6β-Naltrexol

Modify Date: 2025-08-25 17:22:44

6β-Naltrexol Structure
6β-Naltrexol structure
Common Name 6β-Naltrexol
CAS Number 49625-89-0 Molecular Weight 343.42
Density 1.48g/cm3 Boiling Point 557.5ºC at 760mmHg
Molecular Formula C20H25NO4 Melting Point 90-96ºC
MSDS N/A Flash Point 291ºC
Symbol GHS02 GHS06 GHS08
GHS02, GHS06, GHS08
Signal Word Danger

 Use of 6β-Naltrexol


6β-Naltrexol (6β-Hydroxynaltrexone), the primary metabolite of Naltrexone, is a peripherally selective opioid antagonist. 6β-Naltrexol selectively inhibits gastrointestinal opioid effects in human subjects and inhibits Morphine-induced slowing of gastrointestinal transit[1].

 Names

Name 6β-Naltrexol
Synonym More Synonyms

 6β-Naltrexol Biological Activity

Description 6β-Naltrexol (6β-Hydroxynaltrexone), the primary metabolite of Naltrexone, is a peripherally selective opioid antagonist. 6β-Naltrexol selectively inhibits gastrointestinal opioid effects in human subjects and inhibits Morphine-induced slowing of gastrointestinal transit[1].
Related Catalog
References

[1]. Cone EJ, et al. Biosynthesis, isolation, and identification of 6-beta-hydroxynaltrexone, a major human metabolite of naltrexone. J Pharm Sci. 1975 Apr;64(4):618-21.  

[2]. Yancey-Wrona J, et al. 6β-naltrexol, a peripherally selective opioid antagonist that inhibits morphine-induced slowing of gastrointestinal transit: an exploratory study. Pain Med. 2011 Dec;12(12):1727-37.  

 Chemical & Physical Properties

Density 1.48g/cm3
Boiling Point 557.5ºC at 760mmHg
Melting Point 90-96ºC
Molecular Formula C20H25NO4
Molecular Weight 343.42
Flash Point 291ºC
Exact Mass 343.17800
PSA 73.16000
LogP 1.25510
Index of Refraction 1.719
InChIKey JLVNEHKORQFVQJ-PYIJOLGTSA-N
SMILES Oc1ccc2c3c1OC1C(O)CCC4(O)C(C2)N(CC2CC2)CCC314

 Safety Information

Symbol GHS02 GHS06 GHS08
GHS02, GHS06, GHS08
Signal Word Danger
Hazard Statements H225-H301 + H311 + H331-H370
Precautionary Statements P210-P260-P280-P301 + P310-P311
RIDADR UN1230 - class 3 - PG 2 - Methanol, solution

 Articles26

More Articles
Conformational analysis of 6α- and 6β-naltrexol and derivatives and relationship to opioid receptor affinity.

J. Chem. Inf. Model. 52(2) , 391-5, (2012)

Naltrexol and its C₆ α and β desoxy, iodo, mesyl, tosyl, trifyl, dimethylcarbamyl, and diphenylcarbamyl derivatives were studied in their energy-minimized C ring chair-like and boat-like conformations...

In vivo evaluation of a transdermal codrug of 6-beta-naltrexol linked to hydroxybupropion in hairless guinea pigs.

Eur. J. Pharm. Sci. 33(4-5) , 371-9, (2008)

6-Beta-naltrexol is the major active metabolite of naltrexone, NTX, a potent mu-opioid receptor antagonist used in the treatment of alcohol dependence and opioid abuse. Compared to naloxone, NTX has a...

Comparison of naltrexone, 6alpha-naltrexol, and 6beta-naltrexol in morphine-dependent and in nondependent rhesus monkeys.

Psychopharmacology 195(4) , 479-86, (2008)

Some opioid receptor ligands that appear to be neutral antagonists can have inverse agonist activity under conditions of increased constitutive activity (e.g., agonist treatment).This study compared t...

 Synonyms

(4R,4aS,7R,7aR,12bS)-3-(cyclopropylmethyl)-1,2,4,5,6,7,7a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinoline-4a,7,9-triol
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