5-Hydroxy Desloratadine

Base Information

• Chemical Name: 5-Hydroxy Desloratadine
• CAS No.: 117811-12-8
• Molecular Formula: C₁₉H₁₉ClN₂O
• Molecular Weight: 326.826
• UNII: KE8G39GEF7
• ChEMBL ID: CHEMBL4647038
• DSSTox Substance ID: DTXSID30562429
• Nikkaji Number: J316.695C
• Pharos Ligand ID: 34RKBZ9NUFPB
• Mol file: 117811-12-8.mol

Synonyms:5-Hydroxy Desloratadine;117811-12-8;5-Hydroxydesloratadine;Sch 39091;KE8G39GEF7;UNII-KE8G39GEF7;CHEMBL4647038;5H-Benzo(5,6)cyclohepta(1,2-b)pyridin-5-ol, 8-chloro-6,11-dihydro-11-(4-piperidinylidene)-;8-Chloro-6,11-dihydro-11-(4-piperidinylidene)-5H-benzo(5,6)cyclohepta(1,2-b)pyridin-5-ol;8-Chloro-6,11-dihydro-11-(4-piperidinylidene)-5H-benzo[5,6]cyclohepta[1,2-b]pyridin-5-ol;13-chloro-2-piperidin-4-ylidene-4-azatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaen-9-ol;SCHEMBL6177625;DTXSID30562429;LWCSUGDLKORNAJ-UHFFFAOYSA-N;BDBM50545589;J-003670;5-hydroxy-8-chloro-11-(4-piperidylidene)-6,11-dihydro-5 H-benzo[5,6]cyclohepta[1,2-b]pyridine;5-HYDROXY-8-CHLORO-11-(4-PIPERIDYLIDENE)-6,11-DIHYDRO-5H-BENZO[5,6]CYCLOHEPTA[1,2-b]PYRIDINE;8-Chloro-11-(piperidin-4-ylidene)-6,11-dihydro-5H-benzo[5,6]cyclohepta[1,2-b]pyridin-5-ol

Chemical Property of 5-Hydroxy Desloratadine

Chemical Property:

• PSA: 45.15000
• LogP: 3.83860
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 326.1185909
• Heavy Atom Count: 23
• Complexity: 458

Purity/Quality:

98% ^*data from raw suppliers

5-HydroxyDesloratadine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CNCCC1=C2C3=C(CC(C4=C2N=CC=C4)O)C=C(C=C3)Cl
• Uses: A hydroxylated metabolite A hydroxylated metabolite of Desloratadine.

Technology Process of 5-Hydroxy Desloratadine

There total 11 articles about 5-Hydroxy Desloratadine 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: 89.0%

8-Chloro-6,11-dihydro-11-(4-piperidinylidene)-5H-benzo<5,6>cyclohepta<1,2-b>pyridin-5-one (117811-11-7) → 8-chloro-11-(piperidin-4-ylidene)-6,11-dihydro-5H-benzo[5,6]cyclohepta[1,2-b]pyridin-5-ol (117811-12-8)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 0 ℃; for 1.8h;

DOI:10.1021/jo00297a065

Reference yield: 69.0%

2,2,2-Trichloroethyl 4-(8-Chloro-5,6-dihydro-5-hydroxy-11H-benzo<5,6>cyclohepta<1,2-b>pyridin-11-ylidene)-1-piperidinecarboxylate (126063-21-6) → 8-chloro-11-(piperidin-4-ylidene)-6,11-dihydro-5H-benzo[5,6]cyclohepta[1,2-b]pyridin-5-ol (117811-12-8)

Guidance literature:

With zinc; In acetic acid; at 60 - 70 ℃; for 6h;

DOI:10.1021/jo00297a065

Reference yield: 3.0%

loratadine (79794-75-5) → 6-Hydroxydesloratadine (119410-05-8) + 8-chloro-11-(piperidin-4-ylidene)-6,11-dihydro-5H-benzo[5,6]cyclohepta[1,2-b]pyridin-5-ol (117811-12-8)

Guidance literature:

With NADPH; magnesium chloride; In aq. phosphate buffer; acetone; at 37 ℃; for 1h; Enzymatic reaction;

DOI:10.1021/acs.jmedchem.0c00483

upstream raw materials:

8-Chloro-6,11-dihydro-11-(4-piperidinylidene)-5H-benzo<5,6>cyclohepta<1,2-b>pyridin-5-one

2,2,2-Trichloroethyl 4-(8-Chloro-5,6-dihydro-5-hydroxy-11H-benzo<5,6>cyclohepta<1,2-b>pyridin-11-ylidene)-1-piperidinecarboxylate

8-chloro-5,6-dihydro-11H-Benzo[5,6]cyclohepta[1,2-b]pyridin-11-one

8-chloro-11H-benzo[5,6]-cyclohepta[1,2-b]pyridin-11-one

Refernces

• 1、 -. "Bis-benzo or benzopyrido cyclohepta piperidene, piperidylidene and piperazine compounds, compositions and methods of use". . . Retrieved 2008/06/13.
• 2、 -. "Benzo[5,6]cycloheptapyridine compounds, compositions and method of treating allergies.". . . Retrieved 2008/06/13.