6280-88-2

Basic information

• Product Name: 4-Chloro-2-nitrobenzoic acid
• Synonyms: Benzoic acid, 4-chloro-2-nitro-;4-Chloro-2-nitrobenzoic acid, 97+%;4,2-CNBA;4-Chloro-2-Nitrobenzoic;4-CHLORO-2-NITROBENZOIC ACID 98+%;2-Carboxy-5-chloronitrobenzene;4-CHLORO-2-NITROBENZOIC ACID FOR SYNTHES;4-Chloro-2-nitrobenzoic acid 97%
• CAS NO: 6280-88-2
• Molecular Formula: C₇H₄ClNO₄
• Molecular Weight: 201.56
• EINECS: 228-483-5
• Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;C7;Carbonyl Compounds;Carboxylic Acids;API Intermediate
• Mol File: 6280-88-2.mol
• Article Data: 3

Chemical Properties

• Melting Point: 141-143 °C(lit.)
• Boiling Point: 160.5°C (rough estimate)
• Flash Point: >100°C
• Appearance: light yellow to light yellow-green crystalline
• Density: 1.5
• Vapor Pressure: 1.03E-05mmHg at 25°C
• Refractive Index: 1.6000 (estimate)
• Storage Temp.: Store below +30°C.
• Solubility: 5.3g/l
• PKA: 1.97±0.25(Predicted)
• Water Solubility: 0.53 g/100 mL (15 ºC)
• BRN: 2051370
• CAS DataBase Reference: 4-Chloro-2-nitrobenzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Chloro-2-nitrobenzoic acid(6280-88-2)
• EPA Substance Registry System: 4-Chloro-2-nitrobenzoic acid(6280-88-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-24/25
• RIDADR: UN 2811 6.1/PG 3
• WGK Germany: 3
• Hazardous Substances Data: 6280-88-2(Hazardous Substances Data)

Usage

InChI:InChI=1/C7H4ClNO4/c8-4-1-2-5(7(10)11)6(3-4)9(12)13/h1-3H,(H,10,11)/p-1

Synthetic route

4-chloro-2-nitrobenzonitrile (34662-32-3) → 4-chloro-2-nitro-benzoic acid (6280-88-2)

Conditions	Yield
With sulfuric acid
With sulfuric acid
With sulfuric acid
Multi-step reaction with 2 steps 1: sulfuric acid 2: sulfuric acid View Scheme

4-chloro-2-nitrotoluene (89-59-8) → 4-chloro-2-nitro-benzoic acid (6280-88-2)

Conditions	Yield
With nitric acid at 200℃;
With pyridine; potassium permanganate; water
With potassium permanganate

4-chloro-1-ethyl-2-nitrobenzene (2001-16-3) → 4-chloro-2-nitro-benzoic acid (6280-88-2)

Conditions	Yield
With potassium permanganate

4-chloro-2-nitrobenzoic amide (41994-91-6) → 4-chloro-2-nitro-benzoic acid (6280-88-2)

Conditions	Yield
With sulfuric acid

4-chloro-2-nitrotoluene (89-59-8) + nitric acid (7697-37-2) → 4-chloro-2-nitro-benzoic acid (6280-88-2)

4-chloro-2-nitrotoluene (89-59-8) + potassium permanganate → 4-chloro-2-nitro-benzoic acid (6280-88-2)

4-Chloro-2-nitroaniline (89-63-4) → 4-chloro-2-nitro-benzoic acid (6280-88-2)

Conditions	Yield
Multi-step reaction with 2 steps 1: durch Austausch von NH2 gegen CN nach Sandmeyer 2: concentrated sulfuric acid View Scheme
Multi-step reaction with 2 steps 2: sulfuric acid View Scheme
Multi-step reaction with 2 steps 1: copper (II)-sulfate; alkali cyanide; water; sulfuric acid; Wasser / Edukt 4: Natriumnitrit 2: aqueous sulfuric acid View Scheme

4-chloro(ethylbenzene) (622-98-0) → 4-chloro-2-nitro-benzoic acid (6280-88-2)

Conditions	Yield
Multi-step reaction with 2 steps 1: sulfuric acid; nitric acid 2: KMnO4 View Scheme

