U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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 of AXOMADOL

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
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.

Approval Year

Sample Use Guides

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
Name Type Language
AXOMADOL
INN   USAN  
INN   USAN  
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
Created by admin on Sat Dec 16 17:55:18 GMT 2023 , Edited by admin on Sat Dec 16 17:55:18 GMT 2023
Code System Code Type Description
SMS_ID
300000034163
Created by admin on Sat Dec 16 17:55:18 GMT 2023 , Edited by admin on Sat Dec 16 17:55:18 GMT 2023
PRIMARY
CAS
187219-99-4
Created by admin on Sat Dec 16 17:55:18 GMT 2023 , Edited by admin on Sat Dec 16 17:55:18 GMT 2023
PRIMARY
FDA UNII
9J92U4CVS0
Created by admin on Sat Dec 16 17:55:18 GMT 2023 , Edited by admin on Sat Dec 16 17:55:18 GMT 2023
PRIMARY
INN
8273
Created by admin on Sat Dec 16 17:55:18 GMT 2023 , Edited by admin on Sat Dec 16 17:55:18 GMT 2023
PRIMARY
PUBCHEM
15344754
Created by admin on Sat Dec 16 17:55:18 GMT 2023 , Edited by admin on Sat Dec 16 17:55:18 GMT 2023
PRIMARY
EPA CompTox
DTXSID10171992
Created by admin on Sat Dec 16 17:55:18 GMT 2023 , Edited by admin on Sat Dec 16 17:55:18 GMT 2023
PRIMARY
USAN
RR-85
Created by admin on Sat Dec 16 17:55:18 GMT 2023 , Edited by admin on Sat Dec 16 17:55:18 GMT 2023
PRIMARY
ChEMBL
CHEMBL2107731
Created by admin on Sat Dec 16 17:55:18 GMT 2023 , Edited by admin on Sat Dec 16 17:55:18 GMT 2023
PRIMARY
NCI_THESAURUS
C72138
Created by admin on Sat Dec 16 17:55:18 GMT 2023 , Edited by admin on Sat Dec 16 17:55:18 GMT 2023
PRIMARY