2-Benzoxazolinone

Names

[ CAS No. ]:
59-49-4

[ Name ]:
2-Benzoxazolinone

[Synonym ]:
1,3-Benzoxazol-2(3H)-one
Benzoxazolinone
MFCD00005716
2-Benzoxaxolol
Benzoxazole-2-ol
2-Benzoxazolol
BENZOXAZOLONE
3H-benzoxazol-2-one
2(3H)-Benzoxazolone
2-BENZOXAZOLONE
USAF ek-5429
2,3-dihydrobenzoxazol-2-one
benzoxazol-2-one
2-oxo-2,3-dihydrobenzoxazole
EINECS 200-430-0
2-Benzoxazolinone
3H-benzooxazol-2-one

Biological Activity

[Description]:

2-Benzoxazolinone is an anti-leishmanial agent with an LC50 of 40 μg/mL against L. donovani[1]. 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[3]. Derivatives as anti-quorum sensing agent[4].

[Related Catalog]:

Signaling Pathways >> Anti-infection >> Parasite

Natural Products >> Alkaloid

Research Areas >> Infection

[Target]

LC50: 40 μg/mL (L. donovani)[1]

[In Vitro]

2-Benzoxazolinone (0.1-5 mM) induces oxidative stress in mung bean through generation of ROS and upregulation of activities of various scavenging enzymes[2].

[References]

[1]. Kapil A, et al. Leishmanicidal activity of 2-benzoxazolinone from Acanthus illicifolius in vitro. Planta Med. 1994 Apr;60(2):187-8.

[2]. Batish DR, et al. 2-Benzoxazolinone (BOA) induced oxidative stress, lipid peroxidation and changes in some antioxidant enzyme activities in mung bean (Phaseolus aureus). Plant Physiology and Biochemistry 44(11-12):819-27

[3]. Krawiecka M, et al. Synthesis and biological activity of novel series of 1,3-benzoxazol-2(3H)-one derivatives. Acta Pol Pharm. 2013 Mar-Apr;70(2):245-53.

[4]. Miandji AM, et al. Synthesis and biological activities of some 1,3-benzoxazol-2(3H)-one derivatives as anti-quorum sensing agents. Arzneimittelforschung. 2012 Jul;62(7):330-4.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
299ºC at 760 mmHg

[ Melting Point ]:
137-139 °C(lit.)

[ Molecular Formula ]:
C₇H₅NO₂

[ Molecular Weight ]:
135.120

[ Flash Point ]:
160 °C

[ Exact Mass ]:
135.032028

[ PSA ]:
46.00000

[ LogP ]:
1.16

[ Index of Refraction ]:
1.586

[ Water Solubility ]:
soluble in hot water

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: DM4905000

CHEMICAL NAME :: 2-Benzoxazolinone

CAS REGISTRY NUMBER :: 59-49-4

LAST UPDATED :: 199701

DATA ITEMS CITED :: 6

MOLECULAR FORMULA :: C7-H5-N-O2

MOLECULAR WEIGHT :: 135.13

WISWESSER LINE NOTATION :: T56 BMVOJ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 700 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: MDCHAG Medicinal Chemistry: A Series of Monographs. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1963- Volume(issue)/page/year: 4(1),341,1964

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 554 mg/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity) Behavioral - excitement

REFERENCE :: GTPZAB Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.1-36, 1957-1992. For publisher information, see MTPEEI Volume(issue)/page/year: 31(8),36,1987

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 400 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: NTIS** National Technical Information Service. (Springfield, VA 22161) Formerly U.S. Clearinghouse for Scientific & Technical Information. Volume(issue)/page/year: AD277-689

TYPE OF TEST :: LC50 - Lethal concentration, 50 percent kill

ROUTE OF EXPOSURE :: Inhalation

SPECIES OBSERVED :: Mammal - species unspecified

DOSE/DURATION :: 3892 mg/m3

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity) Behavioral - excitement

REFERENCE :: GTPZAB Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.1-36, 1957-1992. For publisher information, see MTPEEI Volume(issue)/page/year: 31(8),36,1987 *** OCCUPATIONAL EXPOSURE LIMITS *** OEL-RUSSIA:STEL 1 mg/m3 JAN 1993

Safety Information

[ Hazard Codes ]:
Xn:Harmful

[ Risk Phrases ]:
R22

[ Safety Phrases ]:
S36-S24/25

[ WGK Germany ]:
3

[ RTECS ]:
DM4905000

[ HS Code ]:
2934999090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2934999090

[ Summary ]:
2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%