cis-10,11-Dihydroxy-10,11-dihydrocarbamazepine

Base Information

• Chemical Name: cis-10,11-Dihydroxy-10,11-dihydrocarbamazepine
• CAS No.: 58955-94-5
• Molecular Formula: C₁₅H₁₄N₂O₃
• Molecular Weight: 270.288
• UNII: 7DQ8R1AQ9J
• ChEMBL ID: CHEMBL4525805
• DSSTox Substance ID: DTXSID301136368
• Nikkaji Number: J472.991I
• Mol file: 58955-94-5.mol

Synonyms:58955-94-5;cis-10,11-Dihydroxy-10,11-dihydrocarbamazepine;7DQ8R1AQ9J;cis-10,11-Dihydro-10,11-dihydroxycarbamazepine;UNII-7DQ8R1AQ9J;(5S,6R)-5,6-Dihydroxy-5,6-dihydrobenzo[b][1]benzazepine-11-carboxamide;CGP 5924;5H-Dibenz(b,f)azepine-5-carboxamide, 10,11-dihydro-10,11-dihydroxy-, cis-;5H-Dibenz(b,f)azepine-5-carboxamide, 10,11-dihydro-10,11-dihydroxy-, (10R,11S)-rel-;Rel-(10R,11S)-10,11-dihydro-10,11-dihydroxy-5H-dibenz(b,f)azepine-5-carboxamide;rel-(10R,11S)-10,11-Dihydro-10,11-dihydroxy-5H-dibenz[b,f]azepine-5-carboxamide;CHEMBL4525805;DTXSID301136368;CGP-5924;10,11-DIHYDROXY-10,11-DIHYDROCARBAZEPINE, CIS-;cis-Carbamazepin-10,11-dihydro-10,11-dihydroxide 100 microg/mL in Acetonitrile

Chemical Property of cis-10,11-Dihydroxy-10,11-dihydrocarbamazepine

Chemical Property:

• Melting Point: >220°C (dec.)
• Storage Temp.: -20°C Freezer, Under Inert Atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly, Heated), Pyridine (Slightly)
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 270.10044231
• Heavy Atom Count: 20
• Complexity: 348

Purity/Quality:

95%+ or 98%+ ^*data from raw suppliers

cis-10,11-Dihydroxy-10,11-dihydrocarbamazepine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(C(C3=CC=CC=C3N2C(=O)N)O)O
• Isomeric SMILES: C1=CC=C2C(=C1)[C@@H]([C@@H](C3=CC=CC=C3N2C(=O)N)O)O
• Uses: cis-10,11-Dihydroxy-10,11-dihydrocarbamazepine is a Carbamazepine (C175840) metabolite. It can also be used for anti-epileptic drugs with biological relevant free radicals. A Carbamazepine (C175840) metabolite.

Technology Process of cis-10,11-Dihydroxy-10,11-dihydrocarbamazepine

There total 2 articles about cis-10,11-Dihydroxy-10,11-dihydrocarbamazepine 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: 55.2%

5-carbamoyl-10,11-dihydro-11-oxo-5H-dibenzazepine-10-yl acetate (113952-21-9) → cis-10,11-dihydro-10,11-dihydroxy-5H-dibenzazepine-5-carboxamide (58955-94-5,58955-93-4) + trans-10,11-dihydro-10,11-dihydroxy-5H-dibenzazepine-5-carboxamide (106680-78-8,58955-93-4)

Guidance literature:

With diisobutylaluminium hydride; In tetrahydrofuran; toluene; at 2 ℃; for 1.5h;

DOI:10.1002/hlca.19870700730

Reference yield:

→ cis-10,11-dihydro-10,11-dihydroxy-5H-dibenzazepine-5-carboxamide (58955-94-5,58955-93-4)

Guidance literature:

aus Carbamazepine (1), OsO4-Oxid. nach Baker;

DOI:10.1248/cpb.24.3093

upstream raw materials:

5-carbamoyl-10,11-dihydro-11-oxo-5H-dibenzazepine-10-yl acetate