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2-Methyl-4H-3,1-benzoxazin-4-one

2-Methyl-4H-3,1-benzoxazin-4-one Structure
CAS No.
525-76-8
Chemical Name:
2-Methyl-4H-3,1-benzoxazin-4-one
Synonyms
NSC 10119;NSC 521353;ACETANTHRANIL;AURORA KA-3785;Acetylanthranyl;ACETYL ANTHRANIL;TIMTEC-BB SBB000135;2-METHYL-3,1-BENZOXAZA-4-ONE;2-methyl-3,1-benzoxazin-4-one;2-methyl-4h-1-benzoxazin-4-one
CBNumber:
CB3163296
Molecular Formula:
C9H7NO2
Molecular Weight:
161.16
MOL File:
525-76-8.mol
Modify Date:
2024/7/5 11:27:04

2-Methyl-4H-3,1-benzoxazin-4-one Properties

Melting point 79-82 °C(lit.)
Boiling point 144-145 °C(Press: 12 Torr)
Density 1.25±0.1 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
pka 2.84±0.20(Predicted)
InChI InChI=1S/C9H7NO2/c1-6-10-8-5-3-2-4-7(8)9(11)12-6/h2-5H,1H3
InChIKey WMQSKECCMQRJRX-UHFFFAOYSA-N
SMILES N1C2=CC=CC=C2C(=O)OC=1C
EPA Substance Registry System 4H-3,1-Benzoxazin-4-one, 2-methyl- (525-76-8)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36
WGK Germany  3
HazardClass  IRRITANT

2-Methyl-4H-3,1-benzoxazin-4-one price More Price(1)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 457752 2-Methyl-4H-3,1-benzoxazin-4-one 98% 525-76-8 10G ₹4530 2022-06-14 Buy
Product number Packaging Price Buy
457752 10G ₹4530 Buy

2-Methyl-4H-3,1-benzoxazin-4-one Chemical Properties,Uses,Production

Uses

2-Methyl-4H-3,1-benzoxazin-4-one is a synthetic antimicrobial agent. It belongs to the quinazolinone class of drugs. It has been shown to be effective against Staphylococcus aureus and other bacteria. Quinazolinones are potent inhibitors of bacterial growth and have been used successfully in the treatment of tuberculosis and other infectious diseases. 2-Methyl-4H-3,1-benzoxazin-4-one has also been shown to inhibit the growth of some Gram-negative bacteria, such as Salmonella typhi and Escherichia coli.

Synthesis Reference(s)

The Journal of Organic Chemistry, 45, p. 363, 1980 DOI: 10.1021/jo01290a038

Synthesis

In 250 mL of RBF took (0.01 mole or 1.37 gm) anthranilic acid (2-amino benzoic acid) to that added 15 mL of acetic anhydride (excess) with porcelain chips. Reflux the solution at 35-40 ℃ for 50-55 min on heating mantle. TLC was done using EA: n-hexane (1:1) solvent system. Then removed the excess solvent (acetic anhydride) at low pressure using rotatory evaporator, To the remaining solid, added petroleum ether (40-60) to extract the 2-methyl-4H-3,1-benzoxazin-4-one. Repeated petroleum ether step to extract the entire product. After drying of petroleum-ether, the crystals of 2-methyl-4H-3, 1-benzoxazin-4-one was obtained and then it was recrystallized with ethanol8. M.P 80-82℃, Yield 79 %.
2-METHYL-3,1-BENZOXAZA-4-ONE

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TIMTEC-BB SBB000135 2-methyl-4h-1-benzoxazin-4-one 2-METHYL-3,1-BENZOXAZA-4-ONE 2-METHYL-4H-3,1-BENZOXAZIN-4-ONE ACETYL ANTHRANIL ACETANTHRANIL 2-2-METHYL-4H-3,1-BENZOXAZIN-4-ONE 4H-3,1-benzoxazin-4-one, 2-methyl- 2-methyl-3,1-benzoxazin-4-one 2-Methyl-benzo(d)(1,3)oxazin-4-one 2-Methyl-4H-benzo[d][1,3]oxazin-4-one 2-Methyl-3,1-benzoxazine-4-one 2-Methyl-4-oxo-3,1-benzoxazine 2-Methyl-4-oxo-4H-3,1-benzoxazine 2-Methylbenzo[1,3]oxazin-4-one Acetylanthranyl NSC 10119 NSC 521353 2-Methyl-4H-3,1-benzoxazin-4-one 98% 2-Methylbenzisoxazinone(2-Methyl-4H-3,1-Benzoxazin-4-One) AURORA KA-3785 3-methyl-1-phenyl-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidine-2,4-dione 2-Methyl-4H-3,1-benzoxazin-4-o Ortho acetamide benzoic acid lactone 2-Methyl-4H-benzo [d] [1,3]oxazin-4o 525-76-8 Benzoxazines Building Blocks Heterocyclic Building Blocks API intermediates Benzoxazines Building Blocks Heterocyclic Building Blocks