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M22601

Sigma-Aldrich

1-(2-Methoxyphenyl)piperazine

98%

Synonym(s):

1-(2-Methoxyphenyl)piperazine, 1-(o-Anisyl)piperazine, 1-(o-Methoxyphenyl)piperazine, N-(2-Methoxyphenyl)piperazine, N-(o-Methoxyphenyl)piperazine, o-Methoxyphenylpiperazine

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About This Item

Empirical Formula (Hill Notation):
C11H16N2O
CAS Number:
35386-24-4
Molecular Weight:
192.26
Beilstein/REAXYS Number:
167888
EC Number:
252-537-7
MDL number:
MFCD00005958
UNSPSC Code:
12352100
PubChem Substance ID:
24896714
NACRES:
NA.22

assay

98%

refractive index

n20/D 1.575 (lit.)

bp

130-133 °C/0.1 mmHg (lit.)

mp

35-40 °C (lit.)

density

1.095 g/mL at 25 °C (lit.)

SMILES string

COc1ccccc1N2CCNCC2

InChI

1S/C11H16N2O/c1-14-11-5-3-2-4-10(11)13-8-6-12-7-9-13/h2-5,12H,6-9H2,1H3

InChI key

VNZLQLYBRIOLFZ-UHFFFAOYSA-N

Gene Information

mouse ... Htr3a(15561)
rat ... Adra1a(29412) , Drd2(24318) , Htr1a(24473) , Htr2a(29595) , Htr7(65032)

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Application

1-(2-Methoxyphenyl)piperazine can be used:
  • To functionalize pyrazolylvinyl ketones via Aza-Michael addition reaction.
  • To prepare cyclic amine substituted Tröger′s base derivatives.
  • To prepare functionalized bis(mercaptoimidazolyl)borates by reacting with the activated ester, [(1-methyl-2-mercaptoimidazol-5-yl)carbonyl]succinimide.

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

230.0 °F - closed cup

flash_point_c

110 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Mehtap Tugrak et al.
Bioorganic chemistry, 90, 103095-103095 (2019-07-10)
New mono Mannich bases, (2-(4-hydroxy-3-((4-substituephenylpiperazin-1-yl)methyl)benzylidene)-2,3-dihydro-1H-inden-1-one), were prepared to evaluate their cytotoxic/anticancer properties and also their inhibitory effects on human carbonic anhydrase I and II isoenzymes (hCA I and II). Amine part was changed as [N-phenylpiperazine (1), N-benzylpiperazine (2), 1-(2-fluorophenyl)piperazine (3)
Jan Boksa et al.
Polish journal of pharmacology, 55(6), 1013-1019 (2004-01-20)
A series of 15 new 2-H- and 2-substituted 5-[omega-[4-(2-methoxyphenyl)-piperazinyl]-alkyl]-1,2,3,4-tetrahydro-gamma-carboline derivatives were prepared, and their affinity for 5-HT1A and 5-HT2A serotonin receptors was determined. Most of those hybrid compounds were found to bind with high affinity to 5-HT1A sites (Ki <
Christian Mattsson et al.
International journal of hygiene and environmental health, 211(3-4), 458-462 (2007-09-18)
Occupational exposure to toluene diisocyanate (TDI) is a known occupational hazard and the occupational exposure limits in air are very low. One of the most common methods to monitor exposure to isocyanates is to sample air through filters impregnated with
T Ochi et al.
European journal of pharmacology, 409(2), 167-172 (2000-12-06)
The involvement of 5-HT receptors in the antinociceptive effect of FR140423, 3-(difluoromethyl)-1-(4-methoxyphenyl)-5-[4-(methylsulfinyl)phenyl]py razole, was investigated in mice by means of the tail-pinch test. The antinociceptive effect of FR140423 injected i.t. was completely abolished by co-administration of the non-selective serotonin (5-hydroxytryptamine
Mase Lee et al.
Bioorganic & medicinal chemistry letters, 15(6), 1707-1711 (2005-03-05)
4-Sulfonyl analogs of 1-(1-naphthyl)piperazine bind at human 5-HT6 receptors and represent a novel class of human 5-HT6 receptor ligands.
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