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Details

Stereochemistry ACHIRAL
Molecular Formula C19H19N5OS
Molecular Weight 365.452
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of JNJ-1661010

SMILES

O=C(NC1=CC=CC=C1)N2CCN(CC2)C3=NC(=NS3)C4=CC=CC=C4

InChI

InChIKey=BHBOSTKQCZEAJM-UHFFFAOYSA-N
InChI=1S/C19H19N5OS/c25-18(20-16-9-5-2-6-10-16)23-11-13-24(14-12-23)19-21-17(22-26-19)15-7-3-1-4-8-15/h1-10H,11-14H2,(H,20,25)

HIDE SMILES / InChI

Description
Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/19095868 | https://www.ncbi.nlm.nih.gov/pubmed/18693015 | https://www.ncbi.nlm.nih.gov/pubmed/27318096 | https://www.ncbi.nlm.nih.gov/pubmed/27899300 | https://www.ncbi.nlm.nih.gov/pubmed/26567045

JNJ-1661010 is a potent and selective is a potent and selective fatty acid amide hydrolase (FAAH) inhibitor. FAAH is a membrane bound serine hydrolase primarily responsible for the breakdown of the endogenous cannabinoid anandamide in the CNS. Increasing the amount of anandamide, which has analgesics properties, may be efficacious in the treatment of pain. According to the experimental data JNJ-1661010 may be useful clinically as broad-spectrum analgesics. Johnson & Johnson is developing JNJ-1661010 for the treatment of neuropathic pain. Preclinical development is being conducted in the US. In addition recent data demonstrated that JNJ-1661010 could be useful in the treatment of arthritis and parkinson's disease. JNJ-1661010 inhibits myometrial contractility, without un-specific relaxing effects on the smooth muscle.

CNS Activity

Curator's Comment: JNJ-1661010 is CNS active in rodents. No human data available.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
33.0 nM [IC50]
5.7 µM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Thiadiazolopiperazinyl ureas as inhibitors of fatty acid amide hydrolase.
2008 Sep 1
Biochemical and biological properties of 4-(3-phenyl-[1,2,4] thiadiazol-5-yl)-piperazine-1-carboxylic acid phenylamide, a mechanism-based inhibitor of fatty acid amide hydrolase.
2009 Jan
Dynamic regulation of the endocannabinoid system: implications for analgesia.
2009 Oct 8
Anti-inflammatory effects of N-acylethanolamines in rheumatoid arthritis synovial cells are mediated by TRPV1 and TRPA1 in a COX-2 dependent manner.
2015 Nov 14
Fatty acid amide hydrolase inhibition for the symptomatic relief of Parkinson's disease.
2016 Oct
Role of the endocannabinoid system in the control of mouse myometrium contractility during the menstrual cycle.
2017 Jan 15
Patents

Sample Use Guides

20 mg/kg JNJ-1661010 exerts potent analgetic action in rats. Mice were injected daily with JNJ1661010 (20 mg/kg) reduced arthritis score.
Route of Administration: Intraperitoneal
N-acylethanolamines anandamide (at 1 uM and 0.01 uM) and concomitant FAAH inhibition with JNJ1661010 (1 μM) reduced the production of IL-6 and IL-8 by rheumatoid arthritis synoviocytes
Name Type Language
JNJ-1661010
Common Name English
1-PIPERAZINECARBOXAMIDE, N-PHENYL-4-(3-PHENYL-1,2,4-THIADIAZOL-5-YL)-
Systematic Name English
Code System Code Type Description
PUBCHEM
2809273
Created by admin on Sat Dec 16 08:33:26 GMT 2023 , Edited by admin on Sat Dec 16 08:33:26 GMT 2023
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FDA UNII
62521S57AU
Created by admin on Sat Dec 16 08:33:26 GMT 2023 , Edited by admin on Sat Dec 16 08:33:26 GMT 2023
PRIMARY
CAS
681136-29-8
Created by admin on Sat Dec 16 08:33:26 GMT 2023 , Edited by admin on Sat Dec 16 08:33:26 GMT 2023
PRIMARY
EPA CompTox
DTXSID00384599
Created by admin on Sat Dec 16 08:33:26 GMT 2023 , Edited by admin on Sat Dec 16 08:33:26 GMT 2023
PRIMARY