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Alvimopan metabolite (ADL08-0011),hydrochloride salt

CAS No.
170098-43-8
Chemical Name:
Alvimopan metabolite (ADL08-0011),hydrochloride salt
Synonyms
Alvimopan Impurity 21;ADL 08-0011 (hydrochloride);Alvimopan Metabolite 1 (ADL 08-0011) HCl;Alvimopan metabolite (ADL08-0011),hydrochloride salt;(3R,4R)-1-((2S)-2-Benzyl-2-carboxyethyl)-4-(3-hydroxyphenyl)-3,4-dimethylpiperidine hydrochloride
CBNumber:
CB08020783
Molecular Formula:
C23H30ClNO3
Molecular Weight:
403.95
MDL Number:
MOL File:
170098-43-8.mol
Last updated:2025-04-17 18:22:24

Alvimopan metabolite (ADL08-0011),hydrochloride salt Properties

storage temp. -20°C
solubility DMSO: soluble,Methanol: soluble
form A solid

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P264-P270-P301+P312-P330-P501
NFPA 704
0
2 0

Alvimopan metabolite (ADL08-0011),hydrochloride salt Chemical Properties,Uses,Production

Uses

Alvimopan metabolite hydrochloride is a peripherally restricted Opioid Receptor antagonist that inhibits the amplitude of electrically evoked contractions and spontaneous mechanical activity in guinea pig ileum[1].

Biological Activity

ADL 08-0011 is an active metabolite of the μ-opioid receptor antagonist alvimopan .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

References

1.Beattie, D.T., Cheruvu, M., Mai, N., et al.The in vitro pharmacology of the peripherally restricted opioid receptor antagonists, alvimopan, ADL 08-0011 and methylnaltrexoneNaunyn Schmiedebergs Arch. Pharmacol.375(3)205-220(2007) 2.Armstrong, S.R., Campbell, C.B., Richardson, C.L., et al.The in vivo pharmacodynamics of the novel opioid receptor antagonist, TD-1211, in models of opioid-induced gastrointestinal and CNS activityNaunyn Schmiedebergs Arch Pharmacol.386(6)471-478(2013)

Alvimopan metabolite (ADL08-0011),hydrochloride salt Preparation Products And Raw materials

Raw materials

Preparation Products

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Alvimopan metabolite (ADL08-0011),hydrochloride salt Alvimopan Metabolite 1 (ADL 08-0011) HCl Alvimopan Impurity 21 ADL 08-0011 (hydrochloride) (3R,4R)-1-((2S)-2-Benzyl-2-carboxyethyl)-4-(3-hydroxyphenyl)-3,4-dimethylpiperidine hydrochloride 170098-43-8