DASANTAFIL

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C22H28BrN5O5
Molecular Weight	522.392
Optical Activity	UNSPECIFIED
Defined Stereocenters	2 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCN1C(=O)N(CCO)C2=C(N(CC3=CC(Br)=C(OC)C=C3)C(N[C@@H]4CCC[C@H]4O)=N2)C1=O

InChI

InChIKey=RCJYGWGQCPDYSL-HZPDHXFCSA-N

InChI=1S/C22H28BrN5O5/c1-3-26-20(31)18-19(27(9-10-29)22(26)32)25-21(24-15-5-4-6-16(15)30)28(18)12-13-7-8-17(33-2)14(23)11-13/h7-8,11,15-16,29-30H,3-6,9-10,12H2,1-2H3,(H,24,25)/t15-,16-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C22H28BrN5O5
Molecular Weight	522.392
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	2 / 2
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: Fischer, J. and Ganellin, R.C. (2010) 'Analogue-based Drug Discovery II', p.148 Retrieved from https://books.google.ru/books?id=h2Kd8ci4Ln8C
Curator's Comment: description was created based on several sources, including: https://www.pharmacodia.com/yaodu/html/v1/chemicals/4b58db5ec33af76c6d9b968cf2c633b1.html | http://adisinsight.springer.com/drugs/800018967

Schering published xanthine PDE5 inhibitors with amino substituents in the imidazole 2-position, such as Dasantafil. Dasantafil, also known as SCH-446132, is a PDE5A inhibitor potentially for the treatment of erectile dysfunction. It had been in phase II clinical trials but there is no report for this compound recently.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Phosphodiesterase 5A 31 Target ID: CHEMBL1827 Sources: https://encrypted.google.com/patents/US20020169174 \| https://www.pharmacodia.com/yaodu/html/v1/chemicals/4b58db5ec33af76c6d9b968cf2c633b1.html	Inhibitor 8504

Conditions

Condition	Modality	Targets	Highest Phase	Product
Erectile dysfunction 35 Sources: https://www.pharmacodia.com/yaodu/html/v1/chemicals/4b58db5ec33af76c6d9b968cf2c633b1.html	Primary		Phase II 1147	Unknown Approved Use Unknown

Sourcing

Vendor/Aggregator	ID	URL
BOC Sciences	569351-91-3	http://www.bocsci.com/description.asp?cas=569351-91-3
Compound Cloud	9871410
MuseChem	I006387	https://www.musechem.com/product/I006387.html

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Wed Apr 02 08:24:11 GMT 2025` Edited by `admin` on `Wed Apr 02 08:24:11 GMT 2025`
Record UNII	48P711MI2G
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

DASANTAFIL

Official Name

English

SCH446132

Preferred Name

English

1H-PURINE-2,6-DIONE, 7-((3-BROMO-4-METHOXYPHENYL)METHYL)-1-ETHYL-3,7-DIHYDRO-8-(((1R,2R)-2-HYDROXYCYCLOPENTYL)AMINO)-3-(2-HYDROXYETHYL)

Common Name

English

DASANTAFIL [USAN]

Common Name

English

SCH-446132

Code

English

dasantafil [INN]

Common Name

English

7-(3-Bromo-4-methoxybenzyl)-1-ethyl-8-[[(1R,2R)-2-hydroxycyclopentyl]amino]-3-(2-hydroxyethyl)-3,7-dihydro-1H-purine-2,6-dione

Systematic Name

English

Dasantafil [WHO-DD]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C2127