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T8949

Telmisartan

Name: Telmisartan
Brand: SIGMA

≥98% (HPLC), AT1 angiotensin receptor antagonist, solid

Synonym(s):

4′[(1,4′-Dimethyl-2′-propyl[2,6′-bi-1H-benzimidazol]-1′-yl)methyl][1,1′-biphenyl]-2-carboxylic acid, BIBR 277

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About This Item

Empirical Formula (Hill Notation):

C₃₃H₃₀N₄O₂

CAS Number:

144701-48-4

Molecular Weight:

514.62

UNSPSC Code:

12352200

PubChem Substance ID:

329826889

NACRES:

NA.77

MDL number:

MFCD00918125

Assay:

≥98% (HPLC)

Form:

solid

Quality level:

100

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Properties

Product Name

Telmisartan, ≥98% (HPLC), solid

Quality Level

100

assay

≥98% (HPLC)

form

solid

color

white

solubility

DMSO: >5 mg/mL at 60 °C, H₂O: insoluble

originator

Boehringer Ingelheim

SMILES string

CCCc1nc2c(C)cc(cc2n1Cc3ccc(cc3)-c4ccccc4C(O)=O)-c5nc6ccccc6n5C

InChI

1S/C33H30N4O2/c1-4-9-30-35-31-21(2)18-24(32-34-27-12-7-8-13-28(27)36(32)3)19-29(31)37(30)20-22-14-16-23(17-15-22)25-10-5-6-11-26(25)33(38)39/h5-8,10-19H,4,9,20H2,1-3H3,(H,38,39)

InChI key

RMMXLENWKUUMAY-UHFFFAOYSA-N

Gene Information

human ... AGTR1(185)

Description

Application

Telmisartan has been used as an AT1 receptor antagonist to study its effects on mouse models of myocardial infarction. This study reported that telmisartan inhibited the CCN1 upregulation and reduced CCN2 levels atrial cardiomyocytes. Telmisartan has also been used to evaluate its effect on the expression of CCN1 in kidney cortex of mice subjected to myocardial infarction. Furthermore, telmisartan has been used to test its efficacy against tumor growth in mouse models of colorectal cancer.

Biochem/physiol Actions

Telmisartan is a non-peptide AT₁ angiotensin receptor antagonist.

Features and Benefits

This compound is a featured product for ADME Tox research. Click here to discover more featured ADME Tox products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

This compound is featured on the Angiotensin Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

This compound was developed by Boehringer Ingelheim. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Preparation Note

Telmisartan is soluble in DMSO at a concentration that is greater than 5 mg/ml. It is insoluble in water.

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Articles

Discover Bioactive Small Molecules for ADME/Tox

CCN1 expression in interleukin-6 deficient mouse kidney in experimental model of heart failure.

Tomasz Andrzej Bonda et al.

Folia histochemica et cytobiologica, 51(1), 84-91 (2013-05-22)

Chronic heart failure often leads to worsening of the renal function. Mediators of this process include inflammatory and neuroendocrine factors. CCN1 (Cyr 61), a member of growth factor-inducible immediate early genes, which modulates inflammation and fibrogenesis, is excreted with urine

Telmisartan: a review of its use in hypertension.

M Sharpe et al.

Drugs, 61(10), 1501-1529 (2001-09-18)

Telmisartan is an angiotensin II receptor antagonist that is highly selective for type 1 angiotensin II receptors. It was significantly more effective than placebo in large (n >100), double-blind, randomised, multicentre clinical trials in patients with mild to moderate hypertension.

Atrial expression of the CCN1 and CCN2 proteins in chronic heart failure.

Tomasz A Bonda et al.

Folia histochemica et cytobiologica, 50(1), 99-103 (2012-04-26)

Previous studies have reported the upregulation of CCN proteins early after acute heart injury. The aim of the present work was to evaluate the expression of the CCN1 and CCN2 proteins and their regulation by angiotensin II in the atrial

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Global Trade Item Number

SKU	GTIN
T8949-50MG	04061837379932
T8949-10MG	04061837379925