NICAINOPROL

Details

Stereochemistry	RACEMIC
Molecular Formula	C21H27N3O3
Molecular Weight	369.4574
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(C)NCC(O)COC1=C2N(CCCC2=CC=C1)C(=O)C3=CN=CC=C3

InChI

InChIKey=AUIHHZBJBKRDIE-UHFFFAOYSA-N

InChI=1S/C21H27N3O3/c1-15(2)23-13-18(25)14-27-19-9-3-6-16-8-5-11-24(20(16)19)21(26)17-7-4-10-22-12-17/h3-4,6-7,9-10,12,15,18,23,25H,5,8,11,13-14H2,1-2H3

HIDE SMILES / InChI

Description
Sources: http://en.pharmacodia.com/web/drug/1_8816.html | https://www.ncbi.nlm.nih.gov/pubmed/3691662

Nicainoprol, also known as RU-42924, is calcium channel antagonist and a putative class I antiarrhythmic agent. Nicainoprol was shown to be useful in the prevention and treatment of arrhythmias associated with acute myocardial infarction. Nicainoprol had been in phase II clinical trials for the treatment of arrhythmia. However, this research has been discontinued.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Adrenergic receptor beta 89 Target ID: CHEMBL2094118 Sources: http://adisinsight.springer.com/drugs/800000294 \| http://en.pharmacodia.com/yaodu/html/v1/chemicals/a53811f4e58fe79f223ad5cb89830fb4.html	Antagonist 2849
Voltage-gated calcium channel 37 Target ID: CHEMBL2363032 Sources: http://adisinsight.springer.com/drugs/800000294 \| http://en.pharmacodia.com/yaodu/html/v1/chemicals/a53811f4e58fe79f223ad5cb89830fb4.html	Antagonist 2849

Conditions

Condition	Modality	Targets	Highest Phase	Product
Arrhythmia 45 Sources: http://adisinsight.springer.com/drugs/800000294 https://www.ncbi.nlm.nih.gov/pubmed/1915428	Primary		Phase II 1147	Unknown Approved Use Unknown

C_max

Value	Dose	Co-administered	Analyte	Population
1672 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/3677541	100 mg single, oral dose: 100 mg route of administration: Oral experiment type: SINGLE co-administered:		NICAINOPROL plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN
2450 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/3677541	100 mg single, intravenous dose: 100 mg route of administration: Intravenous experiment type: SINGLE co-administered:		NICAINOPROL plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN

AUC

Value	Dose	Co-administered	Analyte	Population
10205 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/3677541	100 mg single, oral dose: 100 mg route of administration: Oral experiment type: SINGLE co-administered:		NICAINOPROL plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN
7388 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/3677541	100 mg single, intravenous dose: 100 mg route of administration: Intravenous experiment type: SINGLE co-administered:		NICAINOPROL plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN

T_1/2

Value	Dose	Co-administered	Analyte	Population
104.2 min EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/3677541	100 mg single, oral dose: 100 mg route of administration: Oral experiment type: SINGLE co-administered:		NICAINOPROL plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN
106.6 min EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/3677541	100 mg single, intravenous dose: 100 mg route of administration: Intravenous experiment type: SINGLE co-administered:		NICAINOPROL plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN

