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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

Molecular Formula C16H25NO3
Molecular Weight 279.3746
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 3 / 3
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

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
Record UNII
9J92U4CVS0
Record Status Validated (UNII)
Record Version