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Details

Stereochemistry ACHIRAL
Molecular Formula C24H29NO4.ClH
Molecular Weight 431.952
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ETHAVERINE HYDROCHLORIDE

SMILES

Cl.CCOC1=CC=C(CC2=NC=CC3=C2C=C(OCC)C(OCC)=C3)C=C1OCC

InChI

InChIKey=UPUDVKWQBVIKBG-UHFFFAOYSA-N
InChI=1S/C24H29NO4.ClH/c1-5-26-21-10-9-17(14-22(21)27-6-2)13-20-19-16-24(29-8-4)23(28-7-3)15-18(19)11-12-25-20;/h9-12,14-16H,5-8,13H2,1-4H3;1H

HIDE SMILES / InChI
In the US, Ethaverine is a member of the drug class peripheral vasodilators. It’s an alkaloid prepared synthetically from opium with no narcotic properties. Directly relaxes all smooth muscles, especially when they have been spasmodically contracted. Action is especially pronounced when spasm is present on coronary, cerebral, pulmonary, and peripheral arteries. Acts directly on myocardium like quinidine; depresses conduction and irritability, and prolongs refractory period. Primarily for peripheral and cerebral vascular insufficiency associated with arterial spasm; also a smooth muscle spasmolytic in spastic conditions of the GI and GU tracts. Adverse Effects ( 1%) CNS: Vertigo, headache, drowsiness. CV: Hypotension, arrhythmias. GI: Nausea, anorexia, abdominal distress, dry throat. Other: Malaise, flushing, sweating, lassitude, respiratory depression. Ethaverine may decrease levodopa effectiveness; morphine may antagonize smooth muscle relaxation effect of ethaverine.

CNS Activity

Curator's Comment: Adverse effect: Vertigo, headache, drowsiness

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions
PubMed

PubMed

TitleDatePubMed
Tumor- and drug-induced cutaneous neuro-phospholipidosis.
1975
Simple isoquinoline and benzylisoquinoline alkaloids as potential antimicrobial, antimalarial, cytotoxic, and anti-HIV agents.
2001 Nov
Stereoselective total synthesis of bioactive styryllactones (+)-goniofufurone, (+)7-epi-goniofufurone, (+)-goniopypyrone, (+)-goniotriol, (+)-altholactone, and (-)-etharvensin.
2008 Jan 4
A novel flow cytometric high throughput assay for a systematic study on molecular mechanisms underlying T cell receptor-mediated integrin activation.
2009 Jun 25
Patents

Sample Use Guides

for adult: 100 mg t.i.d., may increase up to 200 mg t.i.d.
Route of Administration: Oral
In Vitro Use Guide
0.3-30 microM ethaverine on either side of the dihydropyridine-sensitive, L-type calcium channel from porcine cardiac muscle caused a reduction in the channel open probability (EC50 approximately 1 microM), with the higher concentrations inhibiting channel activity almost completely
Name Type Language
ETHAVERINE HYDROCHLORIDE
MART.   MI   VANDF   WHO-DD  
Common Name English
ETHAVERINE HYDROCHLORIDE [VANDF]
Common Name English
NSC-525044
Code English
ETHAVERINE HCL
Common Name English
1-(3,4-DIETHOXYBENZYL)-6,7-DIETHOXYISOQUINOLINE HYDROCHLORIDE
Systematic Name English
ETHAVERINE HYDROCHLORIDE [MART.]
Common Name English
ETHAQUIN
Brand Name English
ETHAVERINE HYDROCHLORIDE [MI]
Common Name English
Ethaverine hydrochloride [WHO-DD]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C667
Created by admin on Fri Dec 15 14:59:51 GMT 2023 , Edited by admin on Fri Dec 15 14:59:51 GMT 2023
NCI_THESAURUS C333
Created by admin on Fri Dec 15 14:59:51 GMT 2023 , Edited by admin on Fri Dec 15 14:59:51 GMT 2023
Code System Code Type Description
FDA UNII
6Z6T599E49
Created by admin on Fri Dec 15 14:59:51 GMT 2023 , Edited by admin on Fri Dec 15 14:59:51 GMT 2023
PRIMARY
EPA CompTox
DTXSID2047779
Created by admin on Fri Dec 15 14:59:51 GMT 2023 , Edited by admin on Fri Dec 15 14:59:51 GMT 2023
PRIMARY
ECHA (EC/EINECS)
213-573-9
Created by admin on Fri Dec 15 14:59:51 GMT 2023 , Edited by admin on Fri Dec 15 14:59:51 GMT 2023
PRIMARY
MERCK INDEX
m5053
Created by admin on Fri Dec 15 14:59:51 GMT 2023 , Edited by admin on Fri Dec 15 14:59:51 GMT 2023
PRIMARY Merck Index
EVMPD
SUB01996MIG
Created by admin on Fri Dec 15 14:59:51 GMT 2023 , Edited by admin on Fri Dec 15 14:59:51 GMT 2023
PRIMARY
ChEMBL
CHEMBL1555736
Created by admin on Fri Dec 15 14:59:51 GMT 2023 , Edited by admin on Fri Dec 15 14:59:51 GMT 2023
PRIMARY
NCI_THESAURUS
C72769
Created by admin on Fri Dec 15 14:59:51 GMT 2023 , Edited by admin on Fri Dec 15 14:59:51 GMT 2023
PRIMARY
NSC
525044
Created by admin on Fri Dec 15 14:59:51 GMT 2023 , Edited by admin on Fri Dec 15 14:59:51 GMT 2023
PRIMARY
PUBCHEM
13796
Created by admin on Fri Dec 15 14:59:51 GMT 2023 , Edited by admin on Fri Dec 15 14:59:51 GMT 2023
PRIMARY
CAS
985-13-7
Created by admin on Fri Dec 15 14:59:51 GMT 2023 , Edited by admin on Fri Dec 15 14:59:51 GMT 2023
PRIMARY
SMS_ID
100000087299
Created by admin on Fri Dec 15 14:59:51 GMT 2023 , Edited by admin on Fri Dec 15 14:59:51 GMT 2023
PRIMARY
RXCUI
235229
Created by admin on Fri Dec 15 14:59:51 GMT 2023 , Edited by admin on Fri Dec 15 14:59:51 GMT 2023
PRIMARY RxNorm