1A,10B-DIHYDRO-6H-DIBENZO[B,F]OXIRENO[D]AZEPINE-6-CARBOXAMIDE

Base Information

• Chemical Name: 1A,10B-DIHYDRO-6H-DIBENZO[B,F]OXIRENO[D]AZEPINE-6-CARBOXAMIDE
• CAS No.: 36507-30-9
• Molecular Formula: C15H12N2O2
• Molecular Weight: 252.272
• Hs Code.: 2933990090
• European Community (EC) Number: 641-693-5
• UNII: QC9505F279
• DSSTox Substance ID: DTXSID60891456
• Nikkaji Number: J9.164B
• Wikidata: Q27106058
• Metabolomics Workbench ID: 67436
• ChEMBL ID: CHEMBL1258
• Mol file: 36507-30-9.mol

Synonyms:10,11-Dihydro-10,11-epoxycarbamazepine;10,11-Dihydro-5H-dibenz[b,f]azepine-5-carboxamide 10,11-epoxide;10,11-Epoxycarbamazepine;Carbamazepine 10,11-epoxide;Carbamazepine10,11-oxide;GP 49-023;

Chemical Property of 1A,10B-DIHYDRO-6H-DIBENZO[B,F]OXIRENO[D]AZEPINE-6-CARBOXAMIDE

Chemical Property:

• Vapor Pressure: 2.69E-06mmHg at 25°C
• Melting Point: 204-206 °C
• Refractive Index: 1.686
• Boiling Point: 390.2 °C at 760 mmHg
• PKA: 13.91±0.20(Predicted)
• Flash Point: 189.8 °C
• PSA: 58.86000
• Density: 1.377 g/cm³
• LogP: 3.79470
• Storage Temp.: −20°C
• Solubility.: Chloroform (Slightly), DMSO (Slightly)
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 252.089877630
• Heavy Atom Count: 19
• Complexity: 358

Purity/Quality:

98%,99%, ^*data from raw suppliers

Carbamazepine 10,11-epoxide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn,N,T,F
• Statements: 22-36/37/38-51/53-39/23/24/25-23/24/25-11
• Safety Statements: 26-36-61-45-36/37-16-7

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C3C(O3)C4=CC=CC=C4N2C(=O)N
• Uses: A metabolite of Carbamazepine (C175840). Representative lots contained 1-2% carbamazepine by HPLC. A metabolite of Carbamazepine (C175840).Representative lots contained 1-2% carbamazepine by HPLC. A metabolite of Carbamazepine. Representative lots contained 1-2% carbamazepine by HPLC

Technology Process of 1A,10B-DIHYDRO-6H-DIBENZO[B,F]OXIRENO[D]AZEPINE-6-CARBOXAMIDE

There total 6 articles about 1A,10B-DIHYDRO-6H-DIBENZO[B,F]OXIRENO[D]AZEPINE-6-CARBOXAMIDE 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: 91.0%

carbamazepin (298-46-4) → carbamazepine 10,11-epoxide (36507-30-9)

Guidance literature:

With peracetic acid; potassium permanganate supported on alumina; sodium carbonate; In dichloromethane; acetic acid; at 20 ℃; for 1.66667h; Heating / reflux;

Reference yield:

Licarbazepine acetate (186694-45-1,236395-14-5) → carbamazepine 10,11-epoxide (36507-30-9)

Guidance literature:

With CYP₃A₄; In dimethyl sulfoxide; at 37 ℃; Enzymatic reaction;

DOI:10.1124/dmd.120.000295

Reference yield:

carbamazepin (298-46-4) → carbamazepine 10,11-epoxide (36507-30-9) + 10,11 dihydro 10,11 dihydroxy 5h dibenz[b,f]azepine 5 carboxamide (35079-97-1,58955-93-4)

Guidance literature:

With [bis(acetoxy)iodo]benzene; Mn^IIIBr₈T₄CMPPCl; In dichloromethane; at 25 ℃; for 1h;

DOI:10.1016/j.apcata.2011.09.001

upstream raw materials:

carbamazepin

Licarbazepine acetate

Downstream raw materials:

10,11 dihydro 10,11 dihydroxy 5h dibenz[b,f]azepine 5 carboxamide

(10S)-10-[(2R)-(acetyloxy)(phenyl)ethanoate]-10,11-dihydro-5H-dibenzo[b,f]azepine-5-carboxamide

S-licarbazepine

eslicarbazepine acetate

Refernces

• 1、 Vogna, Davide,Marotta, Raffaele,Andreozzi, Roberto,Napolitano, Alessandra,D'Ischia, Marco. "Kinetic and chemical assessment of the UV/H2O2 treatment of antiepileptic drug carbamazepine". . p. 497 - 505. Retrieved 2004.
• 2、 Alharbi, Sultan K.,Nghiem, Long D.,van de Merwe, Jason P.,Leusch, Frederic D. L.,Asif, Muhammad B.,Hai, Faisal I.,Price, William E.. "Degradation of diclofenac, trimethoprim, carbamazepine, and sulfamethoxazole by laccase from Trametes versicolor: Transformation products and toxicity of treated effluent". . p. 399 - 408. Retrieved 2019.
• 3、 Chan,Sawchuk,Thompson,Redalieu,Wagner Jr.,LeSher,Weeks,Hall,Gerardin. "Bioequivalence of carbamazepine chewable and conventional tablets: Single-dose and steady-state studies". . p. 866 - 870. Retrieved 1985.
• 4、 Pradines, Vincent,Pratviel, Geneviève. "Interaction of cationic manganese porphyrin with G-quadruplex nucleic acids probed by differential labeling of the two faces of the porphyrin". . p. 2185 - 2188. Retrieved 2013.
• 5、 -. "COMPOSITIONS AND METHODS FOR THE TREATMENT OF NEUROLOGICAL DISORDERS". Paragraph 0121-0122. . Retrieved 2016/06/01.