Aaptamine

Names

[ Name ]:
Aaptamine

[Synonym ]:
8,9-dimethoxy-4h-benzo[de][1,6]naphthyridine
UNII-FGW9D01COE
8,9-Dimethoxy-1H-benzo(de)(1,6)naphthyridine
Aaaptamine Hydrochloride
1H-Benzo(de)(1,6)naphthyridine,8,9-dimethoxy

Biological Activity

[Description]:

Aaptamine, a spongean alkaloid isolated from a sea sponge Aaptos aaptos, is a competitive antagonist of α-adrenoceptor and activates the p21 promoter in a p53-independent manner[1][1].

[Related Catalog]:

Research Areas >> Cancer

Signaling Pathways >> GPCR/G Protein >> Adrenergic Receptor

[References]

[1]. Ohizumi Y, et al. Alpha-adrenoceptor blocking action of aaptamine, a novel marine natural product, in vascular smooth muscle. J Pharm Pharmacol. 1984 Nov;36(11):785-6.

[2]. Aoki S, et al. Aaptamine, a spongean alkaloid, activates p21 promoter in a p53-independent manner. Biochem Biophys Res Commun. 2006 Mar 31;342(1):101-6.

Chemical & Physical Properties

[ Density]:
1.246g/cm3

[ Boiling Point ]:
420.578ºC at 760 mmHg

[ Molecular Formula ]:
C₁₃H₁₂N₂O₂

[ Molecular Weight ]:
228.24700

[ Flash Point ]:
208.158ºC

[ Exact Mass ]:
228.09000

[ PSA ]:
47.14000

[ LogP ]:
2.73330

[ Index of Refraction ]:
1.641

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: DI2410500

CHEMICAL NAME :: 1H-Benzo(de)(1,6)naphthyridine, 8,9-dimethoxy-

CAS REGISTRY NUMBER :: 85547-22-4

LAST UPDATED :: 199612

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C13-H12-N2-O2

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

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

ROUTE OF EXPOSURE :: Unreported

SPECIES OBSERVED :: Mammal - species unspecified

DOSE/DURATION :: 30 mg/kg

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

REFERENCE :: KHFZAN Khimiko-Farmatsevticheskii Zhurnal. Chemical Pharmaceutical Journal. For English translation, see PCJOAU. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.1- 1967- Volume(issue)/page/year: 24(7),15,1990

Safety Information

[ HS Code ]:
2933990090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2933990090

[ Summary ]:
2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%