Alifedrine

Alifedrine
Clinical data
Other names	D-13625
Routes of; administration	Oral, intravenous
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 ;
PubChem CID	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 name D-13625) is a drug described as a sympathomimetic and cardiotonic or positive inotropic agent which was never marketed.^[3]^[4]^[5]^[6] It is a β-adrenergic receptor partial agonist and was studied in the treatment of heart failure.^[4]^[1]^[2]^[7] The drug is taken by mouth or intravenously.^[1]^[2] It is a β-hydroxylated substituted amphetamine derivative.^[8]

References

^ ^a ^b ^c Wan 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 ^c Anand 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. Retrieved 29 August 2024.
^ ^a ^b Morton IK, Hall JM (1999). Concise Dictionary of Pharmacological Agents: Properties and Synonyms. Springer Netherlands. p. 10. ISBN 978-0-7514-0499-9. Retrieved 29 August 2024.
^ Pharmaceutical Manufacturing Encyclopedia. Volumes 1-4. Elsevier Science. 2013. p. 155. ISBN 978-0-8155-1856-3. Retrieved 2024-08-29.
^ 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. Retrieved 29 August 2024.

This drug article relating to the cardiovascular system is a stub. You can help Wikipedia by expanding it.

[WanHoffEvans1988-1] Wan 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.

[AnandHughesWhittington1989-2] Anand 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.

[Elks2014-3] 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. Retrieved 29 August 2024.

[MortonHall1999-4] Morton IK, Hall JM (1999). Concise Dictionary of Pharmacological Agents: Properties and Synonyms. Springer Netherlands. p. 10. ISBN 978-0-7514-0499-9. Retrieved 29 August 2024.

[PharmManuEnc2013-5] Pharmaceutical Manufacturing Encyclopedia. Volumes 1-4. Elsevier Science. 2013. p. 155. ISBN 978-0-8155-1856-3. Retrieved 2024-08-29.

[WainwrightParratt1988-6] 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.

[MetzenauerDedeckeGöbel1989-7] 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.

[PubChem-8] "Alifedrine". PubChem. U.S. National Library of Medicine. Retrieved 29 August 2024.

[3]

[4]

[5]

[6]

[1]

[2]

[7]

[8]

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
PubChem CID	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

See also

References