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TCI

CAS 143112-51-0

(R)-(-)-NBD-APy [=(R)-(-)-4-Nitro-7-(3-aminopyrrolidin-1-yl)-2,1,3-benzoxadiazole] [HPLC Labeling Reagent for e.e. Determination] TCI A5563

(R)-(-)-NBD-APy [=(R)-(-)-4-Nitro-7-(3-aminopyrrolidin-1-yl)-2,1,3-benzoxadiazole] [HPLC Labeling Reagent for e.e. Determination] TCI A5563

Chemical Identity

Other names
(R)-(-)-NBD-APy
CAS No.
143112-51-0
PubChem
CID 15682840·SID 87563180
Formula
C10H11N5O3
Molecular weight
249.23 g/mol
Purity
>98.0%(HPLC)
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
(3R)-1-(4-nitro-2,1,3-benzoxadiazol-7-yl)pyrrolidin-3-amine
SMILES
C1CN(C[C@@H]1N)C2=CC=C(C3=NON=C23)[N+](=O)[O-]
InChIKey
QSDDQXROWUJAJX-ZCFIWIBFSA-N
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(R)-(-)-NBD-APy is a derivatization reagent used in high-performance liquid chromatography (HPLC) for determining the enantiomeric excess (e.e.) of a compound. This organic compound features a complex structure containing a nitro group and an aminopyrrolidinyl group. It serves as a labeling agent that enhances the detection and analysis of enantiomers during chromatographic processes. In analytical chemistry laboratories, this reagent is essential for evaluating the optical properties and diversity of chiral compounds. Its chemical stability under specific conditions allows for reliable and reproducible results in enantiomeric analysis.

The compound’s specificity and reactivity make it a preferred choice for high-accuracy enantiomeric analysis. Its ability to form detectable complexes with target compounds ensures clear separation and identification of enantiomers. The structural specificity of (R)-(-)-NBD-APy enables it to interact selectively with chiral molecules, making it ideal for applications requiring precise analytical performance. This reagent is particularly favored in laboratories where detailed and accurate enantiomeric data are critical for research and quality control.

In Indonesian laboratories, (R)-(-)-NBD-APy is commonly used in analytical chemistry research, especially in pharmaceutical and organic chemistry fields. It plays a key role in studies examining the biological activity of enantiomers, such as their effects on active compounds. Its application supports deeper analytical capabilities, enabling researchers to explore the chiral properties of various substances with greater precision and reliability.

Advantages (TCI brochure)

  • Optically active reagent used for optical purity determination of carboxylic acids
  • Mild labeling produces diastereomers without racemization
  • Diastereomers separated by reversed phase HPLC; highly sensitive detection with laser induced fluorescence detector

TCI brochures (PDF)

  • Enantiomeric Excess Determination: This reagent is ideal for accurately measuring the e.e. of chiral compounds, providing essential data for pharmaceutical and chemical research.
  • Chiral Compound Analysis: Its structural specificity allows for the selective detection and separation of enantiomers, enhancing the accuracy of analytical results.
  • Pharmaceutical Research: Used in the study of chiral drugs, where the biological activity of enantiomers is critical for drug development and quality control.
  • Organic Chemistry Studies: Applied in the analysis of optically active compounds, supporting research on molecular structure and reactivity.
  • Bioactive Compound Evaluation: Enables the investigation of enantiomeric effects on biological activity, aiding in the development of more effective therapeutic agents.

From the TCI brochure

  • Optical purity determination of chiral carboxylic acids (naproxen, ibuprofen)

Brand TCI
CAS number 143112-51-0
Molecular formula —
Purity —
Category Analytical Chemistry > Analytical Reagents > Derivatization Reagents
Pack sizes As per manufacturer specifications
Physical form Solid (as per standard product description)
Storage Store in a cool, dry place away from light

Data from the TCI brochure

Excitation wavelength470 nm (Fluorescence detection)
Emission wavelength540 nm (Fluorescence detection)
Detection limit (S/N = 2)15 fmol (Naproxen)
Mobile phaseCH3CN / H2O = 50 / 50 (naproxen); CH3CN / H2O = 60 / 40 (ibuprofen) (40 C, Kaseisorb LC ODS Super, 1 mL/min)

Source: TCI brochure A1096 (2026-03-10)

This reagent should be stored in a cool, dry place, away from direct light to maintain its chemical stability. It is recommended to use airtight containers to prevent moisture absorption and contamination. Proper labeling of storage containers is essential for safe handling and traceability. Laboratory personnel should wear appropriate personal protective equipment, such as gloves and safety goggles, when handling this compound. It is important to ensure that the reagent is kept in a secure location, away from incompatible materials. Regular inspection of storage conditions is advised to ensure compliance with safety and quality standards.

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