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126371-43-5

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126371-43-5 Usage

Uses

Different sources of media describe the Uses of 126371-43-5 differently. You can refer to the following data:
1. 7β-Hydroxyhycosamine is a derivative of Hyoscyamine (H674300), a natural compound that has inhibitory activity against cholinesterases.
2. 6R-Hydroxyhycosamine is a derivative of Hyoscyamine (H674300), a natural compound that has inhibitory activity against cholinesterases.

Check Digit Verification of cas no

The CAS Registry Mumber 126371-43-5 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,2,6,3,7 and 1 respectively; the second part has 2 digits, 4 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 126371-43:
(8*1)+(7*2)+(6*6)+(5*3)+(4*7)+(3*1)+(2*4)+(1*3)=115
115 % 10 = 5
So 126371-43-5 is a valid CAS Registry Number.

126371-43-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name (-)-Anisodamine

1.2 Other means of identification

Product number -
Other names 7β-Hydroxyhyoscyamine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:126371-43-5 SDS

126371-43-5Relevant articles and documents

Preparative separation of four isomers of synthetic anisodamine by HPLC and diastereomer crystallization

Wu, Tong,Zhu, Jiu-Xin,Wei, Qian,Li, Ping,Wang, Li-Bo,Huang, Jian,Wang, Jin-Hui,Tang, Li-Ke,Wu, Li-Jun,Li, Chang,Han, Wei-Na

, p. 11 - 20 (2019)

Anisodamine (654-1), a well-known cholinergic antagonist, is marketed as synthetic anisodamine (mixture of four isomers, 654-2) in China. To preparative resolution and comparison of the bioactivities of the four isomers of synthetic anisodamine, current work explores an economic and effective separation method by using preparative high performance liquid chromatography (HPLC) and diastereomer crystallization. Their absolute configurations were established by single-crystal X-ray diffraction and circular dichroism method. The purities of each isomer were more than 95%. Among them, 654-2-A2 (6R, 2′S configuration) exhibited better effect on cabachol preconditioned small intestine tension more than 654-2 and other isomers. The direct separation method without using HPLC was tried as well, which was still on progress. This is the first report of the method for preparative separation of four isomers of synthetic anisodamine which could be used for large-scale production in industry.

Changes in Regioselectivity of H Atom Abstraction during the Hydroxylation and Cyclization Reactions Catalyzed by Hyoscyamine 6β-Hydroxylase

Ushimaru, Richiro,Ruszczycky, Mark W.,Liu, Hung-Wen

supporting information, p. 1062 - 1066 (2019/01/23)

Hyoscyamine 6β-hydroxylase (H6H) is an αKG-dependent nonheme iron oxidase that catalyzes the oxidation of hyoscyamine to scopolamine via two separate reactions: hydroxylation followed by oxidative cyclization. Both of these reactions are expected to involve H atom abstraction from each of two adjacent carbon centers (C6 vs C7) in the substrate. During hydroxylation, there is a roughly 85:1 preference for H atom abstraction from C6 versus C7; however, this inverts to a 1:16 preference during cyclization. Furthermore, 18O incorporation experiments in the presence of deuterated substrate are consistent with the catalytic iron(IV)-oxo complex being able to support the coordination of an additional ligand during hydroxylation. These observations suggest that subtle differences in the substrate binding configuration can have significant consequences for the catalytic cycle of H6H.

Functional characterization of recombinant hyoscyamine 6β-hydroxylase from Atropa belladonna

Li, Jing,Van Belkum, Marco J.,Vederas, John C.

experimental part, p. 4356 - 4363 (2012/08/28)

(-)-Hyoscyamine, the enantiomerically pure form of atropine, and its derivative scopolamine are tropane alkaloids that are extensively used in medicine. Hyoscyamine 6β-hydroxylase (H6H, EC 1.14.11.11), a monomeric α-ketoglutarate dependent dioxygenase, converts (-)-hyoscyamine to its 6,7-epoxy derivative, scopolamine, in two sequential steps. In this study, H6H of Atropa belladonna (AbH6H) was cloned, heterologously expressed in Escherichia coli, purified and characterized. The catalytic efficiency of AbH6H, especially for the second oxidation, was found to be low, and this may be one of the reasons why Atropa belladonna produces less scopolamine than other species in the same family. 6,7-Dehydrohyoscyamine, a potential precursor for the last step of epoxidation, was shown not to be an obligatory intermediate in the biosynthesis of scopolamine using purified AbH6H with an in vitro 18O labeling experiment. Moreover, the nitrogen atom in the tropane ring of (-)-hyoscyamine was found to play an important role in substrate recognition.

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