784-38-3

Basic information

• Product Name: 2-Amino-5-chloro-2'-fluorobenzophenone
• Synonyms: 2-Amino-5-Chloro-2''-Fluorobenzophenone(CFAB);2-Amino-2'-fluoro-5-chloro-diphenylmethanone;2-AMINO-5-CHLORO-2''-FLUORO-BENZPHENON;2-Amino-5-chloro-2'-fluorobenzophenone 99%;2-Amino-5-chloro-2'-fluorobenzophenone,99%;Methanone, (2-Amino-5-Chlorophenyl)(2-;2-Amino-5-chloro-2'-;5-Chloro-2-amino-2-fluorobenzophenone
• CAS NO: 784-38-3
• Molecular Formula: C₁₃H₉ClFNO
• Molecular Weight: 249.67
• EINECS: 212-316-8
• Product Categories: Flurazepam;Aromatics;Heterocycles;C13 to C14;Carbonyl Compounds;Ketones;Amines;Aryl Fluorinated Building Blocks;Building Blocks;C13 to C14;C13-C26;Carbonyl Compounds;Chemical Synthesis;Fluorinated Building Blocks;Organic Building Blocks;Organic Fluorinated Building Blocks;Other Fluorinated Organic Building Blocks;FINE Chemical & INTERMEDIATES;Aromatic Benzophenones & Derivatives (substituted)
• Mol File: 784-38-3.mol
• Article Data: 11

Chemical Properties

• Melting Point: 95-98 °C(lit.)
• Boiling Point: 207C
• Flash Point: 215.2 °C
• Appearance: yellow fine powder
• Density: 1.3134 (estimate)
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: -1.05±0.10(Predicted)
• CAS DataBase Reference: 2-Amino-5-chloro-2'-fluorobenzophenone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Amino-5-chloro-2'-fluorobenzophenone(784-38-3)
• EPA Substance Registry System: 2-Amino-5-chloro-2'-fluorobenzophenone(784-38-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-24/25-36/37
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 784-38-3(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 784-38-3 differently. You can refer to the following data:
1. Employed in the syntheses of benzotriazepines1 and diazepam-related benzodiazepines.2
2. Flurazepam synthon
3. A starting material for the synthesis of diazepam and other benzodiazepines

Synthetic route

2-amino-5-chlorobenzonitrile (5922-60-1) + o-fluorophenylboronic acid (1993-03-9) → 2-amino-5-chloro-2'-fluorobenzophenone (784-38-3)

Conditions	Yield
With 5,5'-dimethyl-2,2'-bipyridine; methanesulfonic acid; palladium(II) trifluoroacetate; water In 2-methyltetrahydrofuran at 80℃; for 36h; Schlenk technique;	64%
With [2,2]bipyridinyl; methanesulfonic acid; palladium(II) trifluoroacetate In tetrahydrofuran; water at 80℃; for 36h;

2-amino-5-chloro-α-(2-fluorophenyl)benzenemethanol (74173-87-8) → (2-amino-5-chlorophenyl)(2-fluorophenyl)methanol + 2-amino-5-chloro-2'-fluorobenzophenone (784-38-3)

Conditions	Yield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; oxygen; copper(II) bis(trifluoromethanesulfonate); (R)-1,1'-binaphthyl-2,2'-diamine In toluene at 80℃; for 18h; optical yield given as %ee;	A n/a B 59%

flurazepam (17617-23-1) → 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)

Conditions	Yield
With hydrogenchloride multistep reaction: biotransformation, acid hydrolysis;

4-chloro-aniline (106-47-8) + 2-Fluorobenzoyl chloride (393-52-2) → 2-amino-5-chloro-2'-fluorobenzophenone (784-38-3)

Conditions	Yield
With zinc(II) chloride at 200 - 230℃; for 3h;
Stage #1: 4-chloro-aniline; 2-Fluorobenzoyl chloride With zinc(II) chloride at 180 - 230℃; Friedel Crafts acylation; Stage #2: With sulfuric acid; acetic acid In water for 0.666667h; Reflux;

tert-butyl 4-chloro-2-(2-fluorobenzoyl)phenylcarbamate → 2-amino-5-chloro-2'-fluorobenzophenone (784-38-3)