1-methyl-2-nitrobenzene (88-72-2) → 4-chloro-2-nitro-benzoic acid (6280-88-2)

Conditions	Yield
Multi-step reaction with 2 steps 1: SbCl5; chlorine / <40 2: nitric acid / 200 °C View Scheme

4-Methyl-3-nitroanilin (119-32-4) → 4-chloro-2-nitro-benzoic acid (6280-88-2)

Conditions	Yield
Multi-step reaction with 2 steps 2: KMnO4 View Scheme
Multi-step reaction with 2 steps 2: nitric acid / 200 °C View Scheme

para-chlorobenzoic acid (74-11-3) → 4-chloro-2-nitro-benzoic acid (6280-88-2)

Conditions	Yield
With nitric acid In water at 60℃; for 6h; Cooling with ice;

4-chloro-2-nitro-benzoic acid (6280-88-2) → 4-chloro-2-nitro-benzoyl chloride (41995-04-4)

Conditions	Yield
With thionyl chloride In toluene for 3h; Heating;	100%
With thionyl chloride In DMF (N,N-dimethyl-formamide) at 26 - 65℃; for 5h;	100%
With thionyl chloride at 80℃; Inert atmosphere;	90%

4-chloro-2-nitro-benzoic acid (6280-88-2) + dimethyl sulfate (77-78-1) → methyl 4-chloro-2-nitrobenzoate (42087-80-9)

Conditions	Yield
With potassium carbonate In acetone for 0.5h; Esterification; Heating;	100%

4-chloro-2-nitro-benzoic acid (6280-88-2) → 4-chloro-2-nitrobenzoic amide (41994-91-6)

Conditions	Yield
With ammonium hydroxide; thionyl chloride In dichloromethane; ethyl acetate	99%
With ammonium hydroxide; thionyl chloride 1.) PhMe, reflux; Multistep reaction;
Multi-step reaction with 2 steps 1: thionyl chloride / toluene; dimethylformamide / Heating 2: 30 percent aq. NH3 / dioxane / 20 °C View Scheme

4-chloro-2-nitro-benzoic acid (6280-88-2) + N-cyclohexylglycine t-butyl ester (66937-55-1) → tert-butyl 2-[(4-chloro-2-nitrobenzoyl)cyclohexylamino]acetate

Conditions	Yield
With triethylamine; HATU In N,N-dimethyl-formamide for 12h;	98%

4-chloro-2-nitro-benzoic acid (6280-88-2) → 2-chloro-5-bromonitrobenzene (41513-04-6)

Conditions	Yield
With trichloroisocyanuric acid; bromine In tetrachloromethane at 10 - 100℃; for 18h; Photolysis;	96%
With copper(l) iodide; oxygen; copper(I) bromide In dimethyl sulfoxide at 160℃; under 760.051 Torr; for 30h; Schlenk technique; Sealed tube;	81%
With 2.9-dimethyl-1,10-phenanthroline; oxygen; copper diacetate; silver sulfate; sodium bromide In dimethyl sulfoxide at 160℃; under 760.051 Torr; for 20h; Schlenk technique;	64%

tert-butylisonitrile (119072-55-8, 7188-38-7) + 4-chloro-2-nitro-benzoic acid (6280-88-2) + 4-chlorobenzaldehyde (104-88-1) + 2-(3,4-dimethoxyphenyl)-ethylamine (120-20-7) → N-(2-(tert-butylamino)-1-(4-chlorophenyl)-2-oxoethyl)-4-chloro-N-(3,4-dimethoxyphenethyl)-2-nitrobenzamide

Conditions	Yield
In methanol at 20℃; for 24h;	95%

tryptamine (61-54-1) + tert-butylisonitrile (119072-55-8, 7188-38-7) + 4-chloro-2-nitro-benzoic acid (6280-88-2) + 4-chlorobenzaldehyde (104-88-1) → N-(2-(1H-indol-3-yl)ethyl)-N-(2-(tert-butylamino)-1-(4-chlorophenyl)-2-oxoethyl)-4-chloro-2-nitrobenzamide

