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Respiratory, allergy and digestive drugs

Alvimopan

Also known as Alvimopan anhydrous, Entereg, Adl 8-2698

CAS 156053-89-3Formula C25H32N2O4Molar mass 424.54 g/molEC 110-129-5
GHS signal word: Warning. Pictograms: Harmful or irritant 32 suppliers listed Drug substance
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Alvimopan chemical structure, C25H32N2O4, CAS 156053-89-3
2D chemical structure

Key facts

What buyers check first

All properties
CAS number
156053-89-3
Formula
C25H32N2O4
Molar mass
424.54 g/mol
Solubility
White to light beige powder. Solubility: <0.1 mg/mL in water or buffered solutions betwe…
HS code
293339
Category
Respiratory, allergy and digestive drugs

What is Alvimopan?

Plain description, key identifiers and synonyms

Alvimopan is a synthetic trans-3,4-dimethyl-4-(3-hydroxyphenyl) piperidine with peripherally selective opioid mu receptor antagonist activity. Alvimopan is a selective and competitive antagonist at mu-opioid receptors, found in myenteric and submucosal neurons and the immune cells of the lamina propria in the human gut. Upon administration, this agent binds to mu-opioid receptors in the gut, thereby reversing opioid-related disturbances in gut motility. Alvimopan is approximately three to nine times more potent than naloxone.

Identifiers

Registry numbers, names and line notations, tap to copy

IUPAC name
2-[[(2S)-2-benzyl-3-[(3R,4R)-4-(3-hydroxyphenyl)-3,4-dimethylpiperidin-1-yl]propanoyl]amino]acetic acid
CAS number
156053-89-3 CAS number cross-checkedOther or deprecated CAS: 145590-44-9, 170098-38-1
EC numbers
110-129-5, 814-137-6
Molecular formula
C25H32N2O4
UNII
Q153V49P3Z
MDL number
MFCD09838268
InChIKey
UPNUIXSCZBYVBB-JVFUWBCBSA-N
InChI
InChI=1S/C25H32N2O4/c1-18-16-27(12-11-25(18,2)21-9-6-10-22(28)14-21)17-20(24(31)26-15-23(29)30)13-19-7-4-3-5-8-19/h3-10,14,18,20,28H,11-13,15-17H2,1-2H3,(H,26,31)(H,29,30)/t18-,20-,25+/m0/s1
Canonical SMILES
CC1CN(CC(Cc2ccccc2)C(=O)NCC(=O)O)CCC1(C)c1cccc(O)c1
Isomeric SMILES
C[C@H]1CN(CC[C@@]1(C)C2=CC(=CC=C2)O)C[C@H](CC3=CC=CC=C3)C(=O)NCC(=O)O

