AXOMADOL

Details

Stereochemistry	RACEMIC
Molecular Formula	C16H25NO3
Molecular Weight	279.3746
Optical Activity	( + / - )
Defined Stereocenters	3 / 3
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

COC1=CC=CC(=C1)[C@]2(O)C[C@@H](O)CC[C@H]2CN(C)C

InChI

InChIKey=LQJLLAOISDVBJM-OFQRWUPVSA-N

InChI=1S/C16H25NO3/c1-17(2)11-13-7-8-14(18)10-16(13,19)12-5-4-6-15(9-12)20-3/h4-6,9,13-14,18-19H,7-8,10-11H2,1-3H3/t13-,14-,16+/m0/s1

HIDE SMILES / InChI

Molecular Formula	C16H25NO3
Molecular Weight	279.3746
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	3 / 3
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.prnewswire.com/news-releases/endo-announces-topline-results-from-phase-2-study-of-axomadol-in-chronic-low-back-pain-124769008.html | https://clinicaltrials.gov/ct2/show/NCT01043263

Axomadol is a centrally active analgesic agent with opioid agonistic properties and with inhibitory effects on the reuptake of the monoamines noradrenaline and, to serotonin [5‐hydroxytrypyamine (5‐HT)]. The drug participated in phase II clinical trials in the treatment of patients with moderate to severe chronic low back pain. As a result, the axomadol didn’t meet predetermined study endpoint, and studies were discontinued.

Originator

Approval Year

Sample Use Guides

In Vivo Use Guide

Axomadol was orally administered at doses ranging from 100 mg/day to 300 mg/day over a four-week period with a 12-week maintenance phase

Route of Administration: Oral

Substance Class	Chemical Created by `admin` on `Sat Dec 16 17:55:18 GMT 2023` Edited by `admin` on `Sat Dec 16 17:55:18 GMT 2023`
Record UNII	9J92U4CVS0
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

AXOMADOL

Official Name

English

GRT-151 FREE BASE

Code

English

(1RS,3RS,6RS)-6-[(Dimethylamino)methyl]-1-(3-methoxyphenyl)cyclohexane-1,3-diol

Systematic Name

English

AXOMADOL [USAN]

Common Name

English

BN-110 FREE BASE

Code

English

BN110 FREE BASE

Code

English

axomadol [INN]

Common Name

English

1,3-CYCLOHEXANEDIOL, 6-((DIMETHYLAMINO)METHYL)-1-(3-METHOXYPHENYL)-(1R,3R,6R)-REL-

Common Name

English

GRT151 FREE BASE

Code

English

Classification Tree Code System Code

NCI_THESAURUS

C241