Anipamil

Anipamil
Skeletal formula of Anipamil
Names
IUPAC name
2-(3-methoxyphenyl)-2-[3-[2-(3-methoxyphenyl)ethyl-methylamino]propyl]tetradecanenitrile
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.072.899 Edit this at Wikidata
EC Number
  • 280-213-5
MeSH Anipamil
UNII
  • InChI=1S/C34H52N2O2/c1-5-6-7-8-9-10-11-12-13-14-23-34(29-35,31-19-16-21-33(28-31)38-4)24-17-25-36(2)26-22-30-18-15-20-32(27-30)37-3/h15-16,18-21,27-28H,5-14,17,22-26H2,1-4H3 checkY
    Key: PHFDAOXXIZOUIX-UHFFFAOYSA-N checkY
  • InChI=1/C34H52N2O2/c1-5-6-7-8-9-10-11-12-13-14-23-34(29-35,31-19-16-21-33(28-31)38-4)24-17-25-36(2)26-22-30-18-15-20-32(27-30)37-3/h15-16,18-21,27-28H,5-14,17,22-26H2,1-4H3
    Key: PHFDAOXXIZOUIX-UHFFFAOYAP
  • CCCCCCCCCCCCC(CCCN(C)CCC1=CC(OC)=CC=C1)(C#N)C1=CC(OC)=CC=C1
  • N#CC(c1cc(OC)ccc1)(CCCCCCCCCCCC)CCCN(CCc2cccc(OC)c2)C
Properties
C34H52N2O2
Molar mass 520.802 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Anipamil is a calcium channel blocker,[1] specifically of the phenylalkylamine type. This type is separate from its more common cousin Dihydropyridine. Anipamil is an analog of the more common drug verapamil, which is the most common type of phenylalkylamine style calcium channel blocker. Anipamil has been shown to be a more effective antiarrhythmic medication[2] than verapamil because it does not cause hypertension as seen in verapamil.[3] It is able to do this by bonding to the myocardium tighter than verapamil.[2]

  1. ^ Raddino, Riccardo; Poli, Enzo; Pasini, Evasio; Ferrari, Roberto (1992-09-01). "Effects of the novel calcium channel blocker, anipamil, on the isolated rabbit heart". Naunyn-Schmiedeberg's Archives of Pharmacology. 346 (3): 339–344. doi:10.1007/BF00173549. ISSN 0028-1298. PMID 1383837. S2CID 20915840.
  2. ^ a b Pugsley, M.K. (1995-08-11). "Effects of anipamil, a long acting analog of verapamil, in pigs subjected to myocardial ischemia". Life Sciences. 57 (12): 1219–1231. doi:10.1016/0024-3205(95)02070-Y. PMID 7674811.
  3. ^ Lefrandt, J. D.; Heitmann, J.; Sevre, K.; Castellano, M.; Hausberg, M.; Fallon, M.; Fluckiger, L.; Urbigkeit, A.; Rostrup, M. (2001-11-01). "The effects of dihydropyridine and phenylalkylamine calcium antagonist classes on autonomic function in hypertension: the VAMPHYRE study". American Journal of Hypertension. 14 (11 Pt 1): 1083–1089. doi:10.1016/S0895-7061(01)02218-X. ISSN 0895-7061. PMID 11724204.