Chemistry:Xamoterol

Xamoterol
Clinical data
ATC code	C01CX07 (WHO) ;
Identifiers
	IUPAC name (RS)-N-(2-{[2-hydroxy-3-(4-hydroxyphenoxy)propyl]amino}ethyl)morpholine-4-carboxamide;
CAS Number	81801-12-9 ;
PubChem CID	155774;
IUPHAR/BPS	538;
ChemSpider	137213 ;
UNII	7HE0JQL703;
KEGG	D06328 ;
ChEMBL	ChEMBL75753 ;
Chemical and physical data
Formula	C16H25N3O5
Molar mass	339.392 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O=C(NCCNCC(O)COc1ccc(O)cc1)N2CCOCC2;
	InChI InChI=1S/C16H25N3O5/c20-13-1-3-15(4-2-13)24-12-14(21)11-17-5-6-18-16(22)19-7-9-23-10-8-19/h1-4,14,17,20-21H,5-12H2,(H,18,22) ; Key:DXPOSRCHIDYWHW-UHFFFAOYSA-N ;
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Short description: Cardiac stimulant drug

Xamoterol is a cardiac stimulant. It works by binding to the β₁ adrenergic receptor. It is a 3rd generation adrenergic β receptor partial agonist.^[1] It provides cardiac stimulation at rest but it acts as a blocker during exercise.^[2]

References

↑ "Xamoterol, a beta 1-adrenoceptor partial agonist: review of the clinical efficacy in heart failure". British Journal of Clinical Pharmacology 28 (Suppl 1): 23S–30S. 1989. doi:10.1111/j.1365-2125.1989.tb03570.x. PMID 2572251.
↑ Pharmacology (5th ed.). Edinburgh; New York: Churchill Livingstone. 1999. p. 163. ISBN 0443059748.

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Original source: https://en.wikipedia.org/wiki/Xamoterol. Read more

[1] "Xamoterol, a beta 1-adrenoceptor partial agonist: review of the clinical efficacy in heart failure". British Journal of Clinical Pharmacology 28 (Suppl 1): 23S–30S. 1989. doi:10.1111/j.1365-2125.1989.tb03570.x. PMID 2572251.

[2] Pharmacology (5th ed.). Edinburgh; New York: Churchill Livingstone. 1999. p. 163. ISBN 0443059748.

[1]

[2]

