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Details

Stereochemistry ACHIRAL
Molecular Formula C22H23FN2O2
Molecular Weight 366.4286
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ROLUPERIDONE

SMILES

FC1=CC=C(C=C1)C(=O)CN2CCC(CN3CC4=C(C=CC=C4)C3=O)CC2

InChI

InChIKey=RNRYULFRLCBRQS-UHFFFAOYSA-N
InChI=1S/C22H23FN2O2/c23-19-7-5-17(6-8-19)21(26)15-24-11-9-16(10-12-24)13-25-14-18-3-1-2-4-20(18)22(25)27/h1-8,16H,9-15H2

HIDE SMILES / InChI
Molecular Formula C22H23FN2O2
Molecular Weight 366.4286
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

CYR-101 (MIN-101) is a cyclic amide derivative that has high equipotent affinities for 5-HT2A and sigma-2 receptors (Ki of 7.53 nM and 8.19 nM for 5-HT2A and sigma-2, respectively). MIN-101 also shows binding affinity for a1-adrenergic receptors but low or no affinity for muscarinic, cholinergic, and histaminergic receptors. MIN-101 demonstrated statistically significant efficacy in reducing negative symptoms and good tolerability in stable schizophrenia patients. The drug is in phase II clinical trials for the treatment of Schizophrenia.

CNS Activity

Originator

Approval Year

Unknown
139594
Targets

Targets

Primary TargetPharmacologyConditionPotency
Antagonist
2778
 7.53 nM [Ki]
Transmembrane protein 97
11
Target ID: Q5BJF2
Gene ID: 27346.0
Gene Symbol: TMEM97
Target Organism: Homo sapiens (Human)
Antagonist
2778
 8.19 nM [Ki]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Phase II
1132
Unknown

Approved Use

Unknown
Sourcing

Sourcing

Vendor/AggregatorIDURL
1PlusChem LLC
1P00CJWT
https://www.1pchem.com/search?query=1P00CJWT
AChemBlock
L22318
http://www.achemblock.com/catalogsearch/result/?q=L22318
AstaTech
41571
http://astatechinc.com/CPSResult.php?CRNO=41571
Chem Scene
CS-6971
http://www.chemscene.com/goproductList/searchProductList?productObj=CS-6971
Excenen
EX-A3145
http://www.excenen.com/searchresultlist.php?id=EX-A3145
KeyOrganics
AS-35144
http://www.keyorganicsinc.com/bionet/catalogsearch/result?q=AS-35144
Lab Network
LN03246569
https://labnetwork.com/frontend-app/p/#!/moleculedetails/LN03246569
MedChem Express
HY-19469
https://www.medchemexpress.com/search.html?q=HY-19469&ft=&fa=&fp=
MolPort
MolPort-044-723-849
https://www.molport.com/shop/molecule-link/MolPort-044-723-849
Molnova
M14236
https://www.molnova.com/en/serch-list.html?keywords=M14236
MuseChem
I006343
https://www.musechem.com/product/I006343.html
eMolecules
89945241
https://orderbb.emolecules.com/search/#?query=89945241
mcule
MCULE-5318831156
https://mcule.com/MCULE-5318831156/
PubMed

PubMed

TitleDatePubMed
Patents

Patents

US2013274290
3
US2017042877
3
WO2014011590A2
3

Sample Use Guides

In Vivo Use Guide
Curator's Comment: A statistically significant difference in PANSS negative factor score was observed, with lower scores for the MIN-101 32 mg/day and 64 mg/day groups compared with the placebo group.
After at least 5 days' withdrawal from all antipsychotic medication, Schizophrenia patients were randomly assigned to receive 32 mg/day or 64 mg/day of oral CYR-101 (MIN-101) for 12 weeks.
Route of Administration: Oral
In Vitro Use Guide
CYR-101 (MIN-101) has high equipotent affinities for 5-HT2A and sigma-2 receptors (Ki of 7.53 nM and 8.19 nM for 5-HT2A and sigma-2, respectively).
Substance Class Chemical
Created
by admin
on Sat Dec 16 07:09:53 GMT 2023
Edited
by admin
on Sat Dec 16 07:09:53 GMT 2023
Record UNII
4P31I0M3BF
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ROLUPERIDONE
USAN   INN  
Official Name English
MIN-101 FREE BASE
Code English
ROLUPERIDONE [USAN]
Common Name English
2-({1-[2-(4-Fluorophenyl)-2-oxoethyl]piperidin-4-yl}methyl)-2,3-dihydro-1H-isoindol-1-one
Systematic Name English
FMI
Code English
CYR-101
Code English
roluperidone [INN]
Common Name English
1H-ISOINDOL-1-ONE, 2-((1-(2-(4-FLUOROPHENYL)-2-OXOETHYL)-4-PIPERIDINYL)METHYL)-2,3-DIHYDRO-
Systematic Name English
Code System Code Type Description
WIKIPEDIA
CYR-101
Created by admin on Sat Dec 16 07:09:54 GMT 2023 , Edited by admin on Sat Dec 16 07:09:54 GMT 2023
PRIMARY
EPA CompTox
DTXSID10189512
Created by admin on Sat Dec 16 07:09:53 GMT 2023 , Edited by admin on Sat Dec 16 07:09:53 GMT 2023
PRIMARY
USAN
EF-67
Created by admin on Sat Dec 16 07:09:54 GMT 2023 , Edited by admin on Sat Dec 16 07:09:54 GMT 2023
PRIMARY
FDA UNII
4P31I0M3BF
Created by admin on Sat Dec 16 07:09:54 GMT 2023 , Edited by admin on Sat Dec 16 07:09:54 GMT 2023
PRIMARY
PUBCHEM
9799284
Created by admin on Sat Dec 16 07:09:54 GMT 2023 , Edited by admin on Sat Dec 16 07:09:54 GMT 2023
PRIMARY
DRUG BANK
DB13080
Created by admin on Sat Dec 16 07:09:53 GMT 2023 , Edited by admin on Sat Dec 16 07:09:53 GMT 2023
PRIMARY
CAS
359625-79-9
Created by admin on Sat Dec 16 07:09:53 GMT 2023 , Edited by admin on Sat Dec 16 07:09:53 GMT 2023
PRIMARY
INN
10810
Created by admin on Sat Dec 16 07:09:54 GMT 2023 , Edited by admin on Sat Dec 16 07:09:54 GMT 2023
PRIMARY
SMS_ID
100000183602
Created by admin on Sat Dec 16 07:09:54 GMT 2023 , Edited by admin on Sat Dec 16 07:09:54 GMT 2023
PRIMARY
NCI_THESAURUS
C166772
Created by admin on Sat Dec 16 07:09:54 GMT 2023 , Edited by admin on Sat Dec 16 07:09:54 GMT 2023
PRIMARY
Related Record Type Details
ALPHA-1A ADRENERGIC RECEPTOR
TARGET -> INHIBITOR
5-HYDROXYTRYPTAMINE RECEPTOR 2A
TARGET -> INHIBITOR
Structure of ROLUPERIDONE HYDROCHLORIDE
SALT/SOLVATE -> PARENT
SIGMA INTRACELLULAR RECEPTOR 2
TARGET -> INHIBITOR
Related Record Type Details
Structure of ROLUPERIDONE
ACTIVE MOIETY
NIH
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