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14976-57-9,MFCD00137486
Catalog No.:AA00HXNV

14976-57-9 | (2E)-but-2-enedioic acid; (2R)-2-{2-[(1R)-1-(4-chlorophenyl)-1-phenylethoxy]ethyl}-1-methylpyrrolidine

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250mg
98%(HPLC)
in stock  
$62.00   $44.00
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1g
98%
in stock  
$153.00   $107.00
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5g
98%
in stock  
$486.00   $340.00
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00HXNV
Chemical Name:
(2E)-but-2-enedioic acid; (2R)-2-{2-[(1R)-1-(4-chlorophenyl)-1-phenylethoxy]ethyl}-1-methylpyrrolidine
CAS Number:
14976-57-9
Molecular Formula:
C25H30ClNO5
Molecular Weight:
459.9624
MDL Number:
MFCD00137486
SMILES:
Clc1ccc(cc1)[C@@](c1ccccc1)(OCC[C@H]1CCCN1C)C.OC(=O)/C=C/C(=O)O
NSC Number:
756685
Properties
Properties
 
BP:
425.2°C at 760 mmHg  
Form:
Solid  
MP:
158-162°C  
Refractive Index:
1.5790 (estimate)  
Solubility:
DMSO: soluble5mg/mL (clear solution; warmed)  
Storage:
Keep in dry area;2-8℃;  

Computed Properties
 
Complexity:
495  
Covalently-Bonded Unit Count:
2  
Defined Atom Stereocenter Count:
2  
Defined Bond Stereocenter Count:
1  
Heavy Atom Count:
32  
Hydrogen Bond Acceptor Count:
6  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
8  

Literature

Title: [Remove Tavegyl].

Journal: Lakartidningen 20120801

Title: Clemastine causes immune suppression through inhibition of extracellular signal-regulated kinase-dependent proinflammatory cytokines.

Journal: The Journal of allergy and clinical immunology 20111201

Title: Evaluation of the separation mechanism of electrokinetic chromatography with a microemulsion and cyclodextrins using NMR and molecular modeling.

Journal: Electrophoresis 20111101

Title: Anaphylactic reaction to different gonadotropin-releasing hormone agonists for the treatment of endometriosis.

Journal: The American journal of the medical sciences 20110301

Title: Diagnostic approach identifying hydroxyethyl starch (HES) triggering a severe anaphylactic reaction during anesthesia in a 15-year-old boy.

Journal: Klinische Padiatrie 20101201

Title: A predictive ligand-based Bayesian model for human drug-induced liver injury.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20101201

Title: Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.

Journal: Bioorganic & medicinal chemistry letters 20101101

Title: Dual CD system-modified MEEKC method for the determination of clemastine and its impurities.

Journal: Electrophoresis 20101001

Title: Therapeutic efficacy of icatibant in angioedema induced by angiotensin-converting enzyme inhibitors: a case series.

Journal: Annals of emergency medicine 20100901

Title: [Discriminant function analysis in the assessment of laboratory test data in the correction of traditional therapy for mild icteric form of viral hepatitis B in children with food allergy].

Journal: Klinicheskaia laboratornaia diagnostika 20100601

Title: Structural elucidation of N-oxidized clemastine metabolites by liquid chromatography/tandem mass spectrometry and the use of Cunninghamella elegans to facilitate drug metabolite identification.

Journal: Rapid communications in mass spectrometry : RCM 20100530

Title: Synthesis of (-)-(S,S)-clemastine by invertive N --> C aryl migration in a lithiated carbamate.

Journal: Organic letters 20100521

Title: Anaphylaxis to mefenamic acid in a patient with new onset of systemic lupus erythematosus.

Journal: Allergologia et immunopathologia 20100101

Title: Genetic mapping of targets mediating differential chemical phenotypes in Plasmodium falciparum.

Journal: Nature chemical biology 20091001

Title: [Documentation for acute treatment with clemastine (Tavegyl) is missing].

Journal: Lakartidningen 20090701

Title: Psoriasis vulgaris and digestive system disorders: is there a linkage?

Journal: Folia histochemica et cytobiologica 20090101

Title: Canine African trypanosoma.

Journal: The Journal of small animal practice 20080901

Title: Medication with antihistamines impairs allergen-specific immunotherapy in mice.

Journal: Clinical and experimental allergy : journal of the British Society for Allergy and Clinical Immunology 20080301

Title: [Chikungunya: fever and joint pains after vacation in a tropical area].

Journal: Deutsche medizinische Wochenschrift (1946) 20080201

Title: Spectrophotometric determination of some histamine H1-antagonists drugs in their pharmaceutical preparations.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20080101

Title: Stereoselective synthesis of (-)-hydroxyclemastine as a versatile intermediate for the H1 receptor antagonist clemastine.

Journal: Archives of pharmacal research 20071201

Title: [Angioneurotic orolingual edema associated with the use of rt-PA following a stroke].

Journal: Der Anaesthesist 20071001

Title: Development and full validation of a sensitive quantitative assay for the determination of clemastine in human plasma by liquid chromatography-tandem mass spectrometry.

Journal: Journal of pharmaceutical and biomedical analysis 20070815

Title: [Emergency checklist: angioedema].

Journal: MMW Fortschritte der Medizin 20070802

Title: Intraoperative anaphylaxis after intravenous atropine.

Journal: European journal of anaesthesiology 20070301

Title: Impact of CYP2D6*10 on H1-antihistamine-induced hypersomnia.

Journal: European journal of clinical pharmacology 20061201

Title: [Diagnostic image (283). A man with a swollen tongue].

Journal: Nederlands tijdschrift voor geneeskunde 20060722

Title: Inhibition of mast cell degranulation-induced drop of blood pressure with clemastine, cromolyn and compound 48/80 pretreatment.

