Tìm theo
Loperamide
Các tên gọi khác (4 ) :
  • Loperamid
  • Loperamida
  • Lopéramide
  • Loperamidum
Thuốc tiêu chảy
Thuốc Gốc
Small Molecule
CAS: 53179-11-6
ATC: A07DA03, A07DA05
ĐG : Advanced Pharmaceutical Services Inc.
CTHH: C29H33ClN2O2
PTK: 477.038
One of the long-acting synthetic antidiarrheals; it is not significantly absorbed from the gut, and has no effect on the adrenergic system or central nervous system, but may antagonize histamine and interfere with acetylcholine release locally. [PubChem]
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C29H33ClN2O2
Phân tử khối
477.038
Monoisotopic mass
476.223056017
InChI
InChI=1S/C29H33ClN2O2/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
InChI Key
InChIKey=RDOIQAHITMMDAJ-UHFFFAOYSA-N
IUPAC Name
4-[4-(4-chlorophenyl)-4-hydroxypiperidin-1-yl]-N,N-dimethyl-2,2-diphenylbutanamide
Traditional IUPAC Name
loperamide
SMILES
CN(C)C(=O)C(CCN1CCC(O)(CC1)C1=CC=C(Cl)C=C1)(C1=CC=CC=C1)C1=CC=CC=C1
Độ tan chảy
222.1
Độ hòa tan
Slight
logP
5.5
logS
-5.7
pKa (strongest acidic)
13.96
pKa (Strongest Basic)
9.41
PSA
43.78 Å2
Refractivity
139.32 m3·mol-1
Polarizability
52.67 Å3
Rotatable Bond Count
7
H Bond Acceptor Count
3
H Bond Donor Count
1
Physiological Charge
1
Number of Rings
4
Bioavailability
1
Rule of Five
true
MDDR-Like Rule
true
Dược Lực Học : Loperamide is a synthetic anti-diarrheal indicated for the control and symptomatic relief of acute nonspecific diarrhea and of chronic diarrhea associated with inflammatory bowel disease. Loperamide is also indicated for reducing the volume of discharge from ileostomies. In man, Loperamide prolongs the transit time of the intestinal contents. It reduces the daily fecal volume, increases the viscosity and bulk density, and diminishes the loss of fluid and electrolytes. Tolerance to the antidiarrheal effect has not been observed. Loperamide is an opioid receptor agonist and acts on the mu opioid receptors in the myenteric plexus large intestines; it does not affect the central nervous system like other opioids. It works specifically by decreasing the activity of the myenteric plexus which decreases the motility of the circular and longitudinal smooth muscles of the intestinal wall. This increases the amount of time substances stay in the intestine, allowing for more water to be absorbed out of the fecal matter. Loperamide also decreases colonic mass movements and suppresses the gastrocolic reflex.
Cơ Chế Tác Dụng : One of the long-acting synthetic antidiarrheals; it is not significantly absorbed from the gut, and has no effect on the adrenergic system or central nervous system, but may antagonize histamine and interfere with acetylcholine release locally. [PubChem] In vitro and animal studies show that Loperamide acts by slowing intestinal motility and by affecting water and electrolyte movement through the bowel. Loperamide inhibits peristaltic activity by a direct effect on the circular and longitudinal muscles of the intestinal wall. It is a non-selective calcium channel blocker and binds to opioid mu-receptors. Evidence also suggests that at higher concentrations it binds to calmodulin.
Dược Động Học :
▧ Absorption :
Not significantly absorbed from the gut
▧ Protein binding :
97%
▧ Metabolism :
Hepatic
▧ Route of Elimination :
Excretion of the unchanged loperamide and its metabolites mainly occurs through the feces.
▧ Half Life :
9.1 to 14.4 hours (average 10.8 hours)
Độc Tính : Oral, mouse: LD50 = 105 mg/kg. Symptoms of overdose include constipation, drowsiness, lethargy, and nausea.
Chỉ Định : For the control and symptomatic relief of acute nonspecific diarrhea and of chronic diarrhea associated with inflammatory bowel disease or gastroenteritis. Also used for reducing the volume of discharge from ileostomies.
Liều Lượng & Cách Dùng : Solution - Oral
Tablet - Oral
Dữ Kiện Thương Mại
Giá thị trường
Nhà Sản Xuất
  • Công ty : Nordic Drugs
    Sản phẩm biệt dược : Dimor
  • Công ty : Esteve
    Sản phẩm biệt dược : Fortasec
  • Sản phẩm biệt dược : Imodium
  • Sản phẩm biệt dược : Imodium A-D
  • Công ty : Chattem, Inc.
    Sản phẩm biệt dược : Kaopectate II
  • Công ty : Sandoz
    Sản phẩm biệt dược : Lopedium
  • Công ty : Sandoz
    Sản phẩm biệt dược : Lopedium express
  • Công ty : Valeant
    Sản phẩm biệt dược : Loperacap
  • Công ty : Orion
    Sản phẩm biệt dược : Lopex
  • Sản phẩm biệt dược : Maalox Anti-Diarrheal
  • Sản phẩm biệt dược : Pepto Diarrhea Control
Đóng gói
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB00836
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=3955
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46504591
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C07080
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D08144
ChemSpider
http://www.chemspider.com/Chemical-Structure.3818.html
BindingDB
http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=50017698
National Drug Code Directory
http://www.hipaaspace.com/Medical_Billing/Coding/National.Drug.Codes/PDF/0378-2100-01
PharmGKB
http://www.pharmgkb.org/drug/PA450262
Wikipedia
http://en.wikipedia.org/wiki/Loperamide
RxList
http://www.rxlist.com/cgi/generic3/loperamide.htm
PDRhealth
http://www.pdrhealth.com/drug_info/rxdrugprofiles/drugs/imo1206.shtml
Drugs.com
http://www.drugs.com/cdi/loperamide.html
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