Conditions	Yield
With hydrogenchloride In ethanol; water Reflux;
Stage #1: tert-butyl 4-chloro-2-(2-fluorobenzoyl)phenylcarbamate With hydrogenchloride; water In ethanol Reflux; Stage #2: With sodium hydrogencarbonate In ethanol; water pH=8;

N-(t-butoxycarbonyl)-4-chloroaniline (18437-66-6) → 2-amino-5-chloro-2'-fluorobenzophenone (784-38-3)

Conditions	Yield
Multi-step reaction with 2 steps 1.1: tert.-butyl lithium / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere 1.2: 1.25 h / -40 °C / Inert atmosphere 2.1: hydrogenchloride; water / ethanol / Reflux 2.2: pH 8 View Scheme

4-chloro-aniline (106-47-8) → 2-amino-5-chloro-2'-fluorobenzophenone (784-38-3)

Conditions	Yield
Multi-step reaction with 3 steps 1.1: N-ethyl-N,N-diisopropylamine / toluene / 20 °C 2.1: tert.-butyl lithium / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere 2.2: 1.25 h / -40 °C / Inert atmosphere 3.1: hydrogenchloride; water / ethanol / Reflux 3.2: pH 8 View Scheme

o-fluorobromobenzene (1072-85-1) + N-methyl-N-methyloxy-2-amino-5-chlorobenzamide (150879-48-4) → 2-amino-5-chloro-2'-fluorobenzophenone (784-38-3)

Conditions	Yield
With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Inert atmosphere;

5-Chloroisatoic anhydride (4743-17-3) → 2-amino-5-chloro-2'-fluorobenzophenone (784-38-3)

Conditions	Yield
Multi-step reaction with 2 steps 1.1: triethylamine / ethanol; water / 0.17 h / 25 °C 1.2: 1.5 h / Reflux 2.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere View Scheme

2-amino-5-chloro-2'-fluorobenzophenone (784-38-3) + acetylacetone (123-54-6) → 1-(6-chloro-4-(2-fluorophenyl)-2-methylquinolin-3-yl)ethan-1-one (57262-00-7)

Conditions	Yield
With magnesium(II) chloride hexahydrate In ethanol at 80℃; for 12h; Reagent/catalyst; Friedlaender Quinoline Synthesis; Schlenk technique;	99%
With 1,3-dimethylimidazolium sulfate monomethyl ester; L-proline at 90℃; for 0.5h; Knoevenagel Condensation; Green chemistry;	96%
With L-proline In neat (no solvent) for 0.15h; Knoevenagel Condensation; Microwave irradiation; Green chemistry;	95%

phenylacetylene (536-74-3) + 2-amino-5-chloro-2'-fluorobenzophenone (784-38-3) → 2-phenyl-4-(2'-fluorophenyl)-6-chloroquinoline

Conditions	Yield
With zinc trifluoromethanesulfonate; 1-hexyl-3-methylimidazolium hexafluorophosphate at 80 - 90℃; for 2.5h; Meyer-Schuster rearrangement; Heating;	98%
With propylphosphonium tetrachloroindate ionic liquid supported on nanosilica In neat (no solvent) at 110℃; for 0.583333h;	95%
With indium(III) triflate at 110℃; for 0.0583333h; microwave irradiation;	92%
With potassium dodeca tungstocobaltate trihydrate; hex-1-yne at 110℃; for 0.166667h; Microwave irradiation; neat (no solvent);	90%
Multi-step reaction with 2 steps 1: potassium tert-butylate / neat (no solvent) / 2 h / 20 °C / Inert atmosphere 2: calcium(II) trifluoromethanesulfonate; tert-butylammonium hexafluorophosphate(V) / neat (no solvent) / 2.5 h / 70 °C View Scheme

2-amino-5-chloro-2'-fluorobenzophenone (784-38-3) → 2-azido-5-chloro-2'-fluorobenzophenone (53878-94-7)

