Huperzine B

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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)-

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

  • Pulegone
  • tert-butyl (R)-(3-methyl-6-oxocyclohex-1-en-1-yl)carbamate
  • tert-butyl ((3R,5S)-5-((3-bromo-6-methoxypyridin-2-yl)methyl)-3-methyl-6-oxocyclohex-1-en-1-yl)carbamate

DownStream

  • 7-Methylquinoline
  • 6-methylpyridin-2-ol

Related Compounds

  • Huperzine A
  • Coralloidin B
  • Benzo[b]selenophen-3(2H)-one
  • dubioside B
  • box B-binding factor 2
  • chloropolysporin B
  • 4-(benzylsulfonyl)-N-(thiophen-2-yl)piperidine-1-carboxamide
  • 4-(benzylsulfonyl)-N-(2-(trifluoromethyl)phenyl)piperidine-1-carboxamide
  • 4-(benzylsulfonyl)-N-(2,6-difluorophenyl)piperidine-1-carboxamide
  • 4-(Benzylsulfonyl)-1-(cyclopropylsulfonyl)piperidine
  • 4-(Benzylsulfonyl)-1-((2-fluorophenyl)sulfonyl)piperidine
  • 4-(benzylsulfonyl)-N,N-dimethylpiperidine-1-sulfonamide
  • 4-(Benzylsulfonyl)-1-((3-phenoxypropyl)sulfonyl)piperidine
  • 4-((4-(Benzylsulfonyl)piperidin-1-yl)sulfonyl)morpholine
  • 4-(benzylsulfonyl)-1-((1,2-dimethyl-1H-imidazol-4-yl)sulfonyl)piperidine
  • 2-cyclopentyl-N-((2-(1-methyl-1H-pyrazol-4-yl)pyridin-3-yl)methyl)acetamide
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