CAS No.550-90-3,lupanine Suppliers

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Basic Information

Molecular Structure:
CAS No.:	550-90-3
Name:	lupanine
Article Data:	18

Formula:	C15H24 N2 O
Molecular Weight:	248.368
Synonyms:	7,14-Methano-2H,11H-dipyrido[1,2-a:1',2'-e][1,5]diazocin-11-one,dodecahydro-, [7S-(7a,7aa,14a,14ab)]-; Lupanine (8CI); Lupanine, d- (6CI); (+)-2-Oxosparteine; (+)-Lupanine;2-Oxosparteine; 7,14-Methano-4H,6H-dipyrido[1,2-a:1',2'-e][1,5]diazocin-4-one,dodecahydro-, [7S-(7a,7ab,14a,14aa)]-; Lupanin; d-Lupanine
Density:	1.16g/cm³
Melting Point:	40-44°
Boiling Point:	396.7°Cat760mmHg
Flash Point:	172.7°C
Safety:	Poison by intravenous and intraperitoneal routes. Moderately toxic by ingestion. When heated to decomposition it emits toxic fumes of NO_x.
PSA:	23.55000
LogP:	1.74750

Synthetic route

: (1S,2R,9S,10S)-7,15-diazatetracyclo[7.7.1.02,7.010,15]heptadec-12-en-6-one

: 550-90-3
(+)-lupanine

Conditions

Conditions	Yield
With palladium 10% on activated carbon; hydrogen In methanol at 20℃; under 760.051 Torr; for 2.5h;	93%

: L-(-)-lupanine D-tartrate salt

: 550-90-3
(+)-lupanine

Conditions

Conditions	Yield
With potassium hydroxide In water	30%

: D-(+)-lupanine-L-tartrate

: 550-90-3
(+)-lupanine

Conditions

Conditions	Yield
With potassium hydroxide In water	19%

: 3019-47-4, 74183-21-4, 74183-22-5, 133163-04-9
lupanine N(16)-oxide

: 550-90-3
(+)-lupanine

Conditions

Conditions	Yield
With sodium tetrahydroborate; formic acid; sulfur dioxide Ambient temperature; other N-oxides of sparteine lactams;
With hydrogen; platinum(IV) oxide In acetic acid under 760 Torr; for 1h; Product distribution; other N-oxides of sparteine lactams; other times;

: 3019-47-4, 74183-21-4, 74183-22-5, 133163-04-9
lupanine N(16)-oxide

A: 17-hydroxylupanine

B: 550-90-3
(+)-lupanine

Conditions

Conditions	Yield
With formic acid; sulfur dioxide for 0.5h; Mechanism; Product distribution; Ambient temperature; other N-oxides of sparteine lactams; other times;

: 32101-29-4
5,6-dehydrolupanine

: 550-90-3
(+)-lupanine

Conditions

Conditions	Yield
With hydrogen; palladium on activated charcoal In ethanol	3.2 mg
With hydrogen; palladium on activated charcoal In ethanol Ambient temperature;

: (+)-lupanine N-oxide

: 550-90-3
(+)-lupanine

Conditions

Conditions	Yield
With sulfur dioxide In methanol at 0℃; for 0.25h;	4 mg

: 10034-85-2
hydrogen iodide

: 15358-48-2
13α-hydroxylupanine

red phosphorus: red phosphorus

: 550-90-3
(+)-lupanine

...Expand

: 15358-48-2
13α-hydroxylupanine

phosphorus pentoxide: phosphorus pentoxide

A: 7732-18-5
water

B: 550-90-3
(+)-lupanine

Conditions

Conditions	Yield
at 170℃; folgende Hydrierung;

...Expand

: 6β-hydroxylupanine

: 550-90-3
(+)-lupanine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: CHCl3 / 12 h / Ambient temperature 2: 3.2 mg / H2 / 5percent Pd-C / ethanol View Scheme

Raw Materials

10034-85-2

15358-48-2

17026-42-5

Downstream Products

90-39-1

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Chemistry

Product Name: Lupanine
Synonyms: (+)-2-Oxosparteine ; (7S,7aR,14S,14aS)-Dodecahydro-7,14-methano-2H,11H-dipyrido[1,2-a:1',2'-e][1,5]diazocin-11-one ; Oxosparteine ;(+)-Lupanine ; 2-Oxosparteine
CAS NO: 550-90-3
Molecular Formula of Lupanine (CAS NO.550-90-3) : C₁₅H₂₄N₂O
Molecular Weight of Lupanine (CAS NO.550-90-3) : 248.3639
Molecular Structure of Lupanine (CAS NO.550-90-3) :
Index of Refraction: 1.581
Surface Tension: 48.3 dyne/cm
Density: 1.16 g/cm³
Flash Point: 172.7 °C
Enthalpy of Vaporization: 64.71 kJ/mol
Boiling Point: 396.7 °C at 760 mmHg
Vapour Pressure: 1.67E-06 mmHg at 25°C

Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
guinea pig	LDLo	intraperitoneal	22mg/kg (22mg/kg)		Journal of Agricultural Research Vol. 32, Pg. 51, 1926.
guinea pig	LDLo	intravenous	78mg/kg (78mg/kg)	BEHAVIORAL: TREMOR LUNGS, THORAX, OR RESPIRATION: DYSPNEA BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)	Planta Medica. Vol. 50, Pg. 420, 1984.
mouse	LD50	intraperitoneal	175mg/kg (175mg/kg)	BEHAVIORAL: TREMOR BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY) LUNGS, THORAX, OR RESPIRATION: DYSPNEA	Planta Medica. Vol. 50, Pg. 420, 1984.
mouse	LD50	oral	410mg/kg (410mg/kg)	BEHAVIORAL: TREMOR BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY) LUNGS, THORAX, OR RESPIRATION: DYSPNEA	Planta Medica. Vol. 50, Pg. 420, 1984.
rat	LD50	intraperitoneal	177mg/kg (177mg/kg)	BEHAVIORAL: TREMOR BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD LUNGS, THORAX, OR RESPIRATION: CYANOSIS	JAT, Journal of Applied Toxicology. Vol. 7, Pg. 51, 1987.
rat	LD50	oral	1440mg/kg (1440mg/kg)		Archives Internationales de Pharmacodynamie et de Therapie. Vol. 210, Pg. 27, 1974.

Safety Profile

Poison by intravenous and intraperitoneal routes. Moderately toxic by ingestion. When heated to decomposition it emits toxic fumes of NO_x.