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Merck
CN

SML2617

Celiprolol hydrochloride

≥98% (HPLC)

Synonym(s):

Celiprolol hydrochloride, (3-[3-Acetyl-4-(3-t-butylamino-2-hydroxypropoxy)phenyl]-2,1-diethylurea hydrochloride, NSC 324509, REV 5320A, ST 1396, Selecor, Tenoloc

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About This Item

Empirical Formula (Hill Notation):
C20H33N3O4 · HCl
CAS Number:
57470-78-7
Molecular Weight:
415.95
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
MFCD00941500

Key Documents

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SMILES string

[Cl-].N(CC)(CC)C(=O)Nc1cc(c(cc1)OCC(O)CNC(C)(C)C)C(=O)C.[H+]

InChI

1S/C20H33N3O4.ClH/c1-7-23(8-2)19(26)22-15-9-10-18(17(11-15)14(3)24)27-13-16(25)12-21-20(4,5)6;/h9-11,16,21,25H,7-8,12-13H2,1-6H3,(H,22,26);1H

InChI key

VKJHTUVLJYWAEY-UHFFFAOYSA-N

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

H2O: 2 mg/mL, clear

storage temp.

2-8°C

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Biochem/physiol Actions

Celiprolol is a selective adrenoceptor modulator that acts not only as a selective β1 receptor antagonist, but also as a β2 receptor partial agonist. Because of its of its β2 agonist activity, celiprolol lacks the typical side effects of the beta-blockers, such as bronchoconstriction, depression of left ventricular function, and peripheral vasoconstriction, making it a good candidate for patients with both cardiovascular and pulmonary disease. It is currently being investigated for treatment of vascular Ehlers-Danlos Syndrome (vEDS).

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000385492
0000385492
0000148201
0000148200
0000148200

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Jingjing Yu et al.
Journal of pharmaceutical sciences, 106(9), 2312-2325 (2017-04-18)
In recent years, an increasing number of clinical drug-drug interactions (DDIs) have been attributed to inhibition of intestinal organic anion-transporting polypeptides (OATPs); however, only a few of these DDI results were reflected in drug labels. This review aims to provide
James J Nawarskas et al.
Cardiology in review, 25(5), 247-253 (2017-07-26)
Celiprolol is a β-blocker with a unique pharmacologic profile: it is a β1-andrenoceptor antagonist with partial β2 agonist activity. Given this combination of effects, celiprolol may be better described as a selective adrenoreceptor modulator. It has antihypertensive and antianginal properties
Lawrence H Kwon et al.
Journal of hypertension, 35(9), 1768-1777 (2017-06-27)
Not only is there a limited number of studies on the effects of vasodilator β-blocker (VBB) therapy on kidney function - specifically, glomerular filtration rate (GFR), serum creatinine (sCr) and proteinuria - but of those that have been reported, the

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