METRIFUDIL

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C18H21N5O4
Molecular Weight	371.3904
Optical Activity	UNSPECIFIED
Defined Stereocenters	4 / 4
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC1=CC=CC=C1CNC2=NC=NC3=C2N=CN3[C@@H]4O[C@H](CO)[C@@H](O)[C@H]4O

InChI

InChIKey=OOEMZCZWZXHBKW-SCFUHWHPSA-N

InChI=1S/C18H21N5O4/c1-10-4-2-3-5-11(10)6-19-16-13-17(21-8-20-16)23(9-22-13)18-15(26)14(25)12(7-24)27-18/h2-5,8-9,12,14-15,18,24-26H,6-7H2,1H3,(H,19,20,21)/t12-,14-,15-,18-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C18H21N5O4
Molecular Weight	371.3904
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	4 / 4
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://adisinsight.springer.com/drugs/800006749 | https://www.ncbi.nlm.nih.gov/pubmed/5073418 | https://adisinsight.springer.com/drugs/800006749

Metrifudil (previously known as Y-341) is a synthetic adenosine analog that is acid stable and has a prolonged duration of action. Metrifudil is a selective adenosine A2 receptor agonist and has anticonvulsant activity against seizures. The drug is also studied for the treatment of glomerulonephritis. However, no recent development has been reported.

Approval Year

PubMed

Title	Date	PubMed
Characterization of pharmacologically active compounds that inhibit poliovirus and enterovirus 71 infectivity.	2008-10	18796721
Differences in the order of potency for agonists but not antagonists at human and rat adenosine A2A receptors.	1999-01-01	9920286
The hypotensive effect of an oral adenosine analog with selectivity for the A2 receptor in the spontaneously hypertensive rat.	1995-05	7662228

Substance Class	Chemical Created by `admin` on `Wed Apr 02 09:05:11 GMT 2025` Edited by `admin` on `Wed Apr 02 09:05:11 GMT 2025`
Record UNII	7K4GKQ4XSE
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

METRIFUDIL

Official Name

English

TH 322

Preferred Name

English

TH-322

Code

English

metrifudil [INN]

Common Name

English

6-(O-METHYLBENZYLAMINO)-9-.BETA.-D-RIBOFURANOSYL-9H-PURINE

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C29707