QUESTIOMYCIN A supplier | CasNO.1916-59-2

Name
3-aminophenoxazone
EINECS
CAS No. 1916-59-2
Article Data32
CAS DataBase
Density 1.45g/cm³
Solubility
Melting Point 249-250 °C
Formula C12H8 N2 O2
Boiling Point 362°Cat760mmHg
Molecular Weight 212.208
Flash Point 172.7°C
Transport Information
Appearance
Safety Poison by intraperitoneal route. Mutation data reported. When heated to decomposition it emits toxic fumes of NO_x.
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 2-Amino-3-phenoxazone;2-Amino-3H-phenoxazin-3-one; 2-Aminophenoxazin-3-one; 2-Aminophenoxazon;2-Aminophenoxazone; AV Toxin C; Acrospermum viticola toxin C; NSC 94945;Questiomycin A
PSA 69.12000
LogP 2.45620

Synthetic route

: 95-55-6
2-amino-phenol

: 1916-59-2
2-aminophenoxazin-3-one

Conditions

Conditions	Yield
With oxygen In methanol; water at 20℃; for 24h;	99%
With dihydrogen peroxide; oxygen In ethanol at 27℃; under 760.051 Torr; for 2h; Catalytic behavior; Reagent/catalyst; Solvent; Temperature;	97%
With cyclopentyl methyl ether; dihydrogen peroxide; oxygen In water at 50℃; under 3750.38 Torr; for 3h; Reagent/catalyst; Concentration; Temperature; Time; Sealed tube;	97%

: 95-55-6
2-amino-phenol

: 59587-26-7
4a-hydroperoxy-N5-ethyl-N3-methyllumiflavin

: 1916-59-2
2-aminophenoxazin-3-one

Conditions

Conditions	Yield
With potassium tert-butylate In tert-butyl alcohol at 30℃; Product distribution; Rate constant; Mechanism; var. aminophenols and aminonaphthols;	80%

: 24541-44-4
2-azidophenol

: 1916-59-2
2-aminophenoxazin-3-one

Conditions

Conditions	Yield
With cobalt(II) 5,10,15,20-tetraphenylporphyrin In chlorobenzene at 50℃; for 18h; Mechanism; Schlenk technique; Inert atmosphere;	80%

: 117-80-6
2,3-Dichloro-1,4-naphthoquinone

: 67-56-1
methanol

: 95-55-6
2-amino-phenol

A: 1916-59-2
2-aminophenoxazin-3-one

B: 258-72-0
triphenodioxazine

C: 73396-99-3
6-chloro-12a-hydroxy-5H-benzophenoxazin-5-one

D: 73397-05-4
6-chloro-12a-methoxy-5H-benzophenoxazin-5-one

Conditions

Conditions	Yield
In methanol for 2h; Heating; Further byproducts given;	A 2.5% B 4.5% C 18% D 61%

...Expand

: 117-80-6
2,3-Dichloro-1,4-naphthoquinone

: 64-17-5
ethanol

: 95-55-6
2-amino-phenol

A: 1916-59-2
2-aminophenoxazin-3-one

B: 73397-07-6
6-chloro-5H-benzophenoxazin-5-one

C: 258-72-0
triphenodioxazine

D: 73396-99-3
6-chloro-12a-hydroxy-5H-benzophenoxazin-5-one

E: 73397-05-4
6-chloro-12a-methoxy-5H-benzophenoxazin-5-one

Conditions

Conditions	Yield
In methanol at 95 - 100℃; for 3h; Product distribution;	A 2.5% B 1.4% C 4.5% D 18% E 61%

...Expand

: 2406-04-4
4-(phenylimino)cyclohexa-2,5-dienone

: 95-55-6
2-amino-phenol

: 1916-59-2
2-aminophenoxazin-3-one

Conditions

Conditions	Yield
In ethanol for 0.416667h;	51%

: 117-80-6
2,3-Dichloro-1,4-naphthoquinone

: 64-17-5
ethanol

: 95-55-6
2-amino-phenol

A: 1916-59-2
2-aminophenoxazin-3-one

B: 73397-07-6
6-chloro-5H-benzophenoxazin-5-one

C: 258-72-0
triphenodioxazine

D: 73396-99-3
6-chloro-12a-hydroxy-5H-benzophenoxazin-5-one

E: 73397-02-1
6-chloro-12a-ethoxy-5H-benzophenoxazin-5-one

Conditions

Conditions	Yield
In ethanol at 95 - 100℃; for 3h; Product distribution;	A 3% B 1.5% C 4.8% D 10.5% E 50%

