Product Name

  • Name

    G-STROPHANTHIN

  • EINECS 211-139-3
  • CAS No. 630-60-4
  • Article Data1
  • CAS DataBase
  • Density 1.52 g/cm3
  • Solubility Soluble in water, boiling water, ethanol, boiling ethanol, pentanol and dioxane. Slightly soluble in ethyl ether, chloroform and ethyl acetate
  • Melting Point 200°C
  • Formula C29H44O12
  • Boiling Point 838.219 °C at 760 mmHg
  • Molecular Weight 584.661
  • Flash Point 272.893 °C
  • Transport Information UN 1544 6.1/PG 1
  • Appearance Odorless, white crystals or crystalline powder as an octahydrate
  • Safety 45
  • Risk Codes 23/25-33
  • Molecular Structure Molecular Structure of 630-60-4 (G-STROPHANTHIN)
  • Hazard Symbols ToxicT
  • Synonyms Ouabain(8CI);Acocantherin;Astrobain;Gratibain;Gratus strophanthin;Kombetin;NSC 25485;Ouabaine;Purostrophan;Rectobaina;Solufantina;Strodival;Strophalen;Strophoperm;Strophosan;Uabaina;Uabanin;g-Strophanthin;(1β,3β,5β,11α)-3-[(6-Deoxy-α-L-mannopyranosyl)oxy]-1,5,11,14,19-pentahydroxycard-20(22)-enolide;Card-20(22)-enolide,3-[(6-deoxy-a-L-mannopyranosyl)oxy]-1,5,11,14,19-pentahydroxy-,(1b,3b,5b,11a)-;1β,3β,5β,11α,14,19-Hexahydroxycard-20(22)-enolide 3-(6-deoxy-α-L-mannopyranoside);
  • PSA 206.60000
  • LogP -1.51500

Synthetic route

C52H58O16
1018988-68-5

C52H58O16

ouabain
630-60-4

ouabain

Conditions
ConditionsYield
With sodium carbonate In methanol at 20℃; for 1h;88%
ouabain
630-60-4

ouabain

trimethylsilyl trifluoromethanesulfonate
27607-77-8

trimethylsilyl trifluoromethanesulfonate

1α,2',3',11α,19-hexa-[(trimethylsilyl)oxy]-3β-[(α-L-rhamnopyranosyl)oxy]-5,14-dihydroxycard-20(22)-enolide

1α,2',3',11α,19-hexa-[(trimethylsilyl)oxy]-3β-[(α-L-rhamnopyranosyl)oxy]-5,14-dihydroxycard-20(22)-enolide

Conditions
ConditionsYield
With pyridine at 20℃; for 1h;95%
ouabain
630-60-4

ouabain

C29H42O12

C29H42O12

Conditions
ConditionsYield
With 4-methyl-morpholine; 6C6H15P*4CF3O3S(1-)*2Ru(2+); acetone at 65℃; for 3.5h; Inert atmosphere; Sealed tube;92%
ouabain
630-60-4

ouabain

1,1-dimethoxycyclopentane
931-94-2

1,1-dimethoxycyclopentane

C34H50O12

C34H50O12

Conditions
ConditionsYield
With toluene-4-sulfonic acid In tetrahydrofuran at 23℃; for 16h;91%
ouabain
630-60-4

ouabain

acetone
67-64-1

acetone

4-((3R,3aR,5R,5aS,5bR,9aR,11S,12aS,14aR,14bS)-5,12a,14b-trihydroxy-11-(((3aR,4R,6S,7S,7aR)-7-hydroxy-2,2,6-trimethyltetrahydro-4H-[1,3]dioxolo[4,5-c]pyran-4-yl)oxy)-3a,8,8-trimethylhexadecahydro-6H-cyclopenta[7,8]phenanthro[4,4a-d][1,3]dioxin-3-yl)furan-2(5H)-one
326805-71-4

