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Loperamide

CAT: 0804-HY-156131-02Size: 10 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-156131-02Size:10 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
Loperamide (ADL 2-1294) is a selective μ opioid receptor agonist with Kis of 3, 48 and 1156 nM against μ, δ and κ opioid receptor, respectively. Loperamide can be used as an antidiarrheal agent[1].
CAS Number
53179-11-6
Product Name Alternative
ADL 2-1294
UNSPSC
12352005
Hazard Statement
H315, H319, H320
Target
Opioid Receptor
Type
Reference compound
Related Pathways
GPCR/G Protein; Neuronal Signaling
Applications
COVID-19-immunoregulation
Field of Research
Inflammation/Immunology
Assay Protocol
https://www.medchemexpress.com/loperamide.html
Purity
99.85
Solubility
DMSO : 100 mg/mL (ultrasonic)
Smiles
O=C(C(C1=CC=CC=C1)(CCN2CCC(C3=CC=C(C=C3)Cl)(CC2)O)C4=CC=CC=C4)N(C)C
Molecular Formula
C29H33ClN2O2
Molecular Weight
477.04
Precautions
H315, H319, H320
References & Citations
[1]DeHaven-Hudkins DL, et al. Loperamide (ADL 2-1294), an opioid antihyperalgesic agent with peripheral selectivity. J Pharmacol Exp Ther. 1999 Apr;289 (1) :494-502.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Reference compound1
Clinical Information
Launched
Citation 01
Curr Med Sci. 2025 Aug 29.|Nature. 2025 Dec;648 (8094) :755-763.|Oncol Rep. 2025 Oct;54 (4) :133.|Phytomedicine. 2025 Oct 16:148:157417.|Cell Rep Methods. 2023 Oct 23;3 (10) :100599.|Dig Dis Sci. 2025 Nov 15.|eFood. 2025 Jul 14.|Food Qual Saf. 2024 Sep 10.|J Appl Microbiol. 2023 Aug 1;134 (8) :lxad153.|J Transl Med. 2021 Jul 23;19 (1) :317.|Viruses. 2021 Jun 28;13 (7) :1255.

Chemical Information

Loperamide

Loperamide is a synthetic piperidine derivative, effective against diarrhoea resulting from gastroenteritis or inflammatory bowel disease. It has a role as an anticoronaviral agent, a mu-opioid receptor agonist and an antidiarrhoeal drug. It is a member of piperidines, a tertiary alcohol, a monocarboxylic acid amide and a member of monochlorobenzenes. It is a conjugate base of a loperamide(1+).

CAS Number53179-11-6
PubChem CID3955
IUPAC Name4-[4-(4-chlorophenyl)-4-hydroxypiperidin-1-yl]-N,N-dimethyl-2,2-diphenylbutanamide
Molecular FormulaC29H33ClN2O2
Molecular Weight477.0
XLogP5
Topological Polar Surface Area43.8
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count7
Heavy Atom Count34
Formal Charge0
Complexity623
SMILES
CN(C)C(=O)C(CCN1CCC(CC1)(C2=CC=C(C=C2)Cl)O)(C3=CC=CC=C3)C4=CC=CC=C4
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
InChIKey
RDOIQAHITMMDAJ-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Loperamide
CAS: 53179-11-6
CID: 3955
Formula: C29H33ClN2O2
MW: 477.0
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight477.0
XLogP35
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count7
Exact Mass476.2230560
Monoisotopic Mass476.2230560
Topological Polar Surface Area43.8 Ų
Heavy Atom Count34
Formal Charge0
Complexity623
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
T25753-01Loperamide oxide
2683-1000Loperamide hydrochloride
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RM-L160515-01Loperamide Impurity 15 (N-Desmethyl Loperamide)
CS-O-02923Loperamide-d6
GTR19189690Loperamide phenyl
AR-L01815-01Loperamide Impurity
RM-L160510-01Loperamide D6

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