2-(3-HYDROXY-2-(3-HYDROXYPICOLINAMIDO)PHENYL)BENZO[D]OXAZOLE-4-CARBOXYLIC ACID

Names

[ Name ]:
2-(3-HYDROXY-2-(3-HYDROXYPICOLINAMIDO)PHENYL)BENZO[D]OXAZOLE-4-CARBOXYLIC ACID

Biological Activity

[Description]:

Antibiotic A-338533, an antibiotic, can be isolated from Streptomyces strain. Antibiotic A-338533 has anti-bacterial activity against Staphylococcus aureus, Mycoplasma gallisepticum with MIC values of 2 μg/mL and ≤1.56 μg/mL, respectively[1].

[Related Catalog]:

Research Areas >> Infection

Signaling Pathways >> Anti-infection >> Bacterial

[In Vitro]

Antibiotic A-33853 对球虫病的主要致病菌嫩艾美耳菌 (Eimeria tenella) 有抑制作用，对阴道毛滴虫 (Trichomonas vaginalis) 的 MIC<0.975 μg/mL[1]。

[In Vivo]

Antibiotic A-33853 (60 mg/kg；皮下注射；单次剂量) 对雏鸡体内的鸡毒支原体无效[1]。 Antibiotic A-33853 (70 mg/kg；皮下注射；两次剂量) 对小鼠体内的金黄色葡萄球菌无效[1]。 Antibiotic A-33853 对小鼠模型的急性毒性剂量的 LD50 值为 300 mg/kg (腹腔注射)[1]。

[References]

[1]. In Pursuit of Natural Product Leads: Synthesis and Biological Evaluation of 2-[3-hydroxy-2-[(3-hydroxypyridine-2-carbonyl)amino]phenyl]benzoxazole-4-carboxylic acid (A-33853) and Its Analogues: Discovery of N-(2-Benzoxazol-2-ylphenyl)benzamides as Novel Antileishmanial ChemotypesJ. Med. Chem., 2008, 51 (23), pp 7344-7347

[2]. Michel KH, et al. The discovery, fermentation, isolation, and structure of antibiotic A33853 and its tetraacetyl derivative. J Antibiot (Tokyo). 1984 May;37(5):441-5.

Chemical & Physical Properties

[ Density]:
1.588 g/cm3

[ Boiling Point ]:
644.9ºC at 760 mmHg

[ Molecular Formula ]:
C₂₀H₁₃N₃O₆

[ Molecular Weight ]:
391.33400

[ Flash Point ]:
343.8ºC

[ Exact Mass ]:
391.08000

[ PSA ]:
145.78000

[ LogP ]:
3.32450

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: DM4675350

CHEMICAL NAME :: 4-Benzoxazolecarboxylic acid, 2-(3-hydroxy-2-(((3-hydroxy-2-pyridinyl)carbonyl)amin o)phenyl)-

CAS REGISTRY NUMBER :: 80148-45-4

LAST UPDATED :: 199209

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C20-H13-N3-O6

MOLECULAR WEIGHT :: 391.36

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

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

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >300 mg/kg

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

REFERENCE :: USXXAM United States Patent Document. (U.S. Patent Office, Box 9, Washington, DC 20231) Volume(issue)/page/year: #4293649

Safety Information

[ 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%