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147780-50-5 | 10H-Phenothiazine, 10-[(3R)-1-azabicyclo[2.2.2]oct-3-ylmethyl]-
CAS No: 147780-50-5 Catalog No: AG001F79 MDL No:MFCD18252387
Product Description
Catalog Number:
AG001F79
Chemical Name:
10H-Phenothiazine, 10-[(3R)-1-azabicyclo[2.2.2]oct-3-ylmethyl]-
CAS Number:
147780-50-5
Molecular Formula:
C20H22N2S
Molecular Weight:
322.4671
MDL Number:
MFCD18252387
IUPAC Name:
10-(1-azabicyclo[2.2.2]octan-3-ylmethyl)phenothiazine
InChI:
InChI=1S/C20H22N2S/c1-3-7-19-17(5-1)22(18-6-2-4-8-20(18)23-19)14-16-13-21-11-9-15(16)10-12-21/h1-8,15-16H,9-14H2
InChI Key:
HOKDBMAJZXIPGC-UHFFFAOYSA-N
SMILES:
c1ccc2c(c1)N(C[C@H]1CN3CCC1CC3)c1c(S2)cccc1
EC Number:
249-521-7
NSC Number:
303612
Properties
Complexity:
398
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
322.15g/mol
Formal Charge:
0
Heavy Atom Count:
23
Hydrogen Bond Acceptor Count:
3
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
322.47g/mol
Monoisotopic Mass:
322.15g/mol
Rotatable Bond Count:
2
Topological Polar Surface Area:
31.8A^2
Undefined Atom Stereocenter Count:
1
Undefined Bond Stereocenter Count:
0
XLogP3:
4.6
Literature
| Title | Journal |
|---|---|
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| Asymmetric synthesis of (+)-mequitazine from quinine. | Organic letters 20110701 |
| Expedient synthesis of mequitazine an antihistaminic drug by palladium catalyzed allylic alkylation of sodium phenothiazinate. | Chemical & pharmaceutical bulletin 20091101 |
| Photodegradation and photostability-indication of mequitazine. | Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20091015 |
| Effects of pranlukast hydrate on airway hyperresponsiveness in non-asthmatic patients with Japanese cedar pollinosis. | Allergology international : official journal of the Japanese Society of Allergology 20090601 |
| The relationship between drug treatment and the clinical characteristics of febrile seizures. | World journal of pediatrics : WJP 20080801 |
| [Efficiency of mequitazine in the treatment of allergic rhinitis and chronic urticaria in children. A bibliographic systematic review]. | Revista alergia Mexico (Tecamachalco, Puebla, Mexico : 1993) 20080101 |
| [Allergies in ENT]. | Dakar medical 20070101 |
| Impact of CYP2D6*10 on H1-antihistamine-induced hypersomnia. | European journal of clinical pharmacology 20061201 |
| Microsphere-based protease assays and screening application for lethal factor and factor Xa. | Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501 |
| Repeated-dose effects of mequitazine, cetirizine and dexchlorpheniramine on driving and psychomotor performance. | British journal of clinical pharmacology 20060101 |
| Spectrophotometric determination of some antihistaminic drugs using 7,7,8,8-tetracyanoquinodimethane (TCNQ). | Journal of AOAC International 20060101 |
| [Symptomatic treatment of allergic rhinitis with mequitazine (Primalan)]. | Revista alergia Mexico (Tecamachalco, Puebla, Mexico : 1993) 20060101 |
| Determination of mequitazine in human plasma by gas-chromatography/mass spectrometry with ion-trap detector and its pharmacokinetics after oral administration to volunteers. | Archives of pharmacal research 20051001 |
| Effect of titanium dioxide on photostability of solid-state mequitazine. | Chemical & pharmaceutical bulletin 20050901 |
| Inhibitory effects of nicardipine to cytochrome P450 (CYP) in human liver microsomes. | Biological & pharmaceutical bulletin 20050501 |
| [Comparison of three antiallergic eyedrops in a specific conjunctival provocation test: mequitazine, levocabastine and dexamethasone]. | Journal francais d'ophtalmologie 20050301 |
| [Efficacy of mequitazine (Primalan) on the relief of symptoms of allergic rhinoconjunctivitis in children. Documented clinical experience]. | Revista alergia Mexico (Tecamachalco, Puebla, Mexico : 1993) 20050101 |
| Randomised double masked trial comparing the efficacy and tolerance of 0.05% mequitazine eye drops versus 0.05% levocabastine and placebo in allergic conjunctivitis induced by a conjunctival provocation test with Dermatophagoides pteronyssinus. | The British journal of ophthalmology 20040301 |
| A dose-ranging study of the effects of mequitazine on actual driving, memory and psychomotor performance as compared to dexchlorpheniramine, cetirizine and placebo. | Clinical and experimental allergy : journal of the British Society for Allergy and Clinical Immunology 20040201 |
| [Experience in clinical use of primalan (mequitazine) in allergology]. | Terapevticheskii arkhiv 20030101 |
| Stability indicating methods for assay of mequitazine in presence of its degradate. | Journal of pharmaceutical and biomedical analysis 20020620 |
| E. coli MEP synthase: steady-state kinetic analysis and substrate binding. | Biochemistry 20020108 |
| Ketoconazole potentiates terfenadine-induced apoptosis in human Hep G2 cells through inhibition of cytochrome p450 3A4 activity. | Journal of cellular biochemistry 20020101 |
| Localized heat urticaria: a clinical study using laser Doppler flowmetry. | Journal of dermatological science 20010601 |
| Oxidation of histamine H1 antagonist mequitazine is catalyzed by cytochrome P450 2D6 in human liver microsomes. | The Journal of pharmacology and experimental therapeutics 19980201 |
| Efficacy of mequitazine in comparison with placebo assessed by ocular challenge with allergen in allergic conjunctivitis. | Allergy 19970401 |
| The histamine H1-receptor antagonist binding site. A stereoselective pharmacophoric model based upon (semi-)rigid H1-antagonists and including a known interaction site on the receptor. | Journal of medicinal chemistry 19950818 |
| 'In vivo' and 'in vitro' evaluation of four antihistamines (astemizole, azatadine, mequitazine, terfenadine). | Allergologia et immunopathologia 19890101 |
| Evaluation of the antimuscarinic activity of atropine, terfenadine and mequitazine in healthy volunteers. | British journal of clinical pharmacology 19880101 |
| [Comparative study of a new antihistamine, mequitazine, and placebos]. | Acta allergologica 19751101 |
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