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Details

Stereochemistry ACHIRAL
Molecular Formula C21H20FN3O4
Molecular Weight 397.3996
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of RADIPRODIL

SMILES

FC1=CC=C(CC2CCN(CC2)C(=O)C(=O)NC3=CC4=C(NC(=O)O4)C=C3)C=C1

InChI

InChIKey=GKGRZLGAQZPEHO-UHFFFAOYSA-N
InChI=1S/C21H20FN3O4/c22-15-3-1-13(2-4-15)11-14-7-9-25(10-8-14)20(27)19(26)23-16-5-6-17-18(12-16)29-21(28)24-17/h1-6,12,14H,7-11H2,(H,23,26)(H,24,28)

HIDE SMILES / InChI

Molecular Formula C21H20FN3O4
Molecular Weight 397.3996
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: description was created based on several sources, including http://ir.frx.com/phoenix.zhtml?c=83198&p=irol-newsArticle&ID=790577&highlight=

RGH-896 (radiprodi) is orally active and selective NMDA NR2B antagonist, a potential therapeutic agent in treatment of neuropathic pain and possibly other chronic pain conditions. It blocks pain signaling without interacting with other NMDA receptor subtypes thus potentially improving therapeutic index and side effect profile. RGH-896 is the first of this group and is currently in early clinical development. Forest and Richter initiated a Phase IIb study in neuropathic pain in the United Stated in the second half of 2006. The drug did not produce significant reductions in patient-reported pain scores for all the dosages tested. Forest says that it and Gedeon Richter will review the findings before making a decision about the further development of radiprodil. In addition to neuropathic pain, the companies intend to investigate various other pain conditions and possibly CNS indications not related to pain. Forest will pay Richter undisclosed upfront and milestone payments in addition to royalties and will have exclusive rights in the U.S. and Canada. The two companies will jointly fund the development program. RGH-896 has patent applications that provide patent protection until at least 2022.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
89.4 ng/mL
30 mg single, oral
dose: 30 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
RADIPRODIL plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
2042 ng × h/mL
30 mg single, oral
dose: 30 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
RADIPRODIL plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
15.8 h
30 mg single, oral
dose: 30 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
RADIPRODIL plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
Doses

Doses

DosePopulationAdverse events​
30 mg single, oral
Studied dose
Dose: 30 mg
Route: oral
Route: single
Dose: 30 mg
Sources: Page: p.4
healthy, ADULT
n = 10
Health Status: healthy
Age Group: ADULT
Sex: M+F
Food Status: FASTED
Population Size: 10
Sources: Page: p.4

Sample Use Guides

45 mg capsules three times a day, 14 weeks
Route of Administration: Oral
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Sat Dec 16 17:16:52 UTC 2023
Edited
by admin
on Sat Dec 16 17:16:52 UTC 2023
Record UNII
5XGC17ZKUF
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
RADIPRODIL
INN   WHO-DD  
INN  
Official Name English
2-[4-(4-Fluorobenzyl)piperidin-1-yl]-2-oxo-N-(2-oxo-2,3-dihydrobenzoxazol-6-yl)acetamide
Systematic Name English
radiprodil [INN]
Common Name English
N-(2,3-Dihydro-2-oxo-6-benzoxazolyl)-4-[(4-fluorophenyl)methyl]-α-oxo-1-piperidineacetamide
Systematic Name English
1-Piperidineacetamide, N-(2,3-dihydro-2-oxo-6-benzoxazolyl)-4-[(4-fluorophenyl)methyl]-α-oxo-
Systematic Name English
Radiprodil [WHO-DD]
Common Name English
RGH-896
Code English
Classification Tree Code System Code
NCI_THESAURUS C241
Created by admin on Sat Dec 16 17:16:52 UTC 2023 , Edited by admin on Sat Dec 16 17:16:52 UTC 2023
Code System Code Type Description
DRUG BANK
DB12260
Created by admin on Sat Dec 16 17:16:52 UTC 2023 , Edited by admin on Sat Dec 16 17:16:52 UTC 2023
PRIMARY
NCI_THESAURUS
C152143
Created by admin on Sat Dec 16 17:16:52 UTC 2023 , Edited by admin on Sat Dec 16 17:16:52 UTC 2023
PRIMARY
PUBCHEM
10200813
Created by admin on Sat Dec 16 17:16:52 UTC 2023 , Edited by admin on Sat Dec 16 17:16:52 UTC 2023
PRIMARY
FDA UNII
5XGC17ZKUF
Created by admin on Sat Dec 16 17:16:52 UTC 2023 , Edited by admin on Sat Dec 16 17:16:52 UTC 2023
PRIMARY
EPA CompTox
DTXSID80964297
Created by admin on Sat Dec 16 17:16:52 UTC 2023 , Edited by admin on Sat Dec 16 17:16:52 UTC 2023
PRIMARY
CAS
496054-87-6
Created by admin on Sat Dec 16 17:16:52 UTC 2023 , Edited by admin on Sat Dec 16 17:16:52 UTC 2023
PRIMARY
SMS_ID
100000173985
Created by admin on Sat Dec 16 17:16:52 UTC 2023 , Edited by admin on Sat Dec 16 17:16:52 UTC 2023
PRIMARY
INN
8726
Created by admin on Sat Dec 16 17:16:52 UTC 2023 , Edited by admin on Sat Dec 16 17:16:52 UTC 2023
PRIMARY
ChEMBL
CHEMBL182066
Created by admin on Sat Dec 16 17:16:52 UTC 2023 , Edited by admin on Sat Dec 16 17:16:52 UTC 2023
PRIMARY
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TARGET->NEGATIVE ALLOSTERIC MODULATOR (NAM)
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SOLVATE->ANHYDROUS
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