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

Details

Stereochemistry ACHIRAL
Molecular Formula C32H35F3N4O5S
Molecular Weight 644.704
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of AZD-7295

SMILES

CCCS(=O)(=O)N1CCN(CC2=CC=C(NC(=O)C3=CC=C(C=C3)C4=C(OC(F)(F)F)C=CC(NC(=O)C5CC5)=C4)C=C2)CC1

InChI

InChIKey=MAQDQJWCSSCURR-UHFFFAOYSA-N
InChI=1S/C32H35F3N4O5S/c1-2-19-45(42,43)39-17-15-38(16-18-39)21-22-3-11-26(12-4-22)36-30(40)24-7-5-23(6-8-24)28-20-27(37-31(41)25-9-10-25)13-14-29(28)44-32(33,34)35/h3-8,11-14,20,25H,2,9-10,15-19,21H2,1H3,(H,36,40)(H,37,41)

HIDE SMILES / InChI

Molecular Formula C32H35F3N4O5S
Molecular Weight 644.704
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

A-689 (AZD-7295) was the lead compound from Arrow Therapeutics' second series of hepatitis C virus (HCV) NS5a inhibitors. AZD-7295 is a selective inhibitor of HCV NS5A within vitroantiviral activity of 7nM and 1.24mM against HCV genotype1b and 1a replicons respectively, with significant liver concentrationin preclinical studies. AZD-7295 was well tolerated at repeated doses ofup to 700 mg daily. AZD-7295 shows potent antiviral activity ingenotype 1b patients. Genotype 1a and genotype 3 patients showedno antiviral effects.

Approval Year

PubMed

PubMed

TitleDatePubMed
Current race in the development of DAAs (direct-acting antivirals) against HCV.
2014 Jun 15
Patents

Sample Use Guides

700mg per day maximum
Route of Administration: Oral
AZD-7295 is a selective inhibitor of HCV NS5A within vitroantiviral activity of 7nM and 1.24mM against HCV genotype1b and 1a replicons respectively, with significant liver concentrationin preclinical studies.
Substance Class Chemical
Created
by admin
on Sat Dec 16 10:35:46 GMT 2023
Edited
by admin
on Sat Dec 16 10:35:46 GMT 2023
Record UNII
102MC1467J
Record Status Validated (UNII)
Record Version
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Name Type Language
AZD-7295
Common Name English
(1,1'-BIPHENYL)-4-CARBOXAMIDE, 5'-((CYCLOPROPYLCARBONYL)AMINO)-N-(4-((4-(PROPYLSULFONYL)-1-PIPERAZINYL)METHYL)PHENYL)-2'-(TRIFLUOROMETHOXY)-
Systematic Name English
AZD7295
Code English
AZD 7295 [WHO-DD]
Common Name English
4-(5-(CYCLOPROPANECARBONYLAMINO)-2-(TRIFLUOROMETHOXY)PHENYL)-N-(4-((4-PROPYLSULFONYLPIPERAZIN-1-YL)METHYL)PHENYL)BENZAMIDE
Systematic Name English
Code System Code Type Description
FDA UNII
102MC1467J
Created by admin on Sat Dec 16 10:35:46 GMT 2023 , Edited by admin on Sat Dec 16 10:35:46 GMT 2023
PRIMARY
CAS
929890-64-2
Created by admin on Sat Dec 16 10:35:46 GMT 2023 , Edited by admin on Sat Dec 16 10:35:46 GMT 2023
PRIMARY
DRUG BANK
DB12724
Created by admin on Sat Dec 16 10:35:46 GMT 2023 , Edited by admin on Sat Dec 16 10:35:46 GMT 2023
PRIMARY
PUBCHEM
57339445
Created by admin on Sat Dec 16 10:35:46 GMT 2023 , Edited by admin on Sat Dec 16 10:35:46 GMT 2023
PRIMARY
CLINICAL_TRIALS.GOV
AZD-7295
Created by admin on Sat Dec 16 10:35:46 GMT 2023 , Edited by admin on Sat Dec 16 10:35:46 GMT 2023
PRIMARY Official Title:A Randomised, DB, PC Study to Determine the PK, Safety and Tolerability Profile and Antiviral Activity of Multiple Oral Doses of AZD7295 in Otherwise Healthy Male and Female Hepatitis C Carriers With Compensated Liver DiseasePurpose:PK, safety study of AZD7295 in HCV carriers
Related Record Type Details
ACTIVE MOIETY
Summary: This is a pharmacokinetics (PK) and safety study of AZD7295 in healthy volunteers. Study Design: Allocation: Randomized, Intervention Model: Parallel Assignment, Masking: Double Blind (Subject, Caregiver, Investigator), Primary Purpose: Treatment.
ACTIVE MOIETY
Originator: Arrow Therapeutics; Class: Antiviral; Mechanism of Action: Hepatitis C virus NS 5 protein inhibitor; Highest Development Phase: Discontinued for Hepatitis C; Most Recent Events: 27 Jan 2011 Discontinued - Phase-II for Hepatitis C in United Kingdom (PO), 27 Jan 2011 Discontinued - Phase-I for Hepatitis C in Japan (PO), 27 Jan 2011 Discontinued - Phase-I for Hepatitis C in New Zealand (PO)