4-((3R,3aR,5R,5aS,5bR,9aR,11S,12aS,14aR,14bS)-5,12a,14b-trihydroxy-11-(((3aR,4R,6S,7S,7aR)-7-hydroxy-2,2,6-trimethyltetrahydro-4H-[1,3]dioxolo[4,5-c]pyran-4-yl)oxy)-3a,8,8-trimethylhexadecahydro-6H-cyclopenta[7,8]phenanthro[4,4a-d][1,3]dioxin-3-yl)furan-2(5H)-one

Conditions
ConditionsYield
With hydrogenchloride at 25℃; for 2h;89%
With hydrogenchloride at 20℃;84%
With hydrogenchloride In water at 20℃; for 2h;84%
ouabain
630-60-4

ouabain

acetic anhydride
108-24-7

acetic anhydride

(2R,3R,4R,5S,6S)-2-(((1R,3S,5S,10R,11R,13R,14S,17R)-1,11-diacetoxy-10-(acetoxymethyl)-5,14-dihydroxy-13-methyl-17-(5-oxo-2,5-dihydrofuran-3-yl)hexadecahydro-1H-cyclopenta[a]phenanthren-3-yl)oxy)-6-methyltetrahydro-2H-pyran-3,4,5-triyl triacetate
57198-85-3

(2R,3R,4R,5S,6S)-2-(((1R,3S,5S,10R,11R,13R,14S,17R)-1,11-diacetoxy-10-(acetoxymethyl)-5,14-dihydroxy-13-methyl-17-(5-oxo-2,5-dihydrofuran-3-yl)hexadecahydro-1H-cyclopenta[a]phenanthren-3-yl)oxy)-6-methyltetrahydro-2H-pyran-3,4,5-triyl triacetate

Conditions
ConditionsYield
Reflux;88%
for 1.5h; Heating;71%
With pyridine
ouabain
630-60-4

ouabain

triisopropylsilyl trifluoromethanesulfonate
80522-42-5

triisopropylsilyl trifluoromethanesulfonate

3',19-di-[(triisopropylsilyl)oxy]-3β-[(α-L-rhamnopyranosyl)oxy]-1β,5,11α,14-tetrahydroxycard-20(22)-enolide
292068-65-6

3',19-di-[(triisopropylsilyl)oxy]-3β-[(α-L-rhamnopyranosyl)oxy]-1β,5,11α,14-tetrahydroxycard-20(22)-enolide

Conditions
ConditionsYield
With 1H-imidazole In N,N-dimethyl-formamide for 1.5h;88%
With pyridine at 20℃; for 1h;33%
ouabain
630-60-4

ouabain

triisopropylsilyl trifluoromethanesulfonate
80522-42-5

triisopropylsilyl trifluoromethanesulfonate

1β,3',19-tri-[(triisopropylsilyl)oxy]-3β-[(α-L-rhamnopyranosyl)oxy]-5,11α,14-trihydroxycard-20(22)-enolide

1β,3',19-tri-[(triisopropylsilyl)oxy]-3β-[(α-L-rhamnopyranosyl)oxy]-5,11α,14-trihydroxycard-20(22)-enolide

Conditions
ConditionsYield
With pyridine at 20℃; for 1h;87%
ouabain
630-60-4

ouabain

(Z)-4-hydroxy-3-((1R,3S,5S,8R,9S,10R,11R,13R,14S,17R)-1,5,11,14-tetrahydroxy-10-(hydroxymethyl)-13-methyl-3-((2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yloxy)hexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)but-2-enoic acid
1042149-56-3

(Z)-4-hydroxy-3-((1R,3S,5S,8R,9S,10R,11R,13R,14S,17R)-1,5,11,14-tetrahydroxy-10-(hydroxymethyl)-13-methyl-3-((2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yloxy)hexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)but-2-enoic acid

Conditions
ConditionsYield
With lithium hydroxide In tetrahydrofuran at 20℃; Saponification;79%
ouabain
630-60-4

ouabain

tert-butyl allyl carbonate
70122-89-3

tert-butyl allyl carbonate

C32H48O12

C32H48O12

Conditions
ConditionsYield
Stage #1: ouabain With dihydroxy-methyl-borane In tetrahydrofuran; isopropyl alcohol Glovebox; Inert atmosphere;
Stage #2: tert-butyl allyl carbonate With tris(dibenzylideneacetone)dipalladium chloroform complex; triphenylphosphine In tetrahydrofuran; isopropyl alcohol at 25℃; for 16.16h; Glovebox; Inert atmosphere; Sealed tube;
74%
ouabain
630-60-4

ouabain

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

1β,3',19-tri-[(tert-butyldimethylsilyl)oxy]-3β-[(α-L-rhamnopyranosyl)oxy]-5,11α,14-trihydroxycard-20(22)-enolide

