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G2539

Glyburide

Name: Glyburide
Brand: SIAL

meets USP testing specifications

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Synonym(s):

Glybenclamide, 5-Chloro-N-[4-(cyclohexylureidosulfonyl)phenethyl]-2-methoxybenzamide, Glyburide, N-p-[2-(5-Chloro-2-methoxybenzamido)ethyl]benzenesulfonyl-N′-cyclohexylurea

Empirical Formula (Hill Notation):

C₂₃H₂₈ClN₃O₅S

CAS Number:

10238-21-8

Molecular Weight:

494.00

EC Number:

233-570-6

MDL number:

MFCD00056625

PubChem Substance ID:

24895097

NACRES:

NA.21

Agency

USP/NF
meets USP testing specifications

Quality Level

200

application(s)

pharmaceutical (small molecule)

storage temp.

2-8°C

SMILES string

COc1ccc(Cl)cc1C(=O)NCCc2ccc(cc2)S(=O)(=O)NC(=O)NC3CCCCC3

InChI

1S/C23H28ClN3O5S/c1-32-21-12-9-17(24)15-20(21)22(28)25-14-13-16-7-10-19(11-8-16)33(30,31)27-23(29)26-18-5-3-2-4-6-18/h7-12,15,18H,2-6,13-14H2,1H3,(H,25,28)(H2,26,27,29)

InChI key

ZNNLBTZKUZBEKO-UHFFFAOYSA-N

Gene Information

human ... ABCC8(6833) , KCNH2(3757) , KCNJ11(3767)
rat ... Kcnj1(24521)

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Hazard Statements

H413

Precautionary Statements

P273 - P501

Hazard Classifications

Aquatic Chronic 4

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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The effect of Glibenclamide on somatosensory evoked potentials after cardiac arrest in rats.

Lachance, et al.

Neurocritical Care, 36, 612-620 (2023)

Assessment of Bile Salt Export Pump (BSEP) Inhibition in Membrane Vesicles Using Radioactive and LC/MS-Based Detection Methods.

Lisa D Marroquin et al.

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The bile salt export pump (BSEP, ABCB11) belongs to the ATP-binding-cassette superfamily of transporters and is predominately found in the liver. BSEP is an efflux transporter that plays a critical role in the secretion of bile salts into the bile.

A binary QSAR model for classification of hERG potassium channel blockers.

Khac-Minh Thai et al.

Bioorganic & medicinal chemistry, 16(7), 4107-4119 (2008-02-05)

Acquired long QT syndrome causes severe cardiac side effects and represents a major problem in clinical studies of drug candidates. One of the reasons for development of arrhythmias related to long QT is inhibition of the human ether-a-go-go-related-gene (hERG) potassium

Cation flux through SUR1-TRPM4 and NCX1 in astrocyte endfeet induces water influx through AQP4 and brain swelling after ischemic stroke.

Jesse A Stokum et al.

Science signaling, 16(788), eadd6364-eadd6364 (2023-06-06)

Brain swelling causes morbidity and mortality in various brain injuries and diseases but lacks effective treatments. Brain swelling is linked to the influx of water into perivascular astrocytes through channels called aquaporins. Water accumulation in astrocytes increases their volume, which

Glibenclamide Treatment in Traumatic Brain Injury: Operation Brain Trauma Therapy.

Ruchira M Jha et al.

Journal of neurotrauma, 38(5), 628-645 (2020-11-19)

Glibenclamide (GLY) is the sixth drug tested by the Operation Brain Trauma Therapy (OBTT) consortium based on substantial pre-clinical evidence of benefit in traumatic brain injury (TBI). Adult Sprague-Dawley rats underwent fluid percussion injury (FPI; n = 45), controlled cortical impact (CCI;

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