Conditions	Yield
In methanol at 20℃; for 24h;	95%

4-chloro-2-nitro-benzoic acid (6280-88-2) + phenethylamine (64-04-0) → 4-chloro-2-nitro-N-phenethylbenzamide (284487-93-0)

Conditions	Yield
With dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane; N,N-dimethyl-formamide at 60℃; for 4h;	94%
With pyridine; 2-(1H-9-azabenzotriazol-1-yl)-1,1,3,3-tetramethyluroniumhexafluorophosphate In N,N-dimethyl-formamide for 1h;

4-chloro-2-nitro-benzoic acid (6280-88-2) + N,N-dimethyl-formamide (68-12-2, 33513-42-7) → N,N-dimethyl-4-chloro-2-nitrobenzamide (2953-58-4)

Conditions	Yield
With trichlorophosphate at 120℃; for 1h; Sealed tube;	94%
With trichlorophosphate at 120℃; for 1h;	94%
With dipotassium peroxodisulfate; (p-cymene)ruthenium(II) chloride; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene at 160℃; for 24h;	37%
With potassium thiosulfate; [RhCl2(p-cymene)]2; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene at 160℃; for 24h; Inert atmosphere; Sealed tube;	37%

benzenesulfonamide (98-10-2) + 4-chloro-2-nitro-benzoic acid (6280-88-2) → N-(2-nitro-4-chloro-benzoyl)-benzenesulfonamide

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃;	93%

3-quinolylcarboxaldehyde (13669-42-6) + tert-butylisonitrile (119072-55-8, 7188-38-7) + 4-chloro-2-nitro-benzoic acid (6280-88-2) + 2-(3,4-dimethoxyphenyl)-ethylamine (120-20-7) → N-(2-(tert-butylamino)-2-oxo-1-(quinolin-3-yl)ethyl)-4-chloro-N-(3,4-dimethoxyphenethyl)-2-nitrobenzamide

Conditions	Yield
In methanol at 20℃; for 24h;	93%

4-chloro-2-nitro-benzoic acid (6280-88-2) → (4-chloro-2-nitrophenyl)methanol (22996-18-5)

Conditions	Yield
With dimethylsulfide borane complex In tetrahydrofuran at 80℃; for 3h; Inert atmosphere;	91%
With dimethylsulfide borane complex In tetrahydrofuran at 80℃; for 3h; Inert atmosphere;	52%
With boron dimethyl-trifluoro sulphide In tetrahydrofuran at 0 - 60℃; Inert atmosphere;
With borane-THF In tetrahydrofuran at 0 - 20℃; for 72h;

methanol (67-56-1) + 4-chloro-2-nitro-benzoic acid (6280-88-2) → methyl 4-chloro-2-nitrobenzoate (42087-80-9)

Conditions	Yield
With thionyl chloride for 6h;	90%
With thionyl chloride at 0 - 50℃; for 24h; Inert atmosphere;	67%
With sulfuric acid Reflux;

pyridine-2-carbaldehyde (1121-60-4) + tert-butylisonitrile (119072-55-8, 7188-38-7) + 4-chloro-2-nitro-benzoic acid (6280-88-2) + O-(2-Methoxy-ethyl)-hydroxylamine (54149-39-2) → N-(2-(tert-butylamino)-2-oxo-1-(pyridin-2-yl)ethyl)-4-chloro-N-(2-methoxyethyl)-2-nitrobenzamide

Conditions	Yield
In methanol at 20℃; for 24h;	90%

tryptamine (61-54-1) + 4-chloro-2-nitro-benzoic acid (6280-88-2) → 4-chloro-N-[2-(1H-indol-3-yl)ethyl]-2-nitrobenzamide (885463-77-4)

Conditions	Yield
Stage #1: 4-chloro-2-nitro-benzoic acid With benzotriazol-1-ol; dicyclohexyl-carbodiimide In N,N-dimethyl-formamide at 20℃; Stage #2: tryptamine In N,N-dimethyl-formamide at 20℃; for 12h;	89%

tert-butylisonitrile (119072-55-8, 7188-38-7) + 4-chloro-2-nitro-benzoic acid (6280-88-2) + 4-methoxy-benzaldehyde (123-11-5) + 2,2-dimethoxyethylamine (22483-09-6) → N-(2-(tert-butylamino)-1-(4-methoxyphenyl)-2-oxoethyl)-4-chloro-N-(2,2-dimethoxyethyl)-2-nitrobenzamide

