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195421

Sigma-Aldrich

10,11-Dihydrocarbamazepin

99%

Synonym(e):

10,11-Dihydro-5H-dibenz[b,f]azepin-5-carboxamid

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About This Item

Empirische Formel (Hill-System):
C15H14N2O
CAS-Nummer:
3564-73-6
Molekulargewicht:
238.28
EG-Nummer:
222-649-0
MDL-Nummer:
MFCD00005072
UNSPSC-Code:
12352100
PubChem Substanz-ID:
24851693
NACRES:
NA.22

Assay

99%

Form

solid

mp (Schmelzpunkt)

205-210 °C (lit.)

Löslichkeit

dichloromethane: soluble 2.5%, clear, colorless

SMILES String

NC(=O)N1c2ccccc2CCc3ccccc13

InChI

1S/C15H14N2O/c16-15(18)17-13-7-3-1-5-11(13)9-10-12-6-2-4-8-14(12)17/h1-8H,9-10H2,(H2,16,18)

InChIKey

PHNLCHMJDSSPDQ-UHFFFAOYSA-N

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Allgemeine Beschreibung

10,11-Dihydrocarbamazepine is an impurity present in dibenzazepine drug used in the treatment of epilepsy. Single-crystal structure of new dimer-based polymorph of 10,11-dihydrocarbamazepine has been investigated.

Anwendung

10,11-Dihydrocarbamazepine was used as internal standard during simultaneous determination of carbamazepine and its active metabolite in plasma by liquid chromatography. It was used in chemiluminescence method for determination of carbamazepine.

Piktogramme

Health hazardExclamation mark
GHS08,GHS07

Signalwort

Danger

Gefahreneinstufungen

Acute Tox. 4 Oral - Repr. 1A - Skin Sens. 1A - STOT SE 3

Zielorgane

Central nervous system

Lagerklassenschlüssel

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Analysenzertifikate (COA)

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Carbamazepine-10,11-epoxide solution 1.0 mg/mL in methanol, ampule of 1 mL, certified reference material, Cerilliant®

Supelco

C-121

Carbamazepine-10,11-epoxide solution

Carbamazepin powder

Sigma-Aldrich

C4024

Carbamazepin

Melamin 99%

Sigma-Aldrich

M2659

Melamin

A predicted dimer-based polymorph of 10, 11-dihydrocarbamazepine (Form IV).
Arlin J-B, et al.
CrystEngComm, 12(1), 64-66 (2010)
M Eichelbaum et al.
Journal of chromatography, 103(1), 135-140 (1975-01-14)
A liquid-chromatographic method for the simultaneous determination of carbamazepine and its active metabolite (carbamazepine 10,11-epoxide) in plasma has been developed. The two compounds were identified in plasma by mass spectrometry. The lower limit of sensitivity is about 4 and 40
Sang Hak Lee et al.
Analytical sciences : the international journal of the Japan Society for Analytical Chemistry, 19(6), 903-906 (2003-07-02)
A new chemiluminescence method for the determination of carbamazepine (CBZ) has been developed. The method is based on the chemiluminescence produced in the reaction of tris(2,2'-bipyridine)ruthenium(III) and CBZ in an acidic medium. The chemiluminescence intensity was enhanced by organic solvents
M G Bixel et al.
European journal of biochemistry, 267(1), 110-120 (1999-12-22)
Several wasp venoms contain philanthotoxins (PhTXs), natural polyamine amides, which act as noncompetitive inhibitors (NCIs) on the nicotinic acetylcholine receptor (nAChR). Effects of varying the structure of PhTXs and poly(methylene tetramine)s on the binding affinity have been investigated. Using the
William T A Harrison et al.
Acta crystallographica. Section C, Crystal structure communications, 62(Pt 5), o240-o242 (2006-05-09)
The title compound (systematic name: 10,11-dihydro-5H-dibenz[b,f]azepine-5-carboxamide), C15H14N2O, is shown to crystallize as an orthorhombic polymorph to complement the known monoclinic form. The molecular conformations of both forms are very similar, involving a bent conformation for the seven-membered azepine ring and
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