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Alifedrine

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From Wikipedia, the free encyclopedia

Chemical compound

Pharmaceutical compound

Alifedrine
Clinical data

Other names	D-13625
Routes of administration	Oral,intravenous^[1]^[2]
Drug class	β-Adrenergic receptor partial agonist;Sympathomimetic
Identifiers
IUPAC name 1-cyclohexyl-3-[[(1R,2S)-1-hydroxy-1-phenylpropan-2-yl]amino]propan-1-one
CAS Number	78756-61-3^Y
PubChemCID	51719
ChemSpider	46808
UNII	K2PM66M0VQ
ChEMBL	ChEMBL2104023
CompTox Dashboard(EPA)	DTXSID00229274
Chemical and physical data
Formula	C₁₈H₂₇NO₂
Molar mass	289.419 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES C[C@@H]([C@@H](C1=CC=CC=C1)O)NCCC(=O)C2CCCCC2
InChI InChI=1S/C18H27NO2/c1-14(18(21)16-10-6-3-7-11-16)19-13-12-17(20)15-8-4-2-5-9-15/h3,6-7,10-11,14-15,18-19,21H,2,4-5,8-9,12-13H2,1H3/t14-,18-/m0/s1 Key:UEELVIXXTBPOCF-KSSFIOAISA-N

Alifedrine (INNTooltip International Nonproprietary Name; developmental code nameD-13625) is a drug described as asympathomimetic andcardiotonic orpositive inotropic agent which was never marketed.^[3]^[4]^[5]^[6] It is aβ-adrenergic receptor partial agonist and was studied in the treatment ofheart failure.^[4]^[1]^[2]^[7] The drug is takenby mouth orintravenously.^[1]^[2] It is a β-hydroxylated substituted amphetamine derivative.^[8]

References

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^^a ^b ^cWan SK, Hoff W, Evans TR (1988). "Haemodynamic effects of intravenous and oral alifedrine in patients with cardiac failure".Current Medical Research and Opinion.11 (4):242–253.doi:10.1185/03007998809114243.PMID 3215041.
^^a ^b ^cAnand IS, Hughes LO, Whittington JR, Raftery EB (1989). "Acute haemodynamic effects of different doses of alifedrine in congestive heart failure".European Journal of Clinical Pharmacology.36 (4):335–341.doi:10.1007/BF00558291.PMID 2737225.
^Elks J (2014).The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer US. p. 1-PA373.ISBN 978-1-4757-2085-3. Retrieved29 August 2024.
^^a ^bMorton IK, Hall JM (1999).Concise Dictionary of Pharmacological Agents: Properties and Synonyms. Springer Netherlands. p. 10.ISBN 978-0-7514-0499-9. Retrieved29 August 2024.
^Pharmaceutical Manufacturing Encyclopedia. Volumes 1-4. Elsevier Science. 2013. p. 155.ISBN 978-0-8155-1856-3. Retrieved2024-08-29.
^Wainwright CL, Parratt JR (March 1988). "Alifedrine, a positive inotropic agent that moderately reduces the severity of ischaemia and reperfusion-induced ventricular arrhythmias".European Journal of Pharmacology.147 (3):373–380.doi:10.1016/0014-2999(88)90171-9.PMID 3378563.
^Metzenauer P, Dedecke R, Göbel H, Martorana PA, Stroman F, Szelenyi I (July 1989)."Effects of the novel beta-adrenergic partial agonist alifedrine on cardiac performance in dogs with acute ischemic left ventricular failure".Journal of Cardiovascular Pharmacology.14 (1):103–108.doi:10.1097/00005344-198907000-00018.PMID 2475700.S2CID 72099344.
^"Alifedrine".PubChem. U.S. National Library of Medicine. Retrieved29 August 2024.