DOCARPAMINE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C21H30N2O8S
Molecular Weight	470.537
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCOC(=O)OC1=C(OC(=O)OCC)C=C(CCNC(=O)[C@H](CCSC)NC(C)=O)C=C1

InChI

InChIKey=ZLVMAMIPILWYHQ-INIZCTEOSA-N

InChI=1S/C21H30N2O8S/c1-5-28-20(26)30-17-8-7-15(13-18(17)31-21(27)29-6-2)9-11-22-19(25)16(10-12-32-4)23-14(3)24/h7-8,13,16H,5-6,9-12H2,1-4H3,(H,22,25)(H,23,24)/t16-/m0/s1

HIDE SMILES / InChI

Description
Sources: http://onlinelibrary.wiley.com/doi/10.1111/j.1527-3466.1992.tb00239.x/abstract
Curator's Comment: description was created based on several sources, including, http://www.ncbi.nlm.nih.gov/pubmed/8529066

Docarpamine (marketed under the tradename Tanadopa) is a dopamine prodrug developed in Japan for the treatment of chronic heart failure. The drug does not cross the blood-brain barrier and shows no effect on CNS activity. It is supposed that the drug exerts its action by activating dopamine receptor D1.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Dopamine D1 receptor 101 Target ID: CHEMBL2056 Sources: http://www.ncbi.nlm.nih.gov/pubmed/11996645	Agonist 2678

Conditions

Condition	Modality	Targets	Highest Phase	Product
Chronic heart failure 21 Sources: http://www.ncbi.nlm.nih.gov/pubmed/23676366	Primary		Approved 8429	TANADOPA Approved Use Unknown

PubMed

Title	Date	PubMed
A novel orally active dopamine prodrug TA-870. III. Positive inotropic effect and cardiorenal selectivity in anesthetized dogs.	1990 Feb	1689425

Patents

Sample Use Guides

In Vivo Use Guide

2250 mg/day

Route of Administration: Oral

In Vitro Use Guide

Unknown

Name

Type

Language

DOCARPAMINE

Official Name

English

DOCARPAMINE [JAN]

Common Name

English

DOCARPAMINE [MART.]

Common Name

English

TANADOPA

Brand Name

English

(-)-(S)-2-ACETAMIDO-N-(3,4-DIHYDROXYPHENETHYL)-4-(METHYLTHIO)BUTYRAMIDE BIS(ETHYL CARBONATE) (ESTER)

Common Name

English

DOCARPAMINE [MI]

Common Name

English

docarpamine [INN]

Common Name

English

Docarpamine [WHO-DD]

Common Name

English

TA-870

Code

English

Classification Tree Code System Code

FDA ORPHAN DRUG

701519