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Key Documents

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:
Molecular Weight:
186.25
Beilstein/REAXYS Number:
879985
MDL number:
UNSPSC Code:
12352100
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves


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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)
Design and synthesis of new potent N, N-bis (arylalkyl) piperazine derivatives as multidrug resistance (MDR) reversing agents.
Dei S, et al.
European Journal of Medicinal Chemistry, 147, 7-20 (2018)
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)
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)
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)

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