...Expand

: 117-80-6
2,3-Dichloro-1,4-naphthoquinone

: 64-17-5
ethanol

: 95-55-6
2-amino-phenol

A: 1916-59-2
2-aminophenoxazin-3-one

B: 258-72-0
triphenodioxazine

C: 73396-99-3
6-chloro-12a-hydroxy-5H-benzophenoxazin-5-one

D: 73397-02-1
6-chloro-12a-ethoxy-5H-benzophenoxazin-5-one

Conditions

Conditions	Yield
In ethanol at 95 - 100℃; for 3h; Further byproducts given;	A 3% B 4.8% C 10.5% D 50%

...Expand

: 117-80-6
2,3-Dichloro-1,4-naphthoquinone

: 95-55-6
2-amino-phenol

A: 1916-59-2
2-aminophenoxazin-3-one

B: 258-72-0
triphenodioxazine

C: 73396-99-3
6-chloro-12a-hydroxy-5H-benzophenoxazin-5-one

D: 73397-02-1
6-chloro-12a-ethoxy-5H-benzophenoxazin-5-one

Conditions

Conditions	Yield
In ethanol at 95 - 100℃; for 3h; Further byproducts given;	A 3% B 4.8% C 10.5% D 50%

...Expand

: 95-55-6
2-amino-phenol

: 106-51-4
p-benzoquinone

: 1916-59-2
2-aminophenoxazin-3-one

Conditions

Conditions	Yield
In ethanol Condensation; Heating;	40%

: 64-17-5
ethanol

: 95-55-6
2-amino-phenol

A: 1916-59-2
2-aminophenoxazin-3-one

B: 1-methyl-1,2,3,4-tetrahydro-3H-pyrido<3,2-a>phenoxazin-3-one

C: 3-methyl-1-ethoxy-1,2,3,4-tetrahydro-3H-pyrido<3,2-a>-phenoxazin-3-one

Conditions

Conditions	Yield
With oxygen for 72h; Irradiation;	A 36% B 0.10 g C 0.28 g

...Expand

: 95-55-6
2-amino-phenol

A: 1916-59-2
2-aminophenoxazin-3-one

B: 1-methyl-1,2,3,4-tetrahydro-3H-pyrido<3,2-a>phenoxazin-3-one

C: 3-methyl-1-ethoxy-1,2,3,4-tetrahydro-3H-pyrido<3,2-a>-phenoxazin-3-one

Conditions

Conditions	Yield
With ethanol; oxygen for 72h; Irradiation;	A 36% B 0.10 g C 0.28 g

...Expand

: 64-17-5
ethanol

: 95-55-6
2-amino-phenol

A: 95-21-6
2-methyl-1,3-benzoxazole

B: 1916-59-2
2-aminophenoxazin-3-one

C: 2-(ethyleneamino)phenol

Conditions

Conditions	Yield
With titanium(IV) dioxide for 20h; UV-irradiation;	A 6% B 13% C 21%

...Expand

: 480-96-6
benzofurazan oxide

: 95-55-6
2-amino-phenol

: 1916-59-2
2-aminophenoxazin-3-one

Conditions

Conditions	Yield
With sodium methylate In methanol Ambient temperature;

: 1916-63-8
3H-Phenoxazin-3-on

: 1916-59-2
2-aminophenoxazin-3-one

Conditions

Conditions	Yield
With ammonia In ethanol at 95 - 100℃;

: 1916-55-8
2-acetylamino-3H-phenoxazin-3-one

: 1916-59-2
2-aminophenoxazin-3-one

Conditions

Conditions	Yield
With hydrogenchloride

: 79425-82-4
2-phenoxazin-3-one

A: 1916-59-2
2-aminophenoxazin-3-one

B: 94-41-7
benzalacetophenone

Conditions

Conditions	Yield
With hydrogenchloride In methanol for 10h; Product distribution; Heating;

: 95-55-6
2-amino-phenol

: 106-51-4
p-benzoquinone

A: 1916-59-2
2-aminophenoxazin-3-one

B: 135-67-1
phenoxazine

C: 1915-49-7
2-hydroxy-phenoxazin-3-one

D: 258-72-0
triphenodioxazine

E: 109113-76-0
6-<4'-3H-Phenoxazin-3-one-yl>triphenodioxazine

F: 109113-75-9
6,6'-Ditriphenodioxazine

Conditions

Conditions	Yield
In acetic acid for 4h; Product distribution; Heating; reaction at room temperature, 48 h;	A 5 mg B 2 mg C 6 mg D 10 mg E 5 mg F 20 mg

...Expand

: 95-55-6
2-amino-phenol

: 106-51-4
p-benzoquinone

A: 1916-59-2
2-aminophenoxazin-3-one

B: 135-67-1
phenoxazine

C: 258-72-0
triphenodioxazine

D: 109113-75-9
6,6'-Ditriphenodioxazine

Conditions

Conditions	Yield
In acetic acid for 4h; Heating; Further byproducts given;	A 5 mg B 2 mg C 10 mg D 20 mg

