Rucosopasem Manganese

Investigational

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

Structure Search

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

HIDE SMILES / InChI

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	Mn
Molecular Weight	54.938045
Charge	2
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

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

Description
Sources: https://www.galeratx.com/our-pipeline/gc4419 | https://www.ncbi.nlm.nih.gov/pubmed/29351198

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
Persistent increase in mitochondrial superoxide mediates cisplatin-induced chronic kidney disease.	2019-01	30296702
Phase 1b/2a Trial of the Superoxide Dismutase Mimetic GC4419 to Reduce Chemoradiotherapy-Induced Oral Mucositis in Patients With Oral Cavity or Oropharyngeal Carcinoma.	2018-02-01	29174131
Superoxide Dismutase Mimetic GC4419 Enhances the Oxidation of Pharmacological Ascorbate and Its Anticancer Effects in an H₂O₂-Dependent Manner.	2018-01-19	29351198
Mitochondrial Superoxide Increases Age-Associated Susceptibility of Human Dermal Fibroblasts to Radiation and Chemotherapy.	2017-09-15	28765155
Oxidative stress and apoptosis interact and cause emphysema due to vascular endothelial growth factor receptor blockade.	2003-07	12600822

Sample Use Guides

In Vitro Use Guide

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 `Tue Apr 01 21:05:06 GMT 2025` Edited by `admin` on `Tue Apr 01 21:05:06 GMT 2025`
Record UNII	FW5T90VM32
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

GC-4711

Preferred Name

English

Rucosopasem Manganese

Official Name

English

AVASOPASEM MANGANESE DIPROPIONATE

Common Name

English

Manganese, [(4aS,5R,13R,13aS,17aS,18R,21R,21aS)-1,2,3,4,4a,5,6,12,13,13a,14,15,16,17,17a,18,19,20,21,21a-eicosahydro-11,7-nitrilo-7H-dibenzo[b,h][1,4,7,10]tetraazacycloheptadecine-?N5,?N13,?N18,?N21,?N22]bis(propanoato-?O)-, (PB-7-11-2344?3?)-

Systematic Name

English

RUCOSOPASEM MANGANESE [USAN]

Common Name

English

PBPY-7-11-2344?3?)-bis(propanoato-kO)[(11S,12S,2R,6R,71S,72S,8R,11R)-2,6,8,11-tetraaza-4(2,6)-pyridina-1,7(1,2)-dicyclohexanacycloundecaphane-k5N2,N41,N6,N8,N11]manganese

Systematic Name

English

GC-4419 DIPROPIONATE

Code

English

rucosopasem manganese [INN]

Common Name

English

BIS-PROPIONATO(GC4419)

Code

English

GC4711

Code

English

Classification Tree Code System Code

FDA ORPHAN DRUG

939023