Nimodipine

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Structural formula
Structural formula of nimodipine
Structural formula without stereochemistry - 1: 1 mixture ( racemate )
General
Non-proprietary name Nimodipine
other names

2,6-Dimethyl-4- (3-nitrophenyl) -1,4-dihydropyridine-3,5-dicarboxylic acid-3-isopropyl ester-5- (2-methoxyethyl) ester ( IUPAC )

Molecular formula C 21 H 26 N 2 O 7
Brief description

colorless solid

External identifiers / databases
CAS number 66085-59-4
EC number 266-127-0
ECHA InfoCard 100.060.096
PubChem 4497
DrugBank DB00393
Wikidata Q421429
Drug information
ATC code

C08 CA06

Drug class

Calcium antagonist

properties
Molar mass 418.44 g · mol -1
Physical state

firmly

solubility

almost insoluble in water

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

Caution

H and P phrases H: 312-332
P: 280
Toxicological data

2738 mg kg −1 ( LD 50ratoral )

As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Nimodipine ( trade name : Nimotop ® , manufacturer: Bayer ) is a medicinal substance ( calcium channel blocker ) from the group of 1,4-dihydropyridines .

By blocking calcium channels, it has a relaxing effect on vascular muscles, supposedly especially in the brain. It is used after subarachnoid hemorrhages to prevent vasospasms (vascular spasms) and thus to ensure cerebral blood flow. (Vascular spasms of this kind can be triggered by serotonin and hemoglobin breakdown products.)

Nimodipine is also approved for age-related brain disorders ( nootropic ).

Stereochemistry

Nimodipine contains a stereocenter and consists of two enantiomers, more precisely two atropisomers . This is a racemate , i.e. a 1: 1 mixture of ( R ) - and ( S ) -form:

Enantiomers of nimodipine
(R) -Nimodipine Structural Formula V1.svg
CAS number: 77940-92-2
(S) -Nimodipine Structural Formula V1.svg
CAS number: 77940-93-3

Individual evidence

  1. a b c d e data sheet Nimodipine from Sigma-Aldrich , accessed on April 16, 2011 ( PDF ).
  2. Red List online, as of October 2009.
  3. AM comp. d. Switzerland, as of October 2009.
  4. AGES-PharmMed, as of October 2009.
  5. Rote Liste Service GmbH (Ed.): Rote Liste 2017 - drug directory for Germany (including EU approvals and certain medical devices) . Rote Liste Service GmbH, Frankfurt / Main, 2017, edition 57, ISBN 978-3-946057-10-9 , p. 204.