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59732

Sigma-Aldrich

(S)-3-Isopropyl-2,5-piperazinedione

≥99.0% (sum of enantiomers, HPLC)

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About This Item

Empirical Formula (Hill Notation):
C7H12N2O2
CAS Number:
Molecular Weight:
156.18
Beilstein/REAXYS Number:
82869
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

assay

≥99.0% (sum of enantiomers, HPLC)

optical activity

[α]20/D +29±2°, c = 1% in H2O

mp

256-262 °C

SMILES string

CC(C)[C@@H]1NC(=O)CNC1=O

InChI

1S/C7H12N2O2/c1-4(2)6-7(11)8-3-5(10)9-6/h4,6H,3H2,1-2H3,(H,8,11)(H,9,10)/t6-/m0/s1

InChI key

IULFBTHVPRNQCG-LURJTMIESA-N

Other Notes

Chiral building block used for the preparation of D-amino acids by the "bis-lactim ether method"[1][2][3]

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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M. Cushman et al.
Tetrahedron Letters, 33, 1193-1193 (1992)
U. Schoellkopf
Pure and Applied Chemistry. Chimie Pure Et Appliquee, 55, 1799-1799 (1983)
Georg Sager et al.
Journal of cellular physiology, 233(8), 5972-5980 (2017-12-16)
The present study was conducted to characterise the transporter(s) responsible for the uptake of cyclic nucleotides to human erythrocytes. Western blotting showed that hRBC expressed OAT2 (SLC22A7), but detection of OAT1 (SLC22A6), or OAT3 (SLC22A8) was not possible. Intact hRBC
U. Schoellkopf et al.
Angewandte Chemie (International Edition in English), 99, 717-717 (1987)

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