beta-Nicotyrine supplier | CasNO.487-19-4

Name
B-NICOTYRINE
EINECS
CAS No. 487-19-4
Article Data51
CAS DataBase
Density 1.04g/cm³
Solubility
Melting Point 168-169 °C
Formula C10H10 N2
Boiling Point 282.8°Cat760mmHg
Molecular Weight 158.203
Flash Point 124.8°C
Transport Information
Appearance
Safety Poison by intraperitoneal route. Moderately toxic by ingestion and intravenous routes. When heated to decomposition it emits toxic fumes of NO_x.
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Nicotyrine(6CI,7CI); Pyridine, 3-(1-methylpyrrol-2-yl)- (8CI);1-Methyl-2-(3-pyridyl)pyrrole; 3,2'-Nicotyrine; 3-(1-Methyl-2-pyrrolyl)pyridine;NSC 127943; NSC 407276; b-Nicotyrine
PSA 17.82000
LogP 2.08710

Synthetic route

: 74-89-5
methylamine

: 76014-80-7
4-Oxo-1-(3-pyridyl)-1-butanone

: 487-19-4
nicotirine

Conditions

Conditions	Yield
In methanol; dichloromethane at 20℃; for 1h;	98%
In water for 2.5h;	57%

: 73671-58-6
bis-1-methyl-2-(3-pyridyl)pyrrol-3-yl disulphide

: 487-19-4
nicotirine

Conditions

Conditions	Yield
With sodium hydroxide; nickel In tetrahydrofuran for 2h; Heating;	87%

: 626-55-1
3-Bromopyridine

: 6973-60-0
1-Methyl-2-pyrrolecarboxylic acid

: 487-19-4
nicotirine

Conditions

Conditions	Yield
With tetrabutyl-ammonium chloride; caesium carbonate; bis(tri-t-butylphosphine)palladium(0) In N,N-dimethyl-formamide at 170℃; for 0.133333h; microwave irradiation;	85%
With bis(tri-t-butylphosphine)palladium(0); tetrabutyl-ammonium chloride; caesium carbonate In N,N-dimethyl-formamide at 170℃; for 0.133333h; Microwave irradiation;	85%

: 54-11-5
nicotin

: 487-19-4
nicotirine

Conditions

Conditions	Yield
With manganese(IV) oxide; silica gel for 0.05h; microwave irradiation;	75%
zirconium(IV) oxide In gaseous matrix at 500℃;	72.5%

: 96-54-8
N-Methylpyrrole

: 626-55-1
3-Bromopyridine

: 487-19-4
nicotirine

Conditions

Conditions	Yield
With 9,10-Dicyanoanthracene; N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 48h; Inert atmosphere; Sealed tube; Irradiation;	68%
With rhodamine 6G; N-ethyl-N,N-diisopropylamine In dimethyl sulfoxide at 25℃; for 60h; Inert atmosphere; Irradiation;	59%
Stage #1: N-Methylpyrrole With n-butyllithium In tetrahydrofuran; hexane at -78 - 20℃; for 0.5h; Stage #2: With tert.-butyl lithium; zinc(II) chloride In tetrahydrofuran at -78℃; for 0.5h; Stage #3: 3-Bromopyridine With tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 20℃; for 11h;	56%
With tributyl-amine; (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; N,N,N',N'-tetramethylguanidine In water; dimethyl sulfoxide at 20℃; for 16h; Irradiation;	38%
With ZnSe/CdS core/shell QDs; N-ethyl-N,N-diisopropylamine In hexane for 76h; Irradiation; Inert atmosphere;	42 %Chromat.

: 96-54-8
N-Methylpyrrole

: pyridine-3-diazonium o-benzenedisulfonimide

: 487-19-4
nicotirine

Conditions

Conditions	Yield
With copper(l) iodide; caesium carbonate at 22℃; for 1h; Gomberg-Bachmann-Hey Reaction;	67%

: 626-55-1
3-Bromopyridine

: 487-19-4
nicotirine

Conditions

Conditions	Yield
With 2-(N-methylpyrrolyl)zinc chloride; [1,4-bis(diphenylphosphino)butane] palladium(ll) dichloride In tetrahydrofuran for 22h; Ambient temperature;	66%

