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15502

Sigma-Aldrich

1-Boc-piperazine

≥98.0% (GC)

Synonym(s):

tert-Butyl piperazine-1-carboxylate

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About This Item

Empirical Formula (Hill Notation):
C9H18N2O2
CAS Number:
57260-71-6
Molecular Weight:
186.25
Beilstein:
879985
MDL number:
MFCD00075265
UNSPSC Code:
12352100
eCl@ss:
32160406
PubChem Substance ID:
57647377
NACRES:
NA.22

Quality Level

200

Assay

≥98.0% (GC)

form

solid

mp

43-47 °C (lit.)
43-47 °C

SMILES string

CC(C)(C)OC(=O)N1CCNCC1

InChI

1S/C9H18N2O2/c1-9(2,3)13-8(12)11-6-4-10-5-7-11/h10H,4-7H2,1-3H3

InChI key

CWXPZXBSDSIRCS-UHFFFAOYSA-N

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Application

1-Boc-piperazine undergoes Buchwald-Hartwig amination with various aryl halides to form corresponding amine derivatives. It can be used to synthesize monosubstituted piperazine intermediates of many bioactive molecules and piperazine containing drug substances, such as trazodone.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Discovery of 1-[2-(2, 4-dimethylphenylsulfanyl) phenyl] piperazine (Lu AA21004): a novel multimodal compound for the treatment of major depressive disorder.
Bang-Andersen B, et al.
Journal of Medicinal Chemistry, 54(9), 3206-3221 (2011)
Conformationally rigid derivatives of WAY-267,464: Synthesis and pharmacology at the human oxytocin and vasopressin-1a receptors.
Jorgensen WT, et al.
European Journal of Medicinal Chemistry, 143, 1644-1656 (2018)
Synthesis and biological evaluation of new 2-(6-alkyl-pyrazin-2-yl)-1H-benz [d] imidazoles as potent anti-inflammatory and antioxidant agents.
Shankar B, et al.
Medicinal Chemistry Research, 26(9), 1835-1846 (2017)
Synthesis and dual D2 and 5-HT1A receptor binding affinities of 5-piperidinyl and 5-piperazinyl-1 H-benzo [d] imidazol-2 (3 H)-ones.
Ullah N
Journal of Enzyme Inhibition and Medicinal Chemistry, 29(2), 281-291 (2014)
Nisar Ullah
Journal of enzyme inhibition and medicinal chemistry, 29(2), 281-291 (2013-03-16)
A series of new 5-piperidinyl and 5-piperazinyl-1H-benzo[d]imidazol-2(3H)-ones have been synthesized and evaluated for dual D2 and 5-HT1A receptor binding affinities. The synthesized ligands are structurally related to bifeprunox, a potential atypical antipsychotic, having potent D2 receptor antagonist and 5-HT1A receptor
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