...Expand

: 95-55-6
2-amino-phenol

: 106-51-4
p-benzoquinone

A: 1916-59-2
2-aminophenoxazin-3-one

B: 1916-63-8
3H-Phenoxazin-3-on

C: 258-72-0
triphenodioxazine

D: 109113-75-9
6,6'-Ditriphenodioxazine

Conditions

Conditions	Yield
In acetic acid for 4h; Heating; Further byproducts given;	A 5 mg B 2 mg C 10 mg D 20 mg

...Expand

: 95-55-6
2-amino-phenol

: 106-51-4
p-benzoquinone

A: 1916-59-2
2-aminophenoxazin-3-one

B: 1915-49-7
2-hydroxy-phenoxazin-3-one

C: 258-72-0
triphenodioxazine

D: 109113-75-9
6,6'-Ditriphenodioxazine

Conditions

Conditions	Yield
In acetic acid for 4h; Heating; Further byproducts given;	A 5 mg B 6 mg C 10 mg D 20 mg

...Expand

: 95-55-6
2-amino-phenol

: 106-51-4
p-benzoquinone

A: 1916-59-2
2-aminophenoxazin-3-one

B: 258-72-0
triphenodioxazine

C: 109113-76-0
6-<4'-3H-Phenoxazin-3-one-yl>triphenodioxazine

D: 109113-75-9
6,6'-Ditriphenodioxazine

Conditions

Conditions	Yield
In acetic acid for 48h; Ambient temperature;	A 15 mg B 10 mg C 7 mg D 33 mg

...Expand

: 95-55-6
2-amino-phenol

A: 1916-59-2
2-aminophenoxazin-3-one

B: 13168-78-0
o-nitrosophenol

Conditions

Conditions	Yield
With electrochemical oxidation on Ag (pH: 7.3, -0.3 V to +0.01 V) In water Product distribution;

: 51-19-4
2-aminophenol hydrochloride

: 1916-59-2
2-aminophenoxazin-3-one

Conditions

Conditions	Yield
With bovine hemoglobine solution

: 1607008-44-5
Fe(tris(6-methyl-2-pyridylmethyl)amine)(2-aminophenolate) perchlorate

: 1916-59-2
2-aminophenoxazin-3-one

Conditions

Conditions	Yield
With oxygen In acetonitrile at 20℃; for 0.0333333h;	85 %Spectr.

: 201230-82-2
carbon monoxide

: 95-55-6
2-amino-phenol

: 1916-59-2
2-aminophenoxazin-3-one

Conditions

Conditions	Yield
With oxygen; copper dichloride In water at 100℃; under 30003 Torr; for 4h; Autoclave; Green chemistry;	60 %Chromat.

: 4377-76-8
6-Imino-2,4-cyclohexadien-1-one

: 95-55-6
2-amino-phenol

: 1916-59-2
2-aminophenoxazin-3-one

Conditions

Conditions	Yield
With oxygen; mushroom tyrosinase Kinetics; Enzymatic reaction;

: 2-(benzyloxy)-3-nitro-N-phenylaniline

: 1916-59-2
2-aminophenoxazin-3-one

Conditions

Conditions	Yield
With palladium 10% on activated carbon; hydrogen In methanol; hexane; ethyl acetate for 5h;

: 688363-79-3
1-bromo-3-nitro-2-[(phenylmethyl)oxy]benzene

: 62-53-3
aniline

: 1916-59-2
2-aminophenoxazin-3-one

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: tris-(dibenzylideneacetone)dipalladium(0); dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; caesium carbonate / toluene / 0.25 h / 90 °C / Sealed tube; Inert atmosphere 1.2: 24 h / 90 °C / Inert atmosphere 2.1: palladium 10% on activated carbon; hydrogen / methanol; ethyl acetate; hexane / 5 h View Scheme

: 1916-59-2
2-aminophenoxazin-3-one

: 17341-93-4
2,2,2-Trichloroethyl chloroformate

: 218150-64-2
2-(4',4',4'-trichloroethoxycarbonylamino)-3H-phenoxazin-3-one

Conditions

Conditions	Yield
In pyridine; dichloromethane for 12h; Substitution;	72%

: 1916-59-2
2-aminophenoxazin-3-one

: 403-43-0
4-fluorobenzoyl chloride

: C19H11FN2O3

Conditions

Conditions	Yield
With pyridine at 20℃; for 12h; Inert atmosphere;	69%

: 1916-59-2
2-aminophenoxazin-3-one

: 109547-44-6
6-iodo-3H-phenoxazin-3-one

Conditions

Conditions	Yield
With 1,3-Diiodo-5,5-dimethyl-2,4-imidazolidinedione for 48h; Ambient temperature;	34%

