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

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
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.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
235 ng/mL
10 mg/kg single, oral
dose: 10 mg/kg
route of administration: Oral
experiment type: SINGLE
co-administered:
Z-160 plasma
Rattus norvegicus
population: UNKNOWN
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
771 ng/mL
2 mg/kg single, intravenous
dose: 2 mg/kg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
Z-160 plasma
Rattus norvegicus
population: UNKNOWN
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
1136 ng × h/mL
10 mg/kg single, oral
dose: 10 mg/kg
route of administration: Oral
experiment type: SINGLE
co-administered:
Z-160 plasma
Rattus norvegicus
population: UNKNOWN
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
761 ng × h/mL
2 mg/kg single, intravenous
dose: 2 mg/kg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
Z-160 plasma
Rattus norvegicus
population: UNKNOWN
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
2.1 h
10 mg/kg single, oral
dose: 10 mg/kg
route of administration: Oral
experiment type: SINGLE
co-administered:
Z-160 plasma
Rattus norvegicus
population: UNKNOWN
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
3.3 h
2 mg/kg single, intravenous
dose: 2 mg/kg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
Z-160 plasma
Rattus norvegicus
population: UNKNOWN
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
Overview

Overview

OverviewOther

Other InhibitorOther SubstrateOther Inducer

Drug as perpetrator​Tox targets

Tox targets

TargetModalityActivityMetaboliteClinical evidence
PubMed

PubMed

TitleDatePubMed
Scaffold-based design and synthesis of potent N-type calcium channel blockers.
2009 Nov 15
Structure-activity relationships of diphenylpiperazine N-type calcium channel inhibitors.
2010 Feb 15
Challenging the catechism of therapeutics for chronic neuropathic pain: Targeting CaV2.2 interactions with CRMP2 peptides.
2013 Dec 17
Patents

Patents

Sample Use Guides

375 mg BID (twice a day) for 6 weeks
Route of Administration: Oral
In Vitro Use Guide
Unknown
Name Type Language
Z-160
Common Name English
Z160
Common Name English
NP-118809
Common Name English
1-(4-BENZHYDRYL-PIPERAZIN-1-YL)-3,3-DIPHENYLPROPAN-1-ONE
Systematic Name English
MK-6721
Code English
PIPERAZINE, 1-(DIPHENYLMETHYL)-4-(1-OXO-3,3-DIPHENYLPROPYL)-
Systematic Name English
Classification Tree Code System Code
FDA ORPHAN DRUG 387412
Created by admin on Fri Dec 15 15:49:40 GMT 2023 , Edited by admin on Fri Dec 15 15:49:40 GMT 2023
Code System Code Type Description
CAS
41332-24-5
Created by admin on Fri Dec 15 15:49:40 GMT 2023 , Edited by admin on Fri Dec 15 15:49:40 GMT 2023
PRIMARY
PUBCHEM
4988454
Created by admin on Fri Dec 15 15:49:40 GMT 2023 , Edited by admin on Fri Dec 15 15:49:40 GMT 2023
PRIMARY
FDA UNII
TX3R141LEP
Created by admin on Fri Dec 15 15:49:40 GMT 2023 , Edited by admin on Fri Dec 15 15:49:40 GMT 2023
PRIMARY
ChEMBL
CHEMBL604710
Created by admin on Fri Dec 15 15:49:40 GMT 2023 , Edited by admin on Fri Dec 15 15:49:40 GMT 2023
PRIMARY
SMS_ID
300000041373
Created by admin on Fri Dec 15 15:49:40 GMT 2023 , Edited by admin on Fri Dec 15 15:49:40 GMT 2023
PRIMARY
EPA CompTox
DTXSID70407284
Created by admin on Fri Dec 15 15:49:40 GMT 2023 , Edited by admin on Fri Dec 15 15:49:40 GMT 2023
PRIMARY
DRUG BANK
DB12743
Created by admin on Fri Dec 15 15:49:40 GMT 2023 , Edited by admin on Fri Dec 15 15:49:40 GMT 2023
PRIMARY