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G2539

Sigma-Aldrich

Glyburide

meets USP testing specifications

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C23H28ClN3O5S
CAS Number:
10238-21-8
Molecular Weight:
494.00
EC Number:
233-570-6
MDL number:
MFCD00056625
UNSPSC Code:
41116107
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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Certificates of Analysis (COA)

Lot/Batch Number
0000389778
0000365077
0000365077
0000389778
SLCM4418

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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;
Lisa D Marroquin et al.
Current protocols in toxicology, 71, 14-14 (2017-02-02)
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.
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
The effect of Glibenclamide on somatosensory evoked potentials after cardiac arrest in rats.
Lachance, et al.
Neurocritical Care, 36, 612-620 (2023)
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
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