: 626-55-1
3-Bromopyridine

: 31785-72-5
1-methyl-2-pyrrolyllithium

: 487-19-4
nicotirine

Conditions

Conditions	Yield
With 1-ethyl-2-pyrrolidinone; dmap; phosphonic acid diethyl ester; nickel dichloride; zinc dibromide In tetrahydrofuran at 70℃; for 22h;	62%
Stage #1: 1-methyl-2-pyrrolyllithium With zinc dibromide In tetrahydrofuran Stage #2: 3-Bromopyridine With dmap; phosphonic acid diethyl ester; nickel dichloride In tetrahydrofuran at 70℃; for 22h; Negishi cross-coupling;	62%
Stage #1: 1-methyl-2-pyrrolyllithium With zinc dibromide In tetrahydrofuran; ethylpyrrolidin-2-one; 1- Inert atmosphere; Schlenk tube; Cooling; Stage #2: 3-Bromopyridine With dmap; phosphonic acid diethyl ester; nickel dichloride In tetrahydrofuran; ethylpyrrolidin-2-one; 1- at 70℃; for 22h; Schlenk tube; Inert atmosphere; Stage #3: With ammonium chloride In tetrahydrofuran; ethylpyrrolidin-2-one; 1- Product distribution / selectivity;	62%

: 69047-35-4
N-methyl-β-nicotyrinium iodide

A: 487-19-4
nicotirine

B: 163729-92-8
Methyl-[1-(1-methyl-1H-indol-7-yl)-meth-(Z)-ylidene]-amine

Conditions

Conditions	Yield
With methylamine In water at 150℃; for 22h;	A n/a B 60%
With benzylamine In water at 150℃; for 22h; Yield given;	A 10% B n/a
With Dimethylammonium sulphite In water at 180℃; for 30h; Yield given;

: N-ethyl-β-nicotyrinium iodide

: 69639-75-4, 79461-73-7
Dimethylammonium sulphite

A: 487-19-4
nicotirine

B: 163729-92-8
Methyl-[1-(1-methyl-1H-indol-7-yl)-meth-(Z)-ylidene]-amine

Conditions

Conditions	Yield
In water at 150℃; for 30h;	A 14% B 57%

...Expand

: 69639-75-4, 79461-73-7
Dimethylammonium sulphite

: N-benzyl-β-nicotyrinium iodide

A: 487-19-4
nicotirine

B: 163729-92-8
Methyl-[1-(1-methyl-1H-indol-7-yl)-meth-(Z)-ylidene]-amine

Conditions

Conditions	Yield
In water at 180℃; for 30h;	A 14% B 57%

...Expand

: N-ethyl-β-nicotyrinium iodide

: 74-89-5
methylamine

A: 487-19-4
nicotirine

B: 163729-92-8
Methyl-[1-(1-methyl-1H-indol-7-yl)-meth-(Z)-ylidene]-amine

Conditions

Conditions	Yield
In water at 150℃; for 22h;	A 14% B 57%

...Expand

: N-benzyl-β-nicotyrinium iodide

: 74-89-5
methylamine

A: 487-19-4
nicotirine

B: 163729-92-8
Methyl-[1-(1-methyl-1H-indol-7-yl)-meth-(Z)-ylidene]-amine

Conditions

Conditions	Yield
In water at 150℃; for 22h;	A 14% B 57%

...Expand

: N-ethyl-β-nicotyrinium iodide

A: 487-19-4
nicotirine

B: Ethyl-[1-(1-methyl-1H-indol-7-yl)-meth-(Z)-ylidene]-amine

Conditions

Conditions	Yield
With ethylamine In water at 150℃; for 22h;	A n/a B 56%
With benzylamine In water at 150℃; for 22h; Yield given;	A 10% B n/a
With ethylammonium sulphite In water at 180℃; for 30h; Yield given;

: 96-54-8
N-Methylpyrrole

: 1120-90-7
3-iodopyridine

: 487-19-4
nicotirine

Conditions

Conditions	Yield
With 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline bis[(2-diphenyl-phosphino)phenyl]ether copper(I) hexafluorophosphate; N,N-dicyclohexyl-2-methyl-1-propanamine; potassium carbonate In acetonitrile at 20℃; for 72h; Inert atmosphere; Sealed tube; UV-irradiation;	54%
With 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline bis[(2-diphenyl-phosphino)phenyl]ether copper(I) hexafluorophosphate; N,N-dicyclohexyl-2-methyl-1-propanamine; potassium carbonate In acetonitrile at 20℃; UV-irradiation;	54%

: 96-54-8
N-Methylpyrrole

: 626-60-8
3-Chloropyridine

: 487-19-4
nicotirine

Conditions

Conditions	Yield
With 9-ethyl-N3,N3,N6,N6,-tetramethyl-9H-carbazole-3,6-diamine; N-ethyl-N,N-diisopropylamine In dimethyl sulfoxide at 23℃; for 36h; Inert atmosphere; UV-irradiation; Schlenk technique;	46%

