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[γ-(4-Chlorphenyl)-pyridin-2-propyl](dimethyl)ammonium-(Z)-hydrogenmaleat

Dexchlorpheniramine Maleate Struktur
2438-32-6
CAS-Nr.
2438-32-6
Bezeichnung:
[γ-(4-Chlorphenyl)-pyridin-2-propyl](dimethyl)ammonium-(Z)-hydrogenmaleat
Englisch Name:
Dexchlorpheniramine Maleate
Synonyma:
Polamin;Phenamin;Sensidyn;polaramin;Polaramine;d-Form maleate;poraminemaleate;polaraminemaleate;Dexclobenamine maleate;D-CHLORPHENIRAMINE MALEATE
CBNumber:
CB8392741
Summenformel:
C20H23ClN2O4
Molgewicht:
390.86
MOL-Datei:
2438-32-6.mol

[γ-(4-Chlorphenyl)-pyridin-2-propyl](dimethyl)ammonium-(Z)-hydrogenmaleat Eigenschaften

Schmelzpunkt:
112-115 °C(lit.)
alpha 
D25 +44.3° (c = 1 in dimethylformamide)
storage temp. 
2-8°C
L?slichkeit
Very soluble in water, freely soluble in ethanol (96 per cent), in methanol and in methylene chloride.
Aggregatzustand
Solid
Farbe
White to off-white
PH
pH(10g/l, 25℃) : 4.0~5.0
Merck 
13,2198
Sicherheit
  • Risiko- und Sicherheitserkl?rung
  • Gefahreninformationscode (GHS)
Kennzeichnung gef?hrlicher T
R-S?tze: 25
S-S?tze: 36/37/39-45
RIDADR  UN 2811 6.1/PG 3
WGK Germany  3
RTECS-Nr. US6504000
HS Code  2933399090
Bildanzeige (GHS) GHS hazard pictograms
Alarmwort Achtung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H301 Giftig bei Verschlucken. Akute Toxizit?t oral Kategorie 3 Achtung GHS hazard pictogramssrc="/GHS06.jpg" width="20" height="20" /> P264, P270, P301+P310, P321, P330,P405, P501
Sicherheit

[γ-(4-Chlorphenyl)-pyridin-2-propyl](dimethyl)ammonium-(Z)-hydrogenmaleat Chemische Eigenschaften,Einsatz,Produktion Methoden

R-S?tze Betriebsanweisung:

R25:Giftig beim Verschlucken.

S-S?tze Betriebsanweisung:

S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn m?glich, dieses Etikett vorzeigen).

Beschreibung

Dexchlorpheniramine Maleate is the maleate salt form of dexchlorpheniramine, an alkylamine, and first-generation histamine antagonist with anti-allergic activity. Dexchlorpheniramine maleate competitively blocks H1 receptors, thereby preventing the actions of histamine on bronchial smooth muscle, capillaries and gastrointestinal (GI) smooth muscle. This prevents histamine-induced bronchoconstriction, vasodilation, increased capillary permeability, and GI smooth muscle spasms.

Chemische Eigenschaften

Dexchlorpheniramine maleate is a white, odourless, crystalline powder which in aqueous solution has a pH of between 4 and 5. It is freely soluble in water, soluble in alcohol and in chloroform, but only slightly soluble in benzene or ether.

Verwenden

Dexchlorpheniramine is an antihistamine used to relieve symptoms of allergy, hay fever, and the common cold. Polaramine (dexchlorpheniramine maleate) is the dextro-isomer of chlorpheniramine maleate and the S-enantiomer of Chlorpheniramine. It is an antihistamine with anticholinergic properties. S-(+)-Chlorpheniramine maleate salt has been used to study the anticholinergic effect of Achillea millefolium and Portulaca olerace on muscarinic receptors of guinea pig tracheal smooth muscle.

Allgemeine Beschreibung

Dexchlorpheniramine(Polaramine) is the dextrorotatory enantiomer of chlorpheniramine.In vitro and in vivo studies of the enantiomers ofchlorpheniramine showed that the antihistaminic activity existspredominantly in the dextro isomer. As mentioned previously,the dextro isomer has the (S) configuration, which issuperimposable on the (S) configuration of the more activelevorotatory enantiomer of carbinoxamine.

Mode of action

Dexchlorpheniramine, the d-isomer of the racemic compound chlorpheniramine, is two times more active than chlorpheniramine. Dexchlorpheniramine does not prevent the release of histamine, but rather, competes with free histamine for binding at the H1-receptor sites, and competitively antagonizes the effects of histamine on H1- receptors in the GI tract, uterus, large blood vessels, and bronchial muscle. Blockade of H1-receptors also suppresses the formation of oedema, flare, and pruritus that result from histaminic activity. Since dexchlorpheniramine binds to central and peripheral H1-receptors, sedative effects are likely to occur. H1- antagonists are structurally similar to anticholinergic agents and therefore possess the potential to exhibit anticholinergic properties of varying degrees. They also have antipruritic effects. Dexchlorpheniramine has high antihistaminic activity, moderate anticholinergic effects and minimal sedative effects. The medicine does not possess antiemetic properties.

