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Details

Stereochemistry ACHIRAL
Molecular Formula C12H9ClN2O4
Molecular Weight 280.664
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of FG-2216

SMILES

OC(=O)CNC(=O)C1=C(O)C2=C(C=CC=C2)C(Cl)=N1

InChI

InChIKey=OUQVKRKGTAUJQA-UHFFFAOYSA-N
InChI=1S/C12H9ClN2O4/c13-11-7-4-2-1-3-6(7)10(18)9(15-11)12(19)14-5-8(16)17/h1-4,18H,5H2,(H,14,19)(H,16,17)

HIDE SMILES / InChI

Molecular Formula C12H9ClN2O4
Molecular Weight 280.664
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: The description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/23234607 | https://www.ncbi.nlm.nih.gov/pubmed/23547775 | https://www.ncbi.nlm.nih.gov/pubmed/21115615

FG 2216 is an erythropoietic small molecule prolyl hydroxylase inhibitor, originally developed by FibroGen, that is undergoing development for the treatment of anemia. PDH inhibitor FG-2216 was orally bioavailable and induced significant and reversible EPO induction in vivo. Chronic oral dosing in male rhesus macaques was well tolerated, significantly increased erythropoiesis, and prevented anemia induced by weekly phlebotomy. Furthermore, modest increases in HbF-containing red cells and reticulocytes were demonstrated by flow cytometry. FG 2216 had been in phase II clinical trials for the treatment of anemia, however, all researchers on this drug candidate were discontinued.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
3.9 µM [IC50]
2.8 µM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Doses

Doses

DosePopulationAdverse events​
20 mg/kg single, oral
Dose: 20 mg/kg
Route: oral
Route: single
Dose: 20 mg/kg
Sources:
unhealthy, 27-82
n = 12
Health Status: unhealthy
Condition: End-stage renal disease
Age Group: 27-82
Sex: M+F
Population Size: 12
Sources:
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Gas phase reaction of substituted isoquinolines to carboxylic acids in ion trap and triple quadrupole mass spectrometers after electrospray ionization and collision-induced dissociation.
2008 Jan
Patents

Sample Use Guides

20 mg/kg for 7 days.
Route of Administration: Oral
Hep3B cells were used for activity evaluation. Cells were treated with FG 2216 (50 and 100mkM) for 24h. EPO expression due to PHD2 inhibition was determined using the EPO ELISA method
Substance Class Chemical
Created
by admin
on Fri Dec 15 21:13:29 UTC 2023
Edited
by admin
on Fri Dec 15 21:13:29 UTC 2023
Record UNII
RU921DS4Z5
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
FG-2216
Common Name English
1-CHLORO-N-(HYDROXYFORMYLMETHYL-4-HYDROXYISOQUINOLINE-3-CARBOXAMIDE
Systematic Name English
1-CHLORO-N- (HYDROXYFORMYLMETHYL-4-HYDROXYISOQUINOLINE-3-CARBOXAMIDE
Common Name English
(((1-CHLORO-4-HYDROXYISOQUINOLIN-3-YL)CARBONYL)AMINO)ACETIC ACID
Systematic Name English
Code System Code Type Description
DRUG BANK
DB08687
Created by admin on Fri Dec 15 21:13:29 UTC 2023 , Edited by admin on Fri Dec 15 21:13:29 UTC 2023
PRIMARY
PUBCHEM
6914666
Created by admin on Fri Dec 15 21:13:29 UTC 2023 , Edited by admin on Fri Dec 15 21:13:29 UTC 2023
PRIMARY
CAS
223387-75-5
Created by admin on Fri Dec 15 21:13:29 UTC 2023 , Edited by admin on Fri Dec 15 21:13:29 UTC 2023
PRIMARY
FDA UNII
RU921DS4Z5
Created by admin on Fri Dec 15 21:13:29 UTC 2023 , Edited by admin on Fri Dec 15 21:13:29 UTC 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY