quinacrine dihydrochloride

cinchonan-9-ol, 6'-methoxy-, (8a,9R)-, hydrochloride (1:2)

CAS: 60-93-5 C20 H26 Cl2 N2 O2 MW: 397.34362000

Identification

Namequinacrine dihydrochloride
IUPAC(R)-[(2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol;dihydrochloride
CAS Number60-93-5
EINECS200-493-4
FDA UNII8C3EMH7D9X
Molecular FormulaC20 H26 Cl2 N2 O2
Molecular Weight397.34362000
MDL NumberMFCD00012659
Beilstein4834013

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Boiling Point 495.90 °C. @ 760.00 mm Hg (est)
Vapor Pressure 0.000000 mmHg @ 25.00 °C. (est)
Flash Point 489.00 °F. TCC ( 253.70 °C. ) (est)
logP (o/w) 3.440 (est)
Soluble in water, 1.594e+005 mg/L @ 25 °C (est)

No sensory data available

Safety Information

Preferred SDSView
Oral/Parenteral Toxicityintravenous-child TDLo 630 mg/kg/1W-I
Dermal Toxicitysubcutaneous-guinea pig LDLo 199 mg/kg
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements', 'BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD\nBEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)', 'BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)', 'BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD\nBEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)']

Safety in Use

Categorypharmaceuticals / chemical synthisis
Recommendation for quinacrine dihydrochloride usage levels up tonot for fragrance use.
Recommendation for quinacrine dihydrochloride flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