Synonyms

  • Alvimopan anhydrous
  • Entereg
  • Adl 8-2698
  • anhydrous alvimopan
  • trans-3,4-dimethyl-4-(3-hydroxyphenyl) piperidine
  • Glycine, N-[(2S)-2-[[(3R,4R)-4-(3-hydroxyphenyl)-3,4-dimethyl-1-piperidinyl]methyl]-1-oxo-3-phenylpropyl]-
  • LY-246736 dihydrate
  • 2-[(2S)-2-benzyl-3-[(3R,4R)-4-(3-hydroxyphenyl)-3,4-dimethylpiperidin-1-yl]propanamido]acetic acid
  • Glycine, N-((2S)-2-(((3R,4R)-4-(3-hydroxyphenyl)-3,4-dimethyl-1-piperidinyl)methyl)-1-oxo-3-phenylpropyl)-
  • alvimopanum
  • 2-(((2S)-2-(((3R,4R)-4-(3-hydroxyphenyl)-3,4-dimethylpiperidin-1-yl)methyl)-3-phenylpropanoyl)amino)acetic acid
  • 2-((2S)-2-benzyl-3-((3R,4R)-4-(3-hydroxyphenyl)-3,4-dimethylpiperidin-1-yl)propanamido)acetic acid
  • 2-[[(2S)-2-[[(3R,4R)-4-(3-hydroxyphenyl)-3,4-dimethylpiperidin-1-yl]methyl]-3-phenylpropanoyl]amino]acetic acid
  • (((2S)-2-(((3R,4R)-4-(3-Hydroxyphenyl)-3,4-dimethylpiperidin-1-yl)methyl)-3-phenylpropanoyl)amino)acetic acid dihydrate
  • 2-((S)-2-benzyl-3-((3R,4R)-4-(3-hydroxyphenyl)-3,4-dimethylpiperidin-1-yl)propanamido)acetic acid
  • LY 246736
  • 2-[[(2S)-2-benzyl-3-[(3R,4R)-4-(3-hydroxyphenyl)-3,4-dimethylpiperidin-1-yl]propanoyl]amino]acetic acid
  • N-[(2S)-2-{[(3R,4R)-4-(3-hydroxyphenyl)-3,4-dimethylpiperidin-1-yl]methyl}-3-phenylpropanoyl]glycine
  • N-((2S)-2-(((3R,4R)-4-(3-Hydroxyphenyl)-3,4-dimethyl-1-piperidinyl)methyl)-1-oxo-3-phenylpropyl)glycine
  • N-[(2S)-2-[[(3R,4R)-4-(3-Hydroxyphenyl)-3,4-dimethyl-1-piperidinyl]methyl]-1-oxo-3-phenylpropyl]glycine
  • Alvimopan, >=98% (HPLC)
  • ((S)-2-benzyl-3-((3R,4R)-4-(3-hydroxyphenyl)-3,4-dimethylpiperidin-1-yl)propanoyl)glycine
  • ADL 8-2698, LY 246736
  • (((2S)-2-(((3R,4R)-4-(3-Hydroxyphenyl)-3,4-dimethylpiperidin-1-yl)methyl)-3-phenylpropanoyl)amino)acetic acid
  • ((2(S)-((4(R)-(3-hydroxyphenyl)-3(R),4-dimethyl-1-piperidinyl)methyl)-1-oxo-3-phenylpropyl)amino)acetic acid
Show all 28 synonyms
  • 2-((S)-2-benzyl-3-((3R,4R)-4-(3-hydroxyphenyl)-3,4-dimethylpiperidin-1-yl)propanamido)aceticacid
  • 2-[[(2S)-2-benzyl-3-[(3R,4R)-4-(3-hydroxyphenyl)-3,4-dimethyl-1-piperidyl]propanoyl]amino]acetic acid
  • Glycine, N-(2-((4-(3-hydroxyphenyl)-3,4-dimethyl-1-piperidinyl)methyl)-1-oxo-3-phenylpropyl)-, (3r-((s*),3alpha,4.alpha.))-

Physical and chemical properties

Measured values and descriptors computed from the structure

Physical and chemical properties

Measured values, check the supplier specification for your grade

Solubility
White to light beige powder. Solubility: <0.1 mg/mL in water or buffered solutions between pH 3.0 and 9.0, 1 to 5 mg/mL in buffered solutions at pH 1.2, and 10 to 25 mg/mL in aqueous 0.1 N sodium hydroxide. /Alvimpoan dihydrate/exp.

Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.

Computed descriptors

Calculated from the structure, useful for screening and formulation

Molecular weight
424.54 g/molcalc.
Exact mass
424.2362 Dacalc.
LogP (octanol/water)
3.05calc.
Topological polar surface area
89.87 Ųcalc.
Hydrogen bond donors
3calc.
Hydrogen bond acceptors
4calc.
Rotatable bonds
8calc.
Heavy atoms
31calc.
Rings
3calc.
Aromatic rings
2calc.
Fraction sp3 carbons
0.44calc.
Formal charge
0calc.
Stereocentres
3calc.
Lipinski rule of five
Passes (0 violations)calc.

Calculated for screening. Confirm critical figures with the supplier.

Murcko scaffold

The ring system that remains when every side chain is removed

Murcko scaffold of this chemical, c1ccc(CCCN2CCC(c3ccccc3)CC2)cc1

c1ccc(CCCN2CCC(c3ccccc3)CC2)cc1

3 rings, 21 atoms, the 4-Phenyl-1-(3-phenylpropyl)piperidine ring system.

41 other chemicals share this scaffold

Safety and hazards

GHS classification summary, not a safety data sheet

GHS signal word
Warning
GHS07: Harmful or irritant
Harmful or irritant

Hazard statements

  • H302Harmful if swallowed.
Precautionary statements (5)
  • P264Wash skin thoroughly after handling.
  • P270Do not eat, drink or smoke when using this product.
  • P301 + P317If swallowed: Get medical help.
  • P330Rinse mouth.
  • P501Dispose of contents and container in accordance with local regulations.

GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.

Full safety data and first aid

Alvimopan suppliers

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Where suppliers are based

32 suppliers in 8 countries

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Alvimopan price

Indicative price range per kg from live supplier offers

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Uses and applications

What the substance is used for, by industry and function

Used to accelerate the time to upper and lower gastrointestinal recovery following partial large or small bowel resection surgery with primary anastomosis. Also investigated for use in the treatment of pain (acute or chronic).

Synthetic peripherally restricted receptor opioid antagonist.

Gastrointestinal Agents.

Pharmacological actions

  • Gastrointestinal Agents

Roles

  • antineoplastic agent
  • gastrointestinal drug
  • laxative
  • pharmaceutical

Pharmacology

Alvimopan anhydrous is an Opioid Antagonist. The mechanism of action of alvimopan anhydrous is as an Opioid Antagonist.

How it is made

Preparation: B.E. Cantrell et al., European Patent Office 506478, eidem, United States of America patent 5250542 (1992, 1993 both to Lilly).

Regulatory status

Inventories, regulations and trade controls that list this substance

Health and food

  • Active ingredient in FDA approved drug labels

HS code and trade data

Customs classification and reported world trade statistics

Global trade

World import and export statistics for the HS code Alvimopan is traded under.

HS 2933.39Indicative HS code

Heterocyclic compounds containing an unfused pyridine ring (whether or not hydrogenated) in the structure…

World exports in 2024
$9.16B
−17.9% vs 2023, imports $10.6B
2019 to 2024
Top exporters
  1. China21.5%
  2. India * partner reported12.3%
  3. Ireland11.6%
Top importers
  1. Germany14.2%
  2. United States12.8%
  3. Brazil10.1%

* Partner reported figures, a lower bound.

Reported customs values in USD, not prices.Full trade data

The HS code shown for Alvimopan is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.

Frequently asked questions

Quick answers about Alvimopan, based on the data on this page

What is Alvimopan?

Alvimopan is a synthetic trans-3,4-dimethyl-4-(3-hydroxyphenyl) piperidine with peripherally selective opioid mu receptor antagonist activity. Alvimopan is a selective and competitive antagonist at mu-opioid receptors, found in myenteric and submucosal neurons and the immune cells of the lamina propria in the human gut.

What is the CAS number of Alvimopan?

The CAS registry number of Alvimopan is 156053-89-3. Other or deprecated CAS numbers: 145590-44-9, 170098-38-1.

What is the molecular formula and weight of Alvimopan?

The molecular formula of Alvimopan is C25H32N2O4 and its molar mass is 424.54 g/mol.

What is Alvimopan used for?

Used to accelerate the time to upper and lower gastrointestinal recovery following partial large or small bowel resection surgery with primary anastomosis. Also investigated for use in the treatment of pain (acute or chronic). Synthetic peripherally restricted receptor opioid antagonist. Gastrointestinal Agents.

Is Alvimopan hazardous?

Alvimopan carries the GHS signal word "Warning". Main hazards: harmful if swallowed. This summary is not an SDS, always read the supplier safety data sheet.

What is the HS code of Alvimopan?

Alvimopan is usually classified under HS code 293339 (Compounds containing an unfused pyridine ring (whether or not hydrogenated) in the…). This is indicative, confirm it with your customs broker before shipping.

Where can I buy Alvimopan?

CompoundList lists 32 suppliers of Alvimopan in China, United States, Canada, Germany and 4 more. Send one free request to get and compare quotes. Your contact details stay private until you accept a quote.

Where can I buy Alvimopan in India?

1 supplier in India list Alvimopan on CompoundList. Filter the suppliers list by country and send a request to compare prices, grades and delivery times.

What is the price of Alvimopan?

Suppliers quote Alvimopan on request because prices depend on grade, purity, quantity and destination. A free request on CompoundList gets you several quotes to compare.

Guides for buyers

Practical guides that help when you source, ship or handle Alvimopan

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Data last updated 7 Oct 2026. Details may have changed, please confirm them with the supplier. Report an error on this page
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