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195421

Sigma-Aldrich

10,11-Dihydrocarbamazepine

99%

Sinonimo/i:

10,11-Dihydro-5H-dibenz[b,f]azepine-5-carboxamide

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About This Item

Formula empirica (notazione di Hill):
C15H14N2O
Numero CAS:
3564-73-6
Peso molecolare:
238.28
Numero CE:
222-649-0
Numero MDL:
MFCD00005072
Codice UNSPSC:
12352100
ID PubChem:
24851693
NACRES:
NA.22

Saggio

99%

Stato

solid

Punto di fusione

205-210 °C (lit.)

Solubilità

dichloromethane: soluble 2.5%, clear, colorless

Gruppo funzionale

amine

Stringa SMILE

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)
PHNLCHMJDSSPDQ-UHFFFAOYSA-N

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Descrizione generale

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.

Applicazioni

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.

Pittogrammi

Health hazardExclamation mark
GHS08,GHS07

Avvertenze

Danger

Indicazioni di pericolo

H302,H317,H336,H360D

Classi di pericolo

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

Organi bersaglio

Central nervous system

Codice della classe di stoccaggio

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

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

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Certificati d'analisi (COA)

Lot/Batch Number
SHBG9323V
SHBB4512V
SHBB4512
60596LM
91596DJ

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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

Carbamazepine powder

Sigma-Aldrich

C4024

Carbamazepine

Melamine 99%

Sigma-Aldrich

M2659

Melamine

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
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
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
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
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