Einzelnachweise

[1] P. E. CHAVES. Assessment of cytotoxicity, genotoxicity, and mutagenicity of the dexchlorpheniramine reference standard and pharmaceutical formula in human peripheral blood mononuclear cells[J]. Brazilian Journal of Pharmaceutical Sciences, 2022, 18 1. DOI:10.1590/s2175-97902022e20096.
[2] GUSTAVO FACCHINI MSC. Ultraviolet A photosensitivity profile of dexchlorpheniramine maleate and promethazine-based creams: Anti-inflammatory, antihistaminic, and skin barrier protection properties[J]. Journal of Cosmetic Dermatology, 2017, 16 4: e59-e67. DOI:10.1111/jocd.12349.
[3] MASAAKI TAGAWA. Neuroimaging of histamine H1-receptor occupancy in human brain by positron emission tomography (PET): a comparative study of ebastine, a second-generation antihistamine, and (+)-chlorpheniramine, a classical antihistamine.[J]. British journal of clinical pharmacology, 2001, 52 5 1: 501-509. DOI:10.1046/J.1365-2125.2001.01471.X.
[4] DONG LIANG. Identification of anthelmintic parbendazole as a therapeutic molecule for HNSCC through connectivity map-based drug repositioning[J]. Acta Pharmaceutica Sinica B, 2022, 12 5: Pages 2429-2442. DOI:10.1016/j.apsb.2021.12.005.

[γ-(4-Chlorphenyl)-pyridin-2-propyl](dimethyl)ammonium-(Z)-hydrogenmaleat Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


[γ-(4-Chlorphenyl)-pyridin-2-propyl](dimethyl)ammonium-(Z)-hydrogenmaleat Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.

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2438-32-6([γ-(4-Chlorphenyl)-pyridin-2-propyl](dimethyl)ammonium-(Z)-hydrogenmaleat)Verwandte Suche:


  • (+)-CHLORPHENIRAMINE MALEATE SALT
  • DEXCHLOROPHENIRAMINE MALEATE
  • DEXCHLORPHENIRAMINE MALEATE
  • D-CHLORPHENIRAMINE MALEATE
  • GAMMA-[4-CHLOROPHENYL]-N,N-DIMETHYL-2-PYRIDINEPROPANAMINE MALEATE SALT
  • (+)-2-(p-chloro-alpha-(2-(dimethylamino)ethyl)benzyl)pyridinemaleate
  • (s)-(+)-chlorpheniraminemaleate
  • dextrochlorpheniraminemaleate
  • g-(4-chlorophenyl)-N,N-dimethyl-2-pyridinepropanaminemaleate
  • polaramin
  • polaraminemaleate
  • poraminemaleate
  • pyridine,2-(p-chloro-alpha-(2-(dimethylamino)ethyl)benzyl)-,maleate(1:1),(+
  • γ-(4-Chlorophenyl)-N,N-dimethyl-2-pyridinepropanamine
  • d-Form maleate
  • s-(+)-chlorpheniraminemaleate
  • [gamma-(4-chlorophenyl)-pyridine-2-propyl](dimethyl)ammonium hydrogen (Z)-maleate
  • DexchlorpheniramineMaleate-Bp/Ep/Usp
  • 2-Pyridinepropanamine, .gamma.-(4-chlorophenyl)-N,N-dimethyl-, (.gamma.S)-, (2Z)-2-butenedioate (1:1)
  • (s)-γ-(4-chlorophenyl)-n,n-dimethyl-2-pyridinepropanamine maleate salt
  • s-(+)-chlorpheniramine maleate salt
  • DEXCHLORPHENIRAMINEMALEATE,USP
  • 2-Pyridinepropanamine, γ-(4-chlorophenyl)-N,N-dimethyl-, (S)-, (Z)-2-butenedioate (1:1)
  • 2-Pyridinepropanamine, γ-(4-chlorophenyl)-N,N-dimethyl-, (γS)-, (2Z)-2-butenedioate (1:1)
  • d-2-[p-Chloro-α-(2-dimethylaminoethyl)benzyl]pyridine bimaleate
  • Dexchlorpheniramine hydrogen maleate
  • Phenamin
  • Polamin
  • Polaramine
  • Pyridine, 2-[p-chloro-α-[2-(dimethylamino)ethyl]benzyl]-, maleate (1:1), (S)- (8CI)
  • Sensidyn
  • γ-(4-Chlorophenyl)-N,N-dimethyl-2-pyridinepropanamine, (+)-Chlorpheniramine maleate salt
  • Chlorpheniramine d-maleate
  • d-Chlorpheniramine·maleic acid
  • (+)-Chloropromazine Maleate
  • Dexchlorpheniramine Maleate (300 mg)
  • (γS)-γ-(4-Chlorophenyl)-N,N-diMethyl-2-pyridinepropanaMine (2Z)-2-Butenedioate
  • 2-[p-Chloro-α-[2-(diMethylaMino)ethyl]benzyl]pyridine Maleate
  • (Z)-but-2-enedioic acid,(3S)-3-(4-chlorophenyl)-N,N-dimethyl-3-pyridin-2-ylpropan-1-amine
  • Dexchlorpheniramine maleate CRS
  • (S)-Chlorpheniramine Maleate(Dexchlorpheniramine Maleate)
  • DEXCHLORPHENIRAMINE MALEATE USP/EP/BP
  • Dexchlorpheniramine maleateQ: What is Dexchlorpheniramine maleate Q: What is the CAS Number of Dexchlorpheniramine maleate Q: What is the storage condition of Dexchlorpheniramine maleate
  • Dexchlorpheniramine Maleate (1179005)
  • [3-(11,12-Dihydro-6H-dibenzo[b,f]azocin-5-yl)-propyl]-dimethyl-amine
  • (S)-3-(4-chlorophenyl)-N,N-dimethyl-3-(pyridin-2-yl)propan-1-amine maleate
  • Histamine Receptor,Dexchlorpheniramine Maleate,Dexchlorpheniramine,inhibit,Inhibitor
  • Brompheniramine Maleate EP Impurity B as Maleate
  • (+)-Chloropromazine maleate
  • Dexclobenamine maleate
  • 2438-32-6
  • C20H23ClN2O4
  • 39086
  • H1 histamine receptor antagonist; active isomer.
  • DIDRONEL
  • Amines
  • Chiral Reagents
  • Heterocycles
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