lysergamide

Names

[ CAS No. ]:
478-94-4

[ Name ]:
lysergamide

[Synonym ]:
(6aR,9R)-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide
Lysergamide

Chemical & Physical Properties

[ Density]:
1.34g/cm3

[ Boiling Point ]:
572.3ºC at 760 mmHg

[ Molecular Formula ]:
C16H17N3O

[ Molecular Weight ]:
267.32600

[ Flash Point ]:
299.9ºC

[ Exact Mass ]:
267.13700

[ PSA ]:
62.12000

[ LogP ]:
2.16110

[ Vapour Pressure ]:
4.18E-13mmHg at 25°C

[ Index of Refraction ]:
1.721

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
OL4025000
CHEMICAL NAME :
Lysergamide
CAS REGISTRY NUMBER :
478-94-4
BEILSTEIN REFERENCE NO. :
0090708
LAST UPDATED :
199709
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C16-H17-N3-O
MOLECULAR WEIGHT :
267.36
WISWESSER LINE NOTATION :
T C6656 1A P GN LM CUTT&&J EVZ G1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Human
DOSE/DURATION :
14 ug/kg
TOXIC EFFECTS :
Behavioral - toxic psychosis
REFERENCE :
27ZQAG "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972 Volume(issue)/page/year: -,97,1972
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
2500 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
AEPPAE Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. (Berlin, Ger.) V.110-253, 1925-66. For publisher information, see NSAPCC. Volume(issue)/page/year: 181,154,1936

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

  • (+)-Lysergic acid
  • (6aR,9S)-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide

DownStream

Related Compounds

  • LYSERGAMIDE
  • Lysergamide,N,N-diethyldihydro
  • Lysergamide,N,N-diethyl-1-methyl
  • Lysergamide,N-cycloheptyl-,maleate
  • Lysergamide,N-cyclopropyl-,maleate
  • Lysergamide,N-cyclopentyl-,maleate
  • Tert-butyl 4-(1-methyl-3-oxo-2,3-dihydro-1H-pyrazol-4-yl)piperidine-1-carboxylate
  • Tert-butyl 4-(2-((5-(hydroxymethyl)-2-(methylthio)pyrimidin-4-yl)amino)ethyl)-3-oxopiperazine-1-carboxylate
  • Tert-butyl 4-(4-(5-(methoxycarbonyl)benzo[b]thiophen-3-yl)-3-methylbenzyl)piperidine-1-carboxylate
  • Tert-butyl 4-(5-((methoxymethyl)carbamoyl)-2-methylpyrimidin-4-yl)piperidine-1-carboxylate
  • Tert-butyl 4-(5-amino-4-isopropyl-1-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)piperidine-1-carboxylate
  • Tert-butyl 4-(5-fluoro-2-methylphenyl)-3-methylpiperazine-1-carboxylate
  • Tert-butyl 4-(5-fluoro-3-formylpyridin-2-yl)piperazine-1-carboxylate
  • Tert-butyl 4-(aminomethyl)-4-(1-hydroxyethyl)piperidine-1-carboxylate
  • Tert-butyl 4-(benzo[d]thiazol-5-yl)piperazine-1-carboxylate
  • Tert-butyl 4-[1-amino-3-(tert-butoxy)-3-oxopropyl]piperidine-1-carboxylate
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