AVASOPASEM MANGANESE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C21H35N5.2Cl.Mn
Molecular Weight	483.38
Optical Activity	UNSPECIFIED
Defined Stereocenters	4 / 4
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[Cl-].[Cl-].[Mn++].C1CC[C@@H]2NCC3=CC=CC(CN[C@H]4CCCC[C@@H]4NCCN[C@H]2C1)=N3

InChI

InChIKey=WXEMWBBXVXHEPU-NDOCQCNASA-L

InChI=1S/C21H35N5.2ClH.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;;;/h5-7,18-25H,1-4,8-15H2;2*1H;/q;;;+2/p-2/t18-,19-,20-,21-;;;/m0.../s1

HIDE SMILES / InChI

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	ClH
Molecular Weight	36.461
Charge	0
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

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
Oxidative stress and apoptosis interact and cause emphysema due to vascular endothelial growth factor receptor blockade.	2003 Jul	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 `Fri Dec 15 16:04:52 GMT 2023` Edited by `admin` on `Fri Dec 15 16:04:52 GMT 2023`
Record UNII	EY1WA413UL
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

AVASOPASEM MANGANESE

Official Name

English

GC4419

Code

English

avasopasem manganese [INN]

Common Name

English

GC-4419

Code

English

MANGANESE, DICHLORO((4AS,13AS,17AS,21AS)-1,2,3,4,4A,5,6,12,13,13A,14,15,16,17,17A,18,19,20,21,21A-EICOSAHYDRO-7,11-NITRILO-7H-DIBENZO(B,H)-5,13,18,21-TETRAAZACYCLOHEPTADECINE-.KAPPA.N5,.KAPPA.N13,.KAPPA.N18,.KAPPA.N21,.KAPPA.N22)-, (PB-7-11-2344'3')-

Systematic Name

English

AVASOPASEM MANGANESE [USAN]

Common Name

English

SC-72325A

Code

English

M-40419

Code

English

Avasopasem manganese [WHO-DD]

Common Name

English

AVASOPASEM MANGANESE DICHLORIDE

Common Name

English

(PBPY-7-11-2344'3')-DICHLORO((4AS,13AS,17AS,21AS)-1,2,3,4,4A,5,6,12,13,13A,14,15,16,17,17A,18,19,20,21,21A-ICOSAHYDRO-7,11-AZENO-7H-DIBENZO(B,H)(1,4,7,10)TETRAAZACYCLOHEPTADECINE-.KAPPA.5N5,N13,N18,N21,N22)MANGANESE

Systematic Name

English

Code System Code Type Description

SMS_ID

100000177407