FADROZOLE PHOSPHATE, (R)-

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C14H13N3.H3O4P
Molecular Weight	321.2683
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OP(O)(O)=O.[H][C@@]1(CCCC2=CN=CN12)C3=CC=C(C=C3)C#N

InChI

InChIKey=QPMXWEHWAGTWOC-PFEQFJNWSA-N

InChI=1S/C14H13N3.H3O4P/c15-8-11-4-6-12(7-5-11)14-3-1-2-13-9-16-10-17(13)14;1-5(2,3)4/h4-7,9-10,14H,1-3H2;(H3,1,2,3,4)/t14-;/m1./s1

HIDE SMILES / InChI

Molecular Formula	H3O4P
Molecular Weight	97.9952
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Molecular Formula	C14H13N3
Molecular Weight	223.2731
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	1 / 1
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/22275532 | https://www.ncbi.nlm.nih.gov/pubmed/20699715 | https://www.ncbi.nlm.nih.gov/pubmed/27481775

(+)-Fadrozole (FAD-286) is an aldosterone synthase inhibitor. The drug was tested in vivo in preclinical models of hypertension, heart failure and was shown to reduce retinal neovascularization in rats with oxygen-induced retinopathy.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Cytochrome P450 11B2, mitochondrial 3 Target ID: P19099 Gene ID: 1585.0 Gene Symbol: CYP11B2 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/20699715	Inhibitor 8297		3.0 nM [IC50]

Conditions

Condition	Modality	Highest Phase	Product
Congestive heart failure 54 Sources: https://www.ncbi.nlm.nih.gov/pubmed/18586661	Primary	Preclinical	Unknown Approved Use Unknown
Hypertension 567 Sources: https://www.ncbi.nlm.nih.gov/pubmed/16685215	Primary	Preclinical	Unknown Approved Use Unknown
Neovascular retinopathy 3 Sources: https://www.ncbi.nlm.nih.gov/pubmed/22275532	Primary	Preclinical	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Aldosterone synthase inhibitor ameliorates angiotensin II-induced organ damage.	2005 Jun 14	15939810
Investigation of aldosterone-synthase inhibition in rats.	2006 Jun	16685215

Sample Use Guides

In Vivo Use Guide

In a preclinical study, (+)-fadrozole was given to rats at a dose of 30 mg/kg.

Route of Administration: Other

In Vitro Use Guide

(+)-Fadrozole inhibited angiotensin II-stimulated basal aldosterone production in NCI-H295R cells, showing a maximal effect at 10 nmol/l.

Substance Class	Chemical Created by `admin` on `Sat Dec 16 18:20:43 UTC 2023` Edited by `admin` on `Sat Dec 16 18:20:43 UTC 2023`
Record UNII	42REB33X4T
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

FADROZOLE PHOSPHATE, (R)-

Common Name

English

4-((5R)-5H,6H,7H,8H-IMIDAZO(1,5-A)PYRIDIN-5-YL)BENZONITRILE; PHOSPHORIC ACID

Systematic Name

English

(R)-FADROZOLE PHOSPHATE

Common Name

English

Code System Code Type Description

PUBCHEM

156133534