ARFOLITIXORIN

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C20H23N7O6
Molecular Weight	457.4399
Optical Activity	UNSPECIFIED
Defined Stereocenters	2 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[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

InChI

InChIKey=QYNUQALWYRSVHF-OLZOCXBDSA-N

InChI=1S/C20H23N7O6/c21-20-24-16-15(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/h1-4,12-13H,5-9H2,(H,23,30)(H,28,29)(H,32,33)(H4,21,22,24,25,31)/t12-,13+/m1/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

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/10720211 | https://clinicaltrials.gov/ct2/show/NCT02244632 | https://isofolmedical.com/arfolitixorin/ | https://www.ncbi.nlm.nih.gov/pubmed/26189513

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

Title	Date	PubMed
Molecular biology of 5,10-methylenetetrahydrofolate reductase.	2000 Jan-Feb	10720211
Formaldehyde-detoxifying role of the tetrahydromethanopterin-linked pathway in Methylobacterium extorquens AM1.	2003 Dec	14645276

Sample Use Guides

In Vivo Use Guide

IV injection every second week for 8 weeks 30 to 240 mg/m2

Route of Administration: Intravenous

Substance Class	Chemical Created by `admin` on `Sat Dec 16 05:58:02 GMT 2023` Edited by `admin` on `Sat Dec 16 05:58:02 GMT 2023`
Record UNII	Z8R4A37V9Q
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ARFOLITIXORIN

Official Name

English

ARFOLITIXORIN [USAN]

Common Name

English

(6R)-5,10-METHYLENETETRAHYDROFOLATE

Common Name

English

6R-MTHF

Common Name

English

D-N5,N10-METHYLENE-L-TETRAHYDROFOLIC ACID

Common Name

English

5,10-METHYLENE-(6R)-TETRAHYDROFOLIC ACID

Common Name

English

(6R)-5,10-METHYLENE-5,6,7,8-TETRAHYDROFOLIC ACID

Common Name

English

Arfolitixorin [WHO-DD]

Common Name

English

METHYLENETETRAHYDROFOLIC ACID, L-(+)-

Common Name

English

ISO-901

Code

English

L-(+)-METHYLENETETRAHYDROFOLIC ACID

Common Name

English

arfolitixorin [INN]

Common Name

English

N-(4-((6AR)-3-AMINO-1-OXO-1,2,5,6,6A,7-HEXAHYDROIMIDAZO(1,5-F)PTERIDIN-8(9H)- YL)BENZOYL)-L-GLUTAMIC ACID

Systematic Name

English

MODUFOLIN

Brand 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)-

Systematic Name

English

Classification Tree Code System Code

FDA ORPHAN DRUG

189304