not found in nature

Synonyms

cinchonan-9-ol, 6'-methoxy-, (8a,9R)-, hydrochloride (1:2) cinchonan-9-ol, 6'-methoxy-, dihydrochloride, (8a,9R)- (R)-[(2S,4S,5R)-5- ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol;dihydrochloride (8a,9R)-6'- methoxycinchonan-9-ol dihydrochloride quinine bihydrochloride quinine bimuriate quinine dihydrochloride (-)- quinine dihydrochloride PubMed: Phospholipase A2-responsive antibiotic delivery via nanoparticle-stabilized liposomes for the treatment of bacterial infection. PubMed: Dexmedetomidine-induced contraction involves c-Jun NH2 -terminal kinase phosphorylation through activation of the 5-lipoxygenase pathway in the isolated endothelium-denuded rat aorta. PubMed: Gender determination from pulpal tissue. PubMed: Mepivacaine-induced contraction involves phosphorylation of extracellular signal-regulated kinase through activation of the lipoxygenase pathway in isolated rat aortic smooth muscle. PubMed: A novel method using an acedan-based Zn(DPA) probe to monitor ATP localization in an in vivo system. PubMed: Determination of quinacrine dihydrochloride dihydrate stability and characterization of its degradants. PubMed: Evaluation of phenolphthalein, diazepam and quinacrine dihydrochloride in the in vitro mammalian cell micronucleus test in Chinese hamster ovary (CHO) and TK6 cells. PubMed: Determination of sex from tooth pulp tissue. PubMed: The direct effect of levobupivacaine in isolated rat aorta involves lipoxygenase pathway activation and endothelial nitric oxide release. PubMed: Direct effect of ropivacaine involves lipoxygenase pathway activation in rat aortic smooth muscle. PubMed: Direct effect of dexmedetomidine on rat isolated aorta involves endothelial nitric oxide synthesis and activation of the lipoxygenase pathway. PubMed: Variability in cytogenetic adaptive response of cultured human lymphocytes to mitomycin C, bleomycin, quinacrine dihydrochloride, Co60 gamma-rays and hyperthermia. PubMed: A one-year neonatal mouse carcinogenesis study of quinacrine dihydrochloride. PubMed: 2n-fatty acids from phosphatidylcholine label sphingolipids--a novel role of phospholipase A2? PubMed: The effect of chloroquine, quinacrine, and metronidazole on both soybean plants and soil microbiota. PubMed: 4-Bromophenacyl bromide induces Ca2+ influx in human gingival fibroblasts. PubMed: Re-evaluation of the mutagenic potential of quinacrine dihydrochloride dihydrate. PubMed: Quinacrine dihydrochloride, the non-surgical female sterilant induces dicentrics, rings, and marker chromosomes in human peripheral blood lymphocytes treated in vitro: a preliminary report. PubMed: The pathway of cell senescence: WI-38 cells arrest in late G1 and are unable to traverse the cell cycle from a true G0 state. PubMed: Scaling lichenoid eruptions and Sjögren-like syndrome: manifestations of nonfatal postoperative transfusion-associated graft-versus-host disease? PubMed: Nuclear matrix condensation and c-myc and c-fos expression are specifically altered in culture rat hepatocytes after exposure to cyproterone acetate and phenobarbital. PubMed: Quinacrine staining of marginal cells in the stria vascularis of the guinea-pig cochlea: a possible source of extracellular ATP? PubMed: Coronary vasoconstriction is the most probable cause of death of rats intoxicated with botulinolysin, a hemolysin produced by Clostridium botulinum. PubMed: Conductometric study of interaction between dyes and surface active agents. PubMed: Nongenotoxic carcinogens shift cultured rat hepatocytes into G1 cell cycle phase: influence of tissue oxygen tension on cells with different ploidy. PubMed: Studies of lysophospholipids related to the hamster sperm acrosome reaction in vitro. PubMed: Application of image analysis on monolayer cultures of rat hepatocytes: assessment of a chemically inducible G0-G1 cell cycle phase shift. PubMed: Cytogenetics of bisexual/unisexual species of Poecilia. III. The karyotype of Poecilia formosa, a gynogenetic species of hybrid origin. PubMed: Antimalarial activity of optical isomers of quinacrine dihydrochloride against chloroquine-sensitive and -resistant Plasmodium falciparum in vitro. PubMed: [Acquired hydrocele in the adult: sclerotherapy]. PubMed: Micronucleus test on quinacrine dihydrochloride in mice: a comparison of dosage regimens. PubMed: Sex chromatin analysis of lymphocytes invading host organs in transfusion-associated graft-versus-host disease. PubMed: Distinction between the G0 and the late G1 phase of rat cells in vivo and in vitro with the nuclear QDH-fluorescence pattern. PubMed: Analysis of the G1 arrest position of senescent WI38 cells by quinacrine dihydrochloride nuclear fluorescence. Evidence for a late G1 arrest. PubMed: Proton translocation coupled to dimethyl sulfoxide reduction in anaerobically grown Escherichia coli HB101. PubMed: Drug-induced immunogenic changes of murine leukemia cells: dissociation of onset of resistance and emergence of novel immunogenicity. PubMed: Double Y as an indicator in a test of mitotic nondisjunction in cultured human lymphocytes. PubMed: G0-G1 transition of rat hepatocytes detected by changes in nuclear chromatin condensation after in vivo treatment with phenobarbital. PubMed: Induction of micronuclei in the mouse. Revised timing of the final stage of erythropoiesis. PubMed: Mechanisms involved in the synthesis of disaturated phosphatidylcholine by alveolar type II cells isolated from adult rat lung. PubMed: Improved fluorescence method for identifying sex chromatin in formalin-fixed tissue. PubMed: Fluorimetric measurements and chromatin condensation patterns of nuclei from 3T3 cells throughout G1. PubMed: Feasibility of testing DNA repair inhibitors for mutagenicity by a simple method. PubMed: Drug-mediated antigenic changes in murine leukemia cells: antagonistic effects of quinacrine, an antimutagenic compound. PubMed: Frequency of evident Barr and "F" corpuscles in tetraploid Purkinje neurons. PubMed: The mutagenic activity of 61 agents as determined by the micronucleus, Salmonella, and sperm abnormality assays. PubMed: Detection of aneuploidy in human sperm. PubMed: Metmyoglobin reductase. Identification and purification of a reduced nicotinamide adenine dinucleotide-dependent enzyme from bovine heart which reduces metmyoglobin. PubMed: Cell cycle dependent changes of chromosomes in mouse fibroblasts. PubMed: [Transvaginal sterilization of women--a review]. PubMed: Cytogenetic assays of chemical clastogens using mammalian cells in culture. PubMed: A cytological procedure to screen mammalian temperature-sensitive mutants for cell-cycle-related defects. PubMed: A simple fluorescence staining technique for the differentiation of human tissue transplanted into nude mice. PubMed: Effect of Hoechst 33258 on Chinese hamster chromosomes. PubMed: Prenatal sex determination by demonstration of Y body using fluorescent stain. PubMed: Fluorescent (F) bodies in the spermatozoa of man and the great apes. PubMed: [Identification of the XYY syndrome by quinacrine dihydrochloride fluorescence staining]. PubMed: Y bodies and similar fluorescent chromocentres in human tumours including teratomata. PubMed: Effects of pH on the migration of X and Y sperm. PubMed: Testing the hypothesis of Y translocation in XX males by fluorescence microscopy after quinacrine-dihydrochloride staining. PubMed: Identification of G group anomalies in Down's syndrome by quinacrine dihydrochloride fluorescence staining.