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55869-99-3,MFCD09025617
Catalog No.:AA01DN7E

55869-99-3 | [(1S,3S,5S,6S)-6-hydroxy-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] 3-hydroxy-2-phenylpropanoate

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100mg
≥97%
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$143.00   $100.00
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500mg
≥97%
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1g
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  • Technical Information
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA01DN7E
Chemical Name:
[(1S,3S,5S,6S)-6-hydroxy-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] 3-hydroxy-2-phenylpropanoate
CAS Number:
55869-99-3
Molecular Formula:
C17H23NO4
Molecular Weight:
305.3688
MDL Number:
MFCD09025617
SMILES:
OCC(c1ccccc1)C(=O)OC1CC2CC(C(C1)N2C)O
Properties
Computed Properties
 
Complexity:
396  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
5  
Heavy Atom Count:
22  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
5  
XLogP3:
0.9  

Literature

Title: Exploration of natural compounds as sources of new bifunctional scaffolds targeting cholinesterases and beta amyloid aggregation: the case of chelerythrine.

Journal: Bioorganic & medicinal chemistry 20121115

Title: Preventive effects of anisodamine against contrast-induced nephropathy in type 2 diabetics with renal insufficiency undergoing coronary angiography or angioplasty.

Journal: Chinese medical journal 20121001

Title: Protective effects of anisodamine on cigarette smoke extract-induced airway smooth muscle cell proliferation and tracheal contractility.

Journal: Toxicology and applied pharmacology 20120701

Title: Combined administration of anisodamine and neostigmine produces anti-shock effects: involvement of α7 nicotinic acetylcholine receptors.

Journal: Acta pharmacologica Sinica 20120601

Title: Mn-doped ZnS quantum dots for the room-temperature phosphorescence detection of raceanisodamine hydrochloride and atropine sulfate in biological fluids.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20120501

Title: Safety and efficacy of anisodamine on prevention of contrast induced nephropathy in patients with acute coronary syndrome.

Journal: Chinese medical journal 20120301

Title: Effects of anisodamine on the expressions of vascular endothelial growth factor and intercellular adhesion molecule 1 in experimental infusion phlebitis.

Journal: Chinese medical journal 20120101

Title: Expression of calcitonin gene-related peptide in efferent vestibular system and vestibular nucleus in rats with motion sickness.

Journal: PloS one 20120101

Title: [Clinical re-evaluation of effects of different treatments to prevent from phlebitis induced by Chansu injection].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20111001

Title: The antishock effect of anisodamine requires the upregulation of α7 nicotine acetylcholine receptors by IL-10.

Journal: Life sciences 20110912

Title: Differential function of protective agents at each stage of the hypothermic preservation of hepatocytes.

Journal: Journal of biochemistry 20110601

Title: Protective effects of anisodamine on renal function in patients with ST-segment elevation myocardial infarction undergoing primary percutaneous coronary intervention.

Journal: The Tohoku journal of experimental medicine 20110601

Title: Modulatory effect of anisodamine on airway hyper-reactivity and eosinophilic inflammation in a murine model of allergic asthma.

Journal: International immunopharmacology 20110201

Title: Inhibition of endoplasm reticulum stress by anisodamine protects against myocardial injury after cardiac arrest and resuscitation in rats.

Journal: The American journal of Chinese medicine 20110101

Title: Randomized clinical trial of Chinese herbal medications to reduce wound complications after mastectomy for breast carcinoma.

Journal: The British journal of surgery 20101201

Title: Effects of 0.05% racanisodamine on pupil size and accommodation.

Journal: Optometry and vision science : official publication of the American Academy of Optometry 20101201

Title: Anisodamine production from natural sources: seedlings and hairy root cultures of Argentinean and Colombian Brugmansia candida plants.

Journal: Planta medica 20100301

Title: Simultaneous determination of atropine, anisodamine, and scopolamine in plant extract by nonaqueous capillary electrophoresis coupled with electrochemiluminescence and electrochemistry dual detection.

Journal: Journal of chromatography. A 20100101

Title: Peripheral cholinoceptor antagonist anisodamine counteracts cholinergic adverse effects and facilitates cognitive amelioration of rivastigmine.

Journal: Journal of neural transmission (Vienna, Austria : 1996) 20091201

Title: [Experimental research of prevention and therapy effect of anisodamine on acute respiratory distress syndrome (ARDS)].