Conditions	Yield
In methanol at 20℃; for 24h;	89%

4-chloro-2-nitro-benzoic acid (6280-88-2) → 4-chloro-2-nitroiodobenzene (5446-05-9)

Conditions	Yield
With copper(l) iodide; oxygen In dimethyl sulfoxide at 160℃; under 760.051 Torr; for 30h; Reagent/catalyst; Solvent; Schlenk technique; Sealed tube;	87%
With 2.9-dimethyl-1,10-phenanthroline; oxygen; copper (I) acetate; silver sulfate; sodium iodide In dimethyl sulfoxide at 160℃; for 24h; Schlenk technique;	72%
With 2.9-dimethyl-1,10-phenanthroline; oxygen; copper diacetate; silver sulfate; sodium iodide In dimethyl sulfoxide at 160℃; under 760.051 Torr; for 20h; Schlenk technique;	72%

4-chloro-2-nitro-benzoic acid (6280-88-2) + 5-bromo-2-chloro-4-(piperazin-1-yl)pyrimidine dihydrochloride → (4-(5-bromo-2-chloropyrimidin-4-yl)piperazin-1-yl)(4-chloro-2-nitrophenyl)methanone

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 0 - 30℃; for 16h;	87%

tert-butylisonitrile (119072-55-8, 7188-38-7) + 4-chloro-2-nitro-benzoic acid (6280-88-2) + 4-methoxy-benzaldehyde (123-11-5) + 2-(3,4-dimethoxyphenyl)-ethylamine (120-20-7) → N-(2-(tert-butylamino)-1-(4-methoxyphenyl)-2-oxoethyl)-4-chloro-N-(3,4-dimethoxyphenethyl)-2-nitrobenzamide

Conditions	Yield
In methanol at 20℃; for 24h;	87%

4-methylphenylglyoxal (1075-47-4) + Cyclohexyl isocyanide (931-53-3) + 4-chloro-2-nitro-benzoic acid (6280-88-2) + 3-bromopropylamine hydrochloride (5003-71-4) → 1-(4-chloro-2-nitrobenzoyl)-N-cyclohexyl-2-(4-methylbenzoyl)pyrrolidine-2-carboxamide

Conditions	Yield
Stage #1: 4-methylphenylglyoxal; Cyclohexyl isocyanide; 4-chloro-2-nitro-benzoic acid; 3-bromopropylamine hydrochloride With sodium hydroxide In methanol at 20℃; for 24h; Stage #2: With caesium carbonate In methanol at 20℃; for 1h;	87%

Cyclohexyl isocyanide (931-53-3) + 4-chloro-2-nitro-benzoic acid (6280-88-2) + 3-bromopropylamine hydrochloride (5003-71-4) + p-methoxyphenylglyoxal (1076-95-5) → 1-(4-chloro-2-nitrobenzoyl)-N-cyclohexyl-2-(4-methoxybenzoyl)pyrrolidine-2-carboxamide

Conditions	Yield
Stage #1: Cyclohexyl isocyanide; 4-chloro-2-nitro-benzoic acid; 3-bromopropylamine hydrochloride; p-methoxyphenylglyoxal With sodium hydroxide In methanol at 20℃; for 24h; Stage #2: With caesium carbonate In methanol at 20℃; for 1h;	86%

tert-butylisonitrile (119072-55-8, 7188-38-7) + 4-chloro-2-nitro-benzoic acid (6280-88-2) + 4-methoxy-benzaldehyde (123-11-5) + O-(2-Methoxy-ethyl)-hydroxylamine (54149-39-2) → N-(2-(tert-butylamino)-1-(4-methoxyphenyl)-2-oxoethyl)-4-chloro-N-(2-methoxyethyl)-2-nitrobenzamide

Conditions	Yield
In methanol at 20℃; for 24h;	84%

4-chloro-2-nitro-benzoic acid (6280-88-2) + allyl alcohol (107-18-6) → allyl 4-chloro-2-nitrobenzoate