: 69047-35-4
N-methyl-β-nicotyrinium iodide

: 69639-76-5, 79461-74-8
ethylammonium sulphite

A: 487-19-4
nicotirine

B: 163729-92-8
Methyl-[1-(1-methyl-1H-indol-7-yl)-meth-(Z)-ylidene]-amine

C: Ethyl-[1-(1-methyl-1H-indol-7-yl)-meth-(Z)-ylidene]-amine

Conditions

Conditions	Yield
In water at 150℃; for 40h;	A n/a B 13% C 45%

...Expand

: 69047-35-4
N-methyl-β-nicotyrinium iodide

: 75-04-7
ethylamine

A: 487-19-4
nicotirine

B: 163729-92-8
Methyl-[1-(1-methyl-1H-indol-7-yl)-meth-(Z)-ylidene]-amine

C: Ethyl-[1-(1-methyl-1H-indol-7-yl)-meth-(Z)-ylidene]-amine

Conditions

Conditions	Yield
In water at 150℃; for 22h;	A n/a B 13% C 45%

...Expand

: N-benzyl-β-nicotyrinium iodide

A: 487-19-4
nicotirine

B: Benzyl-[1-(1-methyl-1H-indol-7-yl)-meth-(Z)-ylidene]-amine

Conditions

Conditions	Yield
With benzylamine In water at 150℃; for 22h;	A n/a B 40%
With benzylammonium sulphite In water at 180℃; for 30h; Yield given;

: 96-54-8
N-Methylpyrrole

: 16133-25-8
Pyridine-3-sulfonyl chloride

: 487-19-4
nicotirine

Conditions

Conditions	Yield
With dichloro bis(acetonitrile) palladium(II); lithium carbonate In 1,4-dioxane at 140℃; for 24h; Schlenk technique; Inert atmosphere; chemoselective reaction;	31%

: 812648-74-1
1-benzyl-3-(1-methylpyrrolidin-2-yl)piperidine

: 487-19-4
nicotirine

Conditions

Conditions	Yield
With selenium at 250 - 260℃; for 30h;	18%

: 20451-53-0
Phenyl vinyl sulfoxide

: 119908-57-5
M-methyl-1-(3-pyridyl)ethanimine N-oxide

: 487-19-4
nicotirine

Conditions

Conditions	Yield
In toluene for 6h; Heating;	14%

: 20451-53-0
Phenyl vinyl sulfoxide

: N-methyl-1-(3-pyridyl)ethanimine N-Oxide

: 487-19-4
nicotirine

Conditions

Conditions	Yield
In toluene	9.88%

: 69047-35-4
N-methyl-β-nicotyrinium iodide

A: 487-19-4
nicotirine

B: C-(1-Methyl-1H-indol-7-yl)-methyleneamine

Conditions

Conditions	Yield
With ammonium hydroxide at 180℃; for 40h;	A n/a B 6%

: 22083-74-5
3-(1-methyl-pyrrolidin-2-yl)-pyridine

A: 532-12-7
Myosmine

B: 525-74-6
N-methylmyosmine

C: 487-19-4
nicotirine

D: 15569-85-4
cotinine

E: 3-(1-Methyl-2,3-dihydro-1H-pyrrol-2-yl)-pyridine

Conditions

Conditions	Yield
With 9,10-Dicyanoanthracene; oxygen In acetonitrile for 22h; Mechanism; Irradiation; also TiO2 as electron acceptor, in absence of O2;	A 0.27% B n/a C 0.11% D 1.05% E n/a

...Expand

: 56-23-5
tetrachloromethane

: 21446-40-2
1-methyl-2-(3-pyridyl)-3-pyrroline

: 107-21-1
ethylene glycol

A: 487-19-4
nicotirine

B: 22083-74-5
3-(1-methyl-pyrrolidin-2-yl)-pyridine

...Expand

: 21446-40-2
1-methyl-2-(3-pyridyl)-3-pyrroline

A: 487-19-4
nicotirine

B: 22083-74-5
3-(1-methyl-pyrrolidin-2-yl)-pyridine

: 22083-74-5
3-(1-methyl-pyrrolidin-2-yl)-pyridine

A: 120-94-5
1-Methylpyrrolidine

B: 487-19-4
nicotirine

Conditions

Conditions	Yield
With water; silver(l) oxide

: 22083-74-5
3-(1-methyl-pyrrolidin-2-yl)-pyridine

: 487-19-4
nicotirine

Conditions

Conditions	Yield
With magnesium hydrosilicate; palladium
With air; vanadia

: 22083-74-5
3-(1-methyl-pyrrolidin-2-yl)-pyridine

A: 487-19-4
nicotirine

B: 111357-52-9
methyl-bis-(4-[3]pyridyl-butyl)-amine

Conditions

Conditions	Yield
With magnesium hydrosilicate; palladium at 230 - 280℃;

