Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C21H35N5.2C3H5O2.Mn |
| Molecular Weight | 558.6153 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 4 / 4 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
[Mn++].CCC([O-])=O.CCC([O-])=O.C1CC[C@@H]2NCC3=CC=CC(CN[C@H]4CCCC[C@@H]4NCCN[C@H]2C1)=N3
InChI
InChIKey=AVSNGWGGPXFPQX-NDOCQCNASA-L
InChI=1S/C21H35N5.2C3H6O2.Mn/c1-3-10-20-18(8-1)22-12-13-23-19-9-2-4-11-21(19)25-15-17-7-5-6-16(26-17)14-24-20;2*1-2-3(4)5;/h5-7,18-25H,1-4,8-15H2;2*2H2,1H3,(H,4,5);/q;;;+2/p-2/t18-,19-,20-,21-;;;/m0.../s1
| Molecular Formula | Mn |
| Molecular Weight | 54.938 |
| Charge | 2 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
| Molecular Formula | C21H35N5 |
| Molecular Weight | 357.5361 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 4 / 4 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
| Molecular Formula | C3H5O2 |
| Molecular Weight | 73.0706 |
| Charge | -1 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
M40419 (now GC4419) is a Mn(II)-containing pentaazamacrocyclic selective superoxide dismutase mimetic. It is a first-in-class, small molecule enzyme mimetic that converts superoxide to hydrogen peroxide and molecular oxygen. GC4419 is currently being evaluated in an ongoing randomized Phase 2 clinical trial to assess its effect on the incidence, severity and duration of severe oral mucositis (OM) when given to patients with squamous cell cancers of the head and neck in combination with radiation and chemotherapy. GC4419 has received Breakthrough Therapy and Fast Track designations from the U.S. Food and Drug Administration.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Oxidative stress and apoptosis interact and cause emphysema due to vascular endothelial growth factor receptor blockade. | 2003 Jul |
|
| Mitochondrial Superoxide Increases Age-Associated Susceptibility of Human Dermal Fibroblasts to Radiation and Chemotherapy. | 2017 Sep 15 |
|
| Superoxide Dismutase Mimetic GC4419 Enhances the Oxidation of Pharmacological Ascorbate and Its Anticancer Effects in an H₂O₂-Dependent Manner. | 2018 Jan 19 |
|
| Persistent increase in mitochondrial superoxide mediates cisplatin-induced chronic kidney disease. | 2019 Jan |
Sample Use Guides
Treatment with the small-molecule, superoxide dismutase mimetic (GC4419; 0.25 μmol/L) significantly mitigated the increased sensitivity of old fibroblasts to IR and chemotherapy and partially restored mitochondrial function without affecting IR or chemotherapy-induced cancer cell killing.
| Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 13:40:11 GMT 2023
by
admin
on
Sat Dec 16 13:40:11 GMT 2023
|
| Record UNII |
FW5T90VM32
|
| Record Status |
Validated (UNII)
|
| Record Version |
|
-
Download
| Name | Type | Language | ||
|---|---|---|---|---|
|
Official Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Code | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Code | English | ||
|
Common Name | English | ||
|
Code | English | ||
|
Code | English |
| Classification Tree | Code System | Code | ||
|---|---|---|---|---|
|
FDA ORPHAN DRUG |
939023
Created by
admin on Sat Dec 16 13:40:11 GMT 2023 , Edited by admin on Sat Dec 16 13:40:11 GMT 2023
|
| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
|
131634674
Created by
admin on Sat Dec 16 13:40:11 GMT 2023 , Edited by admin on Sat Dec 16 13:40:11 GMT 2023
|
PRIMARY | |||
|
KL-154
Created by
admin on Sat Dec 16 13:40:12 GMT 2023 , Edited by admin on Sat Dec 16 13:40:12 GMT 2023
|
PRIMARY | |||
|
11786
Created by
admin on Sat Dec 16 13:40:11 GMT 2023 , Edited by admin on Sat Dec 16 13:40:11 GMT 2023
|
PRIMARY | |||
|
FW5T90VM32
Created by
admin on Sat Dec 16 13:40:11 GMT 2023 , Edited by admin on Sat Dec 16 13:40:11 GMT 2023
|
PRIMARY | |||
|
300000024822
Created by
admin on Sat Dec 16 13:40:12 GMT 2023 , Edited by admin on Sat Dec 16 13:40:12 GMT 2023
|
PRIMARY | |||
|
2248030-85-3
Created by
admin on Sat Dec 16 13:40:11 GMT 2023 , Edited by admin on Sat Dec 16 13:40:11 GMT 2023
|
PRIMARY | |||
|
2081067-45-8
Created by
admin on Sat Dec 16 13:40:11 GMT 2023 , Edited by admin on Sat Dec 16 13:40:11 GMT 2023
|
ALTERNATIVE | |||
|
C173664
Created by
admin on Sat Dec 16 13:40:11 GMT 2023 , Edited by admin on Sat Dec 16 13:40:11 GMT 2023
|
PRIMARY |
| Related Record | Type | Details | ||
|---|---|---|---|---|
|
TARGET->MIMETIC |
|
||
|
PARENT -> SALT/SOLVATE |
|
