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1-(2-Pyridyl)piperazine

1-(2-Pyridyl)piperazine structure

CAS No:
34803-66-2
Formula:
C9H13N3
Chemical Name:
1-(2-Pyridyl)piperazine
Synonyms:
Piperazine,1-(2-pyridinyl)-;Piperazine,1-(2-pyridyl)-;1-(2-Pyridinyl)piperazine;1-(2-Pyridyl)piperazine;N-(2-Pyridyl)piperazine;4-(2-Pyridyl)piperazine;2-Pyridylpiperazine;4-(2-Pyridinyl)piperazine;N-Pyridin-2-ylpiperazine;NSC 137781;NSC 26624;1-(Pyridin-2-yl)piperazine;2-(Piperazin-1-yl)pyridine
Categories:
Pharmaceutical Intermediates > Bulk Drug Intermediates

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Description

clear colourless to yellow liquid

1-(2-Pyridyl)piperazine Basic Attributes

Molecular Weight：

163.22

Exact Mass：

163.22

EC Number：

252-220-3

UNII：

5IO1HZP7ZN

NSC Number：

137781

DSSTox ID：

DTXSID90188341

HScode：

2933990090

Characteristics

PSA：

28.2

XLogP3：

0.7

Appearance：

clear, colorless to pale yellow liquid.

Density：

1.072 g/cm³

Melting Point：

135-137 °C @ Solvent: Water

Boiling Point：

120-122 °C

Flash Point：

143.9±22.3 °C

Refractive Index：

1.547

Water Solubility：

>500 g/L (20 ºC)

Storage Conditions：

Flammables area

Safety Information

Packing level：

Hazard category：

Transport codes：

2735

wgk germany：

hazard class code：

R36/37/38

safety instructions：

S26-S36

Marks：

Xi:Irritant;

Stability/Shelf Life：

Stable at room temperature in closed containers under normal storage and handling conditions.

Precautionary statement(s)：

P261-P305 + P351 + P338

Hazard Statements：

H315-H319-H335

GHS Classification：

|Danger|H314 (12.24%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]|P260, P261, P264, P271, P280, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P312, P321, P332+P313, P337+P313, P362, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 49 companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

MeSH Entry Terms：

1-(2-pyridinyl)piperazine

1-(2-Pyridyl)piperazine Use and Manufacturing

Methods of Manufacturing

Step l0.1 g (0.63 mmol) of 2-bromopyridine and 0.065 g (0.75 mmol) of piperazine was reacted at 150°C for 20 mins in a dried 5 mL microwave reactor provided with nitrogen gas. After cooling to room temperature, the reaction mixture was filtered using a cellite with in concurrence with washing with ethyl acetate, and distilled under a reduced pressure. The resulting residue was subjected to silica gel column chromatography (dichloromethane:methanol=4: l) to obtain l-(pyridin-2-yl)piperazine (yield: 54percent).To a 5ml round bottom flask equipped with magnetic stirrer, condenser, and argon inlet, 2-bromopyridine (320mg, 2.0 mmole), piperazine (520mg, 6.0 mmole), Pd2-Chloropyridine (0.8 g, 7.2 mmol) was dissolved in N, N-dimethylformamide (10 mL).Then, potassium carbonate (1.0 g, 7.2 mmol) and anhydrous piperazine (1.2 g, 14.4 mmol) were added thereto.Heat to 120 ° C reaction.After 20 hours, Cool to room temperature, Pour the reaction solution into 10 mL of water.Extracted with ethyl acetate (20 mL x 3), The organic phases are combined and the organic phase is dried over anhydrous sodium sulfate.filter, The filtrate is concentrated, Purified by silica gel column chromatography (dichloromethane / methanol (v / v) = 20/1)The title compound was obtained as a yellow oil (0.38 g, 32.0percent).A solution of i-butyl 4-(pyridin-2-yl)piperazine-l-carboxylate (500 mg, 1.90 mmol, 1.00 equiv) in DCM/CF

Uses

1-(2-Pyridyl)piperazine is a compound that belongs to a class of selective α2-adrenoceptor antagonists. 1-(2-Pyridyl)piperazine shows sympatholytic activity. 1-(2-Pyridyl)piperazine is also a metaboli te of Azaperone (A802200).

Computed Properties

Molecular Weight:163.22
XLogP3:0.7
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:163.110947427
Monoisotopic Mass:163.110947427
Topological Polar Surface Area:28.2
Heavy Atom Count:12
Complexity:132
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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