1β,3',19-tri-[(tert-butyldimethylsilyl)oxy]-3β-[(α-L-rhamnopyranosyl)oxy]-5,11α,14-trihydroxycard-20(22)-enolide

Conditions
ConditionsYield
With 1H-imidazole In N,N-dimethyl-formamide for 2h;72%
ouabain
630-60-4

ouabain

dihydro-ouabain
1183-35-3

dihydro-ouabain

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen65%
With water; palladium Hydrogenation;
ouabain
630-60-4

ouabain

tert-butyl allyl carbonate
70122-89-3

tert-butyl allyl carbonate

(E)-3'-allyl-ouabain

(E)-3'-allyl-ouabain

Conditions
ConditionsYield
Stage #1: tert-butyl allyl carbonate With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; triphenylphosphine In tetrahydrofuran for 0.5h; Glovebox; Inert atmosphere;
Stage #2: ouabain With 1,3-dihydro-1-hydroxy-3-phenyl-2,1-benzoxaborole In tetrahydrofuran; isopropyl alcohol at 25℃; for 16h; Inert atmosphere; Glovebox;
64.6%
ouabain
630-60-4

ouabain

1-epi-ouabain
191158-93-7

1-epi-ouabain

Conditions
ConditionsYield
With 4-methyl-morpholine; 6C6H15P*4CF3O3S(1-)*2Ru(2+) In 2,2,2-trifluoroethanol at 70℃; for 11h;60%
Multi-step reaction with 2 steps
1: 6C6H15P*4CF3O3S(1-)*2Ru(2+); 4-methyl-morpholine; acetone / 3.5 h / 65 °C / Inert atmosphere; Sealed tube
2: 6C6H15P*4CF3O3S(1-)*2Ru(2+); 4-methyl-morpholine; isopropyl alcohol / 2,2,2-trifluoroethanol / 1 h / 65 °C
View Scheme
ouabain
630-60-4

ouabain

acetone
67-64-1

acetone

4-((3R,3aR,5R,5aS,5bR,9aR,11S,12aS,14aR,14bS)-5,11,12a,14b-tetrahydroxy-3a,8,8-trimethylhexadecahydro-6H-cyclopenta[7,8]phenanthro[4,4a-d][1,3]dioxin-3-yl)furan-2(5H)-one
1178-61-6

4-((3R,3aR,5R,5aS,5bR,9aR,11S,12aS,14aR,14bS)-5,11,12a,14b-tetrahydroxy-3a,8,8-trimethylhexadecahydro-6H-cyclopenta[7,8]phenanthro[4,4a-d][1,3]dioxin-3-yl)furan-2(5H)-one

Conditions
ConditionsYield
With hydrogenchloride at 20℃;55%
With hydrogenchloride at 20℃; for 120h; Inert atmosphere;55%
With hydrogenchloride
ouabain
630-60-4

ouabain

acetone
67-64-1

acetone

C32H48O12

C32H48O12

Conditions
ConditionsYield
With copper(II) sulfate54%
ouabain
630-60-4

ouabain

triisopropylsilyl trifluoromethanesulfonate
80522-42-5

triisopropylsilyl trifluoromethanesulfonate

A

19-[(triisopropylsilyl)oxy]-3β-[(α-L-rhamnopyranosyl)oxy]-1β,3',5,11α,14-pentahydroxycard-20(22)-enolide

19-[(triisopropylsilyl)oxy]-3β-[(α-L-rhamnopyranosyl)oxy]-1β,3',5,11α,14-pentahydroxycard-20(22)-enolide