: 1916-59-2
2-aminophenoxazin-3-one

: 51-19-4
2-aminophenol hydrochloride

: 258-72-0
triphenodioxazine

Conditions

Conditions	Yield
at 150 - 180℃;

: 1916-59-2
2-aminophenoxazin-3-one

: 108-24-7
acetic anhydride

: 59225-23-9
N-(3-acetoxy-10-acetyl-10H-phenoxazin-2-yl)-diacetamide

Conditions

Conditions	Yield
With pyridine; zinc
With pyridine; zinc
(i) Zn, (ii) NaOAc, AcOH; Multistep reaction;

: 1916-59-2
2-aminophenoxazin-3-one

: 555-16-8
4-nitrobenzaldehdye

: 86011-76-9
2-(4-nitro-benzylidenamino)-phenoxazin-3-one

Conditions

Conditions	Yield
With acetic acid

: 1916-59-2
2-aminophenoxazin-3-one

: 75-36-5
acetyl chloride

: 1916-55-8
2-acetylamino-3H-phenoxazin-3-one

: 1916-59-2
2-aminophenoxazin-3-one

: 77-78-1
dimethyl sulfate

: 2-o-anisidino-5-hydroxy-[1,4]benzoquinone

Conditions

Conditions	Yield
With sodium hydroxide

: 1916-59-2
2-aminophenoxazin-3-one

: 108993-45-9
3-oxo-3H-phenoxazine-2-diazonium ; hydroxide

Conditions

Conditions	Yield
Diazotization;

: 120-57-0
piperonal

: 1916-59-2
2-aminophenoxazin-3-one

: 111295-24-0
2-benzo[1,3]dioxol-5-yl-5H-oxazolo[4,5-b]phenoxazine

: 556-18-3
4-aminobenzaldehyde

: 1916-59-2
2-aminophenoxazin-3-one

: 59225-50-2
4-(5H-oxazolo[4,5-b]phenoxazin-2-yl)-aniline

Conditions

Conditions	Yield
With formamide In acetic acid at 105 - 115℃; for 4h;

: 1916-59-2
2-aminophenoxazin-3-one

: 108-24-7
acetic anhydride

: N-(3-oxo-3H-phenoxazin-2-yl)-diacetamide

Conditions

Conditions	Yield
With sodium acetate

: 1916-59-2
2-aminophenoxazin-3-one

: 108-24-7
acetic anhydride

: 109723-74-2
N-(3-acetoxy-10H-phenoxazin-2-yl)-diacetamide

Conditions

Conditions	Yield
With pyridine; zinc

: 1916-59-2
2-aminophenoxazin-3-one

: 108-24-7
acetic anhydride

: 63195-67-5
3-acetoxy-2-acetylamino-10H-phenoxazine

Conditions

Conditions	Yield
With pyridine; zinc
With sodium acetate; zinc

: 1916-59-2
2-aminophenoxazin-3-one

: 104-87-0
4-methyl-benzaldehyde

: 59225-44-4
2-p-tolyl-5H-oxazolo[4,5-b]phenoxazine

Conditions

Conditions	Yield
With formamide In acetic acid at 105 - 115℃; for 4h;

: 1916-59-2
2-aminophenoxazin-3-one

: 104-88-1
4-chlorobenzaldehyde

: 59225-41-1
2-(4-chloro-phenyl)-5H-oxazolo[4,5-b]phenoxazine

Conditions

Conditions	Yield
With formamide In acetic acid at 105 - 115℃; for 4h;

QUESTIOMYCIN A Chemical Properties

Molecular formula of 3-aminophenoxazone(1916-59-2):C_l2H₈N₂O₂
Structure of Rho3-aminophenoxazone(1916-59-2):

Synonyms of 3-aminophenoxazone(1916-59-2):3-aminophenoxazone;2-Aminophenoxazon;Phx-3;2-Amino-3-oxo-3H-phenoxazine;Questiomycin

QUESTIOMYCIN A Toxicity Data With Reference

1.	dni-mus:ast 20 µmol/L	CPBTAL Chemical and Pharmaceutical Bulletin. 17 (1969),105.
2.	dnd-mam lym 100 µmol/L	CPBTAL Chemical and Pharmaceutical Bulletin. 17 (1969),105.
3.	ipr-mus LD50:200 mg/kg	85GDA2 CRC Handbook of Antibiotic Compounds. 5 (1981),174.

QUESTIOMYCIN A Safety Profile

Poison by intraperitoneal route. Mutation data reported. When heated to decomposition it emits toxic fumes of NO_x.

Product Name

3-aminophenoxazone

Synthetic route

QUESTIOMYCIN A Chemical Properties

QUESTIOMYCIN A Toxicity Data With Reference

QUESTIOMYCIN A Safety Profile

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