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; Steglich Esterification;	83%

2-methylfuran (534-22-5) + 4-chloro-2-nitro-benzoic acid (6280-88-2) → 2-methyl-5-(4-chloro-2-nitrophenyl)-furan (1045704-63-9)

Conditions	Yield
With palladium(II) trifluoroacetate; triphenylphosphine; silver carbonate In 1,2-dimethoxyethane; dimethyl sulfoxide at 120℃; for 24h; Inert atmosphere; Glovebox;	83%

4-chloro-2-nitro-benzoic acid (6280-88-2) + ethyl 1,2,3,4-tetrahydro-β-carboline-3-carboxylate (84518-77-4) → 2-(4-Chloro-2-nitro-benzoyl)-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid ethyl ester (130472-81-0)

Conditions	Yield
With dicyclohexyl-carbodiimide In dichloromethane for 3h; Ambient temperature;	82%

4-chloro-2-nitro-benzoic acid (6280-88-2) → 4,4'-dichloro-2,2'-dinitrobiphenyl (56978-50-8)

Conditions	Yield
With copper(l) iodide In dimethyl sulfoxide at 140℃; for 20h; Catalytic behavior; Solvent; Reagent/catalyst; Inert atmosphere;	82%
With triphenylphosphine; silver carbonate; palladium dichloride In dimethyl sulfoxide at 130℃; for 6h; Inert atmosphere;	77%

benzoxazole (273-53-0) + 4-chloro-2-nitro-benzoic acid (6280-88-2) → 2-(4-chloro-2-nitrophenyl)benzo[d]oxazole

Conditions	Yield
With 1,10-Phenanthroline; caesium carbonate; copper(l) chloride; silver(l) oxide In N,N-dimethyl-formamide at 110℃; for 23h; Inert atmosphere;	81%
With 1,10-Phenanthroline; di-tert-butyl peroxide; oxygen; potassium carbonate; copper(I) bromide In toluene at 140℃; for 24.25h; Molecular sieve; Schlenk technique; Sealed tube; regioselective reaction;	78%
With bis(tricyclohexylphosphine)nickel(II) dichloride; N,N′-bis(2,6-diisopropylphenyl)imidazol-2-ylidene hydrochloride; silver carbonate; p-benzoquinone at 170℃; for 24h; Sealed tube;	72%

4-chloro-2-nitro-benzoic acid (6280-88-2) + thiophenol (108-98-5) → 4-chloro-2-nitrophenyl phenyl sulfide (4548-56-5)

Conditions	Yield
With copper(l) iodide; 1,10-Phenanthroline; oxygen; potassium carbonate In dimethyl sulfoxide at 140℃; for 24h; Molecular sieve;	81%

2-fluoro-5-nitrobenzoic acid (7304-32-7) + 4-chloro-2-nitro-benzoic acid (6280-88-2) → C12H6ClFN2O4 (1393456-33-1)

Conditions	Yield
With dichloro bis(acetonitrile) palladium(II); silver carbonate; tricyclohexylphosphine In 1,2-dimethoxyethane; dimethyl sulfoxide at 120℃; for 24h; Inert atmosphere;	80%

tert-butylisonitrile (119072-55-8, 7188-38-7) + 4-chloro-2-nitro-benzoic acid (6280-88-2) + glycine ethyl ester hydrochloride (5680-79-5) + 2-<2-(1,3-dioxolanyl)>benzaldehyde (59259-01-7) → 4-(2-(tert-butyl)-3-oxo-2,3-dihydroisoquinolin-4-yl)-8-chloro-3,4-dihydro-1H-benzo[e][1,4]diazepine-2,5-dione (1426688-04-1)

Conditions	Yield
Stage #1: tert-butylisonitrile; 4-chloro-2-nitro-benzoic acid; glycine ethyl ester hydrochloride; 2-<2-(1,3-dioxolanyl)>benzaldehyde With sodium carbonate In methanol at 20℃; for 12h; Ugi Condensation; Inert atmosphere; Stage #2: With perchloric acid In water; acetonitrile at 20℃; for 8h; Inert atmosphere; Stage #3: With acetic acid; zinc In water; acetonitrile at 60℃; for 8h; Inert atmosphere;	80%

