An internal standard for the quantification of alvimopan
Related Products
Unlabeled Version(s)
23902Alvimopan
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Alvimopan-d5

Item No. 33812

Technical Information
Formal Name
N-[2-[[(3R,4R)-4-(3-hydroxyphenyl)-3,4-dimethyl-1-piperidinyl]methyl]-1-oxo-3-(phenyl-d5)propyl]-glycine
Synonyms
  • ADL 8-2698-d5
Molecular Formula
C25H27D5N2O4
Formula Weight
Purity
≥99% deuterated forms (d1-d5)
Formulation
A solid
DMSO: solubleMethanol: soluble
SMILES
C[C@]1(C2=CC(O)=CC=C2)[C@H](CN(CC1)CC(C(NCC(O)=O)=O)CC3=C([2H])C([2H])=C([2H])C([2H])=C3[2H])C
InChi Code
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/i3D,4D,5D,7D,8D
InChi Key
UPNUIXSCZBYVBB-VZVPYXQSSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

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    Product Description

    Alvimopan-d5 is intended for use as an internal standard for the quantification of alvimopan (Item No. 23902) by GC- or LC-MS. Alvimopan is a μ-opioid receptor antagonist (Ki = 0.47 nM).1 It is selective over the κ- and δ-opioid receptors (Kis= 100 nM and 12 nM, respectively). Alvimopan inhibits μ-opioid receptor-mediated GTP binding to CHO cell membranes with an IC50 value of 1.7 nM. It inhibits morphine-induced slowing of colorectal transit in mice with an ED50 value of 0.41 mg/kg.2 Alvimopan (0.3 and 1 mg/kg, p.o.) reduces inhibition of gastrointestinal (GI) transit induced by morphine, but not apraclonidine (Item No. 23904), in rats. Formulations containing alvimopan have been used in the treatment of opioid-induced bowel dysfunction.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Le Bourdonnec, B., Barker, W.M., Belanger, S., et alNovel trans-3,4-dimethyl-4-(3-hydroxyphenyl)piperidines as μ opioid receptor antagonists with improved opioid receptor selectivity profiles. Bioorg. Med. Chem. Lett. 18(6), 2006-2012 (2008).

    2. Greenwood-Van Meerveld, B., Gardner, C.J., Little, P.J., et alPreclinical studies of opioids and opioid antagonists on gastrointestinal function. Neurogastroenterol. Motil. 16(Suppl. 2), 46-53 (2004).