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Huperzine B

Names

[ CAS No. ]:
103548-82-9

[ Name ]:
Huperzine B

[Synonym ]:
HuperzineB
(1R,9R,10R)-16-Methyl-6,14-diazatetracyclo[7.5.3.0.0]heptadeca-2(7),3,16-trien-5-one
1H-5,10b-[1]Propeno-1,7-phenanthrolin-8(7H)-one, 2,3,4,4a,5,6-hexahydro-12-methyl-, (4aR,5R,10bR)-

Biological Activity

[Description]:

Huperzine B is a Lycopodium alkaloid isolated from Huperzia serrata and a highly selective acetylcholinesterase (AChE) inhibitor. Huperzine B can be uesd to can be used to improve Alzheimer's disease[1][2].

[Related Catalog]:

Research Areas >> Neurological Disease
Signaling Pathways >> Neuronal Signaling >> AChE

[Target]

AChE[1]


[References]

[1]. Zhang HY, et al. Huperzine B, a novel acetylcholinesterase inhibitor, attenuates hydrogen peroxide induced injury in PC12 cells. Neurosci Lett. 2000 Sep 29;292(1):41-4.

[2]. He XC, et al. Study on dual-site inhibitors of acetylcholinesterase: Highly potent derivatives of bis- and bifunctional huperzine B. Bioorg Med Chem. 2007 Feb 1;15(3):1394-408.

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
533.5±50.0 °C at 760 mmHg

[ Molecular Formula ]:
C16H20N2O

[ Molecular Weight ]:
256.343

[ Flash Point ]:
216.4±30.3 °C

[ Exact Mass ]:
256.157562

[ PSA ]:
44.89000

[ LogP ]:
1.98

[ Vapour Pressure ]:
0.0±1.4 mmHg at 25°C

[ Index of Refraction ]:
1.624

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
OL2780000
CHEMICAL NAME :
Lycodin-1(18H)-one, 8,15-didehydro-
CAS REGISTRY NUMBER :
103548-82-9
LAST UPDATED :
198912
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C16-H20-N2-O
MOLECULAR WEIGHT :
256.38

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
43841 ug/kg
TOXIC EFFECTS :
Sense Organs and Special Senses (Eye) - lacrimation Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - respiratory depression
REFERENCE :
CYLPDN Zhongguo Yaoli Xuebao. Acta Pharmacologica Sinica. Chinese Journal of Pharmacology. (China International Book Trading Corp., POB 2820, Beijing, Peop. Rep. China) V.1- 1980- Volume(issue)/page/year: 8,117,1987
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
25125 ug/kg
TOXIC EFFECTS :
Sense Organs and Special Senses (Eye) - lacrimation Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - respiratory depression
REFERENCE :
CYLPDN Zhongguo Yaoli Xuebao. Acta Pharmacologica Sinica. Chinese Journal of Pharmacology. (China International Book Trading Corp., POB 2820, Beijing, Peop. Rep. China) V.1- 1980- Volume(issue)/page/year: 8,117,1987

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Related Compounds