Journal: Inflammation research : official journal of the European Histamine Research Society ... [et al.] 20060401

Title: Clemastine, a conventional antihistamine, is a high potency inhibitor of the HERG K+ channel.

Journal: Journal of molecular and cellular cardiology 20060101

Title: [Pharmacological analysis of anti-inflammatory effects of low-intensity extremely high-frequency electromagnetic radiation].

Journal: Biofizika 20060101

Title: Anaphylactic reaction and unrelated, subsequent, known side effects during therapy with thiethylperazine.

Journal: Pediatric allergy and immunology : official publication of the European Society of Pediatric Allergy and Immunology 20050801

Title: High-performance liquid chromatographic-tandem mass spectrometric method for the determination of clemastine in human plasma.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20050225

Title: [Multilocular painful urticarial plaques. Eosinophilic cellulitis (Wells syndrome)].

Journal: Praxis 20041027

Title: [Appearance diagnosis. Facial shingles].

Journal: MMW Fortschritte der Medizin 20040722

Title: Interstitial granulomatous dermatitis with arthritis.

Journal: Human pathology 20040701

Title: Clinical pharmacology of clemastine in healthy dogs.

Journal: Veterinary dermatology 20040601

Title: Fatal outcome of a hypersensitivity reaction to paclitaxel: a critical review of premedication regimens.

Journal: British journal of cancer 20040126

Title: Identification of some new clemastine metabolites in dog, horse, and human urine with liquid chromatography/tandem mass spectrometry.

Journal: Rapid communications in mass spectrometry : RCM 20040101

Title: Role of histamine receptors in the regulation of edema and circulation postburn.

Journal: Burns : journal of the International Society for Burn Injuries 20031201

Title: [Tolerance induction in anaphylaxis to carboplatin].

Journal: Deutsche medizinische Wochenschrift (1946) 20030725

Title: Pharmacokinetics and pharmacodynamics of clemastine in healthy horses.

Journal: Journal of veterinary pharmacology and therapeutics 20030401

Title: IgA pemphigus occurring in a 1-month-old infant.

Journal: Journal of the American Academy of Dermatology 20030201

Title: Efficacy and safety of clemastine-pseudoephedrine-acetaminophen versus pseudoephedrine-acetaminophen in the treatment of seasonal allergic rhinitis in a 1-day, placebo-controlled park study.

Journal: Annals of allergy, asthma & immunology : official publication of the American College of Allergy, Asthma, & Immunology 20030101

Title: [Severe adverse event following iv administration of 10 ml 6% Dextran60 (0.6 g) in a healthy volunteer].

Journal: Der Anaesthesist 20021001

Title: [Comparative antihistamine and anti-allergic effects of various antihistamine preparations].

Journal: Terapevticheskii arkhiv 20020101

Title: Antihistamines in the management of canine atopic dermatitis: a retrospective study of 171 dogs (1992-1998).

Journal: Veterinary therapeutics : research in applied veterinary medicine 20020101

Title: Randomized trial of single agent paclitaxel given weekly versus every three weeks and with peroral versus intravenous steroid premedication to patients with ovarian cancer previously treated with platinum.

Journal: Acta oncologica (Stockholm, Sweden) 20020101

Title: The effect of betahistine on vestibular habituation: comparison of rotatory and sway habituation training.

Journal: Acta oto-laryngologica 20010701

Title: Dose reduction of steroid premedication for paclitaxel: no increase of hypersensitivity reactions.

Journal: Onkologie 20010601

Title: Evaluation of several solid phase extraction liquid chromatography/tandem mass spectrometry on-line configurations for high-throughput analysis of acidic and basic drugs in rat plasma.

Journal: Rapid communications in mass spectrometry : RCM 20010101

Title: Hypertensive crisis secondary to phenylpropanolamine interacting with triple-drug therapy for HIV prophylaxis.

Journal: The American journal of medicine 19990101

Title: The pharmacokinetics and bioavailability of clemastine and phenylpropanolamine in single-component and combination formulations.

Journal: Journal of clinical pharmacology 19961001

Title: Risk of developing life-threatening ventricular arrhythmia associated with tefenadine in comparison with over-the-counter antihistamines, ibuprofen and clemastine.

Journal: The American journal of cardiology 19940215

Title: Effect of BN 52256 and other mediator antagonists on ouabain-induced ventricular fibrillation in sensitized guinea-pigs and on ischemia-induced fibrillation in rats.

Journal: Agents and actions. Supplements 19920101

Title: A comparison of acrivastine versus clemastine and placebo in the treatment of patients with chronic idiopathic urticaria.

Journal: The Journal of international medical research 19890101

Title: Peripheral antihistamine and central sedative effects of three H1-receptor antagonists.

Journal: European journal of clinical pharmacology 19850101

Title: Drowsiness due to clemastine transmitted in breast milk.

Journal: Lancet (London, England) 19820417

Title: Seifert, R., et al., Histamine increases cytosolic Ca2+ in dibutyryl-cAMP-differentiated HL-60 cells via H1 receptors and is an incomplete secretagogue. Mol Pharmacol, 1992. 42(2): p. 227-34.

Title: Schran, H.F., et al., The pharmacokinetics and bioavailability of clemastine and phenylpropanolamine in single-component and combination formulations. J Clin Pharmacol, 1996. 36(10): p. 911-22.

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Tags:14976-57-9 Molecular Formula|14976-57-9 MDL|14976-57-9 SMILES|14976-57-9 (2E)-but-2-enedioic acid; (2R)-2-{2-[(1R)-1-(4-chlorophenyl)-1-phenylethoxy]ethyl}-1-methylpyrrolidine