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(3Z,8α,9R)-3,10-Didehydro-10,11-dihydrocinchonan-6',9-diol is a chemical compound belonging to the class of cinchona alkaloids, which are naturally occurring compounds found in the bark of the cinchona tree. (3Z,8α,9R)-3,10-Didehydro-10,11-dihydrocinchonan-6',9-diol has a unique structure, featuring a didehydro and dihydrocinchonan backbone along with a 6',9-diol functional group. Derived from the well-known alkaloid cinchonidine, it is commonly utilized in the synthesis of various pharmaceuticals, particularly those with anti-malarial and antiarrhythmic properties. (3Z,8α,9R)-3,10-Didehydro-10,11-dihydrocinchonan-6',9-diol's specific stereochemistry and double bond configuration are essential for its biological activity and contribute to its pharmacological effects. It has been a subject of interest in research studies to understand its mechanism of action and potential therapeutic applications.

5985-94-4

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5985-94-4 Usage

Uses

Used in Pharmaceutical Synthesis:
(3Z,8α,9R)-3,10-Didehydro-10,11-dihydrocinchonan-6',9-diol is used as a key intermediate in the synthesis of various pharmaceuticals, particularly those with anti-malarial and antiarrhythmic properties. Its unique structure and stereochemistry make it a valuable compound for developing new drugs with improved efficacy and reduced side effects.
Used in Research Studies:
In the field of scientific research, (3Z,8α,9R)-3,10-Didehydro-10,11-dihydrocinchonan-6',9-diol is used as a subject of study to understand its mechanism of action and explore its potential therapeutic applications. (3Z,8α,9R)-3,10-Didehydro-10,11-dihydrocinchonan-6',9-diol's unique properties and biological activity make it an interesting candidate for further investigation into its possible uses in medicine and pharmacology.
Used in Drug Development:
(3Z,8α,9R)-3,10-Didehydro-10,11-dihydrocinchonan-6',9-diol is employed in drug development as a starting material or a building block for creating new compounds with potential therapeutic benefits. Its unique structure and functional groups can be modified or combined with other molecules to develop novel drugs with improved pharmacological properties.
Used in the Chemical Industry:
In the chemical industry, (3Z,8α,9R)-3,10-Didehydro-10,11-dihydrocinchonan-6',9-diol may be used as a reactant or a catalyst in various chemical reactions, taking advantage of its unique structure and reactivity. This can lead to the production of new compounds with specific applications in different fields, such as materials science, agriculture, or environmental management.

Check Digit Verification of cas no

The CAS Registry Mumber 5985-94-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,9,8 and 5 respectively; the second part has 2 digits, 9 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 5985-94:
(6*5)+(5*9)+(4*8)+(3*5)+(2*9)+(1*4)=144
144 % 10 = 4
So 5985-94-4 is a valid CAS Registry Number.

5985-94-4SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name apocupreine

1.2 Other means of identification

Product number -
Other names (3Z,8S,9R)-10,11-Dihydro-cinchon-3(10)-en-9,6'-diol,Apocuprein

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:5985-94-4 SDS

5985-94-4Downstream Products

5985-94-4Relevant academic research and scientific papers

A Cinchona Alkaloid Antibiotic That Appears to Target ATP Synthase in Streptococcus pneumoniae

Wang, Xu,Zeng, Yuna,Sheng, Li,Larson, Peter,Liu, Xue,Zou, Xiaowen,Wang, Shufang,Guo, Kaijing,Ma, Chen,Zhang, Gang,Cui, Huaqing,Ferguson, David M.,Li, Yan,Zhang, Jingren,Aldrich, Courtney C.

, p. 2305 - 2332 (2019/04/25)

Optochin, a cinchona alkaloid derivative discovered over 100 years ago, possesses highly selective antibacterial activity toward Streptococcus pneumoniae. Pneumococcal disease remains the leading source of bacterial pneumonia and meningitis worldwide. The structure-activity relationships of optochin were examined through modification to both the quinoline and quinuclidine subunits, which led to the identification of analogue 48 with substantially improved activity. Resistance and molecular modeling studies indicate that 48 likely binds to the c-ring of ATP synthase near the conserved glutamate 52 ion-binding site, while mechanistic studies demonstrated that 48 causes cytoplasmic acidification. Initial pharmacokinetic and drug metabolism analyses of optochin and 48 revealed limitations of these quinine analogues, which were rapidly cleared, resulting in poor in vivo exposure through hydroxylation pendants to the quinuclidine and O-dealkylation of the quinoline. Collectively, the results provide a foundation to advance 48 and highlight ATP synthase as a promising target for antibiotic development.

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