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B5435

Sigma-Aldrich

BIA 2-093

≥98% (HPLC), solid

Synonym(s):

S-(−)-10-Acetoxy-10,11-dihydro-5H-dibenz[b,f]azepine-5-carboxamide

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About This Item

Empirical Formula (Hill Notation):
C17H16N2O3
CAS Number:
236395-14-5
Molecular Weight:
296.32
MDL number:
MFCD06798333
UNSPSC Code:
12352200
PubChem Substance ID:
24891837
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

solid

color

white

solubility

DMSO: ~21 mg/mL
H2O: insoluble

storage temp.

2-8°C

SMILES string

CC(=O)O[C@H]1Cc2ccccc2N(C(N)=O)c3ccccc13

InChI

1S/C17H16N2O3/c1-11(20)22-16-10-12-6-2-4-8-14(12)19(17(18)21)15-9-5-3-7-13(15)16/h2-9,16H,10H2,1H3,(H2,18,21)/t16-/m0/s1

InChI key

QIALRBLEEWJACW-INIZCTEOSA-N

Gene Information

human ... SCN10A(6336) , SCN11A(11280) , SCN1A(6323) , SCN2A(6326) , SCN3A(6328) , SCN4A(6329) , SCN5A(6331) , SCN7A(6332) , SCN8A(6334) , SCN9A(6335)
rat ... Scnn1g(24768)

Biochem/physiol Actions

Blocker of voltage-gated sodium channels; significantly blocks excitatory amino acid (glutamate and aspartate) release.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315 - H319 - H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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M J Bonifácio et al.
Epilepsia, 42(5), 600-608 (2001-05-31)
BIA 2-093 [(S)-(-)-10-acetoxy-10,11-dihydro-5H-dibenz/b,f/azepine-5-carboxamide] is endowed with an anticonvulsant potency similar to that of carbamazepine (CBZ), but produces less cognitive and motor impairment. This study evaluated whether voltage-gated sodium channels (VGSCs) are a primary locus for the action of BIA 2-093.
António Parada et al.
Neurochemistry international, 40(5), 435-440 (2002-02-01)
(S)-(-)-10-acetoxy-10,11-dihydro-5H-dibenz/b,f/azepine-5-carboxamide (BIA 2-093) is endowed with high anticonvulsant activity and shares with carbamazepine (CBZ) and oxcarbazepine (OXC) the capability to inhibit voltage-gated sodium channels (VGSC). The present study was aimed to compare the effects of BIA 2-093, CBZ and OXC
Sara Krarup et al.
European journal of pharmacology, 886, 173413-173413 (2020-08-08)
The antiepileptic sodium channel blocker, carbamazepine, has long been known to be able to attenuate cAMP signals. This could be of clinical importance since cAMP signaling has been shown to be involved in epileptogenesis and seizures. However, no information on

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