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Details

Stereochemistry ABSOLUTE
Molecular Formula C18H23NO4
Molecular Weight 317.3802
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DENOPAMINE

SMILES

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

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 317.3802
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

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.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: P08588
Gene ID: 153.0
Gene Symbol: ADRB1
Target Organism: Homo sapiens (Human)
7.73 null [pEC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
KALGUT

Approved Use

Chronic heart failure.

Launch Date

5.7585598E11
PubMed

PubMed

TitleDatePubMed
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
Relationship between positive inotropic action and blood levels of denopamine in cats.
1985
In vitro metabolism of the new cardiotonic agent denopamine (TA-064) by rat and rabbit liver preparations. Oxidation, methylation, and glucuronidation.
1985 Mar-Apr
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
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
Cardiovascular effects of the new positive inotropic agent denopamine with special reference to species difference and the effect on failing heart.
1986 Jul
Beta 1-adrenergic selectivity of the new cardiotonic agent denopamine in its stimulating effects on adenylate cyclase.
1987 Jun 15
Cellular characterization of the pharmacological selectivity and tachyphylactic properties of denopamine for the human beta adrenergic receptors.
1993 Nov
Binding pockets of the beta(1)- and beta(2)-adrenergic receptors for subtype-selective agonists.
1999 Nov
Patents

Sample Use Guides

15-30 mg are administered orally in three divided doses.
Route of Administration: Oral
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 Sat Jun 26 01:41:55 UTC 2021
Edited
by admin
on Sat Jun 26 01:41:55 UTC 2021
Record UNII
V5F60UPD8P
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DENOPAMINE
INN   JAN   MART.   MI   WHO-DD  
INN  
Official Name English
TA-064
Code English
DENOPAMINE [WHO-DD]
Common Name English
DENOPAMINE [JAN]
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
Created by admin on Sat Jun 26 01:41:55 UTC 2021 , Edited by admin on Sat Jun 26 01:41:55 UTC 2021
Code System Code Type Description
INN
5460
Created by admin on Sat Jun 26 01:41:55 UTC 2021 , Edited by admin on Sat Jun 26 01:41:55 UTC 2021
PRIMARY
CAS
71771-90-9
Created by admin on Sat Jun 26 01:41:55 UTC 2021 , Edited by admin on Sat Jun 26 01:41:55 UTC 2021
PRIMARY
NCI_THESAURUS
C77934
Created by admin on Sat Jun 26 01:41:55 UTC 2021 , Edited by admin on Sat Jun 26 01:41:55 UTC 2021
PRIMARY
MESH
C037293
Created by admin on Sat Jun 26 01:41:55 UTC 2021 , Edited by admin on Sat Jun 26 01:41:55 UTC 2021
PRIMARY
WIKIPEDIA
Denopamine
Created by admin on Sat Jun 26 01:41:55 UTC 2021 , Edited by admin on Sat Jun 26 01:41:55 UTC 2021
PRIMARY
ChEMBL
CHEMBL493682
Created by admin on Sat Jun 26 01:41:55 UTC 2021 , Edited by admin on Sat Jun 26 01:41:55 UTC 2021
PRIMARY
DRUG CENTRAL
806
Created by admin on Sat Jun 26 01:41:55 UTC 2021 , Edited by admin on Sat Jun 26 01:41:55 UTC 2021
PRIMARY
EVMPD
SUB06977MIG
Created by admin on Sat Jun 26 01:41:55 UTC 2021 , Edited by admin on Sat Jun 26 01:41:55 UTC 2021
PRIMARY
MERCK INDEX
M4166
Created by admin on Sat Jun 26 01:41:55 UTC 2021 , Edited by admin on Sat Jun 26 01:41:55 UTC 2021
PRIMARY Merck Index
FDA UNII
V5F60UPD8P
Created by admin on Sat Jun 26 01:41:55 UTC 2021 , Edited by admin on Sat Jun 26 01:41:55 UTC 2021
PRIMARY
EPA CompTox
71771-90-9
Created by admin on Sat Jun 26 01:41:55 UTC 2021 , Edited by admin on Sat Jun 26 01:41:55 UTC 2021
PRIMARY
PUBCHEM
5311064
Created by admin on Sat Jun 26 01:41:55 UTC 2021 , Edited by admin on Sat Jun 26 01:41:55 UTC 2021
PRIMARY
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