An active metabolite of alvimopan
Related Products
Parent Compound(s)
23902Alvimopan
Technical Support & Resources

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ADL 08-0011 (hydrochloride)

Item No. 34298

Technical Information
Formal Name
[3R-[1(S*),3α,4α]]-4-(3-hydroxyphenyl)-3,4-dimethyl-α-(phenylmethyl)-1-piperidinepropanoic acid, monohydrochloride
CAS Number
170098-43-8
Molecular Formula
C23H29NO3 • HCl
Formula Weight
Purity
≥90%
A solid
DMSO: solubleMethanol: soluble
SMILES
C[C@]1(C2=CC(O)=CC=C2)[C@H](CN(CC1)C[C@@H](C(O)=O)CC3=CC=CC=C3)C.Cl
InChi Code
InChI=1S/C23H29NO3.ClH/c1-17-15-24(12-11-23(17,2)20-9-6-10-21(25)14-20)16-19(22(26)27)13-18-7-4-3-5-8-18;/h3-10,14,17,19,25H,11-13,15-16H2,1-2H3,(H,26,27);1H/t17-,19-,23+;/m0./s1
InChi Key
GHNZFXKSUXOYEJ-HWHKPKNSSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    Product Description

    ADL 08-0011 is an active metabolite of the μ-opioid receptor antagonist alvimopan (Item No. 23902).1 It is produced from alvimopan via amide hydrolysis by gut microbiota. ADL 08-0011 is a μ-opioid receptor antagonist (Ki = 0.25 nM). It is selective for μ-opioid receptors over κ- and δ-opioid receptors (Kis = 15.8 and 31.6 nM, respectively). ADL 08-0011 inhibits endomorphin 1-induced inhibition of electrically induced contraction of isolated guinea pig ileum (pA2 = 9.4). In vivo, ADL 08-0011 (0.03-1 mg/kg) reverses loperamide-induced delayed gastric emptying in a rat model of castor oil-induced diarrhea.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Beattie, D.T., Cheruvu, M., Mai, N., et alThe in vitro pharmacology of the peripherally restricted opioid receptor antagonists, alvimopan, ADL 08-0011 and methylnaltrexone. Naunyn Schmiedebergs Arch. Pharmacol. 375(3), 205-220 (2007).

    2. Armstrong, S.R., Campbell, C.B., Richardson, C.L., et alThe in vivo pharmacodynamics of the novel opioid receptor antagonist, TD-1211, in models of opioid-induced gastrointestinal and CNS activity. Naunyn Schmiedebergs Arch Pharmacol. 386(6), 471-478 (2013).