56652-53-0

Basic information

• Product Name: (9S)-9-acetate- 6'-Methoxy-Cinchonan-9-ol
• Synonyms: (9S)-9-acetate- 6'-Methoxy-Cinchonan-9-ol;(9S)-6'-Methoxycinchonan-9-ol Acetate;(9S)-6'-Methoxycinchonan-9-ol Acetate,99%e.e.
• CAS NO: 56652-53-0
• Molecular Formula: C₂₂H₂₆N₂O₃
• Molecular Weight: 366.45344
• Mol File: 56652-53-0.mol
• Article Data: 10

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (9S)-9-acetate- 6'-Methoxy-Cinchonan-9-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (9S)-9-acetate- 6'-Methoxy-Cinchonan-9-ol(56652-53-0)
• EPA Substance Registry System: (9S)-9-acetate- 6'-Methoxy-Cinchonan-9-ol(56652-53-0)

Safety Data

• Hazardous Substances Data: 56652-53-0(Hazardous Substances Data)

Usage

Description

(9S)-9-acetate-6'-Methoxy-Cinchonan-9-ol is a chemical compound derived from cinchona alkaloids, which are naturally occurring substances found in the bark of cinchona trees. These alkaloids have been traditionally used for the treatment of malaria. (9S)-9-acetate6'-Methoxy-Cinchonan-9-ol features a 6'-methoxy substitution on the cinchonan-9-ol backbone, which can modify its biological activity and pharmacological properties. It possesses potential anti-malarial, anti-inflammatory, and anti-cancer activities, making it a compound of interest for drug development and medicinal chemistry. The stereochemistry and the acetyl group at position 9 contribute to its unique chemical properties and potential biological effects.

Uses

Used in Pharmaceutical Research and Development:
(9S)-9-acetate-6'-Methoxy-Cinchonan-9-ol is used as a compound of interest for its potential anti-malarial, anti-inflammatory, and anti-cancer activities. Its unique chemical properties and the presence of the acetyl group at position 9 make it a promising candidate for further investigation and exploration in the field of pharmaceutical research and development.
Used in Drug Development:
(9S)-9-acetate-6'-Methoxy-Cinchonan-9-ol is used as a potential therapeutic agent for the treatment of various diseases, including malaria, due to its anti-malarial properties. (9S)-9-acetate6'-Methoxy-Cinchonan-9-ol's anti-inflammatory and anti-cancer activities also suggest its potential use in the development of drugs targeting these conditions.
Used in Medicinal Chemistry:
(9S)-9-acetate-6'-Methoxy-Cinchonan-9-ol is used as a starting point for the synthesis of new compounds with improved pharmacological properties. Its unique chemical structure and the presence of the 6'-methoxy substitution make it a valuable building block for the design and development of novel therapeutic agents.
Used in the Treatment of Malaria:
(9S)-9-acetate-6'-Methoxy-Cinchonan-9-ol is used as a potential anti-malarial agent, leveraging its cinchona alkaloid heritage and the potential enhancement of its anti-malarial properties due to the 6'-methoxy substitution.
Used in the Treatment of Inflammatory Conditions:
(9S)-9-acetate-6'-Methoxy-Cinchonan-9-ol is used as a potential anti-inflammatory agent, with its anti-inflammatory properties making it a candidate for the development of treatments for various inflammatory conditions.
Used in the Treatment of Cancer:
(9S)-9-acetate-6'-Methoxy-Cinchonan-9-ol is used as a potential anti-cancer agent, with its potential to exhibit anti-cancer activities making it a candidate for further research into its use in oncology.

Upstream product

• 830-03-5 4-nitrophenol acetate 
• 130-95-0 Quinine 
• 122-79-2 Phenyl acetate 
• 56-54-2 quinindine 
• 108-24-7 acetic anhydride 
• 1779-49-3 Methyltriphenylphosphonium bromide 
• 153709-97-8 Acetic acid (S)-((2R,4S,5R)-5-formyl-1-aza-bicyclo[2.2.2]oct-2-yl)-(6-methoxy-quinolin-4-yl)-methyl ester 
• 132365-02-7 N-benzyl-N-(but-3-enyl)-but-3-en-1-amine 
• 1269788-40-0 benzyl bis(2-formylethyl)carbamate 
• 1269788-39-7 benzyl bis(3,4-dihydroxybutyl)carbamate 
• 1226779-54-9 benzyl dibut-3-enylcarbamate 
• 1269788-72-8 C₂₁H₂₆N₂O₄ 
• 1269788-71-7 C₂₇H₄₀N₂O₄Si 
• 1269788-59-1 C₂₅H₃₈N₂O₃Si 

