Scopolamine

• CAT Number: R044914
• CAS Number: 51-34-3
• Molecular Formula: C17H21NO4
• Molecular Weight: 303.35
• Purity: ≥95%
• Synonyms: [7(S)-(1α,2β,4β,5α,7β)]-α-(Hydroxymethyl)-benzeneacetic Acid 9-Methyl-3-oxa-9-azatricyclo[3.3.1.02,4]non-7-yl Ester; (-)-Hyoscine; (-)-Scopolamine; 6,7-Epoxytropine Tropate; 6β,7β-Epoxy-3α-tropanyl S-(-)-Tropate; 9-Methyl-3-oxa-9-azatricyclo[3.3.1.02
• Storage: Desiccate at RT
• IUPAC Name: [(1R,2R,4S,5S)-9-methyl-3-oxa-9-azatricyclo[3.3.1.02,4]nonan-7-yl] (2S)-3-hydroxy-2-phenylpropanoate
• InChI: InChI=1S/C17H21NO4/c1-18-13-7-11(8-14(18)16-15(13)22-16)21-17(20)12(9-19)10-5-3-2-4-6-10/h2-6,11-16,19H,7-9H2,1H3/t11?,12-,13-,14+,15-,16+/m1/s1
• InChIKey: STECJAGHUSJQJN-USLFZFAMSA-N
• SMILES: CN1C2CC(CC1C3C2O3)OC(=O)C(CO)C4=CC=CC=C4

Scopolamine (CAS 51-34-3), as a natural plant alkaloid, has a non-selective peripheral and central cholinolytic action at the muscarinic receptors.It is also a sedative and an antiemetic. The agent is used to cause mydriasis, cycloplegia, to control the secretion of saliva and gastric acid, to slow gut motility, and prevent vomiting.

Overview of Clinical Research

Scopolamine is a muscarinic receptor antagonist. The phase III trial for Motion sickness (Prevention) in USA (NCT04272255) started in Feb 2020.

Reference

1.Clissold, Stephen P., and R. C. Heel. "Transdermal hyoscine (scopolamine)." Drugs 29.3 (1985): 189-207.
2.Urquhart, John, Santosh Kumar Chandrasekaran, and Jane Elizabeth Shaw. "Bandage for transdermally administering scopolamine to prevent nausea." U.S. Patent No. 4,031,894. 28 Jun. 1977.
3.Renner, Ulf D., Reinhard Oertel, and Wilhelm Kirch. "Pharmacokinetics and pharmacodynamics in clinical use of scopolamine." Therapeutic drug monitoring 27.5 (2005): 655-665.