An adrenergic receptor modulator
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Isoxsuprine (hydrochloride)

Item No. 20688

Technical Information
Formal Name
4-hydroxy-α-[1-[(1-methyl-2-phenoxyethyl)amino]ethyl]-benzenemethanol, monohydrochloride
CAS Number
579-56-6
Molecular Formula
C18H23NO3 • HCl
Formula Weight
Purity
≥98%
Formulation
A crystalline solid
DMF: 10 mg/mlDMF:PBS (pH 7.2) (1:5): 0.16 mg/mlDMSO: 5 mg/mlEthanol: 0.16 mg/ml
λmax
220, 269, 275 nm
SMILES
OC1=CC=C(C(O)C(C)NC(C)COC2=CC=CC=C2)C=C1.Cl
InChi Code
InChI=1S/C18H23NO3.ClH/c1-13(12-22-17-6-4-3-5-7-17)19-14(2)18(21)15-8-10-16(20)11-9-15;/h3-11,13-14,18-21H,12H2,1-2H3;1H
InChi Key
QVPSGVSNYPRFAS-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Isoxsuprine is an adrenergic receptor modulator that has α-adrenergic receptor (α-AR) antagonist and β-AR agonist properties.1,2 It induces vasodilation of isolated equine common digital artery strips precontracted with norepinephrine, indicating an α-AR effect, and induces relaxation of isolated fowl cecum, an effect that can be blocked by the β-AR antagonist propranolol (Item Nos. 23349 | 17291).2,3 Isoxsuprine has antinociceptive effects in an acetic acid writhing test in mice.4 It also inhibits oxytocin-induced contractions in isolated rat uterus (IC50 = 9.15 µM).5 It delays labor onset in rats by 31.63 hours when administered at a dose of 10 mg/kg per day on days 13 to 21 of gestation but increases heart rate with increasing concentration.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Cook, P., and James, I. Cerebral vasodilators (second of two parts). N. Engl. J. Med. 305(26), 1560-1564 (1981).

    2. Belloli, C., Carcano, R., Arioli, F., et alAffinity of isoxsuprine for adrenoreceptors in equine digital artery and implications for vasodilatory action. Equine Vet. J. 32(2), 119-124 (2000).

    3. Ekert, R.S., and Macallister, C.G. Isoxsuprine hydrochloride in the horse: A review. J. Vet. Pharmacol. Ther. 25(2), 81-87 (2002).

    4. Bentley, G.A., and Starr, J. The antinociceptive action of some β-adrenoceptor agonists in mice. Br. J. Pharmacol. 88(3), 515-521 (1988).

    5. Viswanathan, C.L., Kodgule, M.M., and Chaudhari, A.S. Design, synthesis and evaluation of racemic 1-(4-hydroxyphenyl)-2-[3-(substituted phenoxy)-2-hydroxy-1-propyl]amino-1-propanol hydrochlorides as novel uterine relaxants. Bioorg. Med. Chem. Lett. 15(15), 3532-3535 (2005).