B

3',19-di-[(triisopropylsilyl)oxy]-3β-[(α-L-rhamnopyranosyl)oxy]-1β,5,11α,14-tetrahydroxycard-20(22)-enolide
292068-65-6

3',19-di-[(triisopropylsilyl)oxy]-3β-[(α-L-rhamnopyranosyl)oxy]-1β,5,11α,14-tetrahydroxycard-20(22)-enolide

Conditions
ConditionsYield
With pyridine at 20℃; for 1h;A 50%
B 14%
ouabain
630-60-4

ouabain

ouabagenin
508-52-1

ouabagenin

Conditions
ConditionsYield
With hydrogenchloride In methanol; water43%
Multi-step reaction with 3 steps
1: HCl / 23 °C
2: 97 percent / imidazole / acetonitrile; dimethylformamide / 12 h / 23 °C
3: 72 percent / aq. HCl / methanol / 4 h / 23 °C
View Scheme
ouabain
630-60-4

ouabain

cyclohexanone
108-94-1

cyclohexanone

1β,19-cyclohexyLiDenedioxy-3β,5,11α,14-tetrahydroxy-5β,14β-card-20(22)-enolide

1β,19-cyclohexyLiDenedioxy-3β,5,11α,14-tetrahydroxy-5β,14β-card-20(22)-enolide

Conditions
ConditionsYield
With hydrogenchloride
ouabain
630-60-4

ouabain

acetic anhydride
108-24-7

acetic anhydride

A

1,11,19-triacetoxy-5-hydroxy-3-(tri-O-acetyl-rhamnopyranosyloxy)-carda-14,20(22)-dienolide

1,11,19-triacetoxy-5-hydroxy-3-(tri-O-acetyl-rhamnopyranosyloxy)-carda-14,20(22)-dienolide

B

1β,5,11α,19-tetraacetoxy-3β-(tri-O-acetyl-α-L-rhamnopyranosyloxy)-5β-carda-14,20(22)-dienolide

1β,5,11α,19-tetraacetoxy-3β-(tri-O-acetyl-α-L-rhamnopyranosyloxy)-5β-carda-14,20(22)-dienolide

Conditions
ConditionsYield
With perchloric acid; acetic acid 1β,11α,19-triacetoxy-5-hydroxy-3β-O-acetyl-α-L-rhamnopyranosyloxy>-5β-carda-14,20(22)-dienolide;
ouabain
630-60-4

ouabain

acetic anhydride
108-24-7

acetic anhydride

1β,5,11α,19-tetraacetoxy-3β-(tri-O-acetyl-α-L-rhamnopyranosyloxy)-5β-carda-14,20(22)-dienolide

1β,5,11α,19-tetraacetoxy-3β-(tri-O-acetyl-α-L-rhamnopyranosyloxy)-5β-carda-14,20(22)-dienolide

Conditions
ConditionsYield
With zinc(II) chloride
ouabain
630-60-4

ouabain

acetone
67-64-1

acetone

1β,5,11α,14,19-pentahydroxy-3β-(O2,O3-isopropylidene-α-L-rhamnopyranosyloxy)-5β,14β-card-20(22)-enolide

1β,5,11α,14,19-pentahydroxy-3β-(O2,O3-isopropylidene-α-L-rhamnopyranosyloxy)-5β,14β-card-20(22)-enolide

Conditions
ConditionsYield
With copper(II) sulfate
With hydrogenchloride
ouabain
630-60-4

ouabain

butanone
78-93-3

butanone

1β,19-((Ξ)-sec-butylidenedioxy)-3β,5,11α,14-tetrahydroxy-5β,14β-card-20(22)-enolide

1β,19-((Ξ)-sec-butylidenedioxy)-3β,5,11α,14-tetrahydroxy-5β,14β-card-20(22)-enolide

Conditions
ConditionsYield
With hydrogenchloride
ouabain
630-60-4

ouabain

1,5,11,14-tetrahydroxy-19-oxo-3-rhamnopyranosyloxy-card-20(22)-enolide

1,5,11,14-tetrahydroxy-19-oxo-3-rhamnopyranosyloxy-card-20(22)-enolide

Conditions
ConditionsYield
With water; oxygen; platinum β-dehydro-g-stropanthin;
ouabain
630-60-4

ouabain

(20S,21S)-14,21-epoxy-1β,5,11α,19-tetrahydroxy-3β-α-L-rhamnopyranosyloxy-5β,14β-cardanolide

