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Licarbazepine

Licarbazepine structure

CAS No:
29331-92-8
Formula:
C15H14N2O2
Chemical Name:
Licarbazepine
Synonyms:
5H-Dibenz[b,f]azepine-5-carboxamide,10,11-dihydro-10-hydroxy-;10,11-Dihydro-10-hydroxy-5H-dibenz[b,f]azepine-5-carboxamide;GP 47779;10,11-Dihydro-10-hydroxycarbamazepine;10-Hydroxy-10,11-dihydrocarbamazepine;10-Hydroxy-10,11-dihydrocarbamezepine;Licarbazepine;BIA 2-005;10,11-Dihydro-10-hydroxy-5H-dibenzo[b,f]azepine-5-carboxamide;10-Hydroxy-10,11-dihydro-5H-dibenzo[b,f]azepine-5-carboxamide
Categories:
Pharmaceutical Intermediates > Anticonvulsants

Description

White Solid

Licarbazepine is a dibenzoazepine that is 5H-dibenzo[b,f]azepine, reduced across the C-10,11 positions and carrying a carbamoyl substituent at the azepine nitrogen and a hydroxy function at C-10. A voltage-gated sodium channel blocker with anticonvulsant and mood-stabilizing effects, it is related to oxcarbazepine and is an active metabolite of oxcarbazepine. It has a role as a sodium channel blocker, an anticonvulsant and a drug allergen. It is a carboxamide, a dibenzoazepine and a member of ureas. It derives from a carbamazepine.

Licarbazepine Basic Attributes

Molecular Weight：

254.28

Exact Mass：

254.28

HScode：

2933990090

Characteristics

PSA：

66.6

XLogP3：

1.4

Density：

1.336g/cm3

Melting Point：

185-188 °C

Boiling Point：

431.3°C at 760 mmHg

Flash Point：

2℃

Refractive Index：

1.677

Storage Conditions：

Store at RT

Vapor Pressure：

3.33E-08mmHg at 25°C

Safety Information

Transport codes：

UN 3077 9 / PGIII

wgk germany：

hazard class code：

51/53-36-20/21/22-11

safety instructions：

61-36/37-26-16

Marks：

N,Xn,F

Precautionary statement(s)：

P210-P305 + P351 + P338

Hazard Statements：

H225-H302 + H332-H319

GHS Classification：

|Danger|H302 (32.76%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P272, P273, P280, P285, P301+P312, P302+P352, P304+P341, P321, P330, P333+P313, P342+P311, P363, P391, and P501|Aggregated GHS information provided by 59 companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

Metabolism/Metabolites：

10-hydroxycarbazepine has known human metabolites that include (2S,3S,4S,5R)-6-[(11-carbamoyl-5,6-dihydrobenzo[b][1]benzazepin-5-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid.

Licarbazepine Use and Manufacturing

10,11-dihydro-10-hydroxy Carbamazepinee is the active metabolite of oxcarbazepine . Oxcarbazepine is rapidly and almost completely converted to 10,11-dihydro-10-hydroxycarbamazepine, which then demonstrates anticonvulsant efficacy by modulating several ion channels and receptors. ?10,11-dihydro-10-hydroxy Carbamazepine is reported to inhibit both voltage-gated Na+ and Ca2+ channels, to potentiate voltage-gated K+ channels, to antagonize adenosine A1 receptors, to increase dopaminergic transmission, and to inhibit glutamate release.

Computed Properties

Molecular Weight:254.28
XLogP3:1.4
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Exact Mass:254.105527694
Monoisotopic Mass:254.105527694
Topological Polar Surface Area:66.6
Heavy Atom Count:19
Complexity:347
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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10,11-DIHYDRO-10-HYDROXYCARBAZEPINE 99% white powder GB0262 Greenbo

CAS No.: 29331-92-8

Grade: Pharmaceutical Grade

Content: 99%

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