2-Benzoxazolinone

• CAS: 59-49-4
• Catalog Number: ACM59494-1
• Category: Inhibitors
• Molecular Weight: 135.12
• Molecular Formula: C7H5NO2
• Description: 2-Benzoxazolinone is an anti-leishmanial agent with an LC50 of 40 μg/mL against L. donovani. A building block in chemical synthesis. 1,3-Benzoxazol-2(3H)-one derivatives have antimicrobial activity against a selection of Gram-positive, Gram-negative bacteria and yeasts. Derivatives as anti-quorum sensing agent.
• Synonyms: 2,3-Dihydro-2-oxo-1,3-benzoxazole
• Canonical SMILES: O=C1OC2=CC=CC=C2N1
• InChI: InChI=1S/C7H5NO2/c9-7-8-5-3-1-2-4-6(5)10-7/h1-4H,(H,8,9)
• InChI Key: ASSKVPFEZFQQNQ-UHFFFAOYSA-N
• Appearance: Solid
• Storage: Powder-20°C, 3 years; 4°C, 2 years; In solvent-80°C, 6 months; -20°C, 1 month.
• Complexity: 158
• Covalently-Bonded Unit Count: 1
• Defined Atom Stereocenter Count: 0
• Exact Mass: 135.032028402
• Heavy Atom Count: 10
• Hydrogen Bond Acceptor Count: 2
• Hydrogen Bond Donor Count: 1
• Monoisotopic Mass: 135.032028402
• Physical State: Powder
• Rotatable Bond Count: 0
• Shipping: Can be shipped at room temperature, where not in use may vary.
• Source: PlantsGramineaeSecale cereale
• Topological Polar Surface Area: 38.3 Ų

Custom Q&A

What is the molecular formula of 2-Benzoxazolinone?

The molecular formula of 2-Benzoxazolinone is C7H5NO2.

What is the chemical property of 2-Benzoxazolinone?

2-Benzoxazolinone is a light beige to brown-grey powder that is insoluble in water but soluble in benzene, chlorobenzene, and other solvents.

What is the melting point of 2-Benzoxazolinone?

The melting point of 2-Benzoxazolinone is 137-139 °C.

How is 2-Benzoxazolinone synthesized?

2-Benzoxazolinone can be synthesized by reacting o-aminophenol, urea, and solvent chlorobenzene in a reaction kettle protected with nitrogen.

What is one of the uses of 2-Benzoxazolinone?

2-Benzoxazolinone is used in the study of the antioxidant activity of heterocyclic chalcones.

What are some safety statements associated with 2-Benzoxazolinone?

Safety statements associated with 2-Benzoxazolinone include 36-24/25-26.

How is 2-Benzoxazolinone stored?

2-Benzoxazolinone is sealed in dry storage at room temperature.

What is the purpose of the synthesis references provided for 2-Benzoxazolinone?

The synthesis references provided for 2-Benzoxazolinone are for the study and development of the inhibitors of nitric oxide synthases.

What type of chemical reactivity does 2-Benzoxazolinone exhibit?

2-Benzoxazolinone is chemically active and can undergo reactions such as methylation and chlorine substitution.

What is one of the toxicological properties of 2-Benzoxazolinone?

2-Benzoxazolinone is moderately toxic by ingestion and can emit toxic fumes of NOx when heated to decomposition.

Synthetic Use

Upstream Synthesis Route 1

• 89-73-6
• 22353-40-8

• 59-49-4
• 22353-38-4

Reference: [1] Tetrahedron Letters, 2016, vol. 57, # 52, p. 5877 - 5880

Downstream Synthesis Route 1

• 59-49-4

• 19932-85-5

Reference: [1] European Journal of Medicinal Chemistry, 2018, vol. 159, p. 104 - 125

Downstream Synthesis Route 2

• 59-49-4
• 77-48-5

• 19932-85-5

Reference: [1] Patent: US2002/55631, 2002, A1,

Downstream Synthesis Route 3

• 59-49-4
• 74-88-4

• 21892-80-8

Reference: [1]Siddiqui, Nida I.; Versiani, Muhammad A.; Jawaid, Khurshid; Shafique, Maryam; Hameed, Abdul; Ambreen, Nida; Karim, Aneela; Khan, Khalid M.
[Medicinal Chemistry, 2017, vol. 13, # 4, p. 384 - 390]

Downstream Synthesis Route 4

• 59-49-4

• 19932-84-4

Reference: [1]Mésangeau, Christophe; Narayanan, Sanju; Green, Andrea M.; Shaikh, Jamaluddin; Kaushal, Nidhi; Viard, Eddy; Xu, Yan-Tong; Fishback, James A.; Poupaert, Jacques H.; Matsumoto, Rae R.; McCurdy, Christopher R.
[Journal of Medicinal Chemistry, 2008, vol. 51, # 5, p. 1482 - 1486]
[2]Abdelazeem, Ahmed H.; Khan, Shabana I.; White, Stephen W.; Sufka, Kenneth J.; McCurdy, Christopher R.
[Bioorganic and Medicinal Chemistry, 2015, vol. 23, # 13, p. 3248 - 3259]
[3]Lespagnol
[Bulletin de la Societe Chimique de France, 1954, p. 393,934]
[4]Current Patent Assignee: UNIVERSITE CATHOLIQUE DE LOUVAIN; THE UNIVERSITY OF MISSISSIPPI - WO2009/26227, 2009, A2
Location in patent: Page/Page column 22
[5]Current Patent Assignee: HUNAN UNIVERSITY OF SCIENCE AND TECHNOLOGY - CN112174908, 2021, A
Location in patent: Paragraph 0082-0084

* For details of the synthesis route, please refer to the original source to ensure accuracy.