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D7815

R(−)-Denopamine

Name: R(−)-Denopamine
Brand: SIGMA

≥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

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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A Distinct Role of the Autonomic Nervous System in Modulating the Function of Lymphatic Vessels under Physiological and Tumor-Draining Conditions

Bachmann SB, et al.

Testing, 27(11), 3305-3314 (2019)

Regioselective glucuronidation of denopamine: marked species differences and identification of human udp-glucuronosyltransferase isoform.

Hidefumi Kaji et al.

Drug metabolism and disposition: the biological fate of chemicals, 33(3), 403-412 (2004-12-21)

Denopamine is one of the oral beta(1)-adrenoceptor-selective partial agonists. Denopamine glucuronide is the most abundant metabolite in human, rat, and dog urine when administered orally. Species differences in denopamine glucuronidation were investigated with liver microsomes obtained from humans and experimental

Vascular responses to beta-adrenoceptor subtype-selective agonists with and without endothelium in rat common carotid arteries.

S Chiba et al.

Journal of autonomic pharmacology, 21(1), 7-13 (2001-06-26)

1. Using the cannula inserting method, vasodilator responses to beta-adrenoceptor agonists (isoprenaline, denopamine and procaterol) were investigated in isolated and perfused rat common carotid arteries. 2. Each beta-adrenoceptor agonist induced a vasodilation in preparations preconstricted by phenylephrine in a dose-related

PDE type-4 inhibition increases L-type Ca(2+) currents, action potential firing, and quantal size of exocytosis in mouse chromaffin cells.

A Marcantoni et al.

Pflugers Archiv : European journal of physiology, 457(5), 1093-1110 (2008-09-10)

We studied the effects of the cAMP-hydrolyzing enzyme phosphodiesterase type-4 (PDE4) on the L-type Ca(2+) channels (LTCCs) and Ca(2+)-dependent secretion in mouse chromaffin cells (MCCs). The selective PDE4 inhibitor rolipram (3 microM) had a specific potentiating action on Ca(2+) currents

Selective beta2-adrenoceptor agonist enhances sensitivity to cisplatin in non-small cell lung cancer cell line.

T Bando et al.

Oncology reports, 7(1), 49-52 (1999-12-22)

Cisplatin is a key drug in chemotherapy for lung cancer. It has been reported that intracellular accumulation of cisplatin is an important step as a determinant for resistance to cisplatin, which may be modulated by Na+, K+-ATPase activity. And it

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