NP-313

Names

[ Name ]:
NP-313

[Synonym ]:
2-Acetamido-3-chloro-1,4-naphthoquinone
2-Chloro-3-acetamidonaphthoquinone
2-N-acteylamino-3-chloro-1,4-naphthoquinone
2-acetylamino-3-chloro-1,4-naphthoquinone

Biological Activity

[Description]:

NP-313 is a potent antithrombotic agent that inhibits platelet aggregation and activation. NP-313 has dual inhibition of thromboxane A 2 synthesis and selective inhibition of SOCC-mediated Ca2+ inward flow[1].

[Related Catalog]:

Research Areas >> Cardiovascular Disease

Signaling Pathways >> Metabolic Enzyme/Protease >> Thrombin

[In Vitro]

NP-313 (0-80 μM)可以以剂量依赖的方式抑制血小板的聚集。其中，对凝血酶和 A23187 诱导的血小板聚集，NP-313 的最大抑制程度可分别达到约 80% 和 60%[1]。 NP-313 (0-8 μM) 浓度依赖性地抑制 P-选择素表达以及胶原蛋白或者是凝血酶诱导的人血小板中血栓素 B 2 (TXB2) 生成。同时，NP-313 抑制 COX-1 和 TXA 2合酶的 IC 50 值分别为 1.5 和 3.9 µM[1]。

[In Vivo]

NP-313 (i.v., 4-16 µg/g)在雄性 ICR 小鼠中显着延长了闭塞时间 (TTO)，延长了出血时间，抑制了由胶原蛋白 (10 µg/mL) 引起的血小板聚集[1]。

[References]

[1]. Heng-Lan Kuo, et al. NP-313, 2-acetylamino-3-chloro-1,4-naphthoquinone, a novel antithrombotic agent with dual inhibition of thromboxane A(2) synthesis and calcium entry. Br J Pharmacol. 2011 Apr;162(8):1871-83.

Chemical & Physical Properties

[ Density]:
1.44g/cm3

[ Boiling Point ]:
427.7ºC at 760 mmHg

[ Molecular Formula ]:
C₁₂H₈ClNO₃

[ Molecular Weight ]:
249.65000

[ Flash Point ]:
212.5ºC

[ Exact Mass ]:
249.01900

[ PSA ]:
63.24000

[ LogP ]:
2.04300

[ Index of Refraction ]:
1.62

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: AB7444800

CHEMICAL NAME :: Acetamide, N-(1,4-dihydro-3-chloro-1,4-dioxo-2-naphthyl)-

CAS REGISTRY NUMBER :: 5397-78-4

BEILSTEIN REFERENCE NO. :: 0524965

LAST UPDATED :: 199612

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C12-H8-Cl-N-O3

MOLECULAR WEIGHT :: 249.66

WISWESSER LINE NOTATION :: L66 BV EVJ CG DMV1

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 :: 11 mg/kg

TOXIC EFFECTS :: Tumorigenic - active as anti-cancer agent

REFERENCE :: JMCMAR Journal of Medicinal Chemistry. (American Chemical Soc., Distribution Office Dept. 223, POB POB 57136, West End Stn., Washington, DC 20037) V.6- 1963- Volume(issue)/page/year: 26,570,1983

Safety Information

[ HS Code ]:
2924299090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2924299090

[ Summary ]:
2924299090. other cyclic amides (including cyclic carbamates) and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%