Conditions	Yield
Stage #1: 2-amino-5-chloro-2'-fluorobenzophenone With acetic acid; sodium nitrite In water at 0℃; for 1h; Inert atmosphere; Stage #2: With sodium azide In water at 0 - 20℃; Inert atmosphere;	98%

dimethyl acetylenedicarboxylate (762-42-5) + 2-amino-5-chloro-2'-fluorobenzophenone (784-38-3) → dimethyl 6-chloro-4-(2-fluorophenyl)quinoline-2,3-dicarboxylate

Conditions	Yield
With propylphosphonium tetrachloroindate ionic liquid supported on nanosilica In neat (no solvent) at 110℃; for 0.333333h;	98%
With tert-butylammonium hexafluorophosphate(V); calcium(II) trifluoromethanesulfonate In neat (no solvent) at 110℃; for 3h; Green chemistry; regioselective reaction;	85%

2-amino-5-chloro-2'-fluorobenzophenone (784-38-3) + 4-n-methylphenylacetylene (766-97-2) → 6-chloro-4-(2-fluorophenyl)-2-(p-tolyl)quinoline (1171312-04-1)

Conditions	Yield
With potassium dodeca tungstocobaltate trihydrate at 110℃; for 0.0833333h; Microwave irradiation; neat (no solvent);	96%
Multi-step reaction with 2 steps 1: potassium tert-butylate / neat (no solvent) / 2 h / 20 °C / Inert atmosphere 2: calcium(II) trifluoromethanesulfonate; tert-butylammonium hexafluorophosphate(V) / neat (no solvent) / 4.5 h / 70 °C View Scheme

N-tert-butyloxycarbonylpiperidin-4-one (79099-07-3) + 2-amino-5-chloro-2'-fluorobenzophenone (784-38-3) → C23H22ClFN2O2 (1347747-95-8)

Conditions	Yield
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide In ethyl acetate; N,N-dimethyl-formamide at 90℃; Friedlaender reaction; Microwave irradiation;	95%

2-amino-5-chloro-2'-fluorobenzophenone (784-38-3) → 2-amino-5-chloro-α-(2-fluorophenyl)benzenemethanol (74173-87-8)

Conditions	Yield
With sodium tetrahydroborate In ethanol for 1h; Heating;	94%
With sodium tetrahydroborate In methanol at 0℃;	88%
With sodium borohydrid In methanol; water; Petroleum ether
With sodium tetrahydroborate

orthoformic acid triethyl ester (122-51-0) + 2-amino-5-chloro-2'-fluorobenzophenone (784-38-3) → 6-chloro-4-(2’-fluorophenyl)quinazoline (55075-93-9)

Conditions	Yield
With ammonium acetate In neat (no solvent) at 110℃; for 2h; Green chemistry;	93%

cyclohexane-1,2-dione (765-87-7) + 2-amino-5-chloro-2'-fluorobenzophenone (784-38-3) → 7-chloro-9-(2'-fluorophenyl)-2,3-dihydro-1H-acridin-4-one

Conditions	Yield
With indium(III) chloride; 1-butyl-3-methylimidazolium Tetrafluoroborate at 100℃; for 2h;	92%
With sulfuric acid; silica gel In methanol for 2.5h; Friedlaender Quinoline Synthesis; Reflux;	90%
With eaton’s reagent In neat (no solvent) at 90℃; for 3h;	82%

dimethylglyoxal (431-03-8) + 2-amino-5-chloro-2'-fluorobenzophenone (784-38-3) → 2-acetyl-6-chloro-4-(2'-fluorophenyl)-quinoline

Conditions	Yield
With indium(III) triflate; 1-butyl-3-methylimidazolium Tetrafluoroborate at 100℃; for 2h; Friedlaender Quinoline Synthesis; Ionic liquid;	92%

2-Bromoacetyl bromide (598-21-0) + 2-amino-5-chloro-2'-fluorobenzophenone (784-38-3) → 2‑(2‑bromoacetamido)‑5‑chloro‑2'‑fluorobenzophenone (1584-62-9)

Conditions	Yield
In dichloromethane at 0℃; for 4h;	90%
In diethyl ether at 10℃; for 2h;
With water In dichloromethane at 20℃;
In acetonitrile chemoselective reaction;

