The active enantiomer of a β-adrenergic receptor antagonist
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(S)-(-)-Propranolol (hydrochloride)

Item No. 17291

Technical Information
Formal Name
1-[(1-methylethyl)amino]-3-(1-naphthalenyloxy)-2S-propanol, monohydrochloride
CAS Number
4199-10-4
Molecular Formula
C16H21NO2 • HCl
Formula Weight
Purity
≥98%
Formulation
A crystalline solid
DMF: 14 mg/mLDMSO: 16 mg/mLEthanol: 11 mg/mLPBS (pH 7.2): 5 mg/mL
λmax
213, 229, 290, 319 nm
SMILES
CC(C)NC[C@H](O)COC1=C2C(C=CC=C2)=CC=C1.Cl
InChi Code
InChI=1S/C16H21NO2.ClH/c1-12(2)17-10-14(18)11-19-16-9-5-7-13-6-3-4-8-15(13)16;/h3-9,12,14,17-18H,10-11H2,1-2H3;1H/t14-;/m0./s1
InChi Key
ZMRUPTIKESYGQW-UQKRIMTDSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    (S)-(-)-Propranolol is the active enantiomer of propranolol, a β-adrenergic receptor antagonist with log Kd values of -8.16, -9.08, and -6.93 for β1, β2, and β3, respectively.1,2 It is also a non-specific serotonin receptor antagonist.3 Propanolol was one of the first β-adrenergic receptor blockers to be widely used in clinical practice for the treatment of hypertension, angina pectoris, and cardiac ischemia.1,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Baker, J.G. The selectivity of β-adrenoceptor antagonists at the human β1, β2 and β3 adrenoceptors. Br. J. Pharmacol. 144(3), 317-322 (2005).

    2. Mehvar, R., and Brocks, D.R. Stereospecific pharmacokinetics and pharmacodynamics of β-adrenergic blockers in humans. J. Pharm. Pharm. Sci. 4(2), 185-200 (2001).

    3. Costain, D.W., and Green, A.R. β-Adrenoceptor antagonists inhibit the behavioural responses of rats to increased brain 5-hydroxytryptamine. Br. J. Pharmacol. 64(2), 193-200 (1978).

    4. Gerber, J.G., Freed, C.R., and Nies, A.S. Antihypertensive pharmacology. West. J. Med. 132(5), 430-439 (1980).