7-Chloro-5-(2-fluoro-phenyl)-1,3-dihydro-2H-1,4-benzodiazepin-2-one

Base Information

• Chemical Name: 7-Chloro-5-(2-fluoro-phenyl)-1,3-dihydro-2H-1,4-benzodiazepin-2-one
• CAS No.: 2886-65-9
• Molecular Formula: C15H10ClFN2O
• Molecular Weight: 288.709
• Hs Code.: 2933997500
• European Community (EC) Number: 220-748-3
• UNII: X9U41NXR6M
• DSSTox Substance ID: DTXSID30183057
• Nikkaji Number: J13.722G
• Wikidata: Q27293739
• ChEMBL ID: CHEMBL974
• Mol file: 2886-65-9.mol

Synonyms:2H-1,4-Benzodiazepin-2-one,7-chloro-5-(o-fluorophenyl)-1,3-dihydro- (7CI,8CI);7-Chloro-1,3-dihydro-5-(2'-fluorophenyl)-2H-1,4-benzodiazapin-2-one;7-Chloro-5-(2'-fluorophenyl)-1,3-dihydro-2H-1,4-benzodiazepin-2-one;7-Chloro-5-(o-fluorophenyl)-1,3-dihydro-1,4-benzodiazepin-2-one;7-Chloro-5-(o-fluorophenyl)-1,3-dihydro-2H-1,4-benzodiazepine-2-one;CM 7116;Descarbethoxyloflazepate;N-1-Desalkylflurazepam;N-Desalkyl-2-oxoquazepam;N-Desalkylflutoprazepam;Norfludiazepam;Norflurazepam;Norflutoprazepam;Ro 5-3367;Sch 17514;

Chemical Property of 7-Chloro-5-(2-fluoro-phenyl)-1,3-dihydro-2H-1,4-benzodiazepin-2-one

Chemical Property:

• Appearance/Colour: Light yellow solid
• Vapor Pressure: 1.97E-08mmHg at 25°C
• Melting Point: 204-206 °C
• Refractive Index: 1.647
• Boiling Point: 454 °C at 760 mmHg
• PKA: 11.55±0.70(Predicted)
• Flash Point: 228.4 °C
• PSA: 41.46000
• Density: 1.39 g/cm³
• LogP: 2.84220
• Storage Temp.: -20°C Freezer
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 288.0465688
• Heavy Atom Count: 20
• Complexity: 415

Purity/Quality:

99% ^*data from raw suppliers

Flurazepam Related Compound F United States Pharmacopeia (USP) Reference Standard ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,T
• Hazard Codes: F,T
• Statements: 11-23/24/25-39/23/24/25
• Safety Statements: 22-24/25-45-36/37-16-7

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(=O)NC2=C(C=C(C=C2)Cl)C(=N1)C3=CC=CC=C3F
• Description: Desalkylflurazepam (Item No. 18484) is an analytical reference material that is structurally categorized as a benzodiazepine. It is an active metabolite of several benzodiazepines, including flurazepam , flutoprazepam, fludiazepam, midazolam, and quazepam. Desalkylflurazepam inhibits L-type voltage-gated calcium channels (Cav; IC50s = 55 and 37 μM for Cav1.2 and 1.3, respectively) by positively modulating GABAA receptors. It can be detected in urine, serum, and meconium by LC-MS/MS. This product is intended for research and forensic applications.
• Uses: The major human metabolite of flurazepam. This is a controlled drug precursor therefore a liscence may be required for purchase

Technology Process of 7-Chloro-5-(2-fluoro-phenyl)-1,3-dihydro-2H-1,4-benzodiazepin-2-one

There total 16 articles about 7-Chloro-5-(2-fluoro-phenyl)-1,3-dihydro-2H-1,4-benzodiazepin-2-one 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: 80.0%

BOC-glycine (4530-20-5) + 2-amino-5-chloro-2'-fluorobenzophenone (784-38-3) → 7-chloro-5-(2-fluorophenyl)-1,3-dihydro-1,4-benzodiazepin-2(2H)-one (2886-65-9)

Guidance literature:

BOC-glycine; 2-amino-5-chloro-2'-fluorobenzophenone; With dicyclohexyl-carbodiimide; In toluene; at 150 ℃; for 0.5h; Microwave irradiation;

With trifluoroacetic acid; In toluene; at 150 ℃; for 0.333333h; Microwave irradiation;

DOI:10.1039/c1nj20551j

Reference yield: 71.0%

2-(2-chloroacetyl)amino-4-chloro-2'-fluorobenzophenone (2836-40-0) → 7-chloro-5-(2-fluorophenyl)-1,3-dihydro-1,4-benzodiazepin-2(2H)-one (2886-65-9)

Guidance literature:

With paraformaldehyde; In methanol; ammonia; water;

Reference yield: 70.0%

2?(2?bromoacetamido)?5?chloro?2'?fluorobenzophenone (1584-62-9) → 7-chloro-5-(2-fluorophenyl)-1,3-dihydro-1,4-benzodiazepin-2(2H)-one (2886-65-9)

Guidance literature:

With ammonia; In methanol; at 0 ℃; Reflux;

DOI:10.1007/s13738-018-1555-0

upstream raw materials:

7-chloro-5-(2-fluorophenyl)-N-methoxy-alpha-nitro-3H-1,4-benzodiazepine-2-methanimine

flurazepam dihydrochloride

flurazepam

hexamethylenetetramine

Downstream raw materials:

7-chloro-1,3-dihydro-5-(2-fluorophenyl)-2H-1,4-benzodiazepine-2-thione

7-chloro-1-ethyl-(o-fluorophenyl)-3H-[1,4]benzodiazepin-2-one

7-chloro-5-(2-fluoro-phenyl)-1-(4-methoxy-benzyl)-1,3-dihydro-benzo[e][1,4]diazepin-2-one

2-(methylthio)-5-(o-fluorophenyl)-7-chloro-3H-1,4-benzodiazepine

Refernces

• 1、 Mwande-Maguene, Gabin,Jakhlal, Jouda,Lekana-Douki, Jean-Bernard,Mouray, Elisabeth,Bousquet, Till,Pellegrini, Sylvain,Grellier, Philippe,Ndouo, Fousseyni Samba Toure,Lebibi, Jacques,Pelinski, Lydie. "One-pot microwave-assisted synthesis and antimalarial activity of ferrocenyl benzodiazepines". . p. 2412 - 2415. Retrieved 2012/01/04.
• 2、 Narayana,Vijaya Raj,Ashalatha,Kumari, N. Suchetha. "Synthesis of?some?new substituted triazolo [4,3-a][1,4] benzodiazepine derivatives as?potent anticonvulsants". . p. 417 - 422. Retrieved 2007/10/03.