2-amino-5-chloro-2'-fluorobenzophenone (784-38-3) + 4-chlorocarbonyl-4-(9H-fluoren-9-ylmethoxycarbonylamino)-butyric acid methyl ester (308243-40-5) → 4-[4-chloro-2-(2-fluoro-benzoyl)-phenylcarbamoyl]-4-(9H-fluoren-9-ylmethoxycarbonylamino)-butyric acid methyl ester (308243-58-5)

Conditions	Yield
In diethyl ether; chloroform for 0.5h; Heating / reflux;	90%
In chloroform Heating;

1-ethynyl-3-methoxybenzene (768-70-7) + 2-amino-5-chloro-2'-fluorobenzophenone (784-38-3) → 6-chloro-4-(2-fluorophenyl)-2-(3-methoxyphenyl)-quinoline (1093164-46-5)

Conditions	Yield
With potassium dodeca tungstocobaltate trihydrate at 110℃; for 0.166667h; Microwave irradiation; neat (no solvent);	90%

sodium acetate (127-09-3) + 2-amino-5-chloro-2'-fluorobenzophenone (784-38-3) → N-[4-chloro-2-(2-fluorobenzoyl)phenyl]acetamide (57698-59-6)

Conditions	Yield
With acetic anhydride at 80℃; for 1h;	90%

1,3-cylohexanedione (504-02-9) + 2-amino-5-chloro-2'-fluorobenzophenone (784-38-3) → C19H13ClFNO

Conditions	Yield
With sulfuric acid; silica gel In methanol for 2.5h; Friedlaender Quinoline Synthesis; Reflux;	90%
With hydrogenchloride In water at 20℃; for 5h; Friedlaender Quinoline Synthesis;	82%

2-amino-5-chloro-2'-fluorobenzophenone (784-38-3) → (Z)-2-amino-5-chloro-4-((4-chloro-2-(2-fluoro benzoyl)phenyl)imino)-3-(2-fluorobenzoyl)cyclohexa-2,5-dien-1-one

Conditions	Yield
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In dimethyl sulfoxide at 27 - 30℃; for 0.583333h; chemoselective reaction;	87%

2-amino-5-chloro-2'-fluorobenzophenone (784-38-3) + 4-methoxyphenylacetylen (768-60-5) → 6-chloro-4-(2-fluorophenyl)-2-(4-methoxyphenyl)quinoline (1093164-45-4)

Conditions	Yield
With potassium dodeca tungstocobaltate trihydrate at 110℃; for 0.25h; Microwave irradiation; neat (no solvent);	86%

2-amino-5-chloro-2'-fluorobenzophenone (784-38-3) + (R)-2-methylpropane-2-sulfinamide (196929-78-9) → C17H18ClFN2OS

Conditions	Yield
With titanium(IV) isopropylate In tetrahydrofuran at 122℃; for 0.666667h; Microwave irradiation;	86%
With titanium(IV) isopropylate In tetrahydrofuran for 2h; Reagent/catalyst; Solvent; Microwave irradiation;	85%

Triethyl orthoacetate (78-39-7) + 2-amino-5-chloro-2'-fluorobenzophenone (784-38-3) → 6-chloro-4-(2-fluorophenyl)-2-methylquinazoline

Conditions	Yield
With ammonium acetate In neat (no solvent) at 110℃; for 2h; Green chemistry;	86%

Methyltriphenylphosphonium bromide (1779-49-3) + 2-amino-5-chloro-2'-fluorobenzophenone (784-38-3) → 4-chloro-2-(1-(2-fluorophenyl)vinyl)aniline (488828-89-3)

Conditions	Yield
Stage #1: Methyltriphenylphosphonium bromide With potassium tert-butylate In tetrahydrofuran at 0 - 20℃; for 0.5h; Schlenk technique; Inert atmosphere; Stage #2: 2-amino-5-chloro-2'-fluorobenzophenone In tetrahydrofuran at 0 - 20℃; Schlenk technique; Inert atmosphere;	85%
Stage #1: Methyltriphenylphosphonium bromide With potassium tert-butylate In tetrahydrofuran at 0℃; for 0.666667h; Schlenk technique; Inert atmosphere; Stage #2: 2-amino-5-chloro-2'-fluorobenzophenone In tetrahydrofuran at 0 - 20℃; Schlenk technique; Inert atmosphere;	85%
Stage #1: Methyltriphenylphosphonium bromide With potassium 2-methylbutan-2-olate In tetrahydrofuran at 20℃; for 0.5h; Stage #2: 2-amino-5-chloro-2'-fluorobenzophenone In tetrahydrofuran at 20℃; Further stages.;	80%

cyclohexanone (108-94-1) + 2-amino-5-chloro-2'-fluorobenzophenone (784-38-3) → 7-chloro-9-(2-fluoro-phenyl)-1,2,3,4-tetrahydro-acridine

