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Merck
CN

PHR1322

Gabapentin Related Compound A

Pharmaceutical Secondary Standard; Certified Reference Material

Synonym(s):

4,4-Pentamethylene-2-pyrrolidinone, 4,4-PENTAMETHYLENE-2-PYRROLIDONE, Gabapentin Impurity A, 3-Azaspiro[4.5]decan-2-one

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About This Item

Empirical Formula (Hill Notation):
C9H15NO
CAS Number:
64744-50-9
Molecular Weight:
153.22
MDL number:
MFCD00177938
UNSPSC Code:
41116107
PubChem Substance ID:
329823307
NACRES:
NA.24

Key Documents

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grade

certified reference material
pharmaceutical secondary standard

Quality Level

300

Agency

traceable to Ph. Eur. Y0001281
traceable to USP 1287325

API family

gabapentin

CofA

current certificate can be downloaded

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

mp

84-89 °C (lit.)

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

2-8°C

SMILES string

O=C1CC2(CCCCC2)CN1

InChI

1S/C9H15NO/c11-8-6-9(7-10-8)4-2-1-3-5-9/h1-7H2,(H,10,11)

InChI key

JAWPQJDOQPSNIQ-UHFFFAOYSA-N

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General description

Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.

Application

Gabapentin Related Compound A may be used as a pharmaceutical reference standard for the determination of the analyte in pharmaceutical formulations by high performance liquid chromatography (HPLC).
These Secondary Standards are qualified as Certified Reference Materials. These are suitable for use in several analytical applications including but not limited to pharma release testing, pharma method development for qualitative and quantitative analyses, food and beverage quality control testing, and other calibration requirements.

Analysis Note

These secondary standards offer multi-traceability to the US and EP primary standards, where they are available.

Other Notes

Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.
This Certified Reference Material (CRM) is produced and certified in accordance with ISO 17034 and ISO/IEC 17025. All information regarding the use of this CRM can be found on the certificate of analysis.
To see an example of a Certificate of Analysis for this material enter LRAC4059 in the slot below. This is an example certificate only and may not be the lot that you receive.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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Development and validation of a stability-indicating RP-HPLC-CAD method for gabapentin and its related impurities in presence of degradation products
Ragham PK and Chandrasekhar KB
Journal of Pharmaceutical and Biomedical Analysis, 125, 122-129 (2016)
Dennis F Thompson et al.
The Annals of pharmacotherapy, 47(6), 897-903 (2013-05-16)
To determine whether gabapentin is effective in the treatment of persistent or intractable hiccups. A search of MEDLINE (1966-March 2013) using the MeSH search terms gabapentin, hiccups, and hiccups/drug therapy was performed. Additional databases searched included Web of Science (1945-March
Gabapentin withdrawal: case report in an older adult and review of the literature.
Linda Mah et al.
Journal of the American Geriatrics Society, 61(9), 1635-1637 (2013-09-14)
Mervat Wahba et al.
Postgraduate medicine, 125(5), 139-141 (2013-10-12)
Asterixis has been reported as a side effect of toxic and metabolic abnormalities. The current literature contains very little evidence of gabapentin-related neurotoxicity. Our observations reveal that neurotoxic side effects of gabapentin use may be seen even when dose adjustments
Cuiping Chen et al.
Journal of pharmaceutical sciences, 102(4), 1155-1164 (2013-02-06)
Neurontin®, an immediate-release (IR) formulation of gabapentin, was the first drug approved by the United States Food and Drug Administration for the treatment of postherpetic neuralgia (PHN). The effective dosing regimen of gabapentin IR (G-IR) for PHN is 1800 mg/day in
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Gabapentin Assay: Ph. Eur. Monograph

LC-MS/MS quantitative method analyzes highly polar 11 nucleotide activated sugars using Supel™ Carbon LC column.

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