Journal: Zhongguo ying yong sheng li xue za zhi = Zhongguo yingyong shenglixue zazhi = Chinese journal of applied physiology 20091101

Title: DFT-GIAO 1H and 13C NMR prediction of chemical shifts for the configurational assignment of 6beta-hydroxyhyoscyamine diastereoisomers.

Journal: Magnetic resonance in chemistry : MRC 20090701

Title: Antifibrotic activity of anisodamine in vivo is associated with changed intrahepatic levels of matrix metalloproteinase-2 and its inhibitor tissue inhibitors of metalloproteinases-2 and transforming growth factor beta1 in rats with carbon tetrachloride-induced liver injury.

Journal: Journal of gastroenterology and hepatology 20090601

Title: Antishock effect of anisodamine involves a novel pathway for activating alpha7 nicotinic acetylcholine receptor.

Journal: Critical care medicine 20090201

Title: A new approach to step on the vagal anti-inflammatory gas pedal.

Journal: Critical care medicine 20090201

Title: [The influence of anisodamine on cardiopulmonary resuscitation in rat].

Journal: Zhongguo wei zhong bing ji jiu yi xue = Chinese critical care medicine = Zhongguo weizhongbing jijiuyixue 20081201

Title: [Effects of anisodamine on microcirculation of the asystole rats during the cardiopulmonary resuscitation].

Journal: Zhongguo wei zhong bing ji jiu yi xue = Chinese critical care medicine = Zhongguo weizhongbing jijiuyixue 20081201

Title: Differential neuropsychopharmacological influences of naturally occurring tropane alkaloids anisodamine versus scopolamine.

Journal: Neuroscience letters 20081010

Title: [Effect of intra-coronary injection of anisodamine on the slow-reflow phenomenon in patients with acute myocardial infarction after percutaneous coronary intervention].

Journal: Zhongguo Zhong xi yi jie he za zhi Zhongguo Zhongxiyi jiehe zazhi = Chinese journal of integrated traditional and Western medicine 20080401

Title: [Effects of penehyclidine hydrochloride on the splanchnic perfusion of patients with septic shock].

Journal: Zhongguo wei zhong bing ji jiu yi xue = Chinese critical care medicine = Zhongguo weizhongbing jijiuyixue 20080301

Title: [Anisodamine inhalation ameliorates rat acute lung injury caused by oleic acid].

Journal: Zhongguo wei zhong bing ji jiu yi xue = Chinese critical care medicine = Zhongguo weizhongbing jijiuyixue 20080201

Title: Electrogenerated chemiluminescence of ruthenium complex immobilized in a highly cross-linked polymer and its analytical applications.

Journal: Luminescence : the journal of biological and chemical luminescence 20080101

Title: [Inhibitory effects of anisodamine and pentoxifylline on the expression of lipopolysaccharide -induced intercellular adhesion molecule-1 in rat cardiac muscle].

Journal: Zhongguo wei zhong bing ji jiu yi xue = Chinese critical care medicine = Zhongguo weizhongbing jijiuyixue 20071001

Title: [Influence of intracoronary administration of anisodamine on no-reflow, ventricular function and systolic synchrony in acute myocardial infarction patients undergoing percutaneous coronary intervention].

Journal: Zhonghua xin xue guan bing za zhi 20071001

Title: Effect of intracoronary administration of anisodamine on slow reflow phenomenon following primary percutaneous coronary intervention in patients with acute myocardial infarction.

Journal: Chinese medical journal 20070720

Title: Application of high performance capillary electrophoresis on toxic alkaloids analysis.

Journal: Journal of separation science 20070601

Title: Diastereomeric and enantiomeric high-performance liquid chromatographic separation of synthetic anisodamine.

Journal: Journal of pharmaceutical and biomedical analysis 20070219

Title: The pharmacological properties of anisodamine.

Journal: Journal of applied toxicology : JAT 20070101

Title: Mechanism of inhibition of Ca2+-transport activity of sarcoplasmic reticulum Ca2+-ATPase by anisodamine.

Journal: Indian journal of biochemistry & biophysics 20061201

Title: [Detection of anisodamine and its metabolites in rat feces by tandem mass spectrometry].