Conditions	Yield
With bismuth(lll) trifluoromethanesulfonate In ethanol at 20℃; for 5.5h;	85%
With hydrogenchloride In water at 20℃; for 6h; Friedlaender Quinoline Synthesis;	84%

phenylpropynoic acid ethyl ester (2216-94-6) + 2-amino-5-chloro-2'-fluorobenzophenone (784-38-3) → ethyl 6-chloro-4-(2-fluorophenyl)-2-phenylquinoline-3-carboxylate (1350934-76-7)

Conditions	Yield
With tert-butylammonium hexafluorophosphate(V); calcium(II) trifluoromethanesulfonate In neat (no solvent) at 110℃; for 4.5h; Green chemistry; regioselective reaction;	85%
With (triphenylphosphine)gold(I) chloride; silver trifluoromethanesulfonate In N,N-dimethyl-formamide at 100℃; for 2h; Inert atmosphere;	80%

N,N-bis(4-chlorophenacyl)-4-chloroaniline (1426307-47-2) + 2-amino-5-chloro-2'-fluorobenzophenone (784-38-3) → [5-chloro-3-(2-fluorophenyl)-1H-2-indolyl](4-chlorophenyl)methanone (1426307-56-3) + 4-chloro-aniline (106-47-8)

Conditions	Yield
With camphor-10-sulfonic acid In ethanol for 1.6h; Reflux;	A 84% B n/a

2-amino-5-chloro-2'-fluorobenzophenone (784-38-3) + orthobenzoic acid trimethyl ester (707-07-3) → 6-chloro-2-phenyl-4-(2-fluorophenyl)quinazoline (1283751-57-4)

Conditions	Yield
With ammonium acetate In neat (no solvent) at 110℃; for 2.5h; Green chemistry;	84%

N,N-diphenacylaniline (41120-12-1) + 2-amino-5-chloro-2'-fluorobenzophenone (784-38-3) → [5-chloro-3-(2-fluorophenyl)-1H-2-indolyl](phenyl)methanone (1426307-55-2) + aniline (62-53-3)

Conditions	Yield
With camphor-10-sulfonic acid In ethanol for 2h; Reflux;	A 82% B n/a

ethyl acetoacetate (141-97-9) + 2-amino-5-chloro-2'-fluorobenzophenone (784-38-3) → ethyl 6-chloro-4-(2-fluorophenyl)-2-methyl-3-quinolinecarboxylate

Conditions	Yield
With hydrogenchloride In water at 20℃; for 16h; Friedlaender Quinoline Synthesis;	81%
With bismuth(lll) trifluoromethanesulfonate In ethanol at 20℃; for 6h;	72%

N,N-bis(4-chlorinephenacyl)aniline (932022-91-8) + 2-amino-5-chloro-2'-fluorobenzophenone (784-38-3) → [5-chloro-3-(2-fluorophenyl)-1H-2-indolyl](4-chlorophenyl)methanone (1426307-56-3) + aniline (62-53-3)

Conditions	Yield
With camphor-10-sulfonic acid In ethanol for 2.1h; Reflux;	A 81% B n/a

2,3-Pentanedione (600-14-6) + 2-amino-5-chloro-2'-fluorobenzophenone (784-38-3) → 6-chloro-4-(2'-fluorophenyl)-2-propanoylquinoline

Conditions	Yield
With indium(III) triflate; 1-butyl-3-methylimidazolium Tetrafluoroborate at 100℃; for 2h; Friedlaender Quinoline Synthesis; Ionic liquid;	81%

tert.-butylhydroperoxide (75-91-2) + 2-amino-5-chloro-2'-fluorobenzophenone (784-38-3) → 6-chloro-4-(2’-fluorophenyl)quinazoline (55075-93-9)