(20S,21S)-14,21-epoxy-1β,5,11α,19-tetrahydroxy-3β-α-L-rhamnopyranosyloxy-5β,14β-cardanolide

Conditions
ConditionsYield
With methanol; potassium hydroxide Ansaeuern der Reaktionsloesung mit wss. Salzsaeure;
ouabain
630-60-4

ouabain

A

1,5,11,14-tetrahydroxy-19-oxo-3-rhamnopyranosyloxy-card-20(22)-enolide

1,5,11,14-tetrahydroxy-19-oxo-3-rhamnopyranosyloxy-card-20(22)-enolide

B

β-dehydro-g-stropanthin

β-dehydro-g-stropanthin

Conditions
ConditionsYield
With water; oxygen; platinum α-dehydro-g-stropanthin;
ouabain
630-60-4

ouabain

hydrogenchloride
7647-01-0

hydrogenchloride

acetone
67-64-1

acetone

1β,5,11α,14,19-pentahydroxy-3β-(O2,O3-isopropylidene-α-L-rhamnopyranosyloxy)-5β,14β-card-20(22)-enolide

1β,5,11α,14,19-pentahydroxy-3β-(O2,O3-isopropylidene-α-L-rhamnopyranosyloxy)-5β,14β-card-20(22)-enolide

Conditions
ConditionsYield
15 min;
ouabain
630-60-4

ouabain

copper(II) sulfate
7758-99-8

copper(II) sulfate

acetone
67-64-1

acetone

1β,5,11α,14,19-pentahydroxy-3β-(O2,O3-isopropylidene-α-L-rhamnopyranosyloxy)-5β,14β-card-20(22)-enolide

1β,5,11α,14,19-pentahydroxy-3β-(O2,O3-isopropylidene-α-L-rhamnopyranosyloxy)-5β,14β-card-20(22)-enolide

ouabain
630-60-4

ouabain

acetic anhydride
108-24-7

acetic anhydride

A

1β,5,11α,19-tetraacetoxy-3β-(tri-O-acetyl-α-L-rhamnopyranosyloxy)-5β-carda-14,20(22)-dienolide

1β,5,11α,19-tetraacetoxy-3β-(tri-O-acetyl-α-L-rhamnopyranosyloxy)-5β-carda-14,20(22)-dienolide

B

1β,11α,19-triacetoxy-5-hydroxy-3β-O-acetyl-α-L-rhamnopyranosyloxy>-5β-carda-14,20(22)-dienolide

1β,11α,19-triacetoxy-5-hydroxy-3β-O-acetyl-α-L-rhamnopyranosyloxy>-5β-carda-14,20(22)-dienolide

Conditions
ConditionsYield
With perchloric acid; acetic acid
ouabain
630-60-4

ouabain

water
7732-18-5

water

nitric acid
7697-37-2

nitric acid

A

compound C23H25NO8 of mp: about 280 degree

compound C23H25NO8 of mp: about 280 degree

B

compound C23H24O10 of mp: about 300 degree

compound C23H24O10 of mp: about 300 degree

Ouabain Consensus Reports

EPA Extremely Hazardous Substances List. Reported in EPA TSCA Inventory.

Ouabain Specification

The Ouabain, with the CAS registry number 630-60-4, is also known as G-Strophanthin. It belongs to the product categories of Biochemistry; Glycosides; Rhamnose; Steroidglycosides; Steroids; Sugars. Its EINECS number is 211-139-3. This chemical's molecular formula is C29H44O12 and molecular weight is 584.65. What's more, its systematic name is (1β,3β,5β,11α)-3-[(6-Deoxy-α-L-mannopyranosyl)oxy]-1,5,11,14,19-pentahydroxycard-20(22)-enolide. Its classification codes are: (1)Cardiotonic agents; (2)Cardiovascular Agents; (3)Drug / Therapeutic Agent; (4)Enzyme inhibitors; (5)Mutation data; (6)Natural Product; (7)Protective Agents. This chemical is used to produce rapid digitalization in acute congestive heart failure, and it is also recommended in treatment of atrial or nodal paroxysmal tachycardia and atrial flutter. It is a cardioactive glycoside consisting of rhamnose and ouabagenin, obtained from the seeds of Strophanthus gratus and other plants of the Apocynaceae. It should be sealed and stored in a cool and dry place. Moreover, it should be protected from oxides. 

