Chemistry:Cloranolol

Cloranolol
Names
	IUPAC name (RS)-1-(tert-butylamino)-3-(2,5-dichlorophenoxy)propan-2-ol
Identifiers
CAS Number	39563-28-5;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL156791;
ChemSpider	59229;
KEGG	D07183;
PubChem CID	65814;
UNII	Q3U058H86V ;
	InChI InChI=1/C13H19Cl2NO2/c1-13(2,3)16-7-10(17)8-18-12-6-9(14)4-5-11(12)15/h4-6,10,16-17H,7-8H2,1-3H3 Key: XYCMOTOFHFTUIU-UHFFFAOYAX;
	SMILES Clc1ccc(Cl)cc1OCC(O)CNC(C)(C)C;
Properties
Chemical formula	C13H19Cl2NO2
Molar mass	292.20 g·mol−1
Pharmacology
1=ATC code }}	C07AA27 (WHO)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
	Infobox references

Cloranolol (Tobanum) is a beta blocker.^[1]

Synthesis

β-Adrenergic blocker. Prepn:^[2]

↑ Kulcsár-Gergely J. (July 1989). "Action of beta-adrenoceptor blockers on liver function of rats". Arzneimittelforschung 39: 782–5. PMID 2571334.
↑ G. Richter, "Racemisches und optisch aktives 1-(2,5-Dichlorphenoxy)-3-tert.butylamino-2-propanol und ihre Salze, sowie ihre Verwendung und Verfahren zu deren Herstellung derselben [Racemic and optically active 1-(2,5-dichlorophenoxy)-3-tertbutylamino-2-propanols and their salts, as well as their use and process for their preparation]" DE patent 2213044, published 1972-09-28.

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v t e Beta blockers (C07)
β, non-selective	Alprenolol Bopindolol Bupranolol Carteolol Cloranolol Mepindolol Nadolol Oxprenolol Penbutolol Pindolol/Iodopindolol Propranolol Sotalol Tertatolol Timolol
β₁-selective	Acebutolol Atenolol Betaxolol Bevantolol Bisoprolol Celiprolol Epanolol Esmolol Landiolol Metoprolol Nebivolol Practolol S-Atenolol Talinolol
β₂-selective	Butaxamine
α₁- + β-selective	Arotinolol Carvedilol Labetalol
^#WHO-EM ^‡Withdrawn from market Clinical trials: ^†Phase III ^§Never to phase III

Names

IUPAC name (RS)-1-(tert-butylamino)-3-(2,5-dichlorophenoxy)propan-2-ol
Identifiers
CAS Number	39563-28-5
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL156791
ChemSpider	59229
KEGG	D07183
PubChem CID	65814
UNII	Q3U058H86V^Y
InChI InChI=1/C13H19Cl2NO2/c1-13(2,3)16-7-10(17)8-18-12-6-9(14)4-5-11(12)15/h4-6,10,16-17H,7-8H2,1-3H3 Key: XYCMOTOFHFTUIU-UHFFFAOYAX
SMILES Clc1ccc(Cl)cc1OCC(O)CNC(C)(C)C
Properties
Chemical formula	C₁₃H₁₉Cl₂NO₂
Molar mass	292.20 g·mol⁻¹
Pharmacology
1=ATC code }}	C07AA27 (WHO)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references