1435-55-8

Basic information

• Product Name: HYDROQUINIDINE
• Synonyms: (9s)-10,11-dihydro-6’-methoxycinchonan-9-ol;(9S)-10,11-Dihydro-6'-methoxycinchonan-9-ol;10,11-Dihydroquinidine;11-dihydro-6’-methoxy-1(9s)-cinchonan-9-o;6'-Methoxy-10,11-dihydrocinchonan-9-ol;Cinchonan-9-ol, 10,11-dihydro-6'-methoxy-, (9S)-;Hydroconchinine;Hydroconquinine
• CAS NO: 1435-55-8
• Molecular Formula: C₂₀H₂₆N₂O₂
• Molecular Weight: 326.43
• EINECS: 215-862-5
• Product Categories: Inhibitors
• Mol File: 1435-55-8.mol
• Article Data: 19

Chemical Properties

• Melting Point: 169-170 °C(lit.)
• Boiling Point: 464.47°C (rough estimate)
• Flash Point: 255.202 °C
• Appearance: /
• Density: 1.1117 (rough estimate)
• Vapor Pressure: 9.45E-11mmHg at 25°C
• Refractive Index: 1.6800 (estimate)
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: chloroform: 0.1 g/mL, clear
• PKA: 12.80±0.20(Predicted)
• Merck: 13,4831
• BRN: 91441
• CAS DataBase Reference: HYDROQUINIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: HYDROQUINIDINE(1435-55-8)
• EPA Substance Registry System: HYDROQUINIDINE(1435-55-8)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 36/37-36
• RIDADR: 1544
• WGK Germany: 3
• RTECS: MX3016000
• HazardClass: 6.1(b)
• PackingGroup: III
• Hazardous Substances Data: 1435-55-8(Hazardous Substances Data)

Usage

Chemical Properties

Solid

Uses

antiarrhythmic, antimalarial

Purification Methods

It is slightly soluble in Et2O and H2O but readily soluble in hot EtOH. [Heidelberger & Jacobs J Am Chem Soc 41 826 1919, King J Chem Soc 523 1946.] The hydrochloride has m 273-274o, [] 26D +184o (c 1.3, MeOH) and is very soluble in MeOH and CHCl3, but less soluble in H2O, EtOH and still less soluble in dry Me2CO. [Kyker & Lewis J Biol Chem 157 707 1945, Emde Helv Chim Acta 15 557 1932, Beilstein 23/13 V 340.]

InChI:InChI=1/C20H26N2O2/c1-3-13-12-22-9-7-14(13)10-19(22)20(23)16-6-8-21-18-5-4-15(24-2)11-17(16)18/h4-6,8,11,13-14,19-20,23H,3,7,9-10,12H2,1-2H3/t13-,14+,19+,20+/m0/s1

Upstream product

• 56-54-2 qunidine 
• 522-66-7 dihydroquinine 
• 936694-43-8 6'-methoxycinchonan-9-ol 
• 56-54-2 quinindine 
• 42881-66-3 4-bromo-6-methoxyquinoline 
• 56-54-2 quinidine 
• 889449-48-3 9-mesyloxydihydroquinine 

Downstream Products

• 144864-96-0 Dihydroquinidine 4-vinylbenzoate 
• 144864-96-0 Dihydroquinine 4-vinylbenzoate 
• 73522-75-5 4-((S)-((1S,2R,4S,5R)-5-ethylquinuclidin-2-yl)(hydroxy)methyl)quinolin-6-ol 
• 74-87-3 methylene chloride 

Relevant articles and documents

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Induced salt-responsive circularly polarized luminescence of hybrid assemblies based on achiral Eu-containing polyoxometalates

The first circularly polarized luminescence of achiral Eu-containing polyoxometalates (POMs) was realized by electrostatic assembly with a diblock copolymer containing bulky chiral pendants, and was unexpectedly enhanced by NaCl. The induced chirality is attributed to static coupling causing chiral torsion of POMs and dynamic coupling between organic chiral chromophores and an Eu emission center.

Synthesis of Novel (9S)-Acyloxy Derivatives of Quinidine and Dihydroquinidine as Insecticidal Agents

Endeavor to discover biorational natural products-based insecticides, two series (30) of novel (9S)-acyloxy derivatives of quinidine and dihydroquinidine were prepared and assessed for their insecticidal activity against Mythimna separata in vivo by the leaf-dipping method at 1 mg/mL. Among all the compounds, especially four derivatives exhibited the best insecticidal activity with final mortality rates of 71.4 %, 75.0 %, 71.4 %, and 75.0 %, respectively. Relatively speaking, 9-hydroxy group is well tolerated, and the results showed that after modification of the hydroxy group with an acyloxy group, the insecticidal activity was significantly increased; the configuration at C8/9 position is important for insecticidal activity, and the (9S)-configuration is optimal; modification of the out-ring double bond is acceptable, and hydrogenation of the double bond enhances insecticidal activity. These preliminary results will pave the way for further modification of quinidine in the development of potential new insecticides.

Hydroquinidine compound, preparation method and application thereof, and botanical insecticide

The invention relates to a hydroquinidine compound, a preparation method and application thereof, and a botanical insecticide, and belongs to the technical field of botanical insecticides. The structural formula of the hydroquinidine compound provided by the invention is shown in a formula I, wherein R is selected from C1-C4 alkyl, phenyl, mono-substituted phenyl and disubstituted phenyl, and substituents of the mono-substituted phenyl and the disubstituted phenyl are separately and independently selected from C1-C4 alkyl, halogen or nitro. The hydroquinidine compound shown in the formula I has obvious insecticidal activity and has an obvious control effect on armyworm, and the control effect on armyworm is equal to or even exceeds a control effect of commercial botanical insecticide toosendanin, so that the hydroquinidine compound can be used for preparing the botanical insecticide.