Sourcing

Vendor/Aggregator	ID	URL
001 Chemical	DY570729	https://www.001chemical.com/chem/76252-06-7
AA Blocks	AA00G6VV	https://www.aablocks.com/goods/Goods/detail?id=AA00G6VV
Alfa Chemistry	76252-06-7	https://www.alfa-chemistry.com/cas_76252-06-7.htm
Ambeed	A385536	https://www.ambeed.com/products/76252-06-7.html
Ambinter	Amb24080280	http://www.ambinter.com/reference/24080280
Angel Pharmatech	AG220878	http://www.angelpharmatech.com/76252-06-7.html
Ark Pharm	AK385930	http://www.arkpharminc.com/products/76252-06-7.html
Ark Pharma Scientific Limited	A-0769	http://www.arkpharmtech.com/product/32720.html
BioChemPartner	BCP30068	http://www.biochempartner.com/76252-06-7-BCP30068
BLD Pharm	BD52653	http://www.bldpharm.com/products/76252-06-7.html
BOC Sciences	76252-06-7	https://www.bocsci.com/nicainoprol-cas-76252-06-7-item-133107.html
Chem Scene	CS-6088	http://www.chemscene.com/76252-06-7.html
ChemShuttle	ZB0028	https://www.chemshuttle.com/catalogsearch/result/?q=76252-06-7&cat=
Chemspace	CSSB00025761127	https://chem-space.com/CSSB00025761127
CSNpharm	CSN17076	https://www.csnpharm.com/products/nicainoprol.html
DC Chemicals	DC9796	http://www.dcchemicals.com/product_show-Nicainoprolhe.html
eNovation Chemicals	D544422	https://www.enovationchem.com/ProductDetails.asp?ProductID=D544422
eNovation Chemicals	D676449	https://www.enovationchem.com/ProductDetails.asp?ProductID=D676449
eNovation Chemicals	Y0974472	https://www.enovationchem.com/ProductDetails.asp?ProductID=Y0974472
eNovation Chemicals	Y1012828	https://www.enovationchem.com/ProductDetails.asp?ProductID=Y1012828
Excenen	EX-A1211	http://www.excenen.com/searchresultlist.php?id=76252-06-7
MedChem Express	HY-100572	https://www.medchemexpress.com/Nicainoprol.html
Molcore	MC570729	https://www.molcore.com/product/76252-06-7
MolPort	MolPort-006-138-624	https://www.molport.com/shop/molecule-link/MolPort-006-138-624
MuseChem	I004821	https://www.musechem.com/product/I004821.html
Smolecule	S537148	http://www.smolecule.com/products/s537148
THE BioTek	bt-277056	https://www.thebiotek.com/product/inhibitors/bt-277056

PubMed

Title	Date	PubMed
Cardiac arrhythmias are ameliorated by local inhibition of angiotensin formation and bradykinin degradation with the converting-enzyme inhibitor ramipril.	1989-12	2535056
Electrophysiologic effects of nicainoprol, a putative class I antiarrhythmic agent, on the guinea pig ventricular papillary muscle.	1989-05	2472526
Effects of nicainoprol on reperfusion arrhythmia in the isolated working rat heart and on ischemia and reperfusion arrhythmia and myocardial infarct size in the anesthetized rat.	1987-11-17	3691662

Patents

Sample Use Guides

In Vivo Use Guide

Ventricular arrhythmia: doses of 200, 400, 600 mg three times daily in randomized order

Route of Administration: Oral

In Vitro Use Guide

The effects of nicainoprol (1-50 uM) on the transmembrane action potentials in isolated papillary muscles of the guinea pig was examined. Nicainoprol (greater than or equal to 5 uM) produced dose-dependent decreases in the maximal upstroke velocity (Vmax) of the action potential. Only the highest concentration (50 uM) decreased the amplitude and the overshoot of the action potential and shortened its duration at 50 or 90% repolarization levels (APD50, APD90). The potential at rest was not affected by any concentration tested (1-50 uM).

Name

Type

Language

NICAINOPROL

Official Name

English

METHANONE, (3,4-DIHYDRO-8-(2-HYDROXY-3-((1-METHYLETHYL)AMINO)PROPOXY)-1(2H)-QUINOLINYL)-3-PYRIDINYL-

Preferred Name

English

QUINOLINE, 1,2,3,4-TETRAHYDRO-8-(2-HYDROXY-3-((1-METHYLETHYL)AMINO)PROPOXY)-1-(3-PYRIDINYLCARBONYL)-

Systematic Name

English

nicainoprol [INN]

Common Name

English

(±)-1,2,3,4-TETRAHYDRO-8-(2-HYDROXY-3-(ISOPROPYLAMINO)PROPOXY)-1-NICOTINOYLQUINOLINE

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C29576