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Merck
CN

SML0281

Ivabradine hydrochloride

≥98% (HPLC), open channel blocker of neuronal I(h) and related cardiac I(f) channels, powder

别名:

3-[3-[[[(7S)-3,4-Dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]methyl]methylamino]propyl]-1,3,4,5-tetrahydro-7,8-dimethoxy-2H-3-benzazepin-2-one hydrochloride

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关于此项目

经验公式（希尔记法）:
C27H36N2O5 · HCl
化学文摘社编号:
148849-67-6
分子量:
505.05
UNSPSC Code:
12352200
PubChem Substance ID:
329825289
NACRES:
NA.77
MDL number:
MFCD00929899

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产品名称

Ivabradine hydrochloride, ≥98% (HPLC)

SMILES string

Cl.COc1cc2CCN(CCCN(C)C[C@H]3Cc4cc(OC)c(OC)cc34)C(=O)Cc2cc1OC

InChI key

HLUKNZUABFFNQS-ZMBIFBSDSA-N

InChI

1S/C27H36N2O5.ClH/c1-28(17-21-11-20-14-25(33-4)26(34-5)16-22(20)21)8-6-9-29-10-7-18-12-23(31-2)24(32-3)13-19(18)15-27(29)30;/h12-14,16,21H,6-11,15,17H2,1-5H3;1H/t21-;/m1./s1

assay

≥98% (HPLC)

form

powder

optical activity

[α]/D +5 to +9°, c = 1 in DMSO

storage condition

desiccated

color

white to beige

solubility

H2O: ≥5 mg/mL (warmed)

storage temp.

2-8°C

Quality Level

100

Gene Information

human ... HCN4(10021)

相关类别

Application

Ivabradine hydrochloride has been used as a potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel (HCN)2 blocker in embryoid body (EB) and rat engineered heart tissue (EHT).
Ivabradine hydrochloride has been used to investigate the effects of ivabradine on human primary chondrocytes (HPCs) to explore its potential in the treatment of osteoarthritis (OA).

Biochem/physiol Actions

Ivabradine hydrochloride is an open channel blocker of neuronal I(h) and related cardiac I(f) channels, which are comprised of subunits of the hyperpolarisation-activated cyclic nucleotide-gated (HCN) channels, in particular HCN4. Ivabradine has antianginal activity. It lowers heart rate and reduces myocardial oxygen demand.
Ivabradine hydrochloride is an open channel blocker of neuronal I(h) and related cardiac I(f) channels; HCN4 channel blocker; antianginal.
Ivabradine is used to treat chronic heart failure.

Features and Benefits

This compound is a featured product for Cyclic Nucleotide research. Click here to discover more featured Cyclic Nucleotide products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the Cyclic Nucleotide-Gated (CNG) and Hyperpolarization Activated Cyclic Nucleotide-Gated (HCN) Channels page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

pictograms

Environment
GHS09

signalword

Warning

hcodes

H400

Hazard Classifications

Aquatic Acute 1

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

法规信息

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分析证书(COA)

Lot/Batch Number
0000475007
0000475007
0000452794
0000452795
0000452794

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Ivabradine as adjuvant treatment for chronic heart failure
Stoppe C, et al.
Cochrane database of systematic reviews (Online), 2018(4) (2018)
Ivabradine abrogates TNF-alpha-induced degradation of articular cartilage matrix
Xiang X, et al.
International Immunopharmacology, 66, 347-353 (2019)
Dissecting hiPSC-CM pacemaker function in a cardiac organoid model
Schulze ML, et al.
Biomaterials (2019)
Julius Niehoff et al.
Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology, 38(2), 646-658 (2016-02-06)
Heart rate variability (HRV) refers to the fluctuation of the time interval between consecutive heartbeats in humans. It has recently been discovered that cardiomyocytes derived from human embryonic and induced pluripotent stem cells show beat rate variability (BRV) that is
Xianxiang Xiang et al.
International immunopharmacology, 66, 347-353 (2018-12-07)
Ivabradine is most commonly used for the treatment of worsening cardiac failure in patients who cannot tolerate the maximum dose of β-blockers or in whom treatment with β-blockers is contraindicated. While ivabradine is regarded as a highly selective "funny current"
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