Physical properties of Ouabain are: (1)ACD/LogP: -2.205; (2)# of Rule of 5 Violations: 3; (3)ACD/LogD (pH 5.5): -2.21; (4)ACD/LogD (pH 7.4): -2.21; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 1.51; (8)ACD/KOC (pH 7.4): 1.51; (9)#H bond acceptors: 12; (10)#H bond donors: 8; (11)#Freely Rotating Bonds: 12; (12)Polar Surface Area: 206.6 Å2; (13)Index of Refraction: 1.655; (14)Molar Refractivity: 141.172 cm3; (15)Molar Volume: 384.679 cm3; (16)Polarizability: 55.965×10-24cm3; (17)Surface Tension: 83.78 dyne/cm; (18)Density: 1.52 g/cm3; (19)Flash Point: 272.893 °C; (20)Enthalpy of Vaporization: 138.556 kJ/mol; (21)Boiling Point: 838.219 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25°C.

Uses of Ouabain: it can be used to produce 1b,3',19-tri-[(tert-butyldimethylsilyl)oxy]-3b-[(a-L-rhamnopyranosyl)oxy]-5,11a,14-trihydroxycard-20(22)-enolide. It will need reagent imidazole and solvent dimethylformamide with the reaction time of 2 hours. The yield is about 72%.

Ouabain can be used to produce 1b,3',19-tri-[(tert-butyldimethylsilyl)oxy]-3b-[(a-L-rhamnopyranosyl)oxy]-5,11a,14-trihydroxycard-20(22)-enolide

When you are using this chemical, please be cautious about it as the following:
This chemical is toxic by inhalation and if swallowed. In case of accident or if you feel unwell, you should seek medical advice immediately (show the label where possible).

