10,11-Dihydrocarbamazepine

Modify Date: 2024-01-03 18:11:42

10,11-Dihydrocarbamazepine Structure
10,11-Dihydrocarbamazepine structure
Common Name 10,11-Dihydrocarbamazepine
CAS Number 3564-73-6 Molecular Weight 238.28
Density 1.2±0.1 g/cm3 Boiling Point 394.5±52.0 °C at 760 mmHg
Molecular Formula C15H14N2O Melting Point 205-210ºC
MSDS Chinese USA Flash Point 192.4±30.7 °C
Symbol GHS07 GHS08
GHS07, GHS08
Signal Word Danger

 Use of 10,11-Dihydrocarbamazepine


10,11-Dihydrocarbamazepine is the active metabolite of Oxcarbazepine. 10,11-Dihydrocarbamazepine also is an intermediate. Oxcarbazepine is rapidly and almost completely converted to 10,11-Dihydrocarbamazepine with probable Anticonvulsant efficacy[1].

 Names

Name 5,6-dihydrobenzo[b][1]benzazepine-11-carboxamide
Synonym More Synonyms

 10,11-Dihydrocarbamazepine Biological Activity

Description 10,11-Dihydrocarbamazepine is the active metabolite of Oxcarbazepine. 10,11-Dihydrocarbamazepine also is an intermediate. Oxcarbazepine is rapidly and almost completely converted to 10,11-Dihydrocarbamazepine with probable Anticonvulsant efficacy[1].
Related Catalog
In Vitro Oxcarbazepine is metabolized in the liver to its active metabolite, 10,11-Dihydrocarbamazepine. Oxcarbazepine is an antiepileptic drug (AED) used to treat partial seizures as a monotherapy or adjunctive therapy[1]. 10,11-Dihydrocarbamazepine may be used as a reference standard for the determination of 10,11-dihydrocarbamazepine in pharmaceutical formulations by liquid chromatography (LC)[1].
References

[1]. Courtney Hunek, et al. Measurement of 10,11-dihydro-10-hydroxy-carbamazepine in serum and plasma by high-performance liquid chromatography. Clin Chem Lab Med. 2008;46(10):1429-33.

 Chemical & Physical Properties

Density 1.2±0.1 g/cm3
Boiling Point 394.5±52.0 °C at 760 mmHg
Melting Point 205-210ºC
Molecular Formula C15H14N2O
Molecular Weight 238.28
Flash Point 192.4±30.7 °C
Exact Mass 238.110611
PSA 46.33000
LogP 2.60
Vapour Pressure 0.0±0.9 mmHg at 25°C
Index of Refraction 1.645
Storage condition Refrigerator
Water Solubility dichloromethane: soluble2.5%, clear, colorless | Soluble in dichloromethane. Insoluble in water.

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
HN8300000
CHEMICAL NAME :
5H-Dibenz(b,f)azepine-5-carboxamide, 10,11-dihydro-
CAS REGISTRY NUMBER :
3564-73-6
BEILSTEIN REFERENCE NO. :
0196969
LAST UPDATED :
199712
DATA ITEMS CITED :
1
MOLECULAR FORMULA :
C15-H14-N2-O
MOLECULAR WEIGHT :
238.31
WISWESSER LINE NOTATION :
T C676 BN&T&J BVZ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
750 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JMCMAR Journal of Medicinal Chemistry. (American Chemical Soc., Distribution Office Dept. 223, POB POB 57136, West End Stn., Washington, DC 20037) V.6- 1963- Volume(issue)/page/year: 7,88,1964

 Safety Information

Symbol GHS07 GHS08
GHS07, GHS08
Signal Word Danger
Hazard Statements H302-H317-H334
Precautionary Statements P261-P280-P342 + P311
Hazard Codes Xn
Risk Phrases 22-42/43
Safety Phrases S24/25
RIDADR NONH for all modes of transport
WGK Germany 3
RTECS HN8300000
HS Code 2933990090

 Synthetic Route

~84%

10,11-Dihydrocarbamazepine Structure

10,11-Dihydroca...

CAS#:3564-73-6

Literature: Shamshin, V. P.; Voronin, V. G.; Borisov, M. M.; Mufazalova, T. P. Pharmaceutical Chemistry Journal, 1987 , vol. 21, # 6 p. 443 - 448 Khimiko-Farmatsevticheskii Zhurnal, 1987 , vol. 21, # 6 p. 711 - 716

~85%

10,11-Dihydrocarbamazepine Structure

10,11-Dihydroca...

CAS#:3564-73-6

Literature: Dunnbier; Jugelt Pharmazie, 1991 , vol. 46, # 7 p. 512 - 517

~%

10,11-Dihydrocarbamazepine Structure

10,11-Dihydroca...

CAS#:3564-73-6

Literature: Pharmaceutical Chemistry Journal, , vol. 21, # 6 p. 443 - 448 Khimiko-Farmatsevticheskii Zhurnal, , vol. 21, # 6 p. 711 - 716

 Customs

HS Code 2933990090
Summary 2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

 Articles6

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Liquid chromatographic methods for assay of carbamazepine, 10,11-dihydrocarbamazepine, and related compounds in carbamazepine drug substance and tablets.

J. Assoc. Off. Anal. Chem. 70(5) , 836-40, (1987)

Liquid chromatographic (LC) methods have been developed for the determination of carbamazepine, the impurity 10,11-dihydrocarbamazepine, and related compounds in carbamazepine drug substance and table...

An orthorhombic polymorph of 10,11-dihydrocarbamazepine.

Acta Crystallogr. C 62(Pt 5) , o240-2, (2006)

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 mo...

 Synonyms

10,11-dihydro-5-carboxamido-5H-dibenz<b,f>azepine
10,11-Dihydro-5-carbamoyl-5H-dibenz<b,f>azepin
10,11-Dihydro-5-carbamoyl-5H-dibenz<b,f>azepine
GP 26-301
10,11-DIHYDROCARBAMAZEPINE
EINECS 222-649-0
10,11-Dihydro-5H-dibenz[b,f]azepine-5-carboxamide
10,11-Dihydrocarbamazepine,10,11-Dihydro-5H-dibenz[b,f]azepine-5-carboxamide
MFCD00005072
10,11-Dihydro-5H-dibenz(b,f)azepine-5-carboxamide
10,11-Dihydro-5H-dibenzo[b,f]azepine-5-carboxamide
5H-DIBENZ(b,f)AZEPINE-5-CARBOXAMIDE,10,11-DIHYDRO
5H-Dibenz[b,f]azepine-5-carboxamide, 10,11-dihydro-
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