CAS 34552-83-5|4-[4-(4-chlorophenyl)-4-hydroxypiperidin-1-yl]-N,N-dimethyl-2,2-diphenylbutanamide hydrochloride|Loperamide hydrochloride|loperamide hydrochloride|洛哌丁胺盐酸盐|Loperamide hydrochlo...

General Information

Structure

Molecular Formula

C₂₉H₃₄Cl₂N₂O₂

Molecular Mass

513.49846

Exact Mass

512.1997337

Charge

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

Canonic Smiles

Clc1ccc(cc1)C1(O)CCN(CC1)CCC(C(=O)N(C)C)(c1ccccc1)c1ccccc1.Cl

Isomeric Smiles

c1c(ccc(c1)C1(CCN(CC1)CCC(C(=O)N(C)C)(c1ccccc1)c1ccccc1)O)Cl.Cl

Calculated Properties

JChem

Acid pKa

13.964883

H Acceptors

H Donor

LogD (pH = 5.5)

1.4130412

LogD (pH = 7.4)

2.771404

Log P

4.7711906

Molar Refractivity

139.319

Polarizability

54.263134

Polar Surface Area

43.78

Rotatable Bonds

Lipinski's Rule of Five

false

Data Source

Names and Identifiers

IUPAC name

4-[4-(4-chlorophenyl)-4-hydroxypiperidin-1-yl]-N,N-dimethyl-2,2-diphenylbutanamide hydrochloride

Synonyms

Loperamide hydrochloride洛哌丁胺盐酸盐Loperamide hydrochloride4-(对-氯苯基)-4-羟基-N,N-二甲基-α,α-二苯基-1-哌啶丁酰胺盐酸盐4-[4-(4-chlorophenyl)-4-hydroxypiperidin-1-yl]-N,N-dimethyl-2,2-diphenylbutanamide hydrochloride4-(p-Chlorophenyl)-4-hydroxy-N,N-dimethyl-α,α-diphenyl-1-piperidinebutyramide hydrochlorideLoperylImodium A-DFortasecSuprasecLopodiumNSC 6963564-(4-chlorophenyl)-4-hydroxy-N,N-dimethyl-α,α-diphenyl-1-piperidine butanamideBloxTeblocR 18553Maalox AntidiarrhealLOPERAMIDEImodiumLopemidPJ 185BrekLopeminImosecDissentenLoperazineImosselArret4-(4-Chlorophenyl)-4-hydroxy-N,N-dimethyl-α,α-diphenyl-1-piperidinebutanamide Hydrochloride

IUPAC Traditional name

loperamide hydrochloride imodium hydrochloride

Names and Identifiers

Registration numbers

PubChem SID

2486077724278042162037959

CAS Number

MDL Number

EC Number

PubChem CID

Registration numbers

Properties

Pharmacology Properties

human ... OPRM1(4988)

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

Selleck Chemicals

S2480

Research Area: Metabolic Disease
Biological Activity:
Loperamide is an opioid-receptor agonist with an ED50 of 0.15 mg/kg. It acts on the μ-opioid receptors in the myenteric plexus of the large intestine; by itself it does not affect the central nervous system like other opioids. It works by decreasing the activity of the myenteric plexus, which, like morphine, decreases the tone of the longitudinal smooth muscles but increases tone of circular 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. [1][2]

MP Biomedicals

02153676

Hydrochloride
Calcium channel antagonist.

Sigma Aldrich

L4762

Biochem/physiol Actions
Non-selective Ca2+ channel blocker. At nanomolar concentrations, binds to μ opioid receptors; does not cross blood brain barrier.

34014

Legal Information
VETRANAL is a trademark of Sigma-Aldrich Co. LLC

PHR1162

General description
This certified reference material (CRM) is produced and certified in accordance with ISO/IEC 17025 and ISO Guide 34.
Other Notes
Values of analytes vary lot to lot.

TRC

L469450

Used as an antidiarrheal.

Molecule Details

References

PubChem Literature

From Data Sources

• http://en.wikipedia.org/wiki/Loperamide

• Carter, J.E., et al.: Anal. Profiles Drug Subs., 19, 341 (1973)

• Stokbroekx, et al.: J. Med. Chem., 1, 782 (1973)

References

Bioactivity

PubChem BioAssay

Bioactivity

Names and Identifiers

IUPAC name

4-[4-(4-chlorophenyl)-4-hydroxypiperidin-1-yl]-N,N-dimethyl-2,2-diphenylbutanamide hydrochloride

Synonyms

IUPAC Traditional name

loperamide hydrochloride imodium hydrochloride

Registration numbers

PubChem SID

2486077724278042162037959

CAS Number

MDL Number

EC Number

PubChem CID

Molecule Details

S2480

Hydrochloride
Calcium channel antagonist.

Sigma Aldrich

L4762

Biochem/physiol Actions
Non-selective Ca2+ channel blocker. At nanomolar concentrations, binds to μ opioid receptors; does not cross blood brain barrier.

34014

Legal Information
VETRANAL is a trademark of Sigma-Aldrich Co. LLC

PHR1162

General description
This certified reference material (CRM) is produced and certified in accordance with ISO/IEC 17025 and ISO Guide 34.
Other Notes
Values of analytes vary lot to lot.

TRC

L469450

Used as an antidiarrheal.

References

PubChem Literature

From Data Sources

• http://en.wikipedia.org/wiki/Loperamide

• Carter, J.E., et al.: Anal. Profiles Drug Subs., 19, 341 (1973)

• Stokbroekx, et al.: J. Med. Chem., 1, 782 (1973)

Bioactivity

PubChem BioAssay

Properties

Pharmacology Properties

human ... OPRM1(4988)

Molecule

ID:73039