4-hydroxy-4-(1-methylpiperidin-4-yl)-4,9-dihydro-10H-benzo[4,5]cyclohepta[1,2-b]thiophen-10-one;10H-Benzo[4,5]cyclohepta[1,2-b]thiophen-10-one, 4,9-dihydro-4-hydroxy-4-(1-methyl-4-piperidinyl)-;10H-Benzo[4,5]cyclohepta[1,2-b]thiophen-10-one, 4,9-dihydro-4-hydroxy-4-(1-methyl-4-piperidinyl)-, (+/-)-

Chemical Property of 4-Hydroxy Ketotifen

Chemical Property:

• PSA: 68.78000
• LogP: 3.00250
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 327.12930009
• Heavy Atom Count: 23
• Complexity: 462

Purity/Quality:

98% ^*data from raw suppliers

4-HydroxyKetotifen ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCC(CC1)C2(C3=C(C(=O)CC4=CC=CC=C42)SC=C3)O
• Uses: Ketotifen (K315100) impurity. Also, an intermediate in the synthesis of the 2-bromo derivative of Ketotifen.

Technology Process of 4-Hydroxy Ketotifen

There total 4 articles about 4-Hydroxy Ketotifen 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:

10-methoxy-4-(1-methyl-4-piperidyl)-4H-benzo<4,5>cyclohepta<1,2-b>thiopene-4-ol (59743-88-3,116655-77-7,116667-71-1) → 4-hydroxy-4-(1-methyl-4-piperidyl)-9,10-dihydro-4H-benzo<4,5>cyclohepta<1,2-b>thiopene-10-one (126939-27-3,137731-93-2,137731-94-3)

Guidance literature:

With tartaric acid; In water; at 90 ℃; for 1h;

DOI:10.1002/hlca.19760590316

Reference yield:

10-methoxy-4H-benzo<4,5>cyclohepta<1,2-b>thiophen-4-one (59743-84-9) → 4-hydroxy-4-(1-methyl-4-piperidyl)-9,10-dihydro-4H-benzo<4,5>cyclohepta<1,2-b>thiopene-10-one (126939-27-3,137731-93-2,137731-94-3)

Guidance literature:

Multi-step reaction with 2 steps

1: THF

2: tartaric acid / H₂O / 1 h / 90 °C

With tetrahydrofuran; tartaric acid; In water;

DOI:10.1002/hlca.19760590316

Reference yield:

(1-methyl-4-piperidyl)magnesium chloride (63463-36-5) → 4-hydroxy-4-(1-methyl-4-piperidyl)-9,10-dihydro-4H-benzo<4,5>cyclohepta<1,2-b>thiopene-10-one (126939-27-3,137731-93-2,137731-94-3)

Guidance literature:

Multi-step reaction with 2 steps

1: THF

2: tartaric acid / H₂O / 1 h / 90 °C

With tetrahydrofuran; tartaric acid; In water;

DOI:10.1002/hlca.19760590316

upstream raw materials:

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

4-chloro-1-methylpiperidine

9H-1-Thia-benzo[f]azulene-4,10-dione

10-methoxy-4H-benzo<4,5>cyclohepta<1,2-b>thiophen-4-one

Downstream raw materials:

ketotifen

Refernces

• 1、 Waldvogel,Schwarb,Bastian,Bourquin. "Synthetical pharmaceutics. 9 and 10 oxo derivatives of 9,10 dihydro 4H benzo [4,5] cyclohepta[1,2 b] thiophenes". . p. 866 - 877. Retrieved 2007/10/05.