4-(4-Chlorphenyl)-4-hydroxy-N,N-dimethyl-α,α-diphenylpiperidin-1-butyramidmonohydrochlorid

Loperamide hydrochloride Struktur
34552-83-5
CAS-Nr.
34552-83-5
Bezeichnung:
4-(4-Chlorphenyl)-4-hydroxy-N,N-dimethyl-α,α-diphenylpiperidin-1-butyramidmonohydrochlorid
Englisch Name:
Loperamide hydrochloride
Synonyma:
LOPERAMIDE HCL;suprasec;imodium;4-(4-(p-chlorophenyl)-4-hydroxy-1-piperidyl)-n,n-dimethyl-2,2-diphenylbutyra;4-(4-CHLOROPHENYL)-4-HYDROXY-N,N-DIMETHYL-ALPHA,ALPHA-DIPHENYL-1-PIPERIDINBUTYRAMIDE HYDROCHLORIDE;4-(4-CHLOROPHENYL)-4-HYDROXY-N,N-DIMETHYL-ALPHA,ALPHA-DIPHENYL-1-PIPERIDINEBUTANAMIDE HYDROCHLORIDE;blox;pj185;imosec;Imosse
CBNumber:
CB8758181
Summenformel:
C29H34Cl2N2O2
Molgewicht:
513.5
MOL-Datei:
34552-83-5.mol

4-(4-Chlorphenyl)-4-hydroxy-N,N-dimethyl-α,α-diphenylpiperidin-1-butyramidmonohydrochlorid Eigenschaften

Schmelzpunkt:
223-225°C
Dichte
1.1905 (rough estimate)
Brechungsindex
1.6100 (estimate)
storage temp. 
2-8°C
Löslichkeit
Slightly soluble in water, freely soluble in ethanol (96 per cent) and in methanol.
pka
8.66(at 25℃)
Aggregatzustand
Solid
Farbe
White to Almost white
Merck 
14,5571
Major Application
forensics and toxicology
pharmaceutical (small molecule)
InChI
InChI=1S/C29H33ClN2O2.ClH/c1-31(2)27(33)29(24-9-5-3-6-10-24,25-11-7-4-8-12-25)19-22-32-20-17-28(34,18-21-32)23-13-15-26(30)16-14-23;/h3-16,34H,17-22H2,1-2H3;1H
InChIKey
PGYPOBZJRVSMDS-UHFFFAOYSA-N
SMILES
C(C(=O)N(C)C)(CCN1CCC(O)(C2C=CC(Cl)=CC=2)CC1)(C1=CC=CC=C1)C1=CC=CC=C1.Cl
CAS Datenbank
34552-83-5(CAS DataBase Reference)
Sicherheit
  • Risiko- und Sicherheitserklärung
  • Gefahreninformationscode (GHS)
Kennzeichnung gefährlicher T
R-Sätze: 25
S-Sätze: 45
RIDADR  UN 2811 6.1/PG 3
WGK Germany  3
RTECS-Nr. TM4960000
HazardClass  6.1(b)
PackingGroup  III
HS Code  2933399090
Speicherklasse 6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
Hazard Classifications Acute Tox. 3 Oral
Toxizität LD50 in mice (mg/kg): 75 s.c.; 28 i.p.; 105 orally; in rats (mg/kg): 185 orally (Niemegeers)
Bildanzeige (GHS) Skull and Crossbones (GHS06)
Alarmwort Achtung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H301 Giftig bei Verschlucken. Akute Toxizität oral Kategorie 3 Achtung P264, P270, P301+P310, P321, P330,P405, P501
Sicherheit

4-(4-Chlorphenyl)-4-hydroxy-N,N-dimethyl-α,α-diphenylpiperidin-1-butyramidmonohydrochlorid Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:

R25:Giftig beim Verschlucken.

S-Sätze Betriebsanweisung:

S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).

Chemische Eigenschaften

White Solid

Verwenden

Loperamide hydrochloride is a Ca2+ channel protein inhibitor and MOR activator.