Conditions	Yield
With ammonium acetate; caesium carbonate In water; acetonitrile at 80℃; for 12h;	81%

Upstream product

• 18437-66-6 N-(t-butoxycarbonyl)-4-chloroaniline 
• 106-47-8 4-chloro-aniline 
• 5922-60-1 2-amino-5-chlorobenzonitrile 
• 1993-03-9 o-fluorophenylboronic acid 
• 74173-87-8 2-amino-5-chloro-α-(2-fluorophenyl)benzenemethanol 
• 393-52-2 2-Fluorobenzoyl chloride 
• 17617-23-1 flurazepam 
• 4743-17-3 5-Chloroisatoic anhydride 
• 1072-85-1 o-fluorobromobenzene 
• 150879-48-4 N-methyl-N-methyloxy-2-amino-5-chlorobenzamide 

Downstream Products

• 1046154-79-3 6-chloro-4-(2-fluorophenyl)quinolin-2(1H)-one 
• 2836-40-0 2-(2-chloroacetyl)amino-4-chloro-2'-fluorobenzophenone 
• 1046154-82-8 C₁₇H₁₃ClFNO₂ 
• 53878-94-7 2-azido-5-chloro-2'-fluorobenzophenone 
• 1347747-95-8 C₂₃H₂₂ClFN₂O₂ 
• 1426307-56-3 [5-chloro-3-(2-fluorophenyl)-1H-2-indolyl](4-chlorophenyl)methanone 
• 106-47-8 4-chloro-aniline 
• 62-53-3 aniline 
• 1426307-55-2 [5-chloro-3-(2-fluorophenyl)-1H-2-indolyl](phenyl)methanone 

Relevant articles and documents

Iron-Promoted Construction of Indoles via Intramolecular Oxidative C-N Coupling of 2-Alkenylanilines Using Persulfate

Indole scaffold synthesis relies primarily on oxidative C-H amination of N-protected alkenylanilines for C-N intramolecular cyclization reactions. Herein, for the first time, without N-protection, various readily prepared 2-alkenylanilines were transformed into the desired indole products in good yields by using K 2 S 2 O 8 as oxidant in the presence of catalytic amounts of FeF 2. The K 2 S 2 O 8 /FeF 2 system offers a direct and benign synthetic route to 3-arylindoles and it is applicable to a wide range of substituted indoles including drug intermediates.

Palladium-catalyzed direct addition of arylboronic acids to 2-aminobenzonitrile derivatives: Synthesis, biological evaluation and in silico analysis of 2-aminobenzophenones, 7-benzoyl-2-oxoindolines, and 7-benzoylindoles

A palladium-catalyzed direct addition of arylboronic acids to unprotected 2-aminobenzonitriles has been developed, leading to a wide range of 2-aminobenzophenones with moderate to excellent yields. The transformation has broad scope and high functional group tolerance. Moreover, 2-oxoindoline-7-carbonitrile and indole-7-carbonitrile were applicable to this process for the construction of 7-benzoyl-2-oxoindolines and 7-benzoylindoles, respectively. Among the compounds examined, compound 4e possessed the most potent anticancer activity against H446 and HGC-27 in vitro, with IC50 values of 0.02 μmol L-1 and 0.09 μmol L-1, respectively, while compound 4a showed the best potent anticancer activity against SGC-7901 with an IC50 value of 0.01 μmol L-1. Furthermore, we also performed in silico molecular docking calculations to investigate the interaction mode and binding affinity between the examined compounds and their tubulin target. This journal is

Synthesis of quinolin-2-one alkaloid derivatives and their inhibitory activities against HIV-1 reverse transcriptase

Based on an established common pharmacophore of HIV-1 non-nucleoside reverse transcriptase inhibitors (NNTTIs), a series of quinolin-2-one derivatives were synthesized and assayed for their in vitro activities against HIV-1 reverse transcriptase (RT) for the first time. Some of the tested compounds were active against HIV-1 RT. Compounds 4a2 and 4d2 showed inhibitory activities with IC50 values of 0.21 and 0.15 μM, respectively, with a mode of interaction with RT residues of the allosteric pocket similar to that of efavirenz.