97-75-6

Basic information

• Product Name: hyoscine N-oxide
• Synonyms: hyoscine N-oxide;[(1α,2β,4β,5α)-9-Methyl-3-oxa-9-azatricyclo[3.3.1.02,4]nonane 9-oxide]-7β-yl (S)-α-(hydroxymethyl)benzenacetate;Genoscopolamine;Hyoscineamine oxide;Scopolamine aminoxide;Scopolamine N-Oxide;GSYQNAMOFFWAPF-REPVILDYSA-N
• CAS NO: 97-75-6
• Molecular Formula: C₁₇H₂₁NO₅
• Molecular Weight: 319.3523
• EINECS: 202-606-2
• Mol File: 97-75-6.mol
• Article Data: 1

Chemical Properties

• Melting Point: ~80°
• Appearance: /
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility: Methanol (Slightly), Water (Slightly)
• Stability: Hygroscopic
• CAS DataBase Reference: hyoscine N-oxide(CAS DataBase Reference)
• NIST Chemistry Reference: hyoscine N-oxide(97-75-6)
• EPA Substance Registry System: hyoscine N-oxide(97-75-6)

Safety Data

• Hazardous Substances Data: 97-75-6(Hazardous Substances Data)

Usage

Description

Hyoscine N-oxide, also known as Scopolamine N-oxide, is an impurity of Scopolamine (S200000), which is an acetylcholine antagonist. It is derived from the plant family Solanaceae and has a chemical structure similar to Scopolamine. Hyoscine N-oxide possesses pharmacological properties and is found as an impurity in the synthesis process of Scopolamine.
Used in Pharmaceutical Industry:
Hyoscine N-oxide is used as an impurity in the production of Scopolamine, which is an acetylcholine antagonist. Scopolamine is used for various applications, such as the treatment of motion sickness, antiemetic, antispasmodic, mydriatic, and preanesthetic agents. The presence of Hyoscine N-oxide in Scopolamine may contribute to its overall effectiveness and pharmacological properties.

InChI:InChI=1/C17H21NO5/c1-18(21)13-7-11(8-14(18)16-15(13)23-16)22-17(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+,18?/m0/s1

Upstream product

• 51-34-3 scopolamine 

Relevant articles and documents

Synthesis and evaluation of enzyme inhibitory potential of some derivatives of scopolamine

This study was designed to synthesize and evaluate derivatives of scopolamine (1) as acetylcholine esterase and protease inhibitors. Scopolamine (1) was extracted from the aerial parts of Datura innoxia through bioassay guided fractionation. Five different derivatives of scopolamine (1) were synthesized, and identified through spectroscopic studies. Their acetylcholine esterase (AChE) and trypsin inhibitory potentials were determined through standard protocols and evaluated from the perspective of structure-activity relationship. The synthesized scopolamine derivatives (2-6) showed remarkable AChE inhibitory activity, except for scopoline (6). The results showed higher enzyme inhibition potential of the synthesized compounds (2-5) as compared to scopolamine (1). Maximum inhibition was exhibited by scopolamine N -oxide (89.9 ± 1.2%, IC50 = 37.4 ± 1.1 μM)), followed by scopolamine sulfonic acid (70.3 ± 0.8%, IC50 = 46.9 ± 1.0 μM) and O-methyl scopolamine (66.1 ± 1.2%, IC50 = 94.7 ± 0.8 μM). All derivatives showed moderate activity against trypsin; maximum activity was exhibited by 6 (54.0 ± 1.4%) with IC50 = 621.2 ± 3.7 μM.