v t e Adrenergic receptor modulators
α₁	Agonists: 6-FNE Amidephrine Anisodine Buspirone Cirazoline Corbadrine Desglymidodrine Dexisometheptene Dipivefrine Dopamine Droxidopa (L-DOPS) Ephedrine Epinephrine Etilefrine Etilevodopa Ethylnorepinephrine Indanidine Isometheptene L-DOPA (levodopa) L-Phenylalanine L-Tyrosine Melevodopa Metaraminol Methoxamine Methyldopa Midodrine Naphazoline Norepinephrine Octopamine (drug) Oxymetazoline Phenylephrine Phenylpropanolamine Pseudoephedrine Synephrine Tetryzoline Tiamenidine XP21279 Xylometazoline Antagonists: Abanoquil Adimolol Ajmalicine Alfuzosin Amosulalol Anisodamine Arotinolol Atiprosin Atypical antipsychotics (e.g., brexpiprazole, clozapine,Chemistry:Olanzapine
α₂	Agonists: (R)-3-Nitrobiphenyline 4-NEMD 6-FNE Amitraz Apraclonidine Brimonidine Cannabivarin Clonidine Corbadrine Detomidine Dexmedetomidine Dihydroergotamine Dipivefrine Dopamine Droxidopa (L-DOPS) Etilevodopa Ephedrine Ergotamine Epinephrine Etilefrine Ethylnorepinephrine Guanabenz Guanfacine Guanoxabenz L-DOPA (levodopa) L-Phenylalanine L-Tyrosine Lofexidine Medetomidine Melevodopa Methyldopa Mivazerol Naphazoline Norepinephrine Oxymetazoline Phenylpropanolamine Piperoxan Pseudoephedrine Rezatomidine Rilmenidine Romifidine Talipexole Tasipimidine Tetrahydrozoline Tiamenidine Tizanidine Tolonidine Urapidil Vatinoxan XP21279 Xylazine Xylometazoline Antagonists: 1-PP Adimolol Amesergide Aptazapine Atipamezole Atypical antipsychotics (e.g., asenapine, Chemistry:Brexpiprazole
β	Agonists: Abediterol Alifedrine Amibegron Arbutamine Arformoterol Arotinolol BAAM Bambuterol Befunolol Bitolterol Broxaterol Buphenine Carbuterol Carmoterol Cimaterol Clenbuterol Colterol Corbadrine Denopamine Dipivefrine Dobutamine Dopamine Dopexamine Droxidopa (L-DOPS) Ephedrine Epinephrine Etafedrine Etilefrine Etilevodopa Ethylnorepinephrine Fenoterol Formoterol Hexoprenaline Higenamine Indacaterol Isoetarine Isoprenaline Isoxsuprine L-DOPA (levodopa) L-Phenylalanine L-Tyrosine Levosalbutamol Mabuterol Melevodopa Methoxyphenamine Methyldopa Mirabegron Norepinephrine Orciprenaline Oxyfedrine PF-610355 Phenylpropanolamine Pirbuterol Prenalterol Ractopamine Procaterol Pseudoephedrine Reproterol Rimiterol Ritodrine Salbutamol Salmeterol Solabegron Terbutaline Tretoquinol Tulobuterol Vilanterol Xamoterol XP21279 Zilpaterol Zinterol Antagonists: Acebutolol Adaprolol Adimolol Afurolol Alprenolol Alprenoxime Amosulalol Ancarolol Arnolol Arotinolol Atenolol Befunolol Betaxolol Bevantolol Bisoprolol Bopindolol Bornaprolol Brefonalol Bucindolol Bucumolol Bufetolol Bufuralol Bunitrolol Bunolol Bupranolol Butaxamine Butidrine Butofilolol Capsinolol Carazolol Carpindolol Carteolol Carvedilol Celiprolol Cetamolol Cicloprolol Cinamolol Cloranolol Cyanopindolol Dalbraminol Dexpropranolol Diacetolol Dichloroisoprenaline Dihydroalprenolol Dilevalol Diprafenone Draquinolol Ecastolol Epanolol Ericolol Ersentilide Esatenolol Esprolol Eugenodilol Exaprolol Falintolol Flestolol Flusoxolol Hydroxycarteolol Hydroxytertatolol ICI-118,551 Idropranolol Indenolol Indopanolol Iodocyanopindolol Iprocrolol Isoxaprolol Isamoltane Labetalol Landiolol Levobetaxolol Levobunolol Levomoprolol Medroxalol Mepindolol Metipranolol Metoprolol Moprolol Nadolol Nadoxolol Nebivolol Nifenalol Nipradilol Oxprenolol Pacrinolol Pafenolol Pamatolol Pargolol Penbutolol Pindolol Practolol Primidolol Procinolol Pronethalol Propafenone Propranolol Ridazolol Ronactolol Soquinolol Sotalol Spirendolol SR 59230A Sulfinalol Talinolol Tazolol Tertatolol Tienoxolol Tilisolol Timolol Tiprenolol Tolamolol Toliprolol Xibenolol Xipranolol

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Clinical data

ATC code	C01CX07 (WHO)
Identifiers
IUPAC name (RS)-N-(2-{[2-hydroxy-3-(4-hydroxyphenoxy)propyl]amino}ethyl)morpholine-4-carboxamide
CAS Number	81801-12-9^N
PubChem CID	155774
IUPHAR/BPS	538
ChemSpider	137213^Y
UNII	7HE0JQL703
KEGG	D06328^Y
ChEMBL	ChEMBL75753^Y
Chemical and physical data
Formula	C₁₆H₂₅N₃O₅
Molar mass	339.392 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES O=C(NCCNCC(O)COc1ccc(O)cc1)N2CCOCC2
InChI InChI=1S/C16H25N3O5/c20-13-1-3-15(4-2-13)24-12-14(21)11-17-5-6-18-16(22)19-7-9-23-10-8-19/h1-4,14,17,20-21H,5-12H2,(H,18,22)^Y Key:DXPOSRCHIDYWHW-UHFFFAOYSA-N^Y
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