: 487-19-4
nicotirine

: 766-77-8
Dimethylphenylsilane

: 2-(dimethylphenylsilyl)-5-(1-methyl-1H-pyrrol-2-yl)pyridine

Conditions

Conditions	Yield
With 2-methoxytetrahydropyran; tert-butylethylene; C78H70Al2Cl4N6P4Rh2 In dodecane at 150℃; for 6h; Glovebox;	75%

: 487-19-4
nicotirine

: PhMe2SiBpin

A: 2-(dimethylphenylsilyl)-5-(1-methyl-1H-pyrrol-2-yl)pyridine

B: 3-(1-methyl-1H-pyrrol-2-yl)-4-(dimethylphenylsilyl)pyridine

C: 2-(dimethylphenylsilyl)-3-(1-methyl-1H-pyrrol-2-yl)pyridine

Conditions

Conditions	Yield
With potassium hexamethylsilazane In dodecane at 20℃; for 3h; Glovebox;	A 16% B n/a C n/a

...Expand

: 487-19-4
nicotirine

: 69639-75-4, 79461-73-7
Dimethylammonium sulphite

: 163729-92-8
Methyl-[1-(1-methyl-1H-indol-7-yl)-meth-(Z)-ylidene]-amine

Conditions

Conditions	Yield
In water at 180℃; for 60h;	15%

: 487-19-4
nicotirine

: 74-89-5
methylamine

: 163729-92-8
Methyl-[1-(1-methyl-1H-indol-7-yl)-meth-(Z)-ylidene]-amine

Conditions

Conditions	Yield
In water at 150℃; for 22h;	13%

: 487-19-4
nicotirine

: 762-42-5
dimethyl acetylenedicarboxylate

: 9-(1-Methyl-1H-pyrrol-2-yl)-9aH-quinolizine-1,2,3,4-tetracarboxylic acid tetramethyl ester

Conditions

Conditions	Yield
In acetonitrile at 0℃; for 4h;	6.3%

beta-Nicotyrine Chemical Properties

Molecular Formula: C₁₀H₁₀N₂
Molar mass: 158.1998 g/mol
EINECS: 207-651-1
Density: 1.04 g/cm³
Flash Point: 124.8 °C
Index of Refraction: 1.581
Boiling Point: 282.8 °C at 760 mmHg
Vapour Pressure: 0.00561 mmHg at 25 °C
Appearance: Clear light red-Brown oil
Product categories of beta-Nicotyrine (CAS NO.487-19-4): pharmacetical;Nicotine Derivatives
Structure of beta-Nicotyrine (CAS NO.487-19-4):

XLogP3-AA: 1.3
H-Bond Donor: 0
H-Bond Acceptor: 1
IUPAC Name: 3-(1-Methylpyrrol-2-yl)pyridine
Canonical SMILES: CN1C=CC=C1C2=CN=CC=C2
InChI: InChI=1S/C10H10N2/c1-12-7-3-5-10(12)9-4-2-6-11-8-9/h2-8H,1H3
InChIKey: RYFOJXFXERAMLS-UHFFFAOYSA-N

beta-Nicotyrine Toxicity Data With Reference

1.	ivn-rat LD50:750 mg/kg	USXXAM United States Patent Document. (Commissioner of Patents and Trademarks, Washington, DC 20231) #4065561 .
2.	orl-mus LD50:575 mg/kg	USXXAM United States Patent Document. (Commissioner of Patents and Trademarks, Washington, DC 20231) #4065561 .
3.	ipr-mus LD50:191 mg/kg

beta-Nicotyrine Safety Profile

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

beta-Nicotyrine Specification

beta-Nicotyrine ,its cas register number is 487-19-4. It also can be called alpha-Nicotyrine ; Pyridine, 3- (1-methylpyrrol-2-yl)- and Pyridine, 3- (1-methyl-1H-pyrrol-2-yl)- . beta-Nicotyrine (CAS NO.487-19-4) is an alkaloid derived from the dehydrogenation of nicotine.

Product Name

B-NICOTYRINE

Synthetic route

beta-Nicotyrine Chemical Properties

beta-Nicotyrine Toxicity Data With Reference

beta-Nicotyrine Safety Profile

beta-Nicotyrine Specification

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