Tulobuterol
Chemical compound
- R03AC11 (WHO)
- AU: S4 (Prescription only)
- In general: ℞ (Prescription only)
- (RS)-2-(tert-butylamino)-1-(2-chlorophenyl)ethanol
- 41570-61-0 Y
- 5606
- 5404 Y
- 591I9SU0F7
- D02151 Y
- ChEMBL1159717 Y
- DTXSID7048457
- Interactive image
- Clc1ccccc1C(O)CNC(C)(C)C
InChI
- InChI=1S/C12H18ClNO/c1-12(2,3)14-8-11(15)9-6-4-5-7-10(9)13/h4-7,11,14-15H,8H2,1-3H3 Y
- Key:YREYLAVBNPACJM-UHFFFAOYSA-N Y
Tulobuterol (INN) is a long-acting beta2-adrenergic receptor agonist, marketed in Japan as a transdermal patch under the name Hokunalin tape (ホクナリンテープ).[1]
Currently, it is only legal in 7 countries: Japan, Germany, China, South Korea, Bangladesh, Pakistan, and Venezuela. It is available in India also.
Synthesis
The oxidation of 2'-chloroacetophenone (1) with selenium dioxide gives o-chlorophenylglyoxal (2). Condensation with tert-butylamine gives the imine (3). Reduction with sodium borohydride completes the synthesis of tulobuterol.[2]
References
- ^ Horiguchi T, Kondo R, Miyazaki J, Fukumokto K, Torigoe H (2011). "Clinical evaluation of a transdermal therapeutic system of the beta2-agonist tulobuterol in patients with mild or moderate persistent bronchial asthma". Arzneimittel-Forschung. 54 (5): 280–5. doi:10.1055/s-0031-1296971. PMID 15212190. S2CID 9765046.
- ^ Wu CJ, Peng P, Xia LT, Liu X, Yu CX, Zheng ZB, et al. (2023). "Development of a New Process for Tulobuterol Hydrochloride". Pharmaceutical Fronts. 05: e31–e37. doi:10.1055/s-0043-1764464.
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- See also: Receptor/signaling modulators
- Dopaminergics
- Serotonergics
- Monoamine reuptake inhibitors
- Monoamine releasing agents
- Monoamine metabolism modulators
- Monoamine neurotoxins
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