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Arecaidine

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Name

Arecaidine

EINECS N/A
CAS No. 499-04-7 Density 1.166g/cm3
PSA 40.54000 LogP 0.27080
Solubility N/A Melting Point 232oC (dec.)
Formula C7H11NO2 Boiling Point 266.7oC at 760 mmHg
Molecular Weight 141.17 Flash Point 115.1oC
Transport Information N/A Appearance N/A
Safety Mutation data reported. When heated to decomposition it emits toxic fumes of NOx. Risk Codes N/A
Molecular Structure Molecular Structure of 499-04-7 (ARECAIDINE BUT-2-YNYL ESTER TOSYLATE) Hazard Symbols N/A
Synonyms

1-methyl-3,6-dihydro-2H-pyridine-5-carboxylic acid;3-Pyridinecarboxylic acid, 1,2,5,6-tetrahydro-1-methyl-;

Article Data 18

Arecaidine Synthetic route

300-08-3

arecoline hydrobromide

499-04-7

1-methyl-1,2,5,6-tetrahydropyridine-3-carboxylic acid

Conditions
ConditionsYield
Stage #1: arecoline hydrobromide With sodium carbonate In water pH=10 - 11;
Stage #2: With water Reflux;
89%
With barium dihydroxide at 40℃; for 0.5h;
Multi-step reaction with 2 steps
1: aq. Na2CO3 / pH 10 - 11
2: 8.2 g / water / 24 h / Heating
View Scheme
With hydrogenchloride; water Heating / reflux;
5657-66-9

3-cyano-1-methyl-1,2,5,6-tetrahydropyridine

499-04-7

1-methyl-1,2,5,6-tetrahydropyridine-3-carboxylic acid

Conditions
ConditionsYield
With hydrogenchloride Erwaermen des Rueckstands mit Barytwasser;
63-75-2

arecoline

499-04-7

1-methyl-1,2,5,6-tetrahydropyridine-3-carboxylic acid

Conditions
ConditionsYield
With hydrogen bromide
With water for 24h; Hydrolysis; Heating;8.2 g
63-75-2

arecoline

A

499-04-7

1-methyl-1,2,5,6-tetrahydropyridine-3-carboxylic acid

B

5809-87-0

1-methyl-1,2,5,6-tetrahydropyridine-3-carboxamide

Conditions
ConditionsYield
With ammonium hydroxide
13221-89-1, 56026-45-0

1-methyl-4-oxo-piperidine-3-carboxylic acid methyl ester

499-04-7

1-methyl-1,2,5,6-tetrahydropyridine-3-carboxylic acid

Conditions
ConditionsYield
With aluminum nickel; ethanol Hydrogenation.Behandeln des Reaktionsprodukts mit HCl in Essigsaeure;
37673-66-8

4-hydroxy-1-methyl-piperidine-3-carboxylic acid ethyl ester

499-04-7

1-methyl-1,2,5,6-tetrahydropyridine-3-carboxylic acid

Conditions
ConditionsYield
With hydrogenchloride
6138-42-7

3-Carboxy-1-methylpyridiniumiodid

499-04-7

1-methyl-1,2,5,6-tetrahydropyridine-3-carboxylic acid

Conditions
ConditionsYield
With potassium borohydride; alkaline aqueous solution
535-83-1

Trigonelline

499-04-7

1-methyl-1,2,5,6-tetrahydropyridine-3-carboxylic acid

Conditions
ConditionsYield
With sulfuric acid Electrolysis;
1-methyl-4-oxy-piperidine-carboxylic acid-(3)-ethyl ester

1-methyl-4-oxy-piperidine-carboxylic acid-(3)-ethyl ester

499-04-7

1-methyl-1,2,5,6-tetrahydropyridine-3-carboxylic acid

Conditions
ConditionsYield
With hydrogenchloride; potassium iodide
With hydrogen bromide
4t-chloro-1-methyl-piperidine-3r-carboxylic acid methyl ester

4t-chloro-1-methyl-piperidine-3r-carboxylic acid methyl ester

499-04-7

1-methyl-1,2,5,6-tetrahydropyridine-3-carboxylic acid

Conditions
ConditionsYield
With sodium hydroxide

Arecaidine Chemical Properties

IUPAC name: 1-Methyl-3,6-dihydro-2H-pyridine-5-carboxylic acid 
Molecular Formula: C7H11NO2
Molecular Weight: 141.167740 g/mol
Index of Refraction: 1.524
Surface Tension: 44.7 dyne/cm
Density: 1.166 g/cm3
Flash Point: 115.1 °C
Melting point: 232°C (dec.) 
Appearance: Crystalline Solid
Enthalpy of Vaporization: 55.56 kJ/mol
Boiling Point: 266.7 °C at 760 mmHg
Vapour Pressure: 0.00245 mmHg at 25 °C 
Product Categories: Various Metabolites and Impurities;Intermediates & Fine Chemicals;Metabolites & Impurities;Neurochemicals;Pharmaceuticals;Acetylcholine receptor 
Following is the structure of Arecaidine (CAS NO.499-04-7):
       

Arecaidine Uses

 Arecaidine (CAS NO.499-04-7) can be used as a metabolite of Arecoline, a cholinergic agonist.

Arecaidine Toxicity Data With Reference

1.    

sce-mus-ipr 1 g/kg/5 D-I

    CALEDQ    Cancer Letters (Shannon, Ireland). 23 (1984),189.
2.    

otr-ham:kdy 2500 µg/L

    LANCAO    Lancet. 1 (1979),112.
3.    

msc-ham:lng 10 mg/L

    CRNGDP    Carcinogenesis. 5 (1984),501.

Arecaidine Safety Profile

Mutation data reported. When heated to decomposition, Arecaidine (CAS NO.499-04-7) emits toxic fumes of NOx.

Arecaidine Specification

 Arecaidine , its cas register number is 499-04-7. It also can be called 1,2,5,6-Tetrahydro-1-methyl-3-pyridinecarboxylic acid ; Arecaine ; Methylguvacine ; and N-Methylguvacine . And its classification code is Mutation data.

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