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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 of DENOPAMINE

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

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

Unknown
139594
Targets

Targets

Primary TargetPharmacologyConditionPotency
Beta-1 adrenergic receptor
158
Target ID: P08588
Gene ID: 153.0
Gene Symbol: ADRB1
Target Organism: Homo sapiens (Human)
Agonist
2678
 7.73 null [pEC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Approved
8429
KALGUT

Approved Use

Chronic heart failure.

Launch Date

1988
PubMed

PubMed

TitleDatePubMed
Relationship between positive inotropic action and blood levels of denopamine in cats.
1985
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
Patents

Patents

US4032575 A
1
US4218479 A
1

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 GMT 2023
Edited
by admin
on Fri Dec 15 16:04:02 GMT 2023
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 [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
Created by admin on Fri Dec 15 16:04:02 GMT 2023 , Edited by admin on Fri Dec 15 16:04:02 GMT 2023
Code System Code Type Description
INN
5460
Created by admin on Fri Dec 15 16:04:02 GMT 2023 , Edited by admin on Fri Dec 15 16:04:02 GMT 2023
PRIMARY
CAS
71771-90-9
Created by admin on Fri Dec 15 16:04:02 GMT 2023 , Edited by admin on Fri Dec 15 16:04:02 GMT 2023
PRIMARY
NCI_THESAURUS
C77934
Created by admin on Fri Dec 15 16:04:02 GMT 2023 , Edited by admin on Fri Dec 15 16:04:02 GMT 2023
PRIMARY
MESH
C037293
Created by admin on Fri Dec 15 16:04:02 GMT 2023 , Edited by admin on Fri Dec 15 16:04:02 GMT 2023
PRIMARY
WIKIPEDIA
Denopamine
Created by admin on Fri Dec 15 16:04:02 GMT 2023 , Edited by admin on Fri Dec 15 16:04:02 GMT 2023
PRIMARY
ChEMBL
CHEMBL493682
Created by admin on Fri Dec 15 16:04:02 GMT 2023 , Edited by admin on Fri Dec 15 16:04:02 GMT 2023
PRIMARY
DRUG CENTRAL
806
Created by admin on Fri Dec 15 16:04:02 GMT 2023 , Edited by admin on Fri Dec 15 16:04:02 GMT 2023
PRIMARY
SMS_ID
100000083180
Created by admin on Fri Dec 15 16:04:02 GMT 2023 , Edited by admin on Fri Dec 15 16:04:02 GMT 2023
PRIMARY
EVMPD
SUB06977MIG
Created by admin on Fri Dec 15 16:04:02 GMT 2023 , Edited by admin on Fri Dec 15 16:04:02 GMT 2023
PRIMARY
MERCK INDEX
m4166
Created by admin on Fri Dec 15 16:04:02 GMT 2023 , Edited by admin on Fri Dec 15 16:04:02 GMT 2023
PRIMARY Merck Index
FDA UNII
V5F60UPD8P
Created by admin on Fri Dec 15 16:04:02 GMT 2023 , Edited by admin on Fri Dec 15 16:04:02 GMT 2023
PRIMARY
EPA CompTox
DTXSID8045800
Created by admin on Fri Dec 15 16:04:02 GMT 2023 , Edited by admin on Fri Dec 15 16:04:02 GMT 2023
PRIMARY
PUBCHEM
5311064
Created by admin on Fri Dec 15 16:04:02 GMT 2023 , Edited by admin on Fri Dec 15 16:04:02 GMT 2023
PRIMARY
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METABOLIC ENZYME -> SUBSTRATE
BETA-1 ADRENERGIC RECEPTOR
TARGET -> AGONIST
SHORT-ACTING
Related Record Type Details
Structure of 3-METHOXYDENOPAMINE
METABOLITE -> PARENT
MAJOR
URINE
Structure of P-DEMETHYL DENOPAMINE
METABOLITE -> PARENT
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URINE
Structure of BENZENEMETHANOL, 4-HYDROXY-.ALPHA.-(((2-(3-HYDROXY-4-METHOXYPHENYL)ETHYL)AMINO)METHYL)-, (R)-
METABOLITE -> PARENT
MINOR
URINE
Structure of P-DEMETHYL-3-METHOXYDENOPAMINE
METABOLITE -> PARENT
URINE
Structure of BENZENEMETHANOL, .ALPHA.-(((2-(3,4-DIMETHOXYPHENYL)ETHYL)AMINO)METHYL)-3-HYDROXY-4-METHOXY-, (R)-
METABOLITE -> PARENT
MINOR
URINE
Related Record Type Details
Structure of DENOPAMINE
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