Indications

Loperamide hydrochloride (Imodium) structurally resembles both haloperidol and meperidine. In equal doses, loperamide protects against diarrhea longer than does diphenoxylate. It reduces the daily fecal volume and decreases intestinal fluid and electrolyte loss. Loperamide produces rapid and sustained inhibition of the peristaltic reflex through depression of longitudinal and circular muscle activity.The drug also possesses antisecretory activity, presumably through an effect on intestinal opioid receptors.

Definition

ChEBI: A hydrochloride obtained by combining loperamide with one equivalent of hydrochloric acid. Used for treatment of diarrhoea resulting from gastroenteritis or inflammatory bowel disease.

Allgemeine Beschreibung

Loperamide is an antidiarrheal agent used in controlling acute nonspecific diarrhea and chronic diarrhea associated with inflammatory bowel diseases.

Biologische Aktivität

High affinity μ -opioid receptor agonist with peripheral selectivity (K i values are 2, 48 and 1156 nM for μ -, δ - and κ -opioid receptors respectively). Antidiarrhoeal and antihyperalgesic agent. Also a Ca 2+ channel blocker; at low micromolar concentrations it blocks broad spectrum neuronal HVA Ca 2+ channels and at higher concentrations it reduces Ca 2+ flux through NMDA receptor operated channels.

Mechanism of action

Loperamide also is a potent inhibitor of intestinal CYP3A4, increasing the intestinal absorption of other CYP3A4 substrates. The clinically significant drug interactions of loperamide with coadministered CYP3A4 and CYP2C8 substrates or inhibitors would be limited, however, because of its two metabolic pathways.

Pharmakokinetik

Loperamide is marketed as capsules (2 mg) and liquid (1 mg/5 mL) preparations. The recommended dose is 4 mg initially and an additional 2 mg following each diarrheal stool. The dose should not exceed 16 mg/day. It is too lipophilic to dissolve in water for an intravenous dosage form, a property that limits its abuse potential. The compound is highly lipophilic and undergoes slow dissolution, thus limiting the bioavailability of the agent to approximately 40% of the dose. Its low oral bioavailability also can be attributed to first-pass metabolism by both CYP2C8 and CYP3A4 to its primary N-demethyl metabolite. Peak plasma levels are reached in approximately 5 hours, with an elimination half-life of approximately 11 hours. Approximately 1% of the dose is excreted into the urine unchanged.

Clinical Use

Loperamide is effective against a wide range of secretory stimuli and can be used in the control and symptomatic relief of acute diarrhea that is not secondary to bacterial infection.

Nebenwirkungen

Adverse effects associated with its use include abdominal pain and distention, constipation, dry mouth, hypersensitivity, and nausea and vomiting.

4-(4-Chlorphenyl)-4-hydroxy-N,N-dimethyl-α,α-diphenylpiperidin-1-butyramidmonohydrochlorid Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


4-(4-Chlorphenyl)-4-hydroxy-N,N-dimethyl-α,α-diphenylpiperidin-1-butyramidmonohydrochlorid Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

Global( 595)Lieferanten
Firmenname Telefon E-Mail Land Produktkatalog Edge Rate
Wuhan Yuqing Jiaheng Pharmaceutical Co., Ltd 027-83850128 18207128853
3860188266@qq.com China 996 58
Shandong Yihong Chemical Co. LTD 15253143303 15269100373
977495915@qq.com China 490 58
Shanghai Gukang Biotechnology Co., LTD 13564510648
2985380065@qq.com China 111 58
xi'an renyang Biotechnology Co., Ltd. 13299086402
renyangbiotech@163.com China 93 58
Guangzhou Jicheng Import and Export Trading Co.,Ltd 13682223272
173901442@qq.com China 477 58
Wuhan Juchengyuan Biotechnology Co., Ltd 400-027-6007 18062142210
804180422@qq.com China 145 58
J & K SCIENTIFIC LTD. 18210857532 18210857532
jkinfo@jkchemical.com China 96815 76
3B Pharmachem (Wuhan) International Co.,Ltd. 18930552037
3bsc@sina.com China 15813 69
TCI (Shanghai) Development Co., Ltd. 021-67121386
Sales-CN@TCIchemicals.com China 24512 81
Energy Chemical 400-0056266
sales8178@energy-chemical.com China 44567 61

