Gallopamil

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Structural formula
Gallopamil structural formula
1: 1 mixture of ( R ) -form (top) and ( S ) -form (bottom)
General
Non-proprietary name Gallopamil
other names
  • ( RS ) -5 - [(3,4-Dimethoxyphenethyl) methyl-amino] -2-isopropyl-2- (3,4,5-trimethoxyphenyl) pentanenitrile ( IUPAC )
  • (±) -Methoxyverapamil
Molecular formula
  • C 28 H 40 N 2 O 5 (gallopamil)
  • C 28 H 40 N 2 O 5 · HCl ( hydrochloride )
Brief description

yellow viscous oil (gallopamil)

External identifiers / databases
CAS number
  • 16662-47-8
  • 16662-46-7 [(±) -hydrochloride]
  • 38176-09-9 [(+) - hydrochloride]
  • 36222-39-6 [(-) - hydrochloride]
PubChem 1234
ChemSpider 1197
DrugBank DB12923
Wikidata Q412127
Drug information
ATC code

C08 DA02

Drug class

Calcium antagonist

properties
Molar mass
  • 484.63 g mol −1 (gallopamil)
  • 521.10 g mol −1 (hydrochloride)
Melting point
  • 145–148 ° C (hydrochloride, racemate )
  • 160.5–161.5 ° C ( L- gallopamil hydrochloride)
  • 160.5–161.5 ° C ( D- gallopamil hydrochloride)
boiling point

240–245 ° C (0–26.6 Pa, gallopamil)

Refractive index

1.5402 (hydrochloride)

safety instructions
Please note the exemption from the labeling requirement for drugs, medical devices, cosmetics, food and animal feed
GHS labeling of hazardous substances

Hydrochloride

no GHS pictograms
H and P phrases H: no H-phrases
P: no P-phrases
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

Gallopamil is a drug from the nitrile group . It exists as a racemate .

properties

It is a calcium antagonist and calcium channel blocker . This property has the consequence that the Ca 2+ ions cannot diffuse into the cells as in the undisturbed state . A muscle contraction remains of why or relaxes, causing the blood vessels wide or the heart muscle itself is relaxed.

use

Gallopamil is used in medicine for the treatment of cardiovascular diseases , especially for diseases of the coronary arteries , e.g. B. angina pectoris , cardiac arrhythmias or high blood pressure are used.

pharmacy

Trade names

Monopreparate
Procorum (D; former trade name, wastaken off the marketin April 2012 by the manufacturer Abbot in Germany)

literature

Individual evidence

  1. a b c d e f g Entry on Gallopamil. In: Römpp Online . Georg Thieme Verlag, accessed on September 17, 2011.
  2. Data sheet (±) -Methoxyverapamil hydrochloride, ≥98% from Sigma-Aldrich , accessed on February 15, 2013 ( PDF ).
  3. Gross AS, Eichelbaum M, Mörike K, Mikus G: Pharmacokinetics and pharmacodynamics of R- and S-gallopamil during multiple dosing . In: British Journal of Clinical Pharmacology . 49, No. 2, February 2000, pp. 132-138. PMID 10671907 . PMC 2014898 (free full text).