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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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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 <
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)
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
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)
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
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