You can still convert the following datas into molecular structure:
(1)SMILES: O=C\1OC/C(=C/1)[C@H]2CC[C@@]6(O)[C@]2(C)C[C@@H](O)[C@H]4[C@H]6CC[C@]5(O)C[C@@H](O[C@@H]3O[C@H]([C@H](O)[C@@H](O)[C@H]3O)C)C[C@@H](O)[C@]45CO
(2)Std. InChI: InChI=1S/C29H44O12/c1-13-22(34)23(35)24(36)25(40-13)41-15-8-19(32)28(12-30)21-17(3-5-27(28,37)9-15)29(38)6-4-16(14-7-20(33)39-11-14)26(29,2)10-18(21)31/h7,13,15-19,21-25,30-32,34-38H,3-6,8-12H2,1-2H3/t13-,15-,16+,17+,18+,19+,21+,22-,23+,24+,25-,26+,27-,28+,29-/m0/s1
(3)Std. InChIKey: LPMXVESGRSUGHW-HBYQJFLCSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LD50 intraperitoneal 100ug/kg (.1mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 155, Pg. 165, 1965.
cat LD50 intravenous 100ug/kg (.1mg/kg)   Proceedings of the Society for Experimental Biology and Medicine. Vol. 35, Pg. 316, 1936.
cat LDLo intraduodenal 820ug/kg (.82mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 8, Pg. 557, 1958.
cat LDLo oral 5mg/kg (5mg/kg)   Farmacognosia. Vol. 13, Pg. 375, 1953.
cat LDLo subcutaneous 150ug/kg (.15mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 23, Pg. 1125, 1973.
cat LDLo unreported 90ug/kg (.09mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 148, Pg. 471, 1964.
dog LDLo intravenous 54ug/kg (.054mg/kg) CARDIAC: CHANGE IN RATE Journal of Pharmacology and Experimental Therapeutics. Vol. 179, Pg. 447, 1971.
dog LDLo oral 1500ug/kg (1.5mg/kg)   "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1289, 1935.
dog LDLo subcutaneous 100ug/kg (.1mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 23, Pg. 1125, 1973.
frog LD50 intravenous 250ug/kg (.25mg/kg)   Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 61, Pg. 231, 1965.
frog LD50 parenteral 370ug/kg (.37mg/kg)   Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 53, Pg. 995, 1957.
frog LDLo subcutaneous 400ug/kg (.4mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 23, Pg. 1125, 1973.
guinea pig LD50 intraperitoneal 210ug/kg (.21mg/kg)   Acta Biologica et Medica Germanica. Vol. 12, Pg. 434, 1964.
guinea pig LD50 intravenous 228ug/kg (.228mg/kg)   Acta Biologica et Medica Germanica. Vol. 12, Pg. 434, 1964.
guinea pig LD50 oral 8280ug/kg (8.28mg/kg)   United States Patent Document. Vol. #4230702,
guinea pig LD95 intraduodenal 3340ug/kg (3.34mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 8, Pg. 557, 1958.
guinea pig LDLo intraarterial 40ug/kg (.04mg/kg)   Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 131, Pg. 171, 1928.
guinea pig LDLo intramuscular 220ug/kg (.22mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 52, Pg. 1, 1934.
guinea pig LDLo subcutaneous 100ug/kg (.1mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 23, Pg. 1125, 1973.
monkey LDLo intravenous 102ug/kg (.102mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 13, Pg. 412, 1963.
mouse LD50 intracrebral 69ug/kg (.069mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Pharmacological Research Communications. Vol. 6, Pg. 417, 1974.
mouse LD50 intraperitoneal 11mg/kg (11mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 155, Pg. 165, 1965.
mouse LD50 intravenous 2200ug/kg (2.2mg/kg)   Proceedings of the Society for Experimental Biology and Medicine. Vol. 118, Pg. 756, 1965.
mouse LD50 oral 5mg/kg (5mg/kg)   Japanese Journal of Toxicology. Vol. 4, Pg. 105, 1991.
mouse LD50 subcutaneous 5mg/kg (5mg/kg)   Japanese Journal of Toxicology. Vol. 4, Pg. 105, 1991.
pigeon LDLo intramuscular 330ug/kg (.33mg/kg)   Comptes Rendus Hebdomadaires des Seances, Academie des Sciences. Vol. 149, Pg. 306, 1909.
pigeon LDLo intravenous 183ug/kg (.183mg/kg) CARDIAC: CHANGE IN RATE

GASTROINTESTINAL: NAUSEA OR VOMITING

CARDIAC: ARRHYTHMIAS (INCLUDING CHANGES IN CONDUCTION)
Archives Internationales de Pharmacodynamie et de Therapie. Vol. 126, Pg. 412, 1960.
pigeon LDLo oral 14mg/kg (14mg/kg)   Comptes Rendus Hebdomadaires des Seances, Academie des Sciences. Vol. 149, Pg. 306, 1909.
rabbit LD50 intravenous 252ug/kg (.252mg/kg)   Pharmacological Research Communications. Vol. 13, Pg. 571, 1981.
rabbit LDLo intramuscular 1mg/kg (1mg/kg)   Comptes Rendus Hebdomadaires des Seances, Academie des Sciences. Vol. 149, Pg. 306, 1909.
rabbit LDLo oral 7mg/kg (7mg/kg)   Comptes Rendus Hebdomadaires des Seances, Academie des Sciences. Vol. 149, Pg. 306, 1909.
rabbit LDLo subcutaneous 100ug/kg (.1mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 23, Pg. 1125, 1973.
rat LD50 intravenous 14mg/kg (14mg/kg)   Toxicology and Applied Pharmacology. Vol. 20, Pg. 44, 1971.
rat LD50 unreported 125mg/kg (125mg/kg)   Toxicology and Applied Pharmacology. Vol. 22, Pg. 336, 1972.
rat LDLo subcutaneous 50mg/kg (50mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 23, Pg. 1125, 1973.

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