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Details

Stereochemistry ACHIRAL
Molecular Formula C32H32N2O
Molecular Weight 460.6093
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of Z-160

SMILES

O=C(CC(C1=CC=CC=C1)C2=CC=CC=C2)N3CCN(CC3)C(C4=CC=CC=C4)C5=CC=CC=C5

InChI

InChIKey=VCPMZDWBEWTGNW-UHFFFAOYSA-N
InChI=1S/C32H32N2O/c35-31(25-30(26-13-5-1-6-14-26)27-15-7-2-8-16-27)33-21-23-34(24-22-33)32(28-17-9-3-10-18-28)29-19-11-4-12-20-29/h1-20,30,32H,21-25H2

HIDE SMILES / InChI

Molecular Formula C32H32N2O
Molecular Weight 460.6093
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

NMED-160 (also known as MK-6721, NP-118809, Z-160) is a potent N-type calcium channel blockers, which has good selectivity over L-type calcium channels. Neuromed Pharmaceuticals developed this compound for the treatment of the chronic pain. However, that study was discontinued in 2007 in spite of absence of adverse events, but because drug did not demonstrate the ideal, pharmaceutical characteristics considered necessary to advance the compound further in development. Then Zalicus, Inc. was developing that drug for the treatment of chronic neuropathic pain associated with lumbosacral radiculopathy and post-herpetic neuralgia and drug was in the phase II clinical trial. Nevertheless, based on the result from trials, where Z160 did not meet the primary endpoint, Zalicus was also discontinuing the Z160 program.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown
Primary
Unknown
Primary
Unknown

Cmax

ValueDoseCo-administeredAnalytePopulation
235 ng/mL
10 mg/kg single, oral
Z-160 plasma
Rattus norvegicus
771 ng/mL
2 mg/kg single, intravenous
Z-160 plasma
Rattus norvegicus

AUC

ValueDoseCo-administeredAnalytePopulation
1136 ng × h/mL
10 mg/kg single, oral
Z-160 plasma
Rattus norvegicus
761 ng × h/mL
2 mg/kg single, intravenous
Z-160 plasma
Rattus norvegicus

T1/2

ValueDoseCo-administeredAnalytePopulation
2.1 h
10 mg/kg single, oral
Z-160 plasma
Rattus norvegicus
3.3 h
2 mg/kg single, intravenous
Z-160 plasma
Rattus norvegicus

OverviewOther

Other InhibitorOther SubstrateOther Inducer

Drug as perpetrator​

Tox targets

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
375 mg BID (twice a day) for 6 weeks
Route of Administration: Oral
In Vitro Use Guide
Unknown
Substance Class Chemical
Record UNII
TX3R141LEP
Record Status Validated (UNII)
Record Version