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

Modify Date: 2024-01-02 20:39:08

2-(3-HYDROXY-2-(3-HYDROXYPICOLINAMIDO)PHENYL)BENZO[D]OXAZOLE-4-CARBOXYLIC ACID Structure
2-(3-HYDROXY-2-(3-HYDROXYPICOLINAMIDO)PHENYL)BENZO[D]OXAZOLE-4-CARBOXYLIC ACID structure
Common Name 2-(3-HYDROXY-2-(3-HYDROXYPICOLINAMIDO)PHENYL)BENZO[D]OXAZOLE-4-CARBOXYLIC ACID
CAS Number 80148-45-4 Molecular Weight 391.33400
Density 1.588 g/cm3 Boiling Point 644.9ºC at 760 mmHg
Molecular Formula C20H13N3O6 Melting Point N/A
MSDS N/A Flash Point 343.8ºC

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


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].

 Names

Name 2-[3-hydroxy-2-[(3-hydroxypyridine-2-carbonyl)amino]phenyl]-1,3-benzoxazole-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
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

~83%

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

2-(3-HYDROXY-2-...

CAS#:80148-45-4

Literature: Tipparaju, Suresh K.; Joyasawal, Sipak; Pieroni, Marco; Kaiser, Marcel; Brun, Reto; Kozikowski, Alan P. Journal of Medicinal Chemistry, 2008 , vol. 51, # 23 p. 7344 - 7347

 Precursor & DownStream

Precursor  1

DownStream  0

 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%