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Merck
CN

04304

9-(Hydroxymethyl)-10-carbamoylacridan

analytical standard

Synonym(s):

9-HMCA, 9-OH-CBZ, 9-(Hydroxymethyl)-10(9H)-acridinecarboxamide

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About This Item

Empirical Formula (Hill Notation):
C15H14N2O2
CAS Number:
68011-71-2
Molecular Weight:
254.28
UNSPSC Code:
41116107
NACRES:
NA.24
Beilstein/REAXYS Number:
6214413

Key Documents

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InChI

1S/C15H14N2O2/c16-15(19)17-13-7-3-1-5-10(13)12(9-18)11-6-2-4-8-14(11)17/h1-5,7-8,18H,6,9H2,(H2,16,19)

SMILES string

NC(N1C2=CC=CC=C2C(CO)C3=C1C=CC=C3)=O

InChI key

UMRKOEWAECPINL-UHFFFAOYSA-N

grade

analytical standard

assay

≥98.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

application(s)

pharmaceutical

format

neat

storage temp.

2-8°C

Quality Level

100

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.

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCCF5665
BCCB1442
BCBT7322

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Arnold Bahlmann et al.
Water research, 57, 104-114 (2014-04-08)
The occurrence of carbamazepine (CBZ) and its metabolites in German and Portuguese wastewater was investigated. A total of 46 samples from influent and effluent wastewater were analyzed by liquid-chromatography (LC) tandem mass spectrometry. The five metabolites 10,11-dihydro-10,11-dihydroxy-CBZ (DiOH-CBZ), 10,11-dihydro-10-hydroxy-CBZ (10-OH-CBZ)
The metabolism of carbamazepine in humans: steric course of the enzymic hydrolysis of the 10, 11-epoxide
Bellucci G, et al.
Journal of Medicinal Chemistry, 30(5), 768-773 (1987)
9-Hydroxymethyl-10-carbamoylacridan in human serum is one of the major metabolites of carbamazepine
Seiji ETO, et al.
Biological & Pharmaceutical Bulletin, 18(6), 926-928 (1995)
Carbamazepine and its metabolites in wastewater: Analytical pitfalls and occurrence in Germany and Portugal
Bahlmann A, et al.
Water Research, 57, 104-114 (2014)
N Wad et al.
Therapeutic drug monitoring, 19(3), 314-317 (1997-06-01)
In this article, the authors discuss 9-hydroxymethyl-10-carbamoyl acridan (9-OH-CBZ), another metabolite of carbamazepine (CBZ) found in serum. The retention time of unconjugated 9-OH-CBZ should be known when using a chromatographic method, because it appears in concentrations varying from one eighth
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