EFATUTAZONE DIHYDROCHLORIDE MONOHYDRATE

Details

Stereochemistry	RACEMIC
Molecular Formula	C27H26N4O4S.2ClH.H2O
Molecular Weight	593.522
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of EFATUTAZONE DIHYDROCHLORIDE MONOHYDRATE

Structure Search

SMILES

O.Cl.Cl.CN1C(COC2=CC=C(CC3SC(=O)NC3=O)C=C2)=NC4=CC=C(OC5=CC(C)=C(N)C(C)=C5)C=C14

InChI

InChIKey=JMFBDJASOQDDGR-UHFFFAOYSA-N

InChI=1S/C27H26N4O4S.2ClH.H2O/c1-15-10-20(11-16(2)25(15)28)35-19-8-9-21-22(13-19)31(3)24(29-21)14-34-18-6-4-17(5-7-18)12-23-26(32)30-27(33)36-23;;;/h4-11,13,23H,12,14,28H2,1-3H3,(H,30,32,33);2*1H;1H2

HIDE SMILES / InChI

Molecular Formula	ClH
Molecular Weight	36.461
Charge	0
Count

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

Molecular Formula	H2O
Molecular Weight	18.0153
Charge	0
Count

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

Molecular Formula	C27H26N4O4S
Molecular Weight	502.585
Charge	0
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	0
Optical Activity	( + / - )

Description
Sources: https://adisinsight.springer.com/drugs/800024172 | https://www.cancer.gov/publications/dictionaries/cancer-drug/def/efatutazone-dihydrochloride

Efatutazone (CS-7017 or RS-5444) is a peroxisome proliferator-activated receptor gamma (PPAR-gamma) agonist with antineoplastic properties. Mediated through activation of PPAR-gamma, this agent is capable of inducing cell differentiation and apoptosis, thereby leading to a reduction in cellular proliferation. Efatutazone was in clinical trials for the treatment of solid tumors however; its development has been discontinued.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Peroxisome proliferator-activated receptor gamma 111 Target ID: P37231\|\|\|Q15179 Gene ID: 5468.0 Gene Symbol: PPARG Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/16574311	Agonist 2678
Peroxisome proliferator-activated receptor gamma 111 Target ID: P37231\|\|\|Q15179 Gene ID: 5468.0 Gene Symbol: PPARG Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/23589525	Agonist 2678

PubMed

Title	Date	PubMed
A phase 1 study of efatutazone, an oral peroxisome proliferator-activated receptor gamma agonist, administered to patients with advanced malignancies.	2012 Nov 1	22570147
Efatutazone, an oral PPAR-γ agonist, in combination with paclitaxel in anaplastic thyroid cancer: results of a multicenter phase 1 trial.	2013 Jun	23589525

Patents

Sample Use Guides

In Vivo Use Guide

Phase I trial: 0.10 to 1.15 mg PO twice daily.

Route of Administration: Oral

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:25:45 GMT 2023` Edited by `admin` on `Fri Dec 15 16:25:45 GMT 2023`
Record UNII	4AUO475Y7H
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

EFATUTAZONE DIHYDROCHLORIDE MONOHYDRATE

Common Name

English

(±)-2,4-THIAZOLIDINEDIONE, 5-((4-((6-(4-AMINO-3,5-DIMETHYLPHENOXY)-1-METHYL-1H-BENZIMIDAZOL-2-YL)METHOXY)PHENYL)METHYL)-, DIHYDROCHLORIDE, MONOHYDRATE

Common Name

English

CS-7017 MONOHYDRATE

Code

English

2,4-THIAZOLIDINEDIONE, 5-((4-((6-(4-AMINO-3,5-DIMETHYLPHENOXY)-1-METHYL-1H-BENZIMIDAZOL-2-YL)METHOXY)PHENYL)METHYL)-, HYDROCHLORIDE, HYDRATE (1:2:1)

Systematic Name

English

INOLITAZONE DIHYDROCHLORIDE MONOHYDRATE

Common Name

English

2,4-THIAZOLIDINEDIONE, 5-((4-((6-(4-AMINO-3,5-DIMETHYLPHENOXY)-1-METHYL-1H-BENZIMIDAZOL-2-YL)METHOXY)PHENYL)METHYL)-, DIHYDROCHLORIDE, MONOHYDRATE

Common Name

English

Code System Code Type Description

FDA UNII

4AUO475Y7H

Created by admin on Fri Dec 15 16:25:45 GMT 2023 , Edited by admin on Fri Dec 15 16:25:45 GMT 2023

PRIMARY

PUBCHEM

25009213

Created by admin on Fri Dec 15 16:25:45 GMT 2023 , Edited by admin on Fri Dec 15 16:25:45 GMT 2023

PRIMARY

CAS

1048002-36-3

Created by admin on Fri Dec 15 16:25:45 GMT 2023 , Edited by admin on Fri Dec 15 16:25:45 GMT 2023

PRIMARY

SMS_ID

100000175072

Created by admin on Fri Dec 15 16:25:45 GMT 2023 , Edited by admin on Fri Dec 15 16:25:45 GMT 2023

PRIMARY

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Details

SMILES

InChI

DescriptionSources: https://adisinsight.springer.com/drugs/800024172 | https://www.cancer.gov/publications/dictionaries/cancer-drug/def/efatutazone-dihydrochloride

Originator

Approval Year

Targets

PubMed

Patents

Sample Use Guides

Description
Sources: https://adisinsight.springer.com/drugs/800024172 | https://www.cancer.gov/publications/dictionaries/cancer-drug/def/efatutazone-dihydrochloride