GALLOPAMIL HYDROCHLORIDE

Details

Stereochemistry	RACEMIC
Molecular Formula	C28H40N2O5.ClH
Molecular Weight	521.089
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

Cl.COC1=CC(=CC(OC)=C1OC)C(CCCN(C)CCC2=CC(OC)=C(OC)C=C2)(C#N)C(C)C

InChI

InChIKey=OKCRIUNHEQSXFD-UHFFFAOYSA-N

InChI=1S/C28H40N2O5.ClH/c1-20(2)28(19-29,22-17-25(33-6)27(35-8)26(18-22)34-7)13-9-14-30(3)15-12-21-10-11-23(31-4)24(16-21)32-5;/h10-11,16-18,20H,9,12-15H2,1-8H3;1H

HIDE SMILES / InChI

Molecular Formula	C28H40N2O5
Molecular Weight	484.6276
Charge	0
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	0
Optical Activity	( + / - )

Molecular Formula	ClH
Molecular Weight	36.461
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: http://www.ncbi.nlm.nih.gov/pubmed/7510624

Gallopamil is a L-type calcium channel blocker designed for the treatment of coronary heart diseases: angina pectoris, prinzmetal angina and hypertonia.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Voltage-gated L-type calcium channel 92 Target ID: CHEMBL2095229 Sources: http://www.ncbi.nlm.nih.gov/pubmed/7510624	Blocker 537		5.0 µM [IC50]

Conditions

Condition	Modality	Highest Phase	Product
Angina pectoris 106 Sources: http://www.ncbi.nlm.nih.gov/pubmed/9197430	Primary	Approved 8429	PROCORUM Approved Use Unknown
Prinzmetal angina 2 Sources: http://www.pharmazie.com/graphic/A/30/1-18830.pdf	Primary	Approved 8429	PROCORUM Approved Use Unknown
Hypertension 567 Sources: http://www.pharmazie.com/graphic/A/30/1-18830.pdf	Primary	Approved 8429	PROCORUM Approved Use Unknown

PubMed

Title	Date	PubMed
The effect of a calcium antagonist (D600) on isoprenaline-induced myocardial necrosis in the rat.	1979 Jun	475980
[Anti-angina effect of gallopamil in comparison with another calcium antagonist and a placebo].	1984 Sep	6391005
A comparison of nine calcium ion antagonists and propranolol: exercise tolerance, heart rate and ST-segment changes in patients with chronic stable angina pectoris.	1987	3653222
Beta-adrenergic agonists stimulate the oxidative pentose phosphate pathway in the rat heart.	1990 Dec	1978808
Effects of gallopamil, a Ca2+ channel blocker in models of ventricular arrhythmia in dogs.	1993 Feb 16	8449229
Affinities at the verapamil binding site of MDR1-encoded P-glycoprotein: drugs and analogs, stereoisomers and metabolites.	2000 Apr	10783826
Quantitative distinctions of active site molecular recognition by P-glycoprotein and cytochrome P450 3A4.	2001 Dec	11743742
Calcium transients in subcompartments of the leech Retzius neuron as induced by single action potentials.	2001 Jul	11391646
Left-to-right gradient of atrial frequencies during acute atrial fibrillation in the isolated sheep heart.	2001 May 29	11382735
Initial and sustained phases of myogenic response of rat mesenteric small arteries.	2001 Nov	11668080
A randomized prospective double-blind placebo-controlled study of gallopamil, calcium antagonist of the verapamil type, in stable cyclosporine-treated renal transplant recipients.	2002 Aug	12176568
[L-type calcium channels involvement in aortic smooth muscle contraction as revealed by membrane potential and active force dynamics].	2004 Apr-Jun	15688830
Opposite effects of a single IIIS5 mutation on phenylalkylamine and dihydropyridine interaction with L-type Ca2+ channels.	2004 Dec 31	15504730
Multidimensional on-line sample preparation of verapamil and its metabolites by a molecularly imprinted polymer coupled to liquid chromatography-mass spectrometry.	2004 Mar 5	14751799
An ionic model for rhythmic activity in small clusters of embryonic chick ventricular cells.	2005 Jul	15708964
Block of TRPC5 channels by 2-aminoethoxydiphenyl borate: a differential, extracellular and voltage-dependent effect.	2005 Jun	15806115
Insulin stimulates Ca2+ uptake via PKC, cAMP, and p38 MAPK in mouse embryonic stem cells.	2005 May 6	15820502
Nitric oxide involvement in pancreatic beta cell apoptosis by glibenclamide.	2006 Feb	16256381
Endogenous alkaline transients boost postsynaptic NMDA receptor responses in hippocampal CA1 pyramidal neurons.	2007 Jul 11	17626204
Effects of phenylalkylamines and benzothiazepines on Ca(v)1.3-mediated Ca2+ currents in neonatal mouse inner hair cells.	2007 Nov 14	17651721
Formation of DNA-damaging N-nitroso compounds from the interaction of calcium-channel blockers with nitrite.	2007 Sep 5	17644234
Mechanisms of potassium- and capsaicin-induced axonal calcitonin gene-related peptide release: involvement of L- and T-type calcium channels and TRPV1 but not sodium channels.	2008 Feb 6	18178321
Positive inotropic effects of epigallocatechin-3-gallate (EGCG) involve activation of Na+/H+ and Na+/Ca2+ exchangers.	2008 May	18406205
Development of a list of potentially inappropriate drugs for the korean elderly using the delphi method.	2010 Dec	21818443

Patents

Sample Use Guides

In Vivo Use Guide

150 mg/day

Route of Administration: Oral

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:12:47 UTC 2023` Edited by `admin` on `Fri Dec 15 15:12:47 UTC 2023`
Record UNII	VT4VR32A0T
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

GALLOPAMIL HYDROCHLORIDE

Common Name

English

5-(3,4-DIMETHOXYPHENETHYL) METHYLAMINO-2-ISOPROPYL-2-(3,4,5-TRIMETHOXYPHENYL)-VALERONITRILE HYDROCHLORIDE

Systematic Name

English

.ALPHA.-ISOPROPYL-.ALPHA.-((N-METHYL-N-HOMOVERATRYL)-.GAMMA.-AMINOPROPYL)-3,4,5-TRIMETHOXYPHENYLACETONITRILE HYDROCHLORIDE

Common Name

English

.ALPHA.-(3-((2-(3,4-DIMETHOXYPHENYL)ETHYL)METHYLAMINO)PROPYL)-3,4,5-TRIMETHOXY-.ALPHA.-(1-METHYLETHYL)BENZENEACETONITRILE HYDROCHLORIDE

Systematic Name

English

GALLOPAMIL HCL

Common Name

English

NSC-274966

Code

English

D-600 HYDROCHLORIDE

Code

English

Gallopamil hydrochloride [WHO-DD]

Common Name

English

PROCORUM

Brand Name

English

GALLOPAMIL HYDROCHLORIDE [MI]

Common Name

English

GALLOPAMIL HYDROCHLORIDE [MART.]

Common Name

English

ALGOCOR

Brand Name

English

GALLOPAMIL HYDROCHLORIDE [JAN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C333