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D7815

Sigma-Aldrich

R(−)-Denopamine

≥98% (HPLC), powder

Synonym(s):

(−)-α-(3,4-Dimethoxyphenethylaminomethyl)-4-hydroxy­benzyl­alcohol

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About This Item

Empirical Formula (Hill Notation):
C18H23NO4
CAS Number:
71771-90-9
Molecular Weight:
317.38
MDL number:
MFCD00867122
UNSPSC Code:
12352116
PubChem Substance ID:
24278687
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white

solubility

DMSO: 10 mg/mL, clear
H2O: insoluble

storage temp.

2-8°C

SMILES string

COc1ccc(CCNC[C@H](O)c2ccc(O)cc2)cc1OC

InChI

1S/C18H23NO4/c1-22-17-8-3-13(11-18(17)23-2)9-10-19-12-16(21)14-4-6-15(20)7-5-14/h3-8,11,16,19-21H,9-10,12H2,1-2H3/t16-/m0/s1

InChI key

VHSBBVZJABQOSG-INIZCTEOSA-N

Gene Information

human ... ADRB1(153)

Application

R(-)-Denopamine has been used as an β-adrenergic agonist to study its effects on contractility in isolated lymphatic vessels (LVs).

Biochem/physiol Actions

Denopamine is a cardiotonic drug.
β1-adrenoceptor agonist.

Features and Benefits

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

Caution

Light sensitive.

Pictograms

Health hazard
GHS08

Signal Word

Warning

Hazard Statements

H361

Precautionary Statements

P281

Hazard Classifications

Repr. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Weak arrhythmogenic property of the new cardiotonic agent denopamine in dogs: comparison with catecholamines
NARITA H, et al.
Japanese Journal of Pharmacology, 41(3), 335-344 (1986)
H Kurosawa et al.
Japanese journal of pharmacology, 72(4), 325-333 (1996-12-01)
Influence of cardiotonic agents on the prognosis of heart failure depends on the individual therapeutic agents, and favorable and unfavorable effects of these agents have been reported in clinical trials. We studied the effect of the cardiotonic agent denopamine on
Effectiveness of low dose denopamine, a beta1-adrenoceptor agonist, in a patient with vasospastic angina refractory to intensive medical treatment.
Dainari Nakajima et al.
International journal of cardiology, 108(2), 281-283 (2005-05-26)
Ruduwaan Salie et al.
Cardiovascular drugs and therapy, 25(1), 31-46 (2011-01-13)
To determine the mechanism whereby transient stimulation of the β-adrenergic receptor subtypes (β-AR) elicit cardioprotection against subsequent ischaemia. Isolated rat hearts were subjected to 35 min regional ischaemia (RI) and reperfusion and infarct size (IS) determined. Hearts were preconditioned with
Gao Shang et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 13(27), 7780-7784 (2007-06-27)
Two beta-receptor agonists (-)-denopamine and (-)-arbutamine were prepared in good yields and enantioselectivities by asymmetric hydrogenation of unprotected amino ketones for the first time by using Rh catalysts bearing electron-donating phosphine ligands. A series of alpha-primary and secondary amino ketones
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