DENOPAMINE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C18H23NO4
Molecular Weight	317.3795
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

COC1=CC=C(CCNC[C@H](O)C2=CC=C(O)C=C2)C=C1OC

InChI

InChIKey=VHSBBVZJABQOSG-INIZCTEOSA-N

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

HIDE SMILES / InChI

Molecular Formula	C18H23NO4
Molecular Weight	317.3795
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	1 / 1
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://medical.mt-pharma.co.jp/di/file/dc/kal.pdf

Denopamine is a selective agonist of beta-1 adrenergic receptor. The drug was approved in Japan under the name Kalgut for the treatment of chronic heart failure.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Beta-1 adrenergic receptor 158 Target ID: P08588 Gene ID: 153.0 Gene Symbol: ADRB1 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/12487507	Agonist 2678		7.73 null [pEC50]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Chronic heart failure 21 Sources: https://medical.mt-pharma.co.jp/di/file/dc/kal.pdf	Primary		Approved 8429	KALGUT Approved Use Chronic heart failure. Launch Date 5.7585598E11

PubMed

Title	Date	PubMed
Cardiovascular effects of a new positive inotropic agent, (-)-(R)-1-(p-hydroxyphenyl)-2-[(3,4-dimethoxyphenethyl)amino]-ethanol (TA-064) in the anesthetized dog and isolated guinea pig heart.	1984 Aug	6150129
Relationship between positive inotropic action and blood levels of denopamine in cats.	1985	4026907
In vitro metabolism of the new cardiotonic agent denopamine (TA-064) by rat and rabbit liver preparations. Oxidation, methylation, and glucuronidation.	1985 Mar-Apr	2859176
Metabolic fate of the new cardiotonic denopamine in animals. 4th communication: effects of coadministered drugs on the plasma concentration and metabolism of denopamine in dogs.	1986 Apr	3718591
Metabolic fate of the new cardiotonic denopamine in animals. 2nd communication: tissue accumulation in the rat after consecutive oral administration of 14C-denopamine.	1986 Apr	3718589
Cardiovascular effects of the new positive inotropic agent denopamine with special reference to species difference and the effect on failing heart.	1986 Jul	3768073
Beta 1-adrenergic selectivity of the new cardiotonic agent denopamine in its stimulating effects on adenylate cyclase.	1987 Jun 15	3036156
Cellular characterization of the pharmacological selectivity and tachyphylactic properties of denopamine for the human beta adrenergic receptors.	1993 Nov	7902433
Binding pockets of the beta(1)- and beta(2)-adrenergic receptors for subtype-selective agonists.	1999 Nov	10531390

Patents

Sample Use Guides

In Vivo Use Guide

15-30 mg are administered orally in three divided doses.

Route of Administration: Oral

In Vitro Use Guide

The effects of denopamine on the L-type Ca2+ current (ICa) were examined in rabbit ventricular cells. Denopamine stimulated basal ICa with a maximum response of +33.2% and a concentration for half-maximal response (EC50) of 0.039 uM. The maximun response of ICa was only a quarter of that induced by isoprenaline (ISO), while 10 uM denopamine elicited 70–75% of the maximum inotropic response in the papillary muscle preparations.

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:04:02 UTC 2023` Edited by `admin` on `Fri Dec 15 16:04:02 UTC 2023`
Record UNII	V5F60UPD8P
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

DENOPAMINE

Official Name

English

TA-064

Code

English

DENOPAMINE [JAN]

Common Name

English

Denopamine [WHO-DD]

Common Name

English

(-)-(R)-.ALPHA.-(((3,4-DIMETHOXYPHENETHYL)AMINO)METHYL)-P-HYDROXYBENZYL ALCOHOL

Common Name

English

TA 064

Code

English

KALGUT

Brand Name

English

denopamine [INN]

Common Name

English

DENOPAMINE [MART.]

Common Name

English

DENOPAMINE [MI]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C48149