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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:
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

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
STBJ5077
STBG9925
STBF5530V
STBD0689V
STBC9569V

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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)
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.
Synthesis of pyrazolylvinyl ketones from furan derivatives
Sawengngen N, et al.
Organic & Biomolecular Chemistry, 17(19), 4850-4855 (2019)
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
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
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