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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

Quality Level

100

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

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Certificates of Analysis (COA)

Lot/Batch Number
STBJ5077
STBG9925
STBF5530V
STBD0689V
STBC9569V

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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.
R Perrone et al.
Farmaco (Societa chimica italiana : 1989), 50(7-8), 505-510 (1995-07-01)
The synthesis of some o-methoxyphenylpiperazines with a benzamide moiety on N-4 alkyl chain was accomplished and their affinity for dopamine and serotonin receptor subtypes was assayed by in vitro receptor binding. The results show that several derivatives had a good
D A Bagon et al.
American Industrial Hygiene Association journal, 45(1), 39-43 (1984-01-01)
The United Kingdom Health and Safety Commission has set a 'common control limit' for workplace exposure to all isocyanates. This limit replaces the previous United Kingdom threshold limit values, which were set for just four species of monomeric isocyanate compounds.
CuI-catalyzed amination of Troger′s base halides: a convenient method for synthesis of unsymmetrical Troger′s bases
Reddy MB, et al.
Royal Society of Chemistry Advances, 6(100), 98297-98305 (2016)
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