Loperamide
![Loperamide Structure](CAS/GIF/53179-11-6.gif)
- CAS No.
- 53179-11-6
- Chemical Name:
- Loperamide
- Synonyms
- C07080;Tebloc;utanamide;LOPERAMIDE;Loperamide Monomer;Loperamide USP/EP/BP;4-(4-chlorophenyl)-n,n-dimethyl-alpha;4-(4-chlorophenyl)-n,n-dimethyl-alpha,alpha-diphenyl-4-hydroxy-1-piperidineb;4-(4-Chlorophenyl)-4-hydroxy-N,N-dimethyl-,-diphenyl-1-p-piperidinebutanamide;4-(4-Chlorophenyl)-4-hydroxy-N,N-dimethyl-α,α-diphenyl-1-piperidinebutyramide
- CBNumber:
- CB7402928
- Molecular Formula:
- C29H33ClN2O2
- Molecular Weight:
- 477.04
- MOL File:
- 53179-11-6.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/3/19 15:37:50
Boiling point | 647.2±55.0 °C(Predicted) |
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Density | 1.187±0.06 g/cm3(Predicted) |
pka | pKa 8.66(H2O) (Uncertain) |
BCS Class | 4 |
LogP | 2.641 at 25℃ and pH6.95 |
CAS DataBase Reference | 53179-11-6(CAS DataBase Reference) |
NIST Chemistry Reference | Loperamide(53179-11-6) |
SAFETY
Risk and Safety Statements
Symbol(GHS) | ![]() GHS06 |
---|---|
Signal word | Danger |
Hazard statements | H301 |
Precautionary statements | P264-P270-P301+P310-P321-P330-P405-P501 |
Loperamide Chemical Properties,Uses,Production
Uses
Loperamide is presently used more often as an antidiarrheal drug than as an analgesic, and it is also included in the list of over-the-counter drugs because of its insignificant action on the CNS. It reduces intestinal smooth muscle tone and motility as a result of binding to intestinal opiate receptors. It is used for symptomatic treatment of severe and chronic diarrhea of various origins. The most popular synonym for loperamide is imodium.
Definition
ChEBI: A synthetic piperidine derivative, effective against diarrhoea resulting from gastroenteritis or inflammatory bowel disease.
World Health Organization (WHO)
Loperamide, an inhibitor of intestinal peristalsis, was introduced in 1975 for the treatment of acute and chronic diarrhoea. In many countries its use was discouraged in young children. In late 1989, treatment of infants in Pakistan was associated with 19 cases of paralytic ileus, 6 of which have been fatal. This has subsequently led the major manufacturer to withdraw all drop formulations of the drug worldwide as well as the lower dose syrup forms from countries where there is a programme for the control of diarrhoeal diseases. The WHO Control of Diarrhoeal Diseases Programme recommends that loperamide should not be used in children below five year of age. (Reference: (LJJ) Letter to WHO from Johnson & Johnson, , , 21 June 1990)
General Description
Loperamide (Imodium) is a 4-phenylypiperidine with amethadone-like structure attached to the piperidine nitrogen. It acts as an antidiarrheal by directly binding tothe opiate receptors in the gut wall. Loperamide inhibitsacetylcholine and prostaglandin release, decreasing peristalsisand fluid secretion thus increasing the GI transit time andreducing the volume of fecal matter.Loperamide is sufficiently lipophilic to cross the blood-brain barrier, yet itdisplays no CNS-opioid effects. The reason for this is that itis actively pumped out of the brain via the P-glycoproteinpump (MDR1). Knockout mice with the P-glycoproteinpump genetically removed were given radiolabeled loperamideand sacrificed 4 hours later. The [3H]loperamideconcentrations were measured and compared with wild-typemice. A 13.5-fold increase in loperamide concentration wasfound in the brain of the knockouts. In addition, the micelacking the P-glycoprotein pump displayed pronouncedsigns of central opiate agonism. Loperamide is availableas 2-mg capsules for treatment of acute and chronic diarrhea.Recommended dosage is 4 mg initially, with 2 mgafter each loose stool for a maximum of 16 mg/d.
Loperamide Preparation Products And Raw materials
Raw materials
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Supplier | Tel | Country | ProdList | Advantage | Inquiry |
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KARPSCHEM LABORATORIES | +91-7249203006 +91-7249203006 | Maharashtra, India | 786 | 58 | Inquiry |
Chempro Pharma Pvt Ltd | +91-9967544178 +91-9967544178 | Maharashtra, India | 4 | 58 | Inquiry |
VIVAN Life Sciences Pvt Ltd | +91-2225870080 +91-9987465183 | Maharashtra, India | 49 | 58 | Inquiry |
Medilink Pharmachem | +91 (79) 3007-0133 | New Delhi, India | 424 | 50 | Inquiry |
Biokemix | +91 (40) 6662-6366 | New Delhi, India | 487 | 50 | Inquiry |
CLEARSYNTH LABS LTD. | +91-22-45045900 | Hyderabad, India | 6351 | 58 | Inquiry |
Pharmaffiliates Analytics and Synthetics P. Ltd | +91-172-5066494 | Haryana, India | 6773 | 58 | Inquiry |
career henan chemical co | +86-0371-86658258 +8613203830695 | China | 29888 | 58 | Inquiry |
Chongqing Chemdad Co., Ltd | +86-023-6139-8061 +86-86-13650506873 | China | 39916 | 58 | Inquiry |
CONIER CHEM AND PHARMA LIMITED | +8618523575427 | China | 49392 | 58 | Inquiry |
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