Colterol

• CAT Number: M082872
• CAS Number: 18866-78-9
• Molecular Formula: C12H19NO3
• Molecular Weight: 225.288
• Purity: ≥95%
• Synonyms: Colterolum; (+-)-N-tert-Butylarterenol; (+-)-N-t-Butylnoradrenaline.
• Storage: Store at -20°C
• IUPAC Name: 4-[2-(tert-butylamino)-1-hydroxyethyl]benzene-1,2-diol
• InChI: InChI=1S/C12H19NO3/c1-12(2,3)13-7-11(16)8-4-5-9(14)10(15)6-8/h4-6,11,13-16H,7H2,1-3H3
• InChIKey: PHSMOUBHYUFTDM-UHFFFAOYSA-N
• SMILES: CC(C)(C)NCC(C1=CC(=C(C=C1)O)O)O

Colterol(CAS: 18866-78-9) is a member of the class of ethanolamines that is catechol in which the hydrogen at position 4 is replaced by a 2-(tert-butylamino)-1-hydroxyethyl group. It has a role as a beta-adrenergic agonist, an anti-asthmatic drug and a bronchodilator agent. It is a member of catechols, a secondary amino compound, a secondary alcohol, a triol and a member of ethanolamines.

Reference

[1]. J Chromatogr. 1983 Apr 8;273(2):481-6. doi: 10.1016/s0378-4347(00)80975-5.
Determination of colterol in human plasma and urine by reversed-phase chromatography with amperometric detection.
Park GB, Koss RF, Utter J, Edelson J.
DOI: 10.1016/s0378-4347(00)80975-5 PMID: 6345565

[2]. Biol Pharm Bull. 1994 Aug;17(8):1023-7. doi: 10.1248/bpb.17.1023.
Binding of a catechol derivative of denopamine (T-0509) and N-tert-butylnoradrenaline (Colterol) to beta 1- and beta 2-adrenoceptors.
Kusayama T(1), Oka J, Yabana H, Adachi-Akahane S, Nagao T.
Author information: (1)Department of Toxicology and Pharmacology, Faculty of Pharmaceutical Sciences, University of Tokyo, Japan.
The affinities for beta-adrenoceptors, the subtype-selectivity and the agonistic effectiveness of T-0509 (a catechol derivative of denopamine) and colterol (N-tert-butylnoradrenaline; Col) were compared with those of other beta-agonists using a binding assay method. Specific binding of [3H]dihydroalprenolol (3H-DHA) to guinea pig left ventricular and lung membranes was saturable, and Scatchard and Hill analyses suggested that 3H-DHA bound to both membranes with a single population of binding sites with no binding site cooperativity. Addition of 5'-guanylylimidodiphosphate (GppNHp, 30 microM) led to a rightward shift of the 3H-DHA binding displacement curves of T-0509 and Col in both membranes, and the degree of shift was similar to that of full agonists such as isoproterenol (Iso), adrenaline (Adr) and noradrenaline (NA). Both T-0509 and Col were thus considered to be full agonists at both beta 1- and beta 2-adrenoceptors, respectively, unlike denopamine and procaterol. T-0509 and Col showed considerably high affinity for both beta 1- and beta 2-adrenoceptors, and T-0509, like denopamine, was as selective for the beta 1-subtype as NA (4.5-fold compared with Iso as a non-selective agonist), whereas Col was more selective for the beta 2-subtype than Adr (4.5-fold compared with Iso).
DOI: 10.1248/bpb.17.1023 PMID: 7820101