Journal: Yao xue xue bao = Acta pharmaceutica Sinica 20061201

Title: Absolute configuration of natural diastereoisomers of 6beta-hydroxyhyoscyamine by vibrational circular dichroism.

Journal: Journal of natural products 20060901

Title: [The effect of retrobulbar injection with anisodamine on ocular blood velocity in anterior ischemic optic neuropathy].

Journal: [Zhonghua yan ke za zhi] Chinese journal of ophthalmology 20060701

Title: Simultaneous analysis of hyoscyamine, scopolamine, 6beta-hydroxyhyoscyamine and apoatropine in Solanaceous hairy roots by reversed-phase high-performance liquid chromatography.

Journal: Journal of chromatography. A 20051014

Title: Liquid chromatography-tandem mass spectrometry analysis of anisodamine and its phase I and II metabolites in rat urine.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20050925

Title: 2-O-(2-hydroxybutyl)-beta-cyclodextrin as a chiral selector for the capillary electrophoretic separation of chiral drugs.

Journal: Analytical sciences : the international journal of the Japan Society for Analytical Chemistry 20050801

Title: Inhibitory effect of antimicrobial agents and anisodamine on the staphylococcal superantigenic toxin-induced overproduction of proinflammatory cytokines by human peripheral blood mononuclear cells.

Journal: Journal of infection and chemotherapy : official journal of the Japan Society of Chemotherapy 20050801

Title: The prophylactic and therapeutic effects of cholinolytics on perfluoroisobutylene inhalation induced acute lung injury.

Journal: Journal of occupational health 20050701

Title: Specific inhibitory action of anisodamine against a staphylococcal superantigenic toxin, toxic shock syndrome toxin 1 (TSST-1), leading to down-regulation of cytokine production and blocking of TSST-1 toxicity in mice.

Journal: Clinical and diagnostic laboratory immunology 20050301

Title: [Voltage-activated potassium channel blockers inhibit anisodamine-induced relaxation of rabbit aortic smooth muscles precontracted with noradrenaline].

Journal: Sheng li xue bao : [Acta physiologica Sinica] 20050225

Title: Simultaneous electrochemical and electrochemiluminescence detection for microchip and conventional capillary electrophoresis.

Journal: Electrophoresis 20050201

Title: Study of stereoselective pharmacokinetics of anisodamine enantiomers in rabbits by capillary electrophoresis.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20041005

Title: [Adjuvant treatment of anisodamine to acute serous otitis media].

Journal: Lin chuang er bi yan hou ke za zhi = Journal of clinical otorhinolaryngology 20040701

Title: [Study on effect of anisodamine on expressions of tissue factor and plasminogen activator-1 inhibitor in vascular endothelial cells and its mechanisms].

Journal: Zhongguo Zhong xi yi jie he za zhi Zhongguo Zhongxiyi jiehe zazhi = Chinese journal of integrated traditional and Western medicine 20040501

Title: Anisodamine causes the changes of structure and function in the transmembrane domain of the Ca(2+)-ATPase from sarcoplasmic reticulum.

Journal: Bioscience, biotechnology, and biochemistry 20040101

Title: The oxygen radical generator pyrogallol impairs cardiomyocyte contractile function via a superoxide and p38 MAP kinase-dependent pathway: protection by anisodamine and tetramethylpyrazine.

Journal: Cardiovascular toxicology 20040101

Title: [Patients of severe acute respiratory syndrome with hypoxemia treated by anisodamine].

Journal: Zhongguo wei zhong bing ji jiu yi xue = Chinese critical care medicine = Zhongguo weizhongbing jijiuyixue 20030801

Title: Differentiating effects of anisodamine on cognitive amelioration and peripheral muscarinic side effects induced by pilocarpine in mice.

Journal: Neuroscience letters 20030703

Title: [Effect and significance of anisodamine on IkappaB kinase-beta in Kupffer cells following hemorrhagic shock].

Journal: Zhongguo wei zhong bing ji jiu yi xue = Chinese critical care medicine = Zhongguo weizhongbing jijiuyixue 20030501

Title: [Clinical observation of the treatment of 654-2 injection and 'ganxian tui huang recipe' on liver cirrhosis with intractable jaundice].

Journal: Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20030501

Title: Zusanli point injection for treating leukopenia induced by radio-chemotherapy.

