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SML2020

Atrasentan hydrochloride

Name: Atrasentan hydrochloride
Brand: SIGMA

≥98% (HPLC), ETA receptor antagonist, powder

Synonym(s):

(2R,3R,4S)-4-(1,3-Benzodioxol-5-yl)-1-[2-(dibutylamino)-2-oxoethyl]-2-(4-methoxyphenyl)-3-pyrrolidinecarboxylic acid hydrochloride, 2R-(4-Methoxyphenyl)-4S-(1,3-benzodioxol-5-yl)-1-(N, N-di(n-butyl)aminocarbonyl-methyl)-pyrrolidine-3R-carboxylic acid hydrochloride, A-147627 hydrochloride, ABT-627 hydrochloride

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About This Item

Empirical Formula (Hill Notation):

C₂₉H₃₈N₂O₆ · HCl

CAS Number:

195733-43-8

Molecular Weight:

547.08

NACRES:

NA.77

UNSPSC Code:

12352200

MDL number:

MFCD13194884

Assay:

≥98% (HPLC)

Form:

powder

Storage condition:

desiccated

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Product Name

Atrasentan hydrochloride, ≥98% (HPLC)

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

[H]Cl.CCCCN(CCCC)C(CN1C[C@H](C2=CC=C(OCO3)C3=C2)[C@@H](C(O)=O)[C@@H]1C4=CC=C(OC)C=C4)=O

InChI

1S/C29H38N2O6.ClH/c1-4-6-14-30(15-7-5-2)26(32)18-31-17-23(21-10-13-24-25(16-21)37-19-36-24)27(29(33)34)28(31)20-8-11-22(35-3)12-9-20;/h8-13,16,23,27-28H,4-7,14-15,17-19H2,1-3H3,(H,33,34);1H/t23-,27-,28+;/m1./s1

InChI key

IJFUJIFSUKPWCZ-SQMFDTLJSA-N

Related Categories

Bioactive Small Molecules

General description

Atrasentan has also been used to treat cardiovascular disease.

Biochem/physiol Actions

Atrasentan is a selective endothelin ETA receptor antagonist with an IC50 of 0.2 nM for ETA compared to 190 nM for ETB receptors. It blocks blocks endothelin induced cell proliferation, and has been investigated as a possible treatment for prostate cancer, and more recently for therapy for diabetic kidney disease.

Selective endothelin ETA receptor antagonist

Storage Class

11 - Combustible Solids

wgk

WGK 3

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Certificates of Analysis (COA)

Lot/Batch Number

0000469096

0000461885

0000194230

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Endothelin receptor-specific control of endoplasmic reticulum stress and apoptosis in the kidney.

Carmen De Miguel et al.

Scientific reports, 7, 43152-43152 (2017-02-24)

Endothelin-1 (ET-1) promotes renal damage during cardiovascular disease; yet, the molecular mechanisms involved remain unknown. Endoplasmic reticulum (ER) stress, triggered by unfolded protein accumulation in the ER, contributes to apoptosis and organ injury. These studies aimed to determine whether the

Determination of atrasentan by high performance liquid chromatography with fluorescence detection in human plasma.

Bryan P D, et al.

Biomedical Chromatography, 15(8), 525-533 (2001)

Atrasentan Reduces Albuminuria by Restoring the Glomerular Endothelial Glycocalyx Barrier in Diabetic Nephropathy.

Margien G S Boels et al.

Diabetes, 65(8), 2429-2439 (2016-05-22)

Atrasentan, a selective endothelin A receptor antagonist, has been shown to reduce albuminuria in type 2 diabetes. We previously showed that the structural integrity of a glomerular endothelial glycocalyx is required to prevent albuminuria. Therefore we tested the potential of

Combined endothelin a blockade and chlorthalidone treatment in a rat model of metabolic syndrome.

Chunhua Jin et al.

The Journal of pharmacology and experimental therapeutics, 351(2), 467-473 (2014-09-06)

Experiments determined whether the combination of endothelin A (ETA) receptor antagonist [ABT-627, atrasentan; (2R,3R,4S)-4-(1,3-benzodioxol-5-yl)-1-[2-(dibutylamino)-2-oxoethyl]-2-(4-methoxyphenyl)pyrrolidine-3-carboxylic acid] and a thiazide diuretic (chlorthalidone) would be more effective at lowering blood pressure and reducing renal injury in a rodent model of metabolic syndrome compared

Global Trade Item Number

SKU	GTIN
SML2020-5MG	04061832893990
SML2020-25MG	04061832893983

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