Upstream product

• 74-11-3 para-chlorobenzoic acid 
• 119-32-4 4-Methyl-3-nitroanilin 
• 88-72-2 1-methyl-2-nitrobenzene 
• 622-98-0 4-chloro(ethylbenzene) 
• 89-63-4 4-Chloro-2-nitroaniline 
• 89-59-8 4-chloro-2-nitrotoluene 
• 7697-37-2 nitric acid 
• 41994-91-6 4-chloro-2-nitrobenzoic amide 
• 2001-16-3 4-chloro-1-ethyl-2-nitrobenzene 
• 34662-32-3 4-chloro-2-nitrobenzonitrile 

Downstream Products

• 130472-81-0 2-(4-Chloro-2-nitro-benzoyl)-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid ethyl ester 
• 885463-77-4 4-chloro-N-[2-(1H-indol-3-yl)ethyl]-2-nitrobenzamide 
• 350237-98-8 3-(2-amino-4-chloro-phenyl)-3-oxo-N-phenyl-propionamide 
• 350237-97-7 3-(4-chloro-2-nitro-phenyl)-3-oxo-N-phenyl-propionamide 
• 350238-01-6 3-[2-(2-bromo-acetylamino)-4-chloro-phenyl]-3-oxo-N-phenyl-propionamide 
• 350238-07-2 3-[2-(2-azido-acetylamino)-4-chloro-phenyl]-3-oxo-N-phenyl-propionamide 
• 350238-04-9 2-benzyloxycarbonylamino-N-(5-chloro-2-phenylcarbamoylacetyl-phenyl)-malonamic acid ethyl ester 
• 350238-06-1 3-benzyloxycarbonylamino-N-(5-chloro-2-phenylcarbamoylacetyl-phenyl)-succinamic acid methyl ester 
• 350238-03-8 {[5-Chloro-2-(2-phenylcarbamoyl-acetyl)-phenylcarbamoyl]-phenylcarbamoyl-methyl}-carbamic acid benzyl ester 
• 350238-02-7 {2-Benzyloxy-1-[5-chloro-2-(2-phenylcarbamoyl-acetyl)-phenylcarbamoyl]-ethyl}-carbamic acid benzyl ester 
• 350238-05-0 {2-Benzyloxycarbonylamino-2-[5-chloro-2-(2-phenylcarbamoyl-acetyl)-phenylcarbamoyl]-acetylamino}-acetic acid benzyl ester 

Relevant articles and documents

Synthesis and pharmacological evaluation of 6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline derivatives as sigma-2 receptor ligands

Increasing evidences have implicated that sigma-2 receptor is a biomarker and significantly over-expressed in many proliferative cancer cells with no or low expression in normal cells. Sigma-2 receptor selective ligands have been successfully used as valuable tools to study its pharmacological functions, tumor imaging, and cancer therapeutics or adjuvants. 6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinolinylalkyl benzamides are among a few categories of structures that have demonstrated high affinities and selectivities for sigma-2 receptor and been used extensively as study tools in various tumor imaging and therapy. As a continuous effort, we have synthesized a new series of 6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline derivatives and evaluated their affinities for both sigma-1 and sigma-2 receptors. Most of these newly developed analogs showed good to excellent binding affinities for sigma-2 receptor with no or low affinities for sigma-1 receptor. In particular, compounds 3b, 3e, 4b, and 4e demonstrated Ki values of 5–6 nM affinities and excellent selectivities for sigma-2 receptor. In addition, these analogs also demonstrated moderate anticancer activities against human liver Huh-7 tumor cells and human esophagus KYSE-140 cancer cells. But their cytotoxicities seem not to be correlated with their sigma-2 receptor affinities.

1,2,3-Benzotriazin-4-ones and related systems. Part II. Thermolytic decomposition of substituted 1,2,3-benzotriazin-4-ones and isatoic anhydrides

Several nuclear-substituted 1,2,3-benzotriazin-4-ones have been thermolysed in an inert solvent. In each case the major identifiable product proved to be a 2-(o-aminophenyl)-3,1-benzoxazin-4-one. Nuclear-substituted isatoic anhydrides on thermolysis behaved similarly.