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Merck
CN

67176

(R)-2-Piperazinecarboxylic acid dihydrochloride

≥98.0%

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About This Item

Empirical Formula (Hill Notation):
C5H10N2O2 · 2HCl
CAS Number:
Molecular Weight:
203.07
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22
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Quality Level

Assay

≥98.0% (T)
≥98.0%

form

solid

optical activity

[α]20/D +5±1°, c = 1% in H2O

SMILES string

Cl.Cl.OC(=O)[C@H]1CNCCN1

InChI

1S/C5H10N2O2.2ClH/c8-5(9)4-3-6-1-2-7-4;;/h4,6-7H,1-3H2,(H,8,9);2*1H/t4-;;/m1../s1

InChI key

WNSDZBQLMGKPQS-RZFWHQLPSA-N

Application

(R)-2-Piperazinecarboxylic acid dihydrochloride can be used as a starting material for the synthesis of (R)-enantiomers of anthramycin analogs, which are potential antiproliferative agents. It can also be employed in the preparation of piperazinemethanol chiral ligands, which can be utilized in the enantioselective borane reduction of aromatic ketones, ketimine, and oxime ether.

Pictograms

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Hazard Statements

Precautionary Statements

Hazard Classifications

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

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Enantiomerically pure 2-piperazinemethanols as novel chiral ligands of oxazaborolidine catalysts in enantioselective borane reductions
Inoue T, et al.
Tetrahedron Letters, 40(29), 5379- 5382 (1999)
Novel (S)-1, 3, 4, 12a-tetrahydropyrazino [2, 1-c][1, 4] benzodiazepine-6, 12 (2H, 11H)-dione derivatives: Selective inhibition of MV-4-11 biphenotypic b myelomonocytic leukemia cells? growth is accompanied by reactive oxygen species overproduction and apoptosis
Mieczkowski A, et al.
Bioorganic & medicinal chemistry letters, 28(4), 618- 625 (2018)

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