Downstream Products

• 56-54-2 quinindine 
• 73489-79-9 (R)-1-{(1S,3R,4S)-6-[(S)-Hydroxy-(6-methoxy-quinolin-4-yl)-methyl]-1-aza-bicyclo[2.2.2]oct-3-yl}-ethane-1,2-diol 
• 73489-79-9 (S)-1-{(1S,3R,4S)-6-[(S)-Hydroxy-(6-methoxy-quinolin-4-yl)-methyl]-1-aza-bicyclo[2.2.2]oct-3-yl}-ethane-1,2-diol 
• 153710-12-4 Acetic acid (S)-(6-methoxy-quinolin-4-yl)-((2R,4S,5R)-5-phenethyl-1-aza-bicyclo[2.2.2]oct-2-yl)-methyl ester 

Relevant articles and documents

Insight into the Mechanism of the Acylation of Alcohols with Acid Anhydrides Catalyzed by Phosphoric Acid Derivatives

Insight into the mechanism of a safe, simple, and inexpensive phosphoric acid (H3PO4)-catalyzed acylation of alcohols with acid anhydrides is described. The corresponding in situ-generated diacylated mixed anhydrides, unlike traditionally proposed monoacylated mixed anhydrides, are proposed as the active species. In particular, the diacylated mixed anhydrides act as efficient catalytic acyl transfer reagents rather than as Br?nsted acid catalysts simply activating acid anhydrides. Remarkably, highly efficient phosphoric acid (1-3 mol %)-catalyzed acylation of alcohols with acid anhydrides was achieved and a 23 g scale synthesis of an ester was demonstrated. Also, phosphoric acid catalyst was effective for synthetically useful esterification from carboxylic acids, alcohols, and acid anhydride. Moreover, with regard to recent developments in chiral 1,1′-bi-2-naphthol (BINOL)-derived phosphoric acid diester catalysts toward asymmetric kinetic resolution of alcohols by acylation, some phosphate diesters were examined. As a result, a 31P NMR study and a kinetics study strongly supported not only the acid-base cooperative mechanism as previously proposed by other researchers but also the mixed anhydride mechanism as presently proposed by us.

Application of quinidine or quinidine derivatives, botanical pesticide, quinidine derivative and preparation method of quinidine derivative

The invention relates to an application of quinidine or quinidine derivatives, a botanical pesticide, a quinidine derivative and a preparation method of the quinidine derivative, and belongs to the technical field of botanical pesticides. In the prior art, quinidine is mainly used for treating heart-related diseases. Research shows that quinidine and 9S-acyloxyquinidine derivatives have better prevention and treatment effects on lepidoptera agricultural pests, and have obvious prevention and treatment effects on armyworms. The 9S-acyloxyquinidine derivatives provided by the invention are prepared by an esterification reaction of quinidine and R-COOH, has obvious insecticidal activity on lepidoptera agricultural pests, and has obvious prevention effect on armyworms in lepidoptera. A part ofthe 9S-acyloxyquinidine derivatives have a prevention effect on armyworms than commercial botanical insecticide toosendanin, and can be used for preparing botanical lepidoptera agricultural pest insecticides.

9R-acyloxy quinine derivatives, preparation method therefor, application of quinine or derivatives thereof and botanical insecticides

The invention relates to 9R-acyloxy quinine derivatives, a preparation method therefor, an application of quinine or derivatives thereof and botanical insecticides and belongs to the technical field of botanical pesticides. The 9R-acyloxy quinine derivatives disclosed by the invention are prepared through subjecting the quinine and R-COOH to an esterification reaction, have remarkable insecticidalactivity to Lepidoptera agricultural insect pests and have a remarkable control efficiency to armyworms of Lepidoptera, and part of the 9R-acyloxy quinine derivatives have an armyworm control efficiency already exceeding that of a commercialized botanical insecticide, i.e., toosendanin and can be applied to preparation of botanical insecticides for the Lepidoptera agricultural insect pests. In the prior art, the quinine is mainly used for treating human diseases induced by Plasmodium falciparum; and in the invention, discovered through researches, the quinine also has a relatively good control action on the Lepidoptera agricultural insect pests and has a remarkable control efficiency to the armyworms.