Journal: Journal of traditional Chinese medicine = Chung i tsa chih ying wen pan 20030301

Title: Effect of morphine and M-cholinoceptor blocking drugs on human sphincter of Oddi during choledochofiberscopy manometry.

Journal: Hepatobiliary & pancreatic diseases international : HBPD INT 20030201

Title: Protective effect of anisodamine on respiratory function after severe brain injury.

Journal: Chinese journal of traumatology = Zhonghua chuang shang za zhi 20021201

Title: [Therapeutic effect of puerarin therapy on sudden deafness].

Journal: Di 1 jun yi da xue xue bao = Academic journal of the first medical college of PLA 20021101

Title: Chiral separation of several drugs using electrophoresis with dual cyclodextrin systems.

Journal: Analytical sciences : the international journal of the Japan Society for Analytical Chemistry 20020901

Title: The effects of anisodamine and dobutamine on gut mucosal blood flow during gut ischemia/ reperfusion.

Journal: World journal of gastroenterology 20020615

Title: Anisodamine inhibits cardiac contraction and intracellular Ca(2+) transients in isolated adult rat ventricular myocytes.

Journal: European journal of pharmacology 20020329

Title: [Correlation of bone marrow stromal function in vitro with efficacy of anisodamine therapy for aplastic anemia].

Journal: Zhongguo shi yan xue ye xue za zhi 20020201

Title: [Influence of anisodamine on heat-stress in rats].

Journal: Zhonghua lao dong wei sheng zhi ye bing za zhi = Zhonghua laodong weisheng zhiyebing zazhi = Chinese journal of industrial hygiene and occupational diseases 20020201

Title: New drugs derived from medicinal plants.

Journal: Therapie 20020101

Title: Anisodamine inhibits endotoxin-induced tissue factor expression in human endothelial cells.

Journal: Journal of Huazhong University of Science and Technology. Medical sciences = Hua zhong ke ji da xue xue bao. Yi xue Ying De wen ban = Huazhong keji daxue xuebao. Yixue Yingdewen ban 20020101

Title: Determination of scopolamine, atropine and anisodamine in Flos daturae by capillary electrophoresis.

Journal: Biomedical chromatography : BMC 20011201

Title: Current studies on anti-endotoxic chemical components of traditional Chinese medicine in China.

Journal: Acta pharmacologica Sinica 20011201

Title: Verapamil, cyproheptadine, and anisodamine antagonized [Ca2+]i elevation induced by TNFalpha in a single endothelial cell.

Journal: Acta pharmacologica Sinica 20011001

Title: Prevention of grafted liver from reperfusive injury.

Journal: World journal of gastroenterology 20010815

Title: Anisodamine inhibits shiga toxin type 2-mediated tumor necrosis factor-alpha production in vitro and in vivo.

Journal: Experimental biology and medicine (Maywood, N.J.) 20010601

Title: [Influence of anisodamine on guinea pig experimental nasal hypersensitivity].

Journal: Lin chuang er bi yan hou ke za zhi = Journal of clinical otorhinolaryngology 20010501

Title: Treatment of 104 cases of chemotherapy-induced leukopenia by injection of drugs into Zusanli.

Journal: Journal of traditional Chinese medicine = Chung i tsa chih ying wen pan 20010301

Title: Protective effect of anisodamine against Shiga toxin-1: inhibition of cytokine production and increase in the survival of mice.

Journal: The Journal of laboratory and clinical medicine 20010201

Title: [Experimental research on permeability injury of pulmonary microvascular endothelial cells monolayer induced by tumor necrosis factor].

Journal: Zhongguo ying yong sheng li xue za zhi = Zhongguo yingyong shenglixue zazhi = Chinese journal of applied physiology 20010201

Title: Anisodamine counteracts lipopolysaccharide-induced tissue factor and plasminogen activator inhibitor-1 expression in human endothelial cells: contribution of the NF-kappa b pathway.

Journal: Journal of vascular research 20010101

Title: [Anti-arrhythmia and vegetative nervous system effects of anisodamine].

Journal: Zhongguo yao li xue bao = Acta pharmacologica Sinica 19910301

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SDS
Tags:55869-99-3 Molecular Formula|55869-99-3 MDL|55869-99-3 SMILES|55869-99-3 [(1S,3S,5S,6S)-6-hydroxy-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] 3-hydroxy-2-phenylpropanoate