U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula 2C20H23N7O6.H2O4S
Molecular Weight 1012.958
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ARFOLITIXORIN HEMISULFATE

SMILES

OS(O)(=O)=O.[H][C@@]12CN(CN1C3=C(NC2)NC(N)=NC3=O)C4=CC=C(C=C4)C(=O)N[C@@H](CCC(O)=O)C(O)=O.[H][C@@]56CN(CN5C7=C(NC6)NC(N)=NC7=O)C8=CC=C(C=C8)C(=O)N[C@@H](CCC(O)=O)C(O)=O

InChI

InChIKey=KHQZYLZNYVRXOD-NVGTXZLJSA-N
InChI=1S/2C20H23N7O6.H2O4S/c2*21-20-24-16-15(18(31)25-20)27-9-26(8-12(27)7-22-16)11-3-1-10(2-4-11)17(30)23-13(19(32)33)5-6-14(28)29;1-5(2,3)4/h2*1-4,12-13H,5-9H2,(H,23,30)(H,28,29)(H,32,33)(H4,21,22,24,25,31);(H2,1,2,3,4)/t2*12-,13+;/m11./s1

HIDE SMILES / InChI

Molecular Formula C20H23N7O6
Molecular Weight 457.4399
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Molecular Formula H2O4S
Molecular Weight 98.078
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

METHYLENETETRAHYDROFOLIC ACID, L-(+), an endogenous biomodulator that was developed under the brand name modufolin or arfolitixorin by the Isofol Medical. Arfolitixorin is developed to increase the efficacy of standard of care chemotherapy for advanced colorectal cancer. This drug is currently being studied in a global phase 3 clinical trial. Besides, the drug successfully completed phase II as rescue therapy for osteosarcoma. 21 May 2019 Isofol Medical has received clinical patent protection for the arfolitixorinin USA. It relates to a method of increasing blood concentration of deoxyuridine, a blood biomarker for inhibition of tumor growth in human cancer treatment.

Approval Year

PubMed

PubMed

TitleDatePubMed
Molecular biology of 5,10-methylenetetrahydrofolate reductase.
2000 Jan-Feb
Formaldehyde-detoxifying role of the tetrahydromethanopterin-linked pathway in Methylobacterium extorquens AM1.
2003 Dec
Phase 1 dose de-escalation trial of the endogenous folate [6R]-5,10-methylene tetrahydrofolate in combination with fixed-dose pemetrexed as neoadjuvant therapy in patients with resectable rectal cancer.
2015 Oct

Sample Use Guides

IV injection every second week for 8 weeks 30 to 240 mg/m2
Route of Administration: Intravenous
Substance Class Chemical
Created
by admin
on Thu Jul 06 20:16:38 UTC 2023
Edited
by admin
on Thu Jul 06 20:16:38 UTC 2023
Record UNII
LZ73JVT65C
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ARFOLITIXORIN HEMISULFATE
Common Name English
L-GLUTAMIC ACID, N-(4-((6AR)-3-AMINO-1,2,5,6,6A,7-HEXAHYDRO-1-OXOIMIDAZO(1,5-F)PTERIDIN-8(9H)-YL)BENZOYL)-, SULFATE (2:1)
Systematic Name English
Code System Code Type Description
FDA UNII
LZ73JVT65C
Created by admin on Thu Jul 06 20:16:38 UTC 2023 , Edited by admin on Thu Jul 06 20:16:38 UTC 2023
PRIMARY
CAS
1654736-73-8
Created by admin on Thu Jul 06 20:16:38 UTC 2023 , Edited by admin on Thu Jul 06 20:16:38 UTC 2023
PRIMARY
PUBCHEM
135564976
Created by admin on Thu Jul 06 20:16:38 UTC 2023 , Edited by admin on Thu Jul 06 20:16:38 UTC 2023
PRIMARY
SMS_ID
100000170615
Created by admin on Thu Jul 06 20:16:38 UTC 2023 , Edited by admin on Thu Jul 06 20:16:38 UTC 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY