A non-selective β-adrenergic receptor antagonist
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Timolol (maleate)

Item No. 13974

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2S)-1-[(1,1-dimethylethyl)amino]-3-[[4-(4-morpholinyl)-1,2,5-thiadiazol-3-yl]oxy]-2-propanol, 2Z-butenedioate
CAS Number
26921-17-5
Synonyms
  • MK-950
  • (S)-Timolol (maleate)
  • WP934
Molecular Formula
C13H24N4O3S • C4H4O4
Formula Weight
432.5
Purity
≥95%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 16 mg/mlEthanol: 0.2 mg/mlPBS (pH 7.2): 5 mg/ml
λmax
209, 296 nm
SMILES
CC(C)(C)NC[C@H](O)COC1=NSN=C1N2CCOCC2.OC(/C=C\C(O)=O)=O
InChi Code
InChI=1S/C13H24N4O3S.C4H4O4/c1-13(2,3)14-8-10(18)9-20-12-11(15-21-16-12)17-4-6-19-7-5-17;5-3(6)1-2-4(7)8/h10,14,18H,4-9H2,1-3H3;1-2H,(H,5,6)(H,7,8)/b;2-1-/t10-;/m0./s1
InChi Key
WLRMANUAADYWEA-NWASOUNVSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    25 mg

    $36

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    50 mg

    $53

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    100 mg

    $75

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    250 mg

    $135

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    Product Description

    Timolol is a non-selective β-adrenergic receptor antagonist with log Kd values of -8.27, -9.86, and -6.8 for binding to human β1-, β2-, and β3-adrenoceptors, respectively.1 It has been reported that only the (S) enantiomer contributes to the β-blocking effects of racemic timolol, but the weakly active (R) isomer maintains a beneficial effect on intraocular pressure without the undesirable side-effect of bronchial constriction caused by non-selective action of (S)-timolol on β1 and β2 receptors.2,3 Timolol has been use alone and in fixed combinations with either prostaglandin analogs or carbonic anhydrase inhibitors to reduce intraocular pressure in research models of ocular hypertension and glaucoma.4,5

    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. Tosi, G., Zironi, F., Caselli, E., et al. Biocatalytic asymmetric synthesis of 9S)- and (R)-timolol. Synthesis 10, 1625-1628 (2004).

    3. 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).

    4. Cheng, J.W., Cheng, S.W., Gao, L.D., et al. Intraocular pressure-lowering effects of commonly used fixed-combination drugs with Timolol: A systematic review and meta-analysis. PLoS One 7(9), 45079 (2012).

    5. Li, N., Chen, X.m., Zhou, Y., et al. Travoprost compared with other prostaglandin analogues or timolol in patients with open-angle glaucoma or ocular hypertension: Meta-analysis of randomized controlled trials. Clin. Exp. Ophthalmol. 34(8), 755-764 (2006).