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Details

Stereochemistry ABSOLUTE
Molecular Formula C31H24ClF6N3O2
Molecular Weight 619.985
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of AV-608

SMILES

FC(F)(F)C1=CC(=CC(=C1)C(=O)N2CC[C@@H](C[C@H]2CC3=CC=C(Cl)C=C3)NC(=O)C4=CC=NC5=C4C=CC=C5)C(F)(F)F

InChI

InChIKey=NXLUTEDAEFXMQR-BJKOFHAPSA-N
InChI=1S/C31H24ClF6N3O2/c32-22-7-5-18(6-8-22)13-24-17-23(40-28(42)26-9-11-39-27-4-2-1-3-25(26)27)10-12-41(24)29(43)19-14-20(30(33,34)35)16-21(15-19)31(36,37)38/h1-9,11,14-16,23-24H,10,12-13,17H2,(H,40,42)/t23-,24+/m0/s1

HIDE SMILES / InChI

Description
Curator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/22221140

AV608, a 4-aminopiperidine derivative, is a selective, specific, long-acting, orally active and potent nonpeptidic antagonist of the NK-1 receptor. AV-608 had been in phase II clinical trials for the treatment of social phobia and overactive bladder (OAB). This compound was originally discovered by Novartis, and then licensed to Areva Pharmaceuticals in October 2003. Addition this drug was in phase I clinical trial for the treatment of Irritable Bowel Syndrome (IBS), this disease is characterized by chronic abdominal pain and frequent comorbid anxiety. The substance P ⁄ neurokinin-1 receptor system is implicated in the regulation of both pain and anxiety, suggesting a potential therapeutic target in IBS. However, the researches on this drug candidate were discontinued in 2010.

CNS Activity

Curator's Comment: https://clinicaltrials.gov/ct2/show/NCT00294346

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
Unknown

Approved Use

Unknown
Palliative
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Neurokinin-1-receptor antagonism decreases anxiety and emotional arousal circuit response to noxious visceral distension in women with irritable bowel syndrome: a pilot study.
2012 Feb
Patents

Patents

Sample Use Guides

Unknown
Route of Administration: Oral
In Vitro Use Guide
Unknown
Name Type Language
AV-608
Common Name English
NKP-608
Code English
CGP-608
Code English
NKP 608
Code English
NK 608
Code English
4-QUINOLINECARBOXAMIDE, N-(1-(3,5-BIS(TRIFLUOROMETHYL)BENZOYL)-2-((4-CHLOROPHENYL)METHYL)-4-PIPERIDINYL)-, (2R-TRANS)-
Systematic Name English
Code System Code Type Description
CAS
177707-12-9
Created by admin on Sat Dec 16 05:51:55 GMT 2023 , Edited by admin on Sat Dec 16 05:51:55 GMT 2023
PRIMARY
MANUFACTURER PRODUCT INFORMATION
NKP-608
Created by admin on Sat Dec 16 05:51:55 GMT 2023 , Edited by admin on Sat Dec 16 05:51:55 GMT 2023
PRIMARY Jul 19, 2010 <b>...</b> <b>AV 608</b> is a neurokinin-1 (NK-1) substance P antagonist that was being developed by Avera Pharmaceuticals. This orally administered drug??...
EPA CompTox
DTXSID30432754
Created by admin on Sat Dec 16 05:51:55 GMT 2023 , Edited by admin on Sat Dec 16 05:51:55 GMT 2023
PRIMARY
FDA UNII
987K1SBI71
Created by admin on Sat Dec 16 05:51:55 GMT 2023 , Edited by admin on Sat Dec 16 05:51:55 GMT 2023
PRIMARY
PUBCHEM
9917079
Created by admin on Sat Dec 16 05:51:55 GMT 2023 , Edited by admin on Sat Dec 16 05:51:55 GMT 2023
PRIMARY