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

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
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
Imidazoline compounds protect against interleukin 1beta-induced beta-cell apoptosis.	2001 Feb	11272206
Calcium transients in subcompartments of the leech Retzius neuron as induced by single action potentials.	2001 Jul	11391646
Determination of fendiline and gallopamil by capillary isotachophoresis.	2001 Jun 15	11417865
Progesterone effect mediated by the voltage-dependent calcium channel and protein kinase C on noncapacitated cryopreserved bovine spermatozoa.	2001 Mar	11350374
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
Intracellular and extracellular calcium utilization during hypoxic vasoconstriction of cyclostome aortas.	2001 Nov	11641122
On the role of Ca(2+)- and voltage-dependent inactivation in Ca(v)1.2 sensitivity for the phenylalkylamine (-)gallopamil.	2001 Oct 12	11597993
A large sustained Ca2+ elevation occurs in unstimulated spines during the LTP pairing protocol but does not change synaptic strength.	2002	12440581
An increase in extracellular Ca(2+) concentration induces pigment aggregation in teleostean melanophores.	2002 Aug	12193799
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
Two types of ventricular fibrillation in isolated rabbit hearts: importance of excitability and action potential duration restitution.	2002 Oct 1	12356642
Verapamil drug metabolism studies by automated in-tube solid phase microextraction.	2002 Sep 5	12191717
Demonstration of direct bioanalysis of drugs in plasma using nanoelectrospray infusion from a silicon chip coupled with tandem mass spectrometry.	2003 Feb 15	12622370
Characteristics of sperm motility induced on the egg-jelly in the internal fertilization of the newt, Cynops pyrrhogaster.	2003 Mar	12692394
A tale of two fibrillations.	2003 Nov 11	14609997
Role of sarcoplasmic reticulum Ca2+ content in Ca2+ entry of bovine airway smooth muscle cells.	2003 Oct	14504687
[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
Non-cross-bridge calcium-dependent stiffness in frog muscle fibers.	2004 Jun	14749216
NMDA receptor-mediated depolarizing after-potentials in the basal dendrites of CA1 pyramidal neurons.	2004 Mar	15154678
Mother rotors and the mechanisms of D600-induced type 2 ventricular fibrillation.	2004 Oct 12	15466637
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
Airway smooth muscle as a target of asthma therapy: history and new directions.	2006 Sep 29	17010205
Ca2+ pathway involved in the refilling of store sites in rat adrenal medullary cells.	2009 Apr	19176761
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

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