34552-83-5(4-(4-Chlorphenyl)-4-hydroxy-N,N-dimethyl-α,α-diphenylpiperidin-1-butyramidmonohydrochlorid)Verwandte Suche:


  • blox
  • butyramidehcl
  • dissenten
  • fortasec
  • imosec
  • LABOTEST-BB LT00134703
  • LOSERAMIN
  • LOPERAMIDE HYDROCHLORIDE
  • 4-(4-chlorophenyl)-4-hydroxy-n,n-dimethyl-alpha,alpha-diphenylpiperidine-1-butyramide monohydrochloride
  • 4-[P-CHLOROPHENYL]-4-HYDROXY-N,N-DIMETHYL-ALPHA,ALPHA-DIPHENYL-1-PIPERIDINEBUTYRAMIDE HYDROCHLORIDE
  • 4-(4-Chlorophenyl)-4-hydroxy-N,N-dimethyl-a,a-diphenyl-1-piperidinebutanamide Hydrochloride
  • Arret. B
  • Imosse
  • px. Brel. Dossemten
  • 4-(4-Chlorophenyl)-4-hydroxy-N,N-(dimethyl-d6)-a,a-diphenyl-1-piperidinebutanamide Hydrochloride
  • Fortasec-d6
  • Imodium-d6
  • Imosec-d6
  • Imossel-d
  • PJ-185-d6
  • px. Brel. Dossemten-d6
  • R-18553-d6
  • 1-Piperidinebutanamide, 4-(4-chlorophenyl)-4-hydroxy-N,N-dimethyl-.alpha.,.alpha.-diphenyl-, monohydrochloride
  • 4-(p-chlorophenyl)-4-hydroxy-n,n-dimethyl-α,α-diphenyl-1-piperidinebutyramide hydrochloride
  • LOPERAMIDEHYDROCHLORIDE,USP
  • Loperamide hydrochloride, Vetranal
  • LOPERAMIDE HYDROCHLROIDE
  • 4-(4-Chlorophenyl)-4-hydroxy-N,N-dimethyl-α,a-diphenyl-1-piperidinebutanamide Hydrochloride
  • Imossel
  • lopemid
  • lopemin
  • loperyl
  • pj185
  • r18553
  • 4-(4-Chlorophenyl)-4-hydroxy-N,N-(dimethyl-d6)-α,a-diphenyl-1-piperidinebutanamide Hydrochloride
  • Imossel-d6
  • 4-(4-Chlorophenyl)-N,N-dimethyl-alpha,alpha-diphenyl-4-hydroxy-1-piperidinebutanamide hydrochloride
  • Cagudalin
  • Clalet
  • Taipemin
  • 4-(4-Chlorophenyl)-4-hydroxy-N,N-dimethyl-α,α-diphenyl-1-piperidinebutanamidehydrochloride
  • Loperamide Hydrochloride (200 mg)
  • Loperamide hydrochlo
  • LUPERAMIDE HCL
  • 4-(4-Chlorophenyl)-4-hydroxy-N,N-(diMethyl-d6)-α,α-diphenyl-1-piperidinebutanaMide Hydrochloride
  • Arret-d6
  • Blox-d6
  • Brek-d6
  • Dissenten-d6
  • IModiuM A-D-d6
  • LopeMid-d6
  • LopeMin-d6
  • Loperazine-d6
  • Loperyl-d6
  • LopodiuM-d6
  • Maalox Antidiarrheal-d6
  • NSC 696356-d6
  • Suprasec-d6
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