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Substance Name: Alvimopan [USAN:INN:BAN]
RN: 170098-38-1
UNII: 677C126AET
InChIKey: USPVLEIQIUNQGE-DBFLIVQGSA-N

Note

  • Mu opioid receptor antagonist; intended to treat constipation in patients taking opiates for pain.

Molecular Formula

  • C25-H32-N2-O4.2H2-O

Molecular Weight

  • 460.567
 

Classification Codes

  • Drug / Therapeutic Agent
  • Gastrointestinal Agents
  • Opioid Antagonist
  • Peripherally Restricted mu Opioid Receptor Antagonist

Names and Synonyms

Name of Substance

  • Alvimopan
  • Alvimopan [USAN:INN:BAN]

Synonyms

  • (((2S)-2-(((3R,4R)-4-(3-Hydroxyphenyl)-3,4-dimethylpiperidin-1-yl)methyl)-3-phenylpropanoyl)amino)acetic acid dihydrate
  • ADL 8-2698
  • Alvimopan
  • Alvimopan hydrate
  • Entereg
  • Glycine, N-(2-((4-(3-hydroxyphenyl)-3,4-dimethyl-1-piperidinyl)methyl)-1-oxo-3-phenylpropyl)-, dihydrate, (3R-(1(S*),3alpha,4alpha))-
  • LY 246736 dihydrate
  • LY246736
  • UNII-677C126AET

Systematic Names

  • (((2S)-2-(((3R,4R)-4-(3-Hydroxyphenyl)-3,4-dimethylpiperidin-1-yl)methyl)-3-phenylpropanoyl)amino)acetic acid dihydrate
  • Glycine, N-((2S)-2-(((3R,4R)-4-(3-hydroxyphenyl)-3,4-dimethyl-1-piperidinyl)methyl)-1-oxo-3-phenylpropyl)-, dihydrate
  • Glycine, N-(2-((4-(3-hydroxyphenyl)-3,4-dimethyl-1-piperidinyl)methyl)-1-oxo-3-phenylpropyl)-,dihydrate, (3R-(1(S*),3-alpha,4-alpha))-

Registry Numbers

CAS Registry Number

  • 170098-38-1

FDA UNII

  • 677C126AET

Related Registry Number

  • 156053-89-3 (anhydrous)

System Generated Number

  • 0170098381

Molecular Formulas

Molecular Formula

  • C25-H32-N2-O4.2H2-O

Molecular Formula Fragments

  • C25-H32-N2-O4
  • COMPONENT
  • H2-O

Structure Descriptors

InChI

1S/C25H32N2O4.2H2O/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);2*1H2/t18-,20-,25+;;/m0../s1

InChIKey

USPVLEIQIUNQGE-DBFLIVQGSA-N

Smiles

C(CNC([C@@H](Cc1ccccc1)C[N@@]1C[C@@H]([C@](CC1)(C)c1cc(ccc1)O)C)=O)(=O)O.O.O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD oral > 500mg/kg (500mg/kg)   Drugs of the Future. Vol. 19, Pg. 1078, 1994.
rat LD intravenous > 20mg/kg (20mg/kg)   Drugs of the Future. Vol. 19, Pg. 1078, 1994.
rat LD oral > 500mg/kg (500mg/kg)   Drugs of the Future. Vol. 19, Pg. 1078, 1994.