B5435

BIA 2-093

Name: BIA 2-093
Brand: SIGMA
Price: 202 USD
Availability: InStock

≥98% (HPLC), solid

Synonym(s):

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

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10 MG

$202.00

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About This Item

Empirical Formula (Hill Notation):

C₁₇H₁₆N₂O₃

CAS Number:

236395-14-5

Molecular Weight:

296.32

NACRES:

NA.77

PubChem Substance ID:

24891837

UNSPSC Code:

12352200

MDL number:

MFCD06798333

Key Documents

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Product Name

BIA 2-093, ≥98% (HPLC), solid

InChI key

QIALRBLEEWJACW-INIZCTEOSA-N

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

assay

≥98% (HPLC)

form

solid

color

white

solubility

DMSO: ~21 mg/mL
H₂O: insoluble

storage temp.

2-8°C

Quality Level

100

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)

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This Item	O3764	C4024	94496
Sigma-Aldrich B5435 BIA 2-093	Sigma-Aldrich O3764 Oxcarbazepine	Sigma-Aldrich C4024 Carbamazepine	Supelco 94496 Carbamazepine
form solid	form solid	form powder	form -
assay ≥98% (HPLC)	assay ≥98% (HPLC)	assay -	assay ≥99.0% (HPLC)
Quality Level 100	Quality Level 100	Quality Level 100	Quality Level 100
storage temp. 2-8°C	storage temp. -	storage temp. 2-8°C	storage temp. 2-8°C
solubility DMSO: ~21 mg/mL, H₂O: insoluble	solubility DMSO: ~9 mg/mL	solubility 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 29 mg/mL, H₂O: insoluble, ethanol: soluble, propylene glycol: soluble	solubility -
color white	color white	color -	color -

Biochem/physiol Actions

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

Blocks voltage-gated sodium channels and excitatory amino acid release.

pictograms

GHS07

signalword

Warning

hcodes

H315,H319,H335

pcodes

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number

0000274798

064K4629

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Interaction of the novel anticonvulsant, BIA 2-093, with voltage-gated sodium channels: comparison with carbamazepine.

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.

The novel anticonvulsant BIA 2-093 inhibits transmitter release during opening of voltage-gated sodium channels: a comparison with carbamazepine and oxcarbazepine.

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

Distinct effects on cAMP signaling of carbamazepine and its structural derivatives do not correlate with their clinical efficacy in epilepsy.

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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