Reproterol

Reproterol is a short-acting^[1] β₂ adrenoreceptor agonist used in the treatment of asthma.^[2]

Reproterol

Clinical data
AHFS/Drugs.com	International Drug Names
Routes of administration	Inhalation (MDI), IV
ATC code	R03AC15 (WHO)
Legal status
Legal status	DE: § 48 AMG/§ 1 MPAV (Prescription only)
Identifiers
IUPAC name (RS)-7-(3-{[2-(3,5-dihydroxyphenyl)-2-hydroxyethyl]amino}propyl)-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione
CAS Number	54063-54-6 Y
PubChem CID	25654
ChemSpider	23898 N
UNII	11941YC6RN
KEGG	D08474 Y
ChEMBL	ChEMBL1095607 N
CompTox Dashboard (EPA)	DTXSID8023553
ECHA InfoCard	100.053.579
Chemical and physical data
Formula	C18H23N5O5
Molar mass	389.412 g·mol−1
3D model (JSmol)	Interactive image
SMILES CN1C2=C(C(=O)N(C1=O)C)N(C=N2)CCCNCC(C3=CC(=CC(=C3)O)O)O
InChI InChI=1S/C18H23N5O5/c1-21-16-15(17(27)22(2)18(21)28)23(10-20-16)5-3-4-19-9-14(26)11-6-12(24)8-13(25)7-11/h6-8,10,14,19,24-26H,3-5,9H2,1-2H3 N Key:WVLAAKXASPCBGT-UHFFFAOYSA-N N
NY (what is this?)  (verify)

It was patented in 1965 and came into medical use in 1977.^[3]

Stereochemistry

Reproterol contains a stereocenter and is chiral. There are thus two enantiomers, the (R)-form and the (S)-form. The commercial preparations contain the drug as a racemate, an equal mixture of the two enantiomers.^[4]

Enantiomers of reproterol
(R)-Reproterol CAS number: 210710